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Holiday Homes and Apartments Middletown, CA and nearby

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    The following rentals are within 30 kilometres of Middletown, Lake County, California.

    1 / 35
    Calistoga, CA
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    $4,191
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    1 / 20
    4.5 of 5 stars (3) Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $552
    / Night
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    St. Helena, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $1,572
    / Week
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    1 / 8
    5 of 5 stars (5) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $432
    / Night
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    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!! Since its opening in 2008, guest reviews confirm Dry Creek Villa to be a truly exceptional, idyllic retreat! We consistently rate 5/5 stars from prior guests. Among the various... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 2 August 2014
    My wife and I were looking for a quite, secluded retreat to totally unwind, we have found it. A modern, contemporary villa, on top of a ridge, with views in every direction. Only...
    5 of 5 stars Reviewed 26 April 2012
    This place was completely procured by my friend, Andrew, with the smallest of input from the other members of the party. We were all very impressed with the property, both in...
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    St. Helena, CA
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $6,985
    / Month
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    • Satellite TV
    • Internet Access
    • Parking
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Stay in this conveniently located 3bdm/1bath modern ranch style home in downtown St. Helena. Please contact for available dates. The Oak House a three blocks to St. Helena's restaurants and Shops. The house has clean and simple modern rustic style. Each of the 3 bedrooms is appointed with a... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $419
    / Night
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    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping...
    • Washer
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If you are looking for the perfect lake house, here it is! Great dock, fishing, boat ramp. Well equipped kitchen, lovely furnishings, comfy beds. It is a truly wonderful house. There's even a PacMan machine Lots to do if you like to look at birds or go hiking, golfing nearby, lots of wineries, and... View all property information
    Location Information
    Kelseyville, Lake County 95451
    1 / 15
    4.5 of 5 stars (8) Very good
    Calistoga, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $908
    / Night
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    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    ELEGANT Home and Separate guest quarters situated on a 33-acre vineyard located between St. Helena and Calistoga on the Valley Floor. Tuscan Style SIngle Level Home exclusively located in the HEART of Napa Valley Near WORLD FAMOUS wineries and restaurants. This property has stunning hardwood... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    5 of 5 stars Reviewed 28 September 2015
    As mentioned in other reviews, the photos do not do justice to the St Helena Vineyard Villa. We were pleasantly surprised when we arrived. This is an executive home situated in...
    4 of 5 stars Reviewed 16 July 2015
    A group of five couples stayed here in early June for three days. The house is in a great location, very private, and provided most of the amenities we needed. My only complaint...
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    1 / 20
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $1,111
    / Night
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    • Hot Tub
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    With a spectacular location on 12 beautifully landscaped and maintained acres, in the foothills between Santa Rosa and Healdsburg, Montebello Heights Estate is a newer Tuscan-themed, 4200 sq. ft. 4br/3.5ba, two-story home, with central heat and AC, and many custom features and special amenities,... View all property information
    Location Information
    Healdsburg, Sonoma County 95404
    1 / 24
    5 of 5 stars (1) Excellent
    Healdsburg, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    From
    $1,669
    / Night
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    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this rustic, beautifully renovated and newly furnished, 5br/3.5ba, 3200 sq. ft., two-story lovely home with central heat/AC, sits on a wooded knoll just above the vineyards. There is a separate pool house on the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 28 June 2013
    We stayed at this property for a girls weekend (my bachelorette trip, to be exact.) It was perfect! Exactly what we were looking for - which was plenty of space for 12 adults, a...
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    1 / 21
    5 of 5 stars (17) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $1,886
    / Night
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    • Grill
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    The elegant main home is a 4br/3ba, nearly 4000 sq. ft., two-story, gated estate with central heat/AC, a spectacular gourmet kitchen, abundant high end architectural details and custom finishes, fine furnishings, and the entire home is floored in honed hickory hardwood made even more comfortable... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    5 of 5 stars Reviewed 15 July 2014
    I am absolutely in love with Tertulia. We visited here for a friend's 50th birthday and had the time of our lives. The house is spacious, clean and thoughtfully appointed...
