We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes in Pittsford

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 2 373 Average
    |||
    |||
    R 0R 13 000+
    Suitability
    More filters
    Don't let other travellers get your favourite Pittsford area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Pittsford
    Sort by:
    Default
    Unique Luxury Church near Killington - sleeps 10!1 / 27
    (1)Excellent
    Pittsford
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 15 kilometres of Pittsford.
    The Little House Vermont1 / 27
    (5)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The Swallow's Nest1 / 21
    (10)Excellent
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    ROSE'S  COZY  MOUNTAINVIEW  - B -1 / 18
    (18)Excellent
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2017
    Overall, this place is cozy and make us feel like at home. The living room is large so that 8 of us can chat and play a board game. The host is very friendly and eager to answer...
    Reviewed 14 February 2017
    Chris was very kind and accommodating from the very start! House had plenty of room and was spacious enough for the 10 of us. Cozy and relaxing atmosphere. Would definitly...
    See all reviews
    About this property
    Comfortably set up 2 bedroom home.Large rooms,nice view of mountains.Red barn across the way,pretty sunset views.Cable T.V.in each b.r.linens included.1 1/2 bathrooms,loads of storage/closet space.Eat-in kitchen w/ plenty of cabinets.Kitchen has all you will need(except food!)D.R./L.R.-w/ sleeper...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Brandon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05735, Brandon, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05732, Brandon, Vermont
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    HOUSESHARE at  ROSE'S COZY MOUNTAINVIEW  duplex1 / 19
    (8)Excellent
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Mountain Views
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 25 January 2017
    We came for the foliage last year and snowboarding last weekend because Chris's house is so convenient and he's such a great host and friend. The room is cozy and well decorated...
    See all reviews
    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...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    05732, Bomoseen, Vermont
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Mountain Views
    • DVD Player
    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...
    View all property information
    Location Information
    05733, Florence, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05732, Bomoseen, Vermont
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Save time - get the best Pittsford rentals sent straight to your email!
    Get the List
    ROSE'S COZY MOUNTAINVIEW - A -1 / 22
    (5)Excellent
    Rutland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Balcony
    • DVD Player
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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 14 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!
    See all reviews
    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...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    Castleton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05732, Castleton, Vermont
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Mendon
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    05701, Mendon, Vermont
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
    Make Enquiry
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sherwood House: 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....
    View all property information
    Location Information
    05701, Mendon, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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 100 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-...
    View all property information
    Location Information
    05701, Mendon, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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,...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    05701, Rutland, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    List your property
    Owner log in