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Holiday Rentals in Stockbridge

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    Don't let other travellers get your favourite Stockbridge area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Stockbridge
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Stockbridge
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 10 kilometers of Stockbridge.
    Charming mountain farmhouse1 / 27
    (1)Excellent
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
    • Mountain Views
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded mountain home is located in the small town of Pittsfield, VT just minutes away from one of the most scenic drives in New England, Route 100. Surrounded by national forest with stunning views of the Green Mountains, this is the perfect place to get away with family or even by yourself....
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    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Pittsfield
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is set along the Tweed River just before the scenic Village of Pittsfield. Rustic, secluded with total privacy. Cell phone sercie is spotty and 4 wheel drive vehicles are required. Only a short 10 minutes drive to the Killington ski resort. The home is spacious and great for groups....
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    Pittsfield, Vermont 05762
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of the Green Mountains is where you will find Lookout, a luxurious 3 Bedroom 3 bath private home, large front porch with awesome views and a large back deck with a gas grill for BBQ's.  It offers an open floor plan with cathedral ceilings and beautiful cherry wood floors...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful three bedroom two bathroom home located in the mountains of Pittsfield, Vermont - a postcard Vermont town. Hawk Landing is surrounded by lush woods, offering a perfect getaway for families and small groups. Only a short drive to all that Killington has to offer. This wonderful family home...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Balcony
    • Grill
    • Washer
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LookOut! .... this recently constructed, 3 bedroom 3 bathroom large lovely secluded home is nestled in the heart of the Green Mountains. It's expansive, open concept, main floor is perfect for entertaining large groups or just enjoying an intimate dinner for two. It's granite counters, cathedral...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • DVD Player
    • Parking
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid 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...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid 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...
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    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Balcony
    • Internet Access
    • Washer
    • Terrace
    • Grill
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in this lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high mountain right off picturesque Route VT-100, and it enjoys...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
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    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Mountain Views
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in this lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high mountain right off picturesque Route VT-100, and it enjoys a...
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    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
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    Killington area ski house1 / 16
    (1)Excellent
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2016
    The house is suitable for group as many as 10 ppls. The house itself and the facility in house is BRAND NEW. The kitchen is equiped with all gadgets you may need to cooking. The...
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    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...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Pittsfield
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Parking
    • Hot Tub
    • Satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all of the amenities available to you in this lovely condo - like a shared sauna and hot tub (available only during the colder winter months) - 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,...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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