    5 of 5 stars Reviewed 5 June 2014
    Tertulia is the ideal vacation home for a wine country getaway with friends or family. My husband and I spent 4 days with friends and we loved every minute. The house has four...
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    Healdsburg, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $1,187
    / Night
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Satellite TV
    • Mountain Views
    • Children's Pool
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Situated on 2.5 acres, just minutes from the quaint downtown of Windsor and about 10 minutes from the Healdsburg square, Woody Creek Retreat is at the pinnacle of convenience while offering the serenity of a quiet country luxury farmhouse. Ideal for families, couples, or friends wanting a to... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    1 / 20
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $831
    / Night
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Very well located on a ½ an acre with the back fence on the edge of Dry Creek Valley’s West Wines Vineyards, this beautiful ‘home away from home’ awaits you and your guests! First, be welcomed by a lovely landscaped yard out front with mature plantings and a small lawn which you can enjoy while... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 2 May 2014
    Maison du Soleil was perfect for our group of 8. We went away for a birthday trip and we all enjoyed the house immensely. Everything was immaculate, so much that we almost didn't...
    5 of 5 stars Reviewed 11 February 2014
    This property was perfect for our wine weekend getaway. Eight of us were very comfortable in this spacious, contemporary home. The house was clean and fully stocked which made it...
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    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $349
    / Night
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Housekeeping...
    • Grill
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Vendees Villa A luxury villa is available for your family gatherings, romantic getaways or fishing adventures in the Clearlake Riviera - Kelseyville, California. From the covered deck you will experience top of the world reveille, a muse, soaking in the sunrises as they peek over the... View all property information
    Location Information
    Kelseyville, Lake County 95467
    St. Helena, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $9,081
    / Month
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Satellite TV
    • Patio
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 21
    Geyserville, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    From
    $873
    / Night
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunset Peak Abode is a wonderful house for family and friends to gather for Wine Country visits. It is a perfect location for wine tasting weekends or friends and families coming for weddings. Each of the three bedrooms have king beds in large rooms. The master bedroom has a twin bed in addition to... View all property information
    Location Information
    Geyserville, Sonoma County 95441
    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    From
    $524
    / Night
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    Amenities & Details
    • Washer
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Find serenity in the heart of Northern California Wine Country. Olive Branch Retreat is nestled in a valley in the Mayacamas Mountains that separate the counties of Napa and Sonoma. Many places offer seclusion, however, the winding gravel driveway up to the gated 80-acre property offers an... View all property information
    Location Information
    St. Helena, Napa Valley 95404
    Healdsburg, CA
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    From
    $7,684
    / Month
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Central Heating
    • Balcony
    • Mountain Views
    • Grill
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2nd floor: 11 foot ceilings. Beautiful, gourmet kitchen with stunning views. Kitchen is equipped with a Thermador 6 burner (and grill) gas stove top and double electric oven. Butcher block counter tops. Dishwasher, Professional quality knives and cookware. Large microwave. Spacious walk-in pantry.... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 10
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    From
    $873
    / Night
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    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Porch
    • Central Heating
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Very conveniently located at the beginning of Dry Creek Road and minutes from downtown Healdsburg. Children welcome and pets considered. The house is a newly updated 1950's ranch house that has been tastefully and simply decorated. As you walk up the redwood porch and into the house, you enter... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 20 December 2014
    This house is tucked away on a tree lined street within Dry Creek Valley. It is a stone's throw from both Healdsburg and the Valley's Wineries which is a valuable asset as a...
    5 of 5 stars Reviewed 18 September 2014
    We are 5 women who meet several times a year for Wine Tasting Weekends, where cooking, relaxing and wine tasting are the focus. This is our 5th house rental in this area and is...
