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Pittsford Holiday Homes

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    Don't let other travellers get your favourite Pittsford area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 22 Rentals in Pittsford
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    Unique Luxury Church near Killington - sleeps 10!1 / 27
    (1)Excellent
    Pittsford
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 15 kilometres of Pittsford.
    ROSE'S  COZY  MOUNTAINVIEW  - B -1 / 18
    (18)Excellent
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    The Little House Vermont1 / 27
    (5)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    ROSE'S COZY MOUNTAINVIEW - A -1 / 26
    (5)Excellent
    Rutland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Balcony
    • DVD Player
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2017
    We had such a great time staying here for a long weekend. Chris was an awesome host, very accommodating! The house is very close to trails, lakes/ponds, and several ski resorts...
    Reviewed 15 February 2017
    Chris was very kind and accommodating. House had plenty of room for us to relax and sleep. Very cozy and spacious. Would definitly recommend!
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    About this property
    This side of my Duplex is my actual home.A cozy & comfortable place to unwind, relax & enjoy Vermont's beauty. Lovely views,serene,spacious and bright 2 bedroom home on 1&1/2 acre.Lawn,woods,small brook,Apple trees,grapes.Large new driveway. 1-mile walk to bus. QUIET,PRIVATE,PEACEFUL! Guest...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The Swallow's Nest1 / 21
    (12)Excellent
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    It's a very special place. Peaceful & feels like a million miles away from stress.Yet close to down town Brandon where you can visit any number of local merchants.My...
    Reviewed 27 August 2018
    The Swallow’s Nest is a magical place tucked away on a farm near Brandon, Vermont. The views are truly unforgettable. Accommodations are top quality. And the host, Lyn...
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    About this property
    Romantic, Totally Secluded, Exceptional Water and Mountain Views. Brandon has just been named 'Vermont's coolest town' in 2017. Expedia in January 2018 chose Brandon as the best town to Get Away To! There’s tons to do: visit farms, take a brewery tour, enjoy local wine, maple or cheese tours,...
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    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    HOMESHARE at ROSE'S COZY MOUNTAINVIEW  Duplex1 / 26
    (9)Excellent
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2018
    It nice place to visit.The weather is nice and sunny. Some of the people are friendly. It's ok. Make sure you have plenty of money very expensive.
    Reviewed 28 December 2017
    Chris is very welcoming and makes sure you are comfortable during your stay. He has a great location about 20 minutes from Killington. I have stayed with him multiple times and...
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    About this property
    This listing is currently my home.I am offering it as a homeshare with me and my friendly dog. This is for people looking to short term homeshare or folks who want a cheap,clean and quick base for Hiking,Kayaking,Spelunking,Antiquing,SKIING/SNOW BOARDING/SNOWSHOEING. It is the 'A'-side of my...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most interesting vacation rentals in Killington, VT, this converted 1955 motor home set on Lake Hortonia in the Vermont Lake Region has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone...
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    Location Information
    Brandon, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Castleton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful home is located on a quiet street right on the canal that leads directly to the lake. It is a 1 block walk to the beach! We are a few minutes to the ski resorts and seconds from water activities. There is hiking and biking right down the road. We have a newly updated bathroom and...
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    Location Information
    Castleton, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VERMONT LOG CABIN, Brandon, Vermont Located in the ''unhurried, unspoiled and unforgettable'' town of Brandon, our Vermont Log Cabin is a perfect location for a getaway any time of the year. This comfortable, well-equipped, log cabin is sequestered among the whispering pines and offers privacy and...
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    Location Information
    Florence, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surround yourself with the bucolic landscape of western Vermont with a stay at this charming Rutland vacation home! Located just a short drive from Pico Mountain and Killington, this elegant home features a hot tub and two large decks with tranquil views of a pond and seasonal waterfall. This home...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Mountain Views
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom Unit available - fully equipped for a few nights away to enjoy all Vermont has to offer EVERY season. Unit has maple hardwood flooring, furnished for comfort, beds with quality linens. Unit(s) can be stocked upon arrival. Lovely back yard with BBQ area - quiet space - enjoy a...
