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.

Vacation Rentals in Pittsfield, VT and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    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}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $299 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Pittsfield area vacation rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    1 / 27
    1 of 5 stars (1) Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 | Quick View
    Show Prices
    Payment Protection
    1 / 27
    5 of 5 stars (1) Excellent
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 28
    Pittsfield
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy all of the amenities available to you in this lovely condo - like a shared sauna and hot tub - and settle in for a vacation filled with the perfect balance of R&R; and outdoor fun! Located in the Wintergreen community in quiet Pittsfield, you'll be five miles from the Green Mountain National... View all property information
    Location Information
    Pittsfield, Vermont 05762
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Pittsfield, Vermont is like something out of a greeting card with true old school Vermont charm, only 15 minutes from the slopes but miles from the hustle and bustle. If you are looking for some quiet relaxation and a place to enjoy your family and friends, you will find all that you need with a... View all property information
    Location Information
    Pittsfield, Vermont 05762
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Balcony
    • Shared Indoor Pool
    • Washer
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Your home away from home! Whether you are looking for peace and relaxation or convenience and accessibility, the Blue Diamond House is the perfect mountain retreat.Tastefully appointed, warm and inviting, you will love stepping into this charming home.Three beautiful bedrooms plus a loft provide... View all property information
    Location Information
    Pittsfield, Vermont 05762
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + living room, Den, game room, dining room (Sleeps 11) Set on a private road in the hills of historical Pittsfield, our house welcomes you – winter, spring, summer or fall. Right in... View all property information
    Location Information
    Pittsfield, Vermont 05762

    The following rentals are within 15 kilometres of Pittsfield, Vermont.

    1 / 10
    4.5 of 5 stars (2) Very good
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Sauna
    • DVD Player
    • Balcony
    • Central Heating
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Conviently located in Pinnacle on Killington grounds, a 3 bedroom, 2 bath townhouse condo can sleep 10 people and has all the amenities of home. A free shuttle that loops every 15min picks you up right at the end of the building (50yds from the front door) to take you to the main lodge at... View all property information
    Location Information
    Killington, Vermont 05751
    4 of 5 stars Reviewed 24 January 2016
    Our family of four and a friend's family of four stayed here for Martin Luther King holiday weekend 2016. The place is surprisingly large. Two floors. First floor has the...
    5 of 5 stars Reviewed 26 February 2015
    This unit was Absolutely Awesome!!! We stayed here with 2 families of 5 and we had a Great time with plenty of space and all the Comforl of home. The renter is Top notch...
    See all reviews
    1 / 17
    5 of 5 stars (5) Excellent
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is...
    • Wi-Fi
    • Mountain Views
    • Washer
    • Satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot... View all property information
    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 13 August 2013
    The house was spacious, clean and had all the necessaties. Overall we had a great time. The only drawback is that you share the house with another unit, and if they stay up...
    See all reviews
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This Killington Cabin is the perfect place for a ski, golf, or just a plain relaxation retreat. Grab your friends, family, or loved ones and getaway. The property has 4 bedrooms with a den/game room on the lower level. The open, fully equipped kitchen is located on the second floor with an... View all property information
    Location Information
    Killington, Vermont 05751
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 47
    4.5 of 5 stars (2) Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Washer
    • Wi-Fi
    • Mountain Views
    • Housekeeping...
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury 2 br. condo Mt Green Resort at affordable prices, , breathtaking views, "Family Friendly", modern spacious living, immaculate condo at the top of Killington's access road, walking distance to a base lodge. It offers a great place to unwind and enjoy the beauty of one of America's best... View all property information
    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 19 September 2015
    Stayed here with my family of 5, all adults, in early September for a weekend of mountain climbing and hiking. Very well equipped and roomy accommodation near the top of...
    See all reviews
    1 / 25
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Central Heating
    • Hot Tub
    • Satellite TV
    • Sauna
    • Shared Indoor Pool
    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ski In Ski Out 3 bedroom, 3 bath Townhouse in Sunrise Village located next to Bear Mountain and located within the Killington Ski & Mountain Resort. Spacious 3 level townhouse with 2 master bedroom each with queen beds and private baths with a Jacuzzi tub and shower, all bedrooms on different... View all property information
    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 19 December 2014
    This house is very comfortable and well appointed. The bedrooms are large yet cozy for those seeking a quiet spot. Two of the bathrooms have jet tubs and the house has washer and...