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    1 / 17
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    From
    $231
    / Night
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    Amenities & Details
    • Balcony
    • Mountain Views
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The pristine Chalk Hill valley here in Healdsburg is where this lovely attached studio is located and only 12-14 minutes drive to downtown Healdsburg, and 5-7 minutes to downtown Windsor featuring: Separate entrance with deck and views, gas bbq Queen size bed, fully equipped kitchen, private... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 10 December 2015
    Great place in Chalk Hill area. We were within 45 minutes of Armstrong Redwoods and within 20 minutes of any Sonoma winery we wanted to see. Took ten minutes or so to get to...
    5 of 5 stars Reviewed 9 January 2015
    We had a very nice stay with Tony and Julie. It's a lovely studio with all the amenities you need. It's convenient to many wineries, Windsor and Healdsburg. The owners were...
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    St. Helena, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $272
    / Night
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Spacious 1 bedroom cottage with beach. Sit in the window seat or on the deck and watch the bay, barbecue oysters, swim from the beach, kayak, or hike. Soak in the outdoor clawfoot tub. Minimum stay 2 nights. The Space Cozy spacious house with bay views and a beach a few feet away from the house.... View all property information
    Location Information
    St. Helena, Napa Valley 94940
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    Clearlake
    1 Bedroom, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $210
    / Night
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    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Patio
    • Satellite TV
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    It's a newly constructed home with granite kitchen and bathrooms, upgraded appliances. It has a large sleeping loft with king, queen, and twin beds. There is a leather foldout couch downstairs which sleeps two. Sleeps 6-8 people. Wifi and cable. Smoking and pets are prohibited. We are on the water... View all property information
    Location Information
    Clearlake, Lake County 95422
    1 / 30
    5 of 5 stars (16) Excellent
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $244
    / Night
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    Amenities & Details
    • Patio
    • DVD Player
    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Parking
    • Satellite TV
    • Shared Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Isabelle's Maison Zinscape’s Private Cottage and Garden Room are set among the Dry Creek Valley , with over 60 wineries and vineyards in the heart of the wine country. You pull down driveway to the doors of both seperate rooms which are adjacent to each other. You can come and go in privacy. The... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 19 September 2015
    We rented the cottage and our friends stayed in the garden room. Both rooms were quite lovely and all that we expected. The location was convenient yet very private and quiet...
    5 of 5 stars Reviewed 2 December 2014
    This was perfect! So peaceful and beautiful, walking every morning, comfy bed, awesome food, off the hook wine and such a nice proprietor , BRUCE!
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    1 / 13
    5 of 5 stars (8) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $140
    / Night
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    Amenities & Details
    • Secure Parking
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Cute, fully furnished, 3 bedroom/2 bath farm house in the city of Healdsburg. 10-15 minute walk/ 5 minute bike ride / 3 minute drive to Downtown Healdsburg. Few miles away from over 100 wineries! 30 DAY MINIMUM per Healdsburg Zoning Laws THERE ARE PROBLEMS WITH FLIPKEY EMAIL SO PLEASE CHECK YOUR... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 28 May 2014
    My husband, son and I had a wonderful time exploring the wine country last summer. The house is very warm, welcoming and comfortable. I love to cook and found the kitchen to be...
    5 of 5 stars Reviewed 22 May 2014
    We live in NYC and have been to Napa many times. This was our first visit to Healdsburg and the Sonoma region. We loved it and have found our new favorite place in CA wine...
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    1 / 29
    4 of 5 stars (2) Very good
    Healdsburg, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $475
    / Night
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    Amenities & Details
    • Hot Tub
    • Outdoor Dining Area
    • Internet Access
    • Waterfront
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3 story, 3+ bedroom classic river retreat has beautiful river views, and it's own dock. It is only a mile from Healdsburg and guests can take an easy and enjoyable walk to the Plaza, around which all the excitement and activity revolve in this picturesque, world class wine growing region.... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    4 of 5 stars Reviewed 23 August 2015
    The house (Old River Lodge) is beautiful and comfortable, but the parking is a bit tricky. The only real problem was major construction going on next door. The loud hammering...
    4 of 5 stars Reviewed 15 July 2014
    Spent a week at the Old River Lodge with both daughters and their husbands and had a most enjoyable time. The lodge is a three story home on the bank of the Russian River, with...
