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163 Houses
Newly Remodeled Townhome
Vermont / Jamaica
3 12 3 nights min
- 3 bedrooms
- sleeps 12
- 3 nights min
- Swimming pool
- Child Friendly
- Pet Friendly
Map
Price per night from
$571
Price per night from
$571
Charming and cozy Log cabin near Stratton Vermont
Vermont / Jamaica
4 6 2 nights min
- 4 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Pet Friendly
- Private garden
Map
Price per night from
$342
Responds fast!
avg. 1 hour 24 minutes
Price per night from
$342
Live & Breathe VT- Village Home, Yoga Studio, Ski!
Vermont / Jamaica
4 9 3 nights min
- 4 bedrooms
- sleeps 9
- 3 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$286
Price per night from
$286
Jamaica Townhome w/ Pool - Mins to Stratton Mtn!
Vermont / Jamaica
2 12 min stay varies
- 2 bedrooms
- sleeps 12
- min stay varies
- Swimming pool
- Ski
- Child Friendly
Map
Price per night from
$337
Responds fast!
avg. 22 minutes
Price per night from
$337
Stratton Ten Pines - Spectacular Timberframe Home
Vermont / Jamaica
6 16 2 nights min
- 6 bedrooms
- sleeps 16
- 2 nights min
- Ski
- Child Friendly
- Pet Friendly
Map
Price per night from
$1,718
Price per night from
$1,718
Classic Village Farmhouse with large yard & stream
Vermont / Jamaica
4 9 7 nights min
- 4 bedrooms
- sleeps 9
- 7 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$212
Price per night from
$212
Beautiful 5 BR/5 BA Home 10 mins from Stratton
Vermont / Jamaica
5 11 2 nights min
- 5 bedrooms
- sleeps 11
- 2 nights min
- Child Friendly
- Private garden
Map
Price per night from
$1,028
Price per night from
$1,028
Great rentals within 20 miles that match your search
Distance approx 18.37 km from Jamaica
Peaceful setting
Green Mountains / Dorset
3 5 3 nights min
- 3 bedrooms
- sleeps 5
- 3 nights min
- Ski
- Child Friendly
- Air conditioning
Price per night from
$297
Price per night from
$297
Distance approx 16.8 km from Jamaica
Sunderland Vistas, STUNNING VIEWS, Sunset decks
Green Mountains / Manchester
5 10 2 nights min
- 5 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Pet Friendly
- Private garden
Price per night from
$451
Price per night from
$451
Distance approx 16.42 km from Jamaica
Beautiful Cabin in a Peaceful 4 Season Resort with Club House Amenities
Vermont / Wilmington
6 15 2 nights min
- 6 bedrooms
- sleeps 15
- 2 nights min
- Swimming pool
- Child Friendly
- Pet Friendly
Price per night from
$366
Price per night from
$366
Distance approx 13.94 km from Jamaica
The Barn at Four Tooth Farm
Green Mountains / Manchester
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Air conditioning
- Private garden
Price per night from
$300
Responds fast!
avg. 1 hour 49 minutes
Price per night from
$300
Distance approx 10.17 km from Jamaica
Blue Door Farm Cottage - SKI! Bromley 4mi., Magic 5mI., Stratton 12mi, Okemo..
Green Mountains / Peru
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$191
Responds fast!
avg. 56 minutes
Price per night from
$191
Distance approx 12.92 km from Jamaica
Private Mountain Getaway
Vermont / Dover
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Pet Friendly
- Private garden
Price per night from
$137
Responds fast!
avg. 3 hours 47 minutes
Price per night from
$137
Distance approx 9.81 km from Jamaica
Casual lux near Hermitage Club & Four Columns Inn
Vermont / South Newfane
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Nearest beach 10 mi
- Ski
- Ask about children
Price per night from
$1,720
Price per night from
$1,720
Distance approx 11.18 km from Jamaica
Slopeside Townhome in Bromley Village
Green Mountains / Peru
4 11 2 nights min
- 4 bedrooms
- sleeps 11
- 2 nights min
- Child Friendly
Price per night from
$314
Price per night from
$314
Distance approx 13.62 km from Jamaica
Five Bedroom Secluded Ski House Located Two Miles From Downtown Manchester
Green Mountains / Manchester
3 10 2 nights min
- 3 bedrooms
- sleeps 10
- 2 nights min
- Ski
- Child Friendly
- Air conditioning
Price per night from
$314
Price per night from
$314
Distance approx 6.11 km from Jamaica Show on Map
Beautiful Vacation Home at Strattonwald at Stratton Mountain
Vermont / Stratton Mountain
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Child Friendly
- Private garden
Map
Price per night from
$514
Responds fast!
avg. 3 hours 35 minutes
Price per night from
$514
Distance approx 14.63 km from Jamaica
Hugging Bear Inn - Tower Room
Vermont / Chester
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Nearest beach 19 mi
- Child Friendly
- Air conditioning
Price per night from
$136
Price per night from
$136
Distance approx 17.56 km from Jamaica
New Lakefront Cedar Log Home
Vermont / Wilmington
3 12 2 nights min
- 3 bedrooms
- sleeps 12
- 2 nights min
- Beach / lakeside relaxation
- Child Friendly
- Car not necessary
Price per night from
$514
Responds fast!