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    Location Information
    Rutland, Vermont 05701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 150 positive reviews on the most popular web sites. 10 minutes to Pico and 20 to the top of Killington. Excellent for TRAVEL NURSES,PROFESSIONALS,G.E. INTERNS,FAMILIES RENT MY HOME ! WONDERFUL LOCATION NEAR EVERYTHING It's a duplex. Each side has 2 large bedrooms. You can also rent the -A-...
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    Mendon, Vermont 05701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Shared Garden
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy One bedroom, full eat -in kitchen, living room, full bath and bonus room/ office space, maple hardwood floors, with garage parking. Convenient location*, great back yard for entertaining or relaxing. Getaway to Vermont for a weekend this summer - boating, hiking, mountain biking - or just...
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    Location Information
    Rutland, Vermont 05701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Brandon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Parking
    • Waterfront
    • Porch
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy spectacular water views from every room in the house. There are 2 balcony openings from the upstairs bedrooms and wrap around deck on main level. You can feed the fish directly from the deck.! The house has 3 bedrooms - master has king bed and the other 2 bedrooms have queen beds. The...
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    Location Information
    Brandon, Vermont 05735
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Mountain Views
    • Parking
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available: Birch Cabin: 2 Bedroom $800 per week. Saturday to Saturday only Spruce Cabin: 3 Bedroom $900 per week. Saturday to Saturday only Spring/Fall rates: minimum 2 nights Our rustic three acre camp consists of three cottages, (two guest cabins) a small boathouse and an authentic Native...
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    Location Information
    Bomoseen, Vermont 05732
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    https://photos.app.goo.gl/a2DUNfkoomCBnNRZA - please click on the link to see additional photos and read additional information Located in downtown Rutland, walking distance to restaurants, shops, theater, and train station, 20 minutes by car to the largest ski resort on East Coast, lakes,...
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    Location Information
    Rutland, Vermont 05701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our rustic three acre camp consists of three cottages, (two guest cabins) a small boathouse and an authentic Native American Tipi at the end of a dead-end dirt road. We have 200 feet of direct shoreline on Lake Bomoseen, the largest natural lake in Vermont. The lake is approximately 6 miles long by...
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    Location Information
    Bomoseen, Vermont 05732
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The Little House Vermont1 / 15
    (1)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Porch
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2015
    I stayed at this little house when I drove to Vermont to visit friends for a few days. And what a surprise. It turns out the entire place was just completely renovated. The...
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    About this property
    A romantic hideaway just a five minute walk to Brandon's sweet downtown. Located in a quiet residential area, The Little House offers a relaxing respite to read the books you've neglected or catch up on a few films. The master bedroom has an en suite bathroom and a walk-in closet with a...
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    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Private Garden
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vermont Lake Rental Relax and enjoy the outstanding views and simplicity of a lakefront vacation. This delightful cottage offers a wonderful opportunity for a family spring/summer/fall getaway. Lake Bomoseen welcomes all sorts of recreation including boating, sailing, kayaking and hiking; with...
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    Location Information
    Bomoseen, Vermont 05732
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Rutland
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully maintained and dog-friendly home is a perfect example of suburban Vermont, from the Red Maple trees in the front yard to the serene four season porch in the back. Enjoy the peace and quiet of the neighborhood with the conveniences of a private washer and dryer, as well as a...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for a home with lots of space for your large family or group, you will love the Sherwood House! Welcome to the first floor of this three story home. When you first enter you will see the spacious sitting room with it's own wood burning fireplace and full bath. One Bedroom...
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    Mendon, Vermont 05701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Mendon
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Terrace
    • Balcony
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming contemporary home is perfect for family vacations, reunions, and gatherings. The gorgeous panoramic view of Pico, Killington, and Mendon Mountains can be enjoyed all year round either cuddled next to a fireplace or from an outside deck which wraps this unique 7 bedroom 6.5 bathroom...
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    Location Information
    Mendon, Vermont 05701
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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