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    1 / 22
    5 of 5 stars (4) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $552
    / Night
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    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8+ guests, children welcome, small lapdogs considered), in the vineyards. Shaded by a 100-year-old oak tree, this very special home ‘lives’ on 30 vineyard acres and is off Dry Creek Road, just one mile west of the north end of charming, upscale,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 15 June 2013
    I was planning my best friend's bachelorette party and wanted everything to be perfect. When I pulled up to the house, my best friend was so excited and loved the big oak tree in...
    5 of 5 stars Reviewed 6 June 2013
    Great house! The pictures don't do justice. We had a great trip and the house was perfect.
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    1 / 23
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $244
    / Night
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    Amenities & Details
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    • DVD Player
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful retreat is in the heart of Russian River Valley. Relax on the patio adjacent to the seasonal creek among the vintage oaks and look out to 55 acres of vineyards and the Russian River. Situated on a Wine Road, this lovely get-a-way neighbors Thomas George Winery and Porter Creek with... View all property information
    Location Information
    Healdsburg, Sonoma County
    1 / 20
    5 of 5 stars (10) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $1,111
    / Night
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    About this property
    Spectacular Two-Story Tuscan Villa Estate Home - 4br/3ba (2-8+ guests) w/ Spa, Decks & Views, on 5 Gated, Secluded Vineyard Acres. At the end of a private tree lined country lane, ‘under the Tuscan sun’, vacation in your ‘own private villa’. Nestled in charming, upscale, and historic... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 17 October 2015
    We loved our vacation in this luxury Tuscan villa. We chose this property for two reasons: we had three couples travelling and wanted three bedrooms/bathrooms that were comparable...
    5 of 5 stars Reviewed 1 October 2014
    I spent a week at the villa with my husband and two teenage girls. The house was perfect for us. There was plenty of room. The girls stayed on the upper level and we stayed...
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    Geyserville, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $838
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    • Pet-friendly
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    • ?
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    • Elder access
    • x
    About this property
    Private Vineyard Estate with Spectacular Views in Wine Country Enjoy magnificent vineyard views from this exceptional wine country estate just a few minutes from the downtown Healdsburg plaza. Nestled among the Dry Creek Valley Appellation, this 19 acre gated property includes four acres of... View all property information
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    Geyserville, Sonoma County 95421
    1 / 21
    5 of 5 stars (5) Excellent
    Calistoga, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $524
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    • Porch
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    • Pet-friendly
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    • x
    • x
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    • Elder access
    • x
    About this property
    Charming and beautiful 3 bedroom, 3 bath, 1,400 sq. ft. home nested in the heart of wine country, 4 blocks from Highway 29 and 5 minutes from historic town of Calistoga where you can find many shops, spas, a supermarket, restaurants and wineries. A perfect place to relax and enjoy the wine... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    4 of 5 stars Reviewed 18 November 2015
    Excellent we enjoyed the home. The amenities were more than sufficien for us and the home was very comfortable. My first reaction was this is sort of out in the country but after...
    5 of 5 stars Reviewed 4 August 2015
    Spent 3 lovely nights here for a long weekend of wine tasting. Beautiful location - sitting on the back porch in the mornings and evenings was so relaxing. So many types of birds...
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    1 / 21
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $1,111
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    • DVD Player
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    • ?
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    • x
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    About this property
    Only 3.5 miles northeast of Healdsburg’s historic plaza, this stunning, nearly new, custom 3br + bonus room / 2.5 bath “castle” is a 4 acre vineyard estate property that is perched on a knoll and surrounded by vineyards with a beautiful view of the foothills of the Alexander Valley wine growing... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 1 April 2014
    Hummingbird Ridge is truly a little slice of heaven. The property sets on its own little vineyard with breathtaking views. The grounds are beautifully manicured with a wonderful...
    5 of 5 stars Reviewed 1 April 2014
    Amazing does not justify this beautiful home in wine country!! It is absolutely gorgeous! The property is well manained and has spectacular views. The house is very modern...
