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Oakville Holiday Homes

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    Don't let other travellers get your favourite Oakville area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 95 Rentals in Oakville
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    The following rentals are within 15 kilometres of Oakville.
    Sonoma Creek Cottage of Sonoma - 3 Bedroom1 / 17
    (9)Very good
    Sonoma
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Montagne Della Luna - Private 5+ Acre Estate1 / 27
    (5)Excellent
    Glen Ellen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Modern 3br Home W/Pool & Seasonal Creek in Sonoma.1 / 31
    (9)Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Carneros Barn House b/w Sonoma & Napa Sleeps 4-6 w/ Chef's Kitchen + Bikes1 / 28
    (3)Excellent
    Sonoma
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • Grill
    • Patio
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2017
    My husband and I stayed at Carneros B in January and had such a lovely time. The house was absolutely spotless and came with every amenity you could think of- it felt more like...
    Reviewed 11 February 2017
    We had a wonderful stay at the Carneros Barn House. The house is beautifully decorated and the hosts really paid attention to detail to make you feel right at home. The hosts...
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    About this property
    You don't need to stay in the square to enjoy Sonoma. Carneros Barn House is ideal for four or more travelers that want to enjoy space, privacy and wine country living. The modern, two-story barn-style home is complete with two spacious bedrooms, bathrooms, a chef’s kitchen, outdoor area and...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country1 / 18
    (17)Excellent
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Satellite TV
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2017
    Sonoma Rosso was the perfect cottage for our first visit to wine country. Linda was so helpful with recommendations before we arrived and she and Michael were fantastic hosts...
    Reviewed 15 November 2016
    My husband and I had our first getaway in five years - basically since becoming parents. Staying at Sonoma Rosso made our getaway memorable, comfortable, romantic, and perfect...
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    About this property
    Relax and unwind in a brand new, poolside guest cottage on a private compound just off the Highway 12 Wine Trail in Kenwood. The Sonoma Valley scenery is gorgeous - from vineyards and wide open fields studded with ancient oaks to rolling hills and dramatic mountains. Your home away from home...
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    Kenwood, Sonoma County 95409
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    WALK to Wineries from this Gorgeous Designer Home!1 / 23
    (4)Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Wi-Fi
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    The house is perfectly located in the middle of wine country - between Sonoma Valley & Napa Valley and just down the road from Anderson Valley - three amazing areas for...
    Reviewed 6 August 2015
    This home was truly amazing!! Our friends and I truly enjoyed its beauty, both inside and out. We laughed, ate, reminisced and drank wine with such joy here. The kitchen was...
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    About this property
    Sonoma Valley is the epicenter of food and wine culture, but sometimes no one wants to have to be the "D.D." on vacation. With our perfect location in the heart of Sonoma Valley, you can walk to 9 wineries within 5 blocks, and still feel like you're "getting away from it all" in our quiet...
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    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Wine Country Retreat *Kid Friendly*! Spacious!1 / 32
    (5)Excellent
    Sonoma
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2016
    We wanted to introduce our kids to Sonoma and this was a great home-base for us. Location wise it was perfect for getting into the County via the Sonoma Highway, or down to the...
    Reviewed 21 November 2014
    This house was perfect for our extended family of parents with two young children and grandparents. We all had our own spaces and the tatami room was great for the children's...
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    About this property
    Welcome to Sprawling Oak, a relaxing wine country retreat! The house is ideal for 2 to 3 couples, or 2 couples with kids, or a family with parents/in-laws and kids, or 6 individuals. It is very kid-friendly and spacious. Up to 6 adults with small children can stay comfortably. The house is in the...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Heiter House - the perfect getaway in Wine Country1 / 25
    (4)Excellent
    Kenwood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Grill
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    The Heiter House is a great base of operations for a weekend or extended getaway in Sonoma. It's in a quiet and seemingly isolated location with easy access to the wineries...
    Reviewed 19 May 2017
    Simply gorgeous! New York has some beautiful mountains and wineries but nothing compares to how beautiful this place is! Best of all, the Sonoma wineries are super close so make...
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    About this property
    Heiter in German means serene, and there is no doubt how this home got its name the Heiter House. It is the perfect setting and environment for relaxing in beautiful Sonoma Wine Country. With a perfect mix of modern yet homey décor coupled with the views of Sugarloaf, this house is bound to offer...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Wine Country Cottage in Serene Setting1 / 17
    (7)Excellent
    Glen Ellen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Patio
    • Washer
    • Central Heating
    • Internet Access
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    The place has everything we were looking to have a relaxed and peaceful short vacation. The house is very clean and I like that it is surrounded by tall trees. The seating area...
