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Responds fast! avg. 3 hours 16 minutes
Match: Rental types Games room Private outdoor pool (unheated)
All filters matchPrice per night from
$852
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$689
2 of 3 match: Rental types, Games room, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$918
Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!
Old Chatham villa
- 9 bedrooms
- 5 bathrooms
- sleeps 16
2 of 3 match: Rental types, Games room, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$1,259
2 of 3 match: Rental types, Games room, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$287
2 of 3 match: Rental types, Games room, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$401
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$197
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$372
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$2,002
Responds fast! avg. 3 hours 15 minutes
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$245
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$975
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton
Bondville house
- 4 bedrooms
- 3 bathrooms
- sleeps 15
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$285
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$458
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$344
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$984
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$786
2 of 3 match: Games room, Rental types, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$902
Charming cottage in the heart of East Hampton village
East Hampton house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
2 of 3 match: Games room, Rental types, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$382
2 of 3 match: Games room, Rental types, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$172
2 of 3 match: Games room, Rental types, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$430
Wine Country Retreat w/ Dock & Pool on Mattituck Inlet
Mattituck house
- 6 bedrooms
- 4 bathrooms
- sleeps 14
2 of 3 match: Games room, Rental types, Private outdoor pool (unheated)
2 of 3 filters matchPrice per night from
$430
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,721
Trail Side at Bromley Resort Minutes from Manchester VT, Stratton & Magic
Peru house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$402
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$230
Responds fast! avg. 3 hours 16 minutes
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,221
Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo
Proctorsville house
- 8 bedrooms
- 4 bathrooms
- sleeps 16
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$459
INDESCRIBALE Mountain View Getaway! Tons of Amenities!
Shrewsbury house
- 4 bedrooms
- 3 bathrooms
- sleeps 20
Responds fast! avg. 37 minutes
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$458
BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE
Stratton Mountain house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$2,237
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,434
Endless water views on estate property and walk to downtown and beaches!
Westport house
- 5 bedrooms
- 8 bathrooms
- sleeps 12
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,148
The "Okemo House" at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home
Ludlow house
- 5 bedrooms
- 2 bathrooms
- sleeps 13
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,374
Contemporary Ski Chalet Minutes to Hiking Dining Parks
South Londonderry house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,444
4/5 Bedroom Historic, yet modern, home close to Beaches, Town, USCGA & Mystic!
New London house
- 4 bedrooms
- 2 bathrooms
- sleeps 11
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$458
3 Master Suites, huge lower level, 4 mins drive from beach with private chef
Quogue house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$973
Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse
Chester house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,030
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$205
The "Okemo House" at Clocktower - WALK TO SKI TRAIL! Private Home w/ Hot Tub
Ludlow house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$1,832
Contemporary Spacious 7br/6.5 bath home near Killington VT
Mendon house
- 7 bedrooms
- 7 bathrooms
- sleeps 22
2 of 3 match: Private outdoor pool (unheated), Rental types, Games room
2 of 3 filters matchPrice per night from
$916