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    1 / 19
    5 of 5 stars (15) Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $279
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    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the serene quiet of our rural setting just minutes from beautiful downtown Healdsburg. We are surrounded by vineyards,and the cottagey sits amidst a large organic flower and vegetable garden filled with butterflies, birds, and bees. Your private patio overlooks the Russian River Valley and... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 27 July 2015
    My wife and I stayed here for three nights with our young adult daughter on her first trip to the "wine country." We toured the Dry Creek Valley wineries one day and the Russian...
    5 of 5 stars Reviewed 16 April 2015
    We stayed over Thanksgiving 2014 and it was a perfect space for me, my husband and our 3 young children. Much more room and much more cost effective than any bed & breakfast, and...
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    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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    About this property
    Spend your vacation in the heart of Healdsburg, CA at the Moorish-inspired Cypress House. Beautiful tiles, an interior courtyard, and an incredible view of downtown and beyond from the top floor terrace make this property unique to wine country. Located at the edge of a small shopping center, it... View all property information
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    Healdsburg, Sonoma County 95448
    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $9,081
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This house is newly renovated and has everything you need for a great vacation in wine country. The outdoor space is our favorite part of the house with backyard views or vines and room to eat outdoors and relax. There's a firepit and large outdoor table under a shade structure with fun outdoor... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    Healdsburg, CA
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    $2,515
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    • Mountain Views
    • Hot Tub
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    • Terrace
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Stunning Modern Villa on eight acres, Located in exclusive Shiloh Estates, only minutes to down town Healdsburg and world class Wineries. Extremely private, Triple gated in a natural setting next to famed Mayacama Gold Course. Fully furnished, high end high thread count linens. 4th bedroom is... View all property information
    Location Information
    Healdsburg, Sonoma County 95403
    1 / 26
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $251
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    • Patio
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    • x
    • ?
    • ?
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    • x
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    About this property
    Enjoy the beauty of Healdsburg from the middle of a 12-acre vineyard at this three-bedroom vacation cottage, where you'll have your very own scenic deck and enclosed yard! Gorgeously situated just three miles from central Healdsburg in the heart of California wine country, this bright and... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $831
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    • x
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    About this property
    Buena Vista – beautiful view in Spanish.  When you reserve this 2400 square foot, 4 bedroom, 3 bath home, beautiful, panoramic views are just one of the many amenities you will be able to enjoy. The Buena Vista is an inviting and spacious home that accommodates up to eight guests. Whether you're... View all property information
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    Healdsburg, Sonoma County 95448
    1 / 22
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $1,362
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    About this property
    This beautiful Healdsburg Estate home, located 3.5 miles southeast of the Downtown Plaza is a 3800 sq. ft. two-story custom home with central heat/AC, 4 bedrooms and a private sunroom with a convertible queen sofa making the 5th bedroom (combining to sleep 10), 3 beautiful full baths and 1 half... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 1 October 2014
    My husband and I spent an absolutely lovely week with friends at the Eastside Estate in August. The location is perfect: you're literally tucked away in the middle of a vineyard...
    5 of 5 stars Reviewed 29 September 2014
    We stayed at this wonderful property for 5 days with friends and family. The house has all the bells and whistles you could have on your dream wishlist for a vacation rental in...
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    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $971
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    • Grill
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    • Pet-friendly
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    • Child-friendly
    • x
    • Smoking allowed
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    • x
    • ?
    About this property
    Surrounded by trees and greenery, this top-quality retreat offers privacy as well as views of gently sloping mountains and plenty of fresh air. With a country setting but only a short five-minute drive to the center of charming downtown Healdsburg, this is truly the best of both worlds. Newly... View all property information
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    Healdsburg, Sonoma County 95448
    1 / 22
    5 of 5 stars (1) Excellent
    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $240
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    • Washer
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    • Pet-friendly
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    • x
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    • ?
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    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
    Location Information
    Windsor, Sonoma County 95492
    5 of 5 stars Reviewed 3 weeks ago
    We had a wonderful stay & visit to Sonoma County wineries. we rented the 1 bedroom villa & it was very spacious for 2 people. The room was clean, and the full kitchen was stocked...