    Reviewed 29 October 2016
    Better than we could have thought. Wonderful home base for exploring Sonoma. High end kitchen made meals easy and fun. Napa is a bit of a drive either over a winding road or...
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    About this property
    This wine country cottage sits in a sunny spot on a private lane just off Warm Springs Road. Your experience here will be peaceful and private, with only a few deer crossing the property occasionally. The two bedroom home provides you with a cozy atmosphere, closeness to Glen Ellen with a large,...
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    Location Information
    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rocking K Vineyard - Vineyard Romance Cottage1 / 16
    (4)Excellent
    Sonoma
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Mountain Views
    • Porch
    • Parking
    • Outdoor Dining Area
    • Grill
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    Nice cottage in the Rocking K Vineyard. Perfect size for a couple. Quick Uber to town and Napa was only 25 minutes away. Char was great and we enjoyed our wine tasting with her.
    Reviewed 28 March 2017
    My husband, Barry brought me here to Rocking K , romance cottage. Our first stay in Sonoma was memorable to say the least. Char is the best host you can ask for. This town is...
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    About this property
    ROCKING K VINEYARD COTTAGES Welcome to The Rocking K Cottages! Rocking K Vineyard Cottages are a Wine Country Destination. Nestled in the Rocking K Vineyard… Pinot Noir Grapes surrounding! Centrally located two miles South of the Historic Sonoma Plaza... and five minutes North of Gloria Ferrer,...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    St. Helena
    5 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A veritable nature preserve of 70 secluded acres on a ridge at the Napa/Sonoma line, this has a breathtaking vanishing edge pool with views to Mount St Helena and beyond. 300 degree views of both the Sonoma and Napa valleys are seen from the 1200 sq ft Summit viewing/dining deck. Nature is BIG up...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 12
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    *SONOMA PLAZA* Adorable Cottage IN TOWN CENTER!1 / 21
    (5)Excellent
    Sonoma
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Balcony
    • Parking
    • Air Conditioning
    • Patio
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2016
    This house was well appointed, has plenty of room, and is very close to the plaza. Our visit was truly relaxing and the hosts the best I've experienced.Thanks Kathy for...
    Reviewed 14 November 2016
    We spent 2 delightful nights here. The house is very clean, warmly decorated and the bed was so comfortable. The owners were very easy to work with. We spent the evening sitting...
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    About this property
    **WE ARE TWO BLOCKS FROM THE HISTORICAL SONOMA PLAZA, JUST A FEW SHORT STEPS** Ditch your car keys and discover Real Wine Country on foot or bicycle from our 1889 Historical Cottage right in the Town Center. A short 5 minute walk will take you right into the Sonoma Plaza where you will find...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Iva's Cottage & Garden House Sonoma Wine Country1 / 22
    (1)Average
    Sonoma
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Grill
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The location in Sonoma was great. Just a few minutes from downtown. The property manager was nice and gave us tips on a winery to visit (Schug) which we really enjoyed. There...
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    About this property
    This is a cozy historic 1940's Cottage and House are nestled on 11 acres, Iva's Garden house is the 2 bedroom 1 bath main house with great gardens and picnic area, Iva's Cottage is also 2 bedrooms and 1 bath available together or separate. The cottage and house are central to Sonoma within 5...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Annabelle's Cottage-Farmhouse chic in wine country1 / 17
    (1)Excellent
    Sonoma
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our cottage is a brand new, 400 square foot private getaway full of farmhouse inspired charm! It features one bedroom with a comfy queen size bed with handmade reclaimed wood headboard and a spacious armoire. The kitchen comes equipped with a vintage 1960 GE refrigerator, 4 burner stove, toaster...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful Estate on 3.5 Acres, Pool, Putting Green1 / 36
    (7)Excellent
    Sonoma
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • DVD Player
    • Patio
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous secluded property offers great views, spacious living areas and solar heated pool. It is a perfect getaway for families or friends traveling together. And would be an excellent choice for corporate retreats and small weddings. The property is located in the Valley of the Moon on...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Retro Retreat: Cozy, Moderne, Affordable House1 / 14
    (12)Excellent
    Sonoma
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    Our stay in the Retro Retreat the first week of April was wonderful. This house is well appointed and a comfort to come home to at the end of the day. We would definitely...
    Reviewed 28 April 2015
    My favorite part of the house was the patio out back. I used it at least twice a day before we left for our wine tours and after the day was done for a relaxing dinner. The...