    See all reviews
    1 / 20
    5 of 5 stars (3) Excellent
    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Sauna
    • Washer
    • Balcony
    • Hot Tub
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Convenient location awaits...Just 3 hours from Boston, 4 hours from NYC and 1.5 hours from Burlington, VT & Concord, NH "The Woods", Killington's premier destination spa and resort, awaits you this Ski Season! We have a spacious, multi-level, 3 bedroom, 3.5 bath plus loft townhouse. The condo is... View all property information
    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 19 March 2015
    We had a great vacation at Francois and Kelly's townhouse in Killington. They were very responsive owners and very prompt with any questions. And the condo was wonderfully...
    5 of 5 stars Reviewed 5 March 2015
    The service at the main building at the pool and Jacuzzi was very professional and the facilities were immaculate. We loved the layout! Jacuzzi and sauna in room was fabulous...
    See all reviews
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is...
    • Satellite TV
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot... View all property information
    Location Information
    Killington, Vermont 05751
    Mendon
    7 Bedrooms, 7 Bathrooms, Sleeps 20 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Newer Large 7 Bedroom 6.5 Bathroom home, hot tub, rec room with pool table, large wrap around deck, with Mountain Views,<BR>and easy access. Ten minute to Killington Access Road. Beds are made up with freesh linens, and a reasonable amount of Towels, paper towels, bath tissue, coffee, creamora,... View all property information
    Location Information
    Mendon, Vermont 05701
    1 / 11
    5 of 5 stars (5) Excellent
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 28 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Satellite TV
    • Central Heating
    • Mountain Views
    • Skiing: Property Is...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Killington Mountain Retreat is a vacation home located just off the main access road in Killington, Vermont. This three-floor, 7 bedroom home is fully equipped and furnished. In addition to the bedrooms, there is a large kitchen, living room, game room, media room, mud room and large outdoor... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Washer
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Shared Indoor Pool
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to your home away from home. Outside in the brisk winter air, you are surrounded by white peaks spotted with skiers on the slopes. In the summer, you are soothed by the rolling lush green hills, fresh pine smells and chattering birds. And in the fall, there is no place else where the colors... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Central Heating
    • Sauna
    • DVD Player
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    I only accept payment through the FLIPKEY System. Upscale spacious 3 bedroom Townhouse Condo with family room. Sunrise Mountain Village - 2300 ft elevation. Ski-in/ski-out. All of the comforts of home. The location and accommodations are excellent. This three bedroom town house condo (three levels)... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 28
    5 of 5 stars (1) Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Shared Indoor Pool
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay in this cozy single level 2 bedroom trail side condo with access to Bear Mountain and Killington. Comfortably sleeps 4-6 people and is the perfect place for a romantic ski getaway or small family trip. The condo has 2 queen... View all property information
    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 31 January 2015
    This is really ski on ski off. We were not disappointed. The space was clean, well stocked kitchen and nice linens.
    See all reviews
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Indoor Pool
    • Wi-Fi
    • DVD Player
    • Sauna
    • Satellite TV
    • Mountain Views
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This Bright and spacious condo across the street from the lifts comfortably sleeps 4-6, and is conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The condo has... View all property information
    Location Information
    Killington, Vermont 05751
    Get the List
    1 / 15
    4 of 5 stars (2) Very good
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sunrise Village at Killington is just the place for your vacation with the only ski to and from complex in Killington. When staying at Sunrise Village you also have the opportunity to relax and use their private amenities such as an outdoor pool, tennis courts and the Falls Brook Common Clubhouse... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 27
    4 of 5 stars (1) Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Winter, spring, summer and fall, there is always something to do and something to fall in love with at this cozy Vermont vacation home. Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good book. There are many downhill and cross country... View all property information
    Location Information
    Killington, Vermont 05035
    4 of 5 stars Reviewed 25 August 2014
    WE chose this rental house because of its 5 minute walk to the Long Trail Brewery. Hubby and I and another couple and their 2 pre-teen daughters went to the 25th Anniversary...
    See all reviews
    1 / 35
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Shared Indoor Pool
    • Sauna
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Views of the ski trails form your bedroom window at this conveniently located 3 bedroom 2 bath condo which is across the street from the lifts! Comfortably sleeps 6-8, conveniently located at the top of the Killington Access Road. This unit has a great layout and comfortable beds - Sleeping... View all property information
    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 15 April 2015
    We're a group of working professionals from NYC and ATX and loved our stay. Everything was included and it was very homie. Thanks again.