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    1 / 20
    St. Helena, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $1,397
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A stunning house in the Wine Country (Napa Valley), it is located in walking distance to top wineries, shopping, and restaurants in Saint Helena, California. Our home contains all the opulent amenities you'll need and homely comforts. We could also extend our own third-party luxury services upon... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 20
    Healdsburg, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $657
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    • Internet Access
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    • Waterfront
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
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    About this property
    This distinctive and luxurious vacation home, with views and a private beach, offers 3 King Bedrooms, plus Queen guestrooms. The prime riverfront location in Healdsburg lies in the heart of Sonoma Wine Country, near the point where the Russian River flows through three world class wine growing... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 37
    4.5 of 5 stars (4) Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $908
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    • ?
    • ?
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    About this property
    All of the living at West Dry Creek View is at the back side of this beautiful modern minimalist country property. Three private acres offer a large in ground 22' x 60' swimming pool and large concrete hot tub amid gardens, emerald green lawn, and vineyard views galore, all less than ten minutes to... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 11 July 2015
    We absolutely loved our stay at this house! It was everything we wanted for the 4th of July weekend. The outdoor area/pool is to die for and the inside of the house looks like it...
    4 of 5 stars Reviewed 16 March 2015
    Beautiful location on west dry creek road making it convenient to get to many wineries and downtown Healdsburg but also secluded enough to get away from the hustle and bustle...
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    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    The perfect vacation getaway in the heart of Napa valley. Enjoy the indoor/outdoor California living and vineyard views. This recently remodeled property has high end appliances, Carrara marble counters, a Viking grill, and an Italian pizza oven. The home is a short 5-minute walk to charming... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 20
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $489
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    About this property
    Very well located, just a couple miles north of the charming, historic, upscale Healdsburg Plaza, is your wonderful Getaway with close access to the Hwy 101. This special home rests at the ‘gateway’ of the famed Dry Creek Valley wine growing region, with dozens of world class wineries, and tasting... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Calistoga, CA
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $588
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    • Pet-friendly
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    • ?
    • ?
    • ?
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    • Elder access
    • x
    About this property
    Close to shops & restaurants in historic Calistoga, an unexpectedly private garden overlooking a vineyard provides a serene setting for sipping a glass of local wine from a nearby winery. Should you soak in the spa and then take a dip in the 40 ft lap pool, or swim first and lounge later? How about... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    St. Helena, CA
    5 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    $3,758
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    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... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $384
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Our apt. is nestled in the heart of the gorgeous Dry Creek Valley wine country, 10 minutes away from Healdsburg and its many wineries, acclaimed restaurants, and shops galore. the apt. is 1150 Sq ft with 2 bedrooms, kitchen/great room, and deck/BBQ. We have 8 acres with organic gardens, raised... View all property information
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    Healdsburg, Sonoma County 95448
    1 / 24
    Calistoga, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    • ?
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    About this property
    Our 4BR, 2BA Calistoga home has sweeping vineyard views framed by the mountains. Located in a wine-lover’s heaven near your pick of wineries…and just minutes from downtown Calistoga. Lounge by your own private pool and unwind in the private hot tub! Likely it’s wine that brings you to Calistoga.... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    Clearlake Oaks
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    $154
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    • ?
    • x
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    About this property
    Whether you're looking for a romantic weekend of wine-tasting, a relaxing family vacation or a fishing getaway with opportunities right from the dock, Clearlake Keys House is the perfect spot! Situated on a quiet cul-de-sac and channel just minutes from the open waters of beautiful blue Clear Lake,... View all property information
    Location Information
    Clearlake Oaks, Lake County 5423
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $222
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    • Patio
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    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Two room suite with private entry is located near vineyards, across from well maintained park. Sleeps 4, kitchenette with new full size refrigerator, filtered water, new 40 inch flat screen HD TV, new microwave, new coffee maker and private bath with lots of closet space. Enjoy sitting in a private... View all property information
    Location Information
    Windsor, Sonoma County 95492