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    About this property
    3 bdrm, 2.5 bath for the price of 2 bdrm 1 bath rental!! Save with no Flipkey/TripAdvisor booking fee! We charge a $120 cleaning fee, plus 9% tax, but since we pay Flipkey/TripAdvisor for an annual subscription, you don't ave to pay a booking fee. The Retro Retreat is a fabulous little house...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kenwood
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one of a kind stone lodge is located in a secluded location at the very heart of the Sonoma Valley, all 5 bedrooms are large and have a private, ensuite bath. We have a caretaker who lives just down the lane, so you can be assured of superior oversight and assistance. We now have access to a...
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    Kenwood, Sonoma County 95452
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Kenwood
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Mountain Views
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfectly located in the heart of the Sonoma Wine Country, this one-acre property is set amongst surrounding vineyards and mountains and is just steps to the town of Kenwood with access to numerous wine tasting rooms, restaurants, and shopping. This Kenwood home is designed to maximize outdoor...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sonoma
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Porch
    • Patio
    • Mountain Views
    • Outdoor Dining Area
    • Grill
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rocking K Vineyard Bocce Cottage Welcome to The Rocking K Cottages! Rocking K Vineyard Cottages are a wine Country Destination. Right in the heart of Sonoma’s Los Carneros Prize producing Pinot Noirs! Nestled in the Rocking K Vineyard… Pinot Noir Grapes surrounding! Beautiful views and two miles...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Star West Ranch & Retreats1 / 18
    (2)Excellent
    Sonoma
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Central Heating
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2012
    This is truly an amazing place. The home is decorated beautifully Suzy and Rick are very generous hosts and greeted us with champagne and treats. This is such a great place I...
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    About this property
    $1200 for 8 guests, $150 per guest over initial 8 up to 12 guests. Please, ask if you have any questions...<BR>*** Drinking Parties are NOT Tolerated!!! ***<BR><BR>Star West Ranch is a vacation rental located in the Sonoma Valley hills of Northern California, offering 33 acres of picturesque hiking...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    Secluded Sonoma Country Retreat, Views, Pool-Spa1 / 26
    (1)Excellent
    Sonoma
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2015
    We stayed at Rancho Paradiso in Oct. 2014. This home was perfect for our three couples group as the layout has 3 master suites. It did not disappoint! It is spacious and well...
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    About this property
    RANCHO PARADISO 5 minutes from Historic Sonoma Plaza and 12 minutes from Napa, Rancho Paradiso is a private gated property on 4 acres, a wonderful mesmerizing place. Centrally located for exploring this beautiful world class wine tasting region. We are located in the heart of the Carneros...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    Kenwood
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The decision to spend time outdoors or indoors will be difficult as this luxury vacation home features gorgeous and well appointed living areas both inside and out. Upon arrival you will notice that the architecture of the luxurious Estate in the Vines was designed to complement its wine country...
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    Kenwood, Sonoma County 95409
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Cottage Sonoma - at Sonoma's Historic Town Square1 / 21
    (52)Excellent
    Sonoma
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Porch
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    The location was perfect, walking distance to historic square, several restaurants and shops. The best furnished kitchen with any kind of cooking utensil/dish etc... you could...
    Reviewed 4 December 2016
    The rental was everything we could of wanted and more! The location was so near every thing in Sonoma. The place was well kept and immaculate! We will definitely come back...
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    About this property
    SONOMA VALLEY WINE COUNTRY RETREAT Relax in Style! After a day exploring the California wine country, return home to your own tastefully decorated vacation house, Cottage Sonoma. Enjoy a glass of local wine in the garden. Soak in the private hot tub. Share laughs around the big oak table. The...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Glen Ellen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make this 4BR, 2BA secluded country cottage your home-away-from-home while you explore wine country. Relax and unwind in a down-to-earth, shabby chic interior, and enjoy Sonoma Mountain views from the private pool and spacious outdoor seating area. Long Description: A charming wood bridge leads...
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    Location Information
    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bungalow Sonoma at Sonoma's historic town square1 / 14
    (31)Excellent
    Sonoma
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Washer
    • Air Conditioning
    • Porch
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2017
    My friends and I spent 5 days in the Sonoma Bungalow and loved every minute of it! This home is nicely appointed with a great kitchen (plenty of nice cookware, accessories...
    Reviewed 9 May 2017
    We absolutely WILL return to Bungalow Sonoma for its fantastic amenities, it's prime location, and it's charm!
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    About this property
    LOCATION LOCATION LOCATION! Relax in style in the heart of the Northern California Wine Country! Bungalow Sonoma is located 1/2 block from Sonoma's historic town square. Enjoy a pleasant walk to many of California's best restaurants, winery tasting rooms, and historic sites. CRAFTSMAN QUALITY....