    See all reviews
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Indoor Pool
    • Balcony
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This condo has an open floor plan with a large outdoor porch. Located on the same level as the main entrance and restaurant so no elevators needed. The master bedroom has a queen bed with a queen fold out sofa bed and a TV. The second bedroom has a queen bed. In the living room there is a queen... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 15
    4 of 5 stars (1) Very good
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    When it comes to location, Whiffletree condominiums is where you want to book your next vacation at Killington. This three bedroom, two bathroom is recently updated with all of the amenities you need. Relax on the new sofa in front of the gas fireplace. The newly renovated kitchen has stainless... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 5
    5 of 5 stars (2) Excellent
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Right at the site of Killington's basin is where Whiffletree condominiums shall be. This three bedroom, two bathroom Killington vacation rental has everything you need, featuring a gas fireplace, wireless internet, cable tv, and a full kitchen and dining area. Bedroom one includes a king bed,... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 20
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located at Killington?s basin, Whiffletree condominiums is all about location! This three bedroom, two bathroom, fully equipped Killington vacation condominium has everything you need in a ski vacation property. Bedroom one includes a king bed, bedroom two includes a queen. Bedroom three includes... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    With its wild decor and mountain charm, that is where Junglebook gets its name. This four bedroom, two bathroom Killington vacation home is perfect for groups of up to 10 people. Bedroom one and two include queen beds. Bedroom three includes two twin beds, and bedroom four contains two bunk... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Washer
    • Sauna
    • Hot Tub
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Views of Killington Mountain, Mountain Green Condos are located across the parking lot from the Snowshed lifts. Walk to slopes (or take the Free shuttle (during the ski season)that picks up every 10 minutes right outside the front of the building. The complex offers a heated indoor pool with 2 hot... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Indoor Pool
    • DVD Player
    • Sauna
    • Balcony
    • Mountain Views
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This newly upgraded condo and health spa is centrally located at the base of the mountain with stunning views! This unit in Building 1 features 2 bedrooms & 1 full bathroom with a tub/shower and 1/2 bath with a sink and vanity. The master bedroom has a queen bed and the second bedroom has 2 single... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 12
    3 of 5 stars (1) Average
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    If you and your sweetheart want the perfect winter getaway or a small family looking for a mini vacation, then Whiffletree condominiums is the place for you. This well decorated one bedroom, one bathroom Killington vacation rental has everything you need, with a gas fireplace, wireless internet,... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 15
    1 of 5 stars (1) Terrible
    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Expect everything you need in Killington vacation condominium when you book with Whiffletree. This two bedroom, two bathroom condo, located at Killington's basin, features a gas fireplace, wireless internet, cable tv, a full kitchen and living area. Bedroom one includes a queen bed, bedroom two... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Whiffletree condominiums are the premiere location for all of your seasonal fun! This two bedroom, one bathroom Killington vacation has everything you'd need in a ski vacation property, featuring a gas fireplace, cable tv, wifi, a full kitchen and living area. Bedroom one includes a king bed,... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 9
    3.5 of 5 stars (3) Average
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Right in the heart of Killington, is where Whiffletree condominiums shall be. This warm and cozy one bedroom, one bathroom Killington vacation rental is the perfect place to spend your winter vacation with your significant other or small family. It has the perfect amenities you'd need in a ski... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Neighboring Killington's basin is where you will find Whiffletree condominiums. This newly furnished one bedroom, one bathroom Killington vacation rental has everything you'd need in a ski vacation property, featuring a gas fireplace, wireless internet, cable tv, and a full kitchen and dining area.... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The spot to book for your next winter vacation is at Whiffletree condominiums! This two bedroom, two bathroom Killington vacation rental has all of the amenities you need, featuring a gas fireplace, wireless internet, cable tv, and a full kitchen and dining area. Bedroom one includes a king bed... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Balcony
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Picturesque Killington Townhome with tennis courts and outdoor pool, and free shuttle to the slopes! This luxurious and spacious home is perfect for a memorable family getaway. Three level town-home with 4 bedrooms and 4 bathrooms, sleeps 10 comfortably. Great for large groups or families looking... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 11
    4 of 5 stars (1) Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Just minutes from the slopes, the Sundowner is the perfect place to wind down from a great day skiing/snowboarding. Enjoy apres ski with friends and family in the hot tub while enjoying a colorful sunset, the views of Pico's mountaintop trails or an unexpected snow squall. The main level... View all property information
    Location Information
    Killington, Vermont 07571
    4 of 5 stars Reviewed 22 April 2015
    Nice place, it's not huge but it had enough parking and beds for everyone. It was clean and the beds were comfortable. Good pots and pans and glasses etc. Nice outdoor space and...