avg. 1 hour 43 minutes
Price per night from
$514
Distance approx 5.99 km from Jamaica Show on Map
2 Bedroom/2 Bath Condo
Vermont / Stratton Mountain
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Child Friendly
Map
Price per night from
$344
Price per night from
$344
Distance approx 13.53 km from Jamaica
Beautiful Mountainside 2 Bedroom 2 Bath Condominium
Vermont / Dover
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Nearest beach 11 mi
- Child Friendly
- Pet Friendly
Price per night from
$187
Price per night from
$187
Distance approx 14.63 km from Jamaica
Hugging Bear Inn - Bear's Den Room
Vermont / Chester
1 5 1 night min
- 1 bedroom
- sleeps 5
- 1 night min
- Child Friendly
- Air conditioning
Price per night from
$159
Price per night from
$159
Distance approx 9.47 km from Jamaica
2016-17 Booking now for entire Ski Season $8000.00
Vermont / Londonderry
3 7 3 nights min
- 3 bedrooms
- sleeps 7
- 3 nights min
- Child Friendly
- Car not necessary
Price per night from
$400
Price per night from
$400
Distance approx 15.82 km from Jamaica
Mount Snow Area Home with 5 Bedrooms
Vermont / Wilmington
5 12 2 nights min
- 5 bedrooms
- sleeps 12
- 2 nights min
- Child Friendly
- Car not necessary
- Pet Friendly
Price per night from
$343
Price per night from
$343
Distance approx 11.05 km from Jamaica
Awesome! 6BR, Secluded Hot Tub, sleeps 12, WIFI!!
Vermont / Dover
6 12 2 nights min
- 6 bedrooms
- sleeps 12
- 2 nights min
- Child Friendly
Price per night from
$486
Responds fast!
avg. 1 hour 34 minutes
Price per night from
$486
Distance approx 18.37 km from Jamaica
3 BDR Farmhouse on Tranquil 105 acre Organic Farm
New Hampshire / Walpole
3 8 3 nights min
- 3 bedrooms
- sleeps 8
- 3 nights min
- Nearest beach 8 mi
- Child Friendly
- Air conditioning
Price per night from
$302
Price per night from
$302
Distance approx 17.95 km from Jamaica
NEW! Chester House on Working Farm Near Okemo!
Vermont / Proctorsville
5 14 min stay varies
- 5 bedrooms
- sleeps 14
- min stay varies
- Ski
- Child Friendly
- Pet Friendly
Price per night from
$287
Responds fast!
avg. 22 minutes
Price per night from
$287
Distance approx 11.35 km from Jamaica
West Dover Home w/Hot Tub- Short Drive to Mt. Snow
Vermont / Dover
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
Price per night from
$223
Responds fast!
avg. 22 minutes
Price per night from
$223
Distance approx 14.64 km from Jamaica
Private Home w/ Views - Near Manchester Golf & Ski
Green Mountains / Dorset
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Swimming pool
- Ski
- Child Friendly
Price per night from
$543
Responds fast!
avg. 22 minutes
Price per night from
$543
Distance approx 12.74 km from Jamaica
Chester House Just 12 Mins to Magic Mtn Ski Area!
Vermont / Chester
5 8 min stay varies
- 5 bedrooms
- sleeps 8
- min stay varies
- Ski
- Child Friendly
- Pet Friendly
Price per night from
$155
Responds fast!
avg. 21 minutes
Price per night from
$155
Distance approx 14.55 km from Jamaica
The 1843 Stone House - Chester, VT (3bdrm/ 2 ba)
Vermont / Chester
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
Price per night from
$200
Price per night from
$200
Distance approx 4.65 km from Jamaica
Vermont home located in the mountains between Mt. Snow & Stratton Mt
Vermont / Wardsboro
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Swimming pool
- Child Friendly
- Private garden
Price per night from
$343
Price per night from
$343
Distance approx 15.25 km from Jamaica
Beautiful Ski/Golf Chalet on Hermitage Club golf course
Vermont / Wilmington
4 11 min stay varies
- 4 bedrooms
- sleeps 11
- min stay varies
- Child Friendly
- Pet Friendly
- Private garden
Price per night from
$286
Price per night from
$286
Distance approx 11.01 km from Jamaica
NEW! Slopeside Bromley Mtn House w/ Pool Table!
Green Mountains / Peru
4 12 min stay varies
- 4 bedrooms
- sleeps 12
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Price per night from
$429
Responds fast!
avg. 22 minutes
Price per night from
$429
Distance approx 18.74 km from Jamaica
Vermont 1828 Reunion House, sleeps 20, 5 miles to Okemo
Vermont / Proctorsville
8 20 2 nights min
- 8 bedrooms
- sleeps 20
- 2 nights min
- Ski
- Child Friendly
- Private garden
Price per night from
$457
Price per night from
$457
Distance approx 5.88 km from Jamaica
3 BR/Bth Townhouse/Condo Grt loc. Stratton Mtn. VT
Vermont / Stratton Mountain
3 8 90 nights min
- 3 bedrooms
- sleeps 8
- 90 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$266
Price per night from
$266
Distance approx 11.96 km from Jamaica
West Dover Home w/Game Room-Pool & Fire Pit Access
Vermont / Dover
5 13 min stay varies
- 5 bedrooms
- sleeps 13
- min stay varies
- Swimming pool
- Ski
- Child Friendly
Price per night from
$326
Responds fast!
avg. 22 minutes
Price per night from
$326
Distance approx 5.11 km from Jamaica Show on Map
Stratton 4 Bedroom Home
Vermont / Stratton Mountain
4 11 2 nights min
- 4 bedrooms
- sleeps 11
- 2 nights min
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$400
Responds fast!
avg. 2 hours 54 minutes
Price per night from
$400
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