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sonoma
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NOTE: THIS PROPERTY IS CURRENTLY UNDERGOING RENOVATIONS AND WE EXPECT IT TO BE BACK ONLINE March 15, 2017 Conveniently located between Glen Ellen and the town of Sonoma, in a quiet and peaceful setting. 2 bedrooms 1 bath, hardwood floors 40's era charm located on 1/2 acre parcel. Pleasant back...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries1 / 24
    (1)Excellent
    Kenwood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Satellite TV
    • Grill
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    I booked this property for 4 adults. We ended up with a Newborn as our 5th!!! This house has been transformed by the Owner Peter into a great oasis in the middle of an old...
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    About this property
    Hello and welcome to Casa Orinda, our newly renovated wine country home in Kenwood, in the heart of the Valley of the Moon.<BR><BR>Our 2 bedroom, 2 bathroom home features an open kitchen-living floor plan perfect for enjoying a good time with family and friends. <BR><BR>The kitchen is fully...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sonoma
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jane's Sonoma Cottage is a private one-bedroom guest house located two blocks from Sonoma's historic Plaza. Relaxing environment with private entrance, patio seating, and garden area. Cozy inside with "W Hotel" Cal King Bed, full kitchen, dining area, living room, gas fireplace, Comcast cable, &...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Glen Ellen
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    About this property
    A View from the Top is a luxury villa situated in the lush Glen Ellen area of California. Enter a magical landscape where pastoral life, fine dining and magnificent spa treatments seamlessly coexist, where natural fragrances permeate the air and where rest and rejuvenation never felt so good....
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    St. Helena
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Our fabulous, upscale Cottage House is a 3 bedroom and 3 bathroom (could add a Studio to get 4 bed and 4 bath) house walking distance to the heart of St. Helena. On the ground floor, there is a kitchen, living room, dining room and two bedrooms, each with a king size bed and private bathroom. One...
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    Location Information
    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very quiet and private, yet only a 15 minute walk downtown to Main Street where you'll find The Culinary Institute of America, Giugni's Delicatessen, Model Bakery, Gott's Roadside and Dean & Deluca. Also local are world-class restaurants such as PRESS, Market, Farmstead, Tra Vigne, Cindy's...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Glen Ellen
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charming house has two bedrooms: a very generous master bedroom suite with a private deck and a second bedroom with two beds that can be coverted into one queen size bed. Additionally, the living room has a comfortable pull-out couch suitable for sleeping two. The gourmet kitchen is fully...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 7
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    Auberge Sonoma at Sonoma's Historic Town Square1 / 10
    (74)Excellent
    Sonoma
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Mountain Views
    • Porch
    • Grill
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    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    What a beautiful house. I am actually sitting on the front porch drinking coffee in the cool morning breeze as I write this. We were pleasantly surprised when we arrived. We...
    Reviewed 8 July 2017
    We stayed in this wonderful 2 bedroom 2 bath property with another couple last month. Everything was perfect. We travel quite a lot and we were so impressed with the fact that...
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    About this property
    Two bedroom luxury suites in the heart of Sonoma’s WineCountry – ½ block from Sonoma’s Historic Town Square. Historic building, newly renovated. Full kitchens, fireplace, private porch, and private entrances. Sonoma Valley Winery Pass, valid for free wine tasting at over 25 Sonoma Valley Wineries,...
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    Location Information
    Sonoma, Sonoma County 95476
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sonoma
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quail Run is named after the families of quail whose habitat we share. It is a unique property that has been enjoyed by our family for 60 years. The recently renovated cottage has a great room with living area, kitchen and dining, and a bedroom that opens up to a private patio with hot tub. The...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sonoma
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Secure Parking
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    About this property
    Newly renovated hillside home has vineyard, mountain and valley views throughout. The Master Bedroom looks out over the Valley of the Moon with access to a rooftop garden and hot tub where you can soak in vineyard views. Located between the Sonoma Plaza and Glen Ellen the property provides close...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Sonoma
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Satellite TV
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new home custom designed by a prominent San Francisco Interior Designer and a North Carolina architect. The home is situated on 4+ acres in one of the most distinguished Sonoma neighborhoods and on the grounds of the former Spreckels Estate. The home looks east over Sonoma Valley with views...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Glen Ellen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Balcony
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    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Valley Of The Moon! Nestled among giant Oaks, hugging a sprawling forest and across from Morton's Warm Springs, our lovely sanctuary offers the blissful relaxation of a welcome retreat. Come and see the deer, turkey, fox and other wildlife that wander among the native trees and...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sonoma
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by roses and a vineyard, the Summer House cottage offers secluded country tranquility just 2 miles east of downtown Sonoma and an easy bike ride to four nearby wineries. This 600 square foot one bedroom, one bath guest house sleeps six and includes a spacious living room, fully...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury Retreat in Yountville, Napa Valley Home1 / 18
    (2)Excellent
    Yountville
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PEDRONI, a new charming stone house located in the historic part of Yountville and just a few minutes walk from the center of town on a quiet street, is the perfect refuge and launchpad for your stay in the Napa Valley. Note: Minimum 1 month stay (firm). HOUSE: – 2 bedroom (sleeps 4) and 2.5...