    See all reviews
    1 / 5
    4.5 of 5 stars (4) Very good
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    If you want that romantic getaway with your sweetheart, then this Pinnacle vacation rental is the place for you! This one bedroom, one bathroom Killington condominium is located right at Killington?s basin. It has an upscale kitchen, gas fireplace in the living room, and small deck. Enjoy a king... View all property information
    Location Information
    Killington, Vermont 05751
    4 of 5 stars Reviewed 18 March 2012
    We stayed in Unit A. The amenities are new and modern. The kitchen is fully equipped, with at least two sets of 8 dinnerware and one set of 8 silverware, so that you can put...
    See all reviews
    1 / 4
    4 of 5 stars (1) Very good
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    These neat and tidy 1BR/1BA accommodations have everything you'd need in a ski vacation property, featuring a gas fireplace. But it's all about location, location, location. Not only are you a stone's throw from the mountain, you're right in the middle of the action for Killington's famous... View all property information
    Location Information
    Killington, Vermont 05751
    Mendon
    5 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This Charming Home has Gorgeous Mountain Views, overlooking it's own Pond with water wheel house. A beautiful Marble front fireplace in Dinning Room, and wood stove in Livingroom. On a tar road with straight in driveway on US Route 4 about three minutes to Pico Ski Area and about seven minutes to... View all property information
    Location Information
    Mendon, Vermont 05701
    1 / 16
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Central Heating
    • DVD Player
    • Parking
    • Washer
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful contemporary single home nestled within the woods on Killington Mountain, 1.5 miles from each of 3 of Killington's 5 base lodges. 1.5 miles off of the Access Road, where the Wobbly Barn, Pickle Barrel and the majority of restaurants are located. Free shuttle service to / from the house... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Ideally located in Pinnacle's F building, this 3 bedroom, 2 bath condo sleeps 8 people and has lots of great amenities that make it the perfect home away from home. The spacious master bedroom with a queen size bed and large flat screen TV. The 2nd bedroom has a queen bed and a small TV with... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This adorable one bedroom condo has a comfortable, new suede sofa for you to curl up in in from of the gas fireplace. The well decorated bedroom has a king bed and a small TV. It truly is all about location, location, location. Not only are you a stone's throw from the mountain, you're right in the... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 14
    3 of 5 stars (1) Average
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Tucked quaintly away but accommodatingly close to the base of Ramshead, Glazebrook Townhouses are the perfect location for all of Killington?s enjoyable amenities. Picturesque in rustic motif and room for up to 8 people, this three bedroom, two bathroom Killington townhouse will make you believe... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 10
    3.5 of 5 stars (3) Average
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Bucolic in nature, the Killington Country Estate is where you will imagine yourself spending your winter vacation. As beautifully white as the snow, this three bedroom, three bathroom Killington vacation home is the epitome of the Vermont country side. This extraordinary home is only minutes away... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 20 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Mountain Views
    • Skiing: Property Is...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy our 6 bedroom, 3 bath- private home. Across the street from Pico Mountain and 5 minutes to the Killington access road. Minutes to delicious local restaurants, night life, movie theater, and shopping. We can accommodate Groups of 20+ - Large Open Kitchen - Large Open Living Spaces - Master... View all property information
    Location Information
    Killington, Vermont 05751
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Wi-Fi
    • Washer
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Enjoy luxury at the top…of Killington's Sunrise Village! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you're staying in a palace with a modern Vermont Mountain style ambiance. This beautiful home was recently remodeled keeping hi-end luxury in mind. Almost... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 25
    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 31 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Get ready to relax and enjoy this very special 3400 sq. ft home that sleeps 31+ people. The house offers 4 bedrooms and a converted petite office area into 5th bedroom and additional small attic loft, 2 separate large living rooms with vaulted ceilings, bar, 2 decks, 2 1/2 bathrooms, laundry room... View all property information
    Location Information
    Killington, Vermont 05751
    1 / 8
    4 of 5 stars (1) Very good
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    With its advantageous area and amazing views, Pinnacle condominiums is where you will book your next vacation! This three bedroom, two bathroom Killington vacation accommodation is comfortable and bright with an updated and upscale kitchen, gas fireplace in the living room, and small deck. Enjoy a... View all property information
    Location Information
    Killington, Vermont 05751