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    Yountville, Napa Valley 94599
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    St. Helena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant recently remodeled 4 bedroom 3.5 bath furnished and air conditioned home 3 blocks from St. Helena's Main Street. Double garage with Tesla fast wall charger, gourmet kitchen, living room, dining area and family room with HDTV, Sonos music player, and high-speed WiFi. Rear entertainment...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sonoma
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful gated one-of-kind Wine Country Estate is situated within 10 minutes of the Sonoma Plaza. Retreat to a private world of your own that is minutes to everything the Wine Country has to offer. Lush landscaping, grapevines, waterfalls, flowers, gardens, amazing outdoor pool & spa,...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kenwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to wine country with a stay at this exquisite 4BR/3BA Kenwood estate set on an acre of landscaped grounds with pool, fruit trees, and private vineyard. Easy walk to wineries or short drive to Sonoma and Napa Valley restaurants. Sleeps 8. ABOUT THE HOUSE This single-level country house...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Angwin
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience incredible views from one of our most private estates, Napa Valley Mountain Retreat. Just minutes away from the downtown areas of both St. Helena and Calistoga, this incredible five bedroom estate sits atop the famous Howell Mountain and provides stunning views from every room. Nestled...
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    Angwin, Napa Valley 94508
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Sonoma
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sonoma Hideaway is a wine country gem that combines indoor outdoor living amongst the vines with the privacy of a 2 acre lot - Perfect for families! The Master Bedroom, 2 guest bedrooms (one with trundle bed), 1 kids bedroom (2 beds and trundle bed) sleep a total of 10 people (8 adults and two...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sonoma
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location! This 3BR/3BA home is just minutes from the downtown Sonoma square. You’re also close to several renown Sonoma wineries, and a just short drive from Napa wine country. Take advantage of the amazing year-round weather spending time in the backyard, poolside or lounging...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Washer
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegantly furnished 1 bedroom, 1 bath apartment 3 blocks from Main Street St. Helena. Air conditioned, king bed, large dresser with drawers, walk-in closet, gourmet kitchen, 2 HDTVs, DVD, cable service, desk, sofa bed, and laundry closet with washer and dryer. Private patio with table, chairs and...
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    St. Helena, Napa Valley 94574
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sonoma
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    About this property
    Sonoma Bonne Terre is a large family home nestled in beautiful Sonoma farm country. It is the perfect setting for family getaways, reunions, celebrations or retreats. It features a working Chardonnay vineyard, seasonal fruit trees and gardens. The spacious home is located a one acre fenced yard,...
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    Location Information
    Sonoma, Sonoma County 95476
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Amadora (Gift of Love) One Mile from Sonoma Plaza1 / 31
    (11)Excellent
    Sonoma
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2015
    Luck would have it the marathon weekend fell on the sonoma futures week. Joe was very helpful with our overwhelming amount of vineyards to choose from.Joe was very accomdating...
    Reviewed 7 October 2014
    Stepping through the gate you're welcomed to your own private paradise. This place is the perfect Sonoma getaway! The main house invites you to kick off your shoes and enjoy...
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    About this property
    Amadora, meaning the gift of love in Italian, is a 3 bedroom 2½ bath vintage Sonoma craftsman-style 2200 square foot house, built in 1891. This warm and charming house sits on almost half an acre of land, totally enclosed to give you privacy and let you forget about the world. It is also a...
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    Sonoma, Sonoma County 95476
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The wine country oasis you've been dreaming of, complete with a bocce court. Newly remodeled and with high-end touches at every turn, this modern 2BR/2BA home is nestled between Sonoma, Santa Rosa, and Healdsburg. Ideal for 2 couples. Sleeps 4. ABOUT THE HOUSE Let the sound of Sonoma Creek lull...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Glen Ellen
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 3-bedroom, 3.5-bath house in Glen Ellen boasts jaw-dropping views of the valley and spectacular sunsets! Watch them from the solar-powered pool or the outdoor farm tables with combined seating for 10. With two master suites, two living areas and a high-end kitchen, this is the perfect vacation...
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    Location Information
    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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