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Jamaica Rentals

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219 Results

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Price: high to low

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219 Houses

Newly Remodeled Townhome

Jamaica townhouse

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$579

Charming and cozy Log cabin near Stratton Vermont

Jamaica house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$347

Live & Breathe VT- Village Home, Yoga Studio, Ski!

Jamaica house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$290

Stratton Ten Pines - Spectacular Timberframe Home

Jamaica house

6 bedrooms / 4 bathrooms / sleeps 16

Responds fast! avg. 1 hour 48 minutes

Price per night from

$1,736

Charming chalet with wood-burning fireplace and firepit - close to Stratton

Jamaica house

4 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$330

A Green Mountain Escape: Outdoor Adventures Await

Jamaica house

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$232

Price per night from

$148

Great rentals within 20 miles that match your search

BaseCamp Mogul: Green Mountain Retreat

Wilmington house

3 bedrooms / 1 bathroom / sleeps 10

Price per night from

$150

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$151

Mountain Side

Dover house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 51 minutes

Price per night from

$863

Responds fast! avg. 2 hours 25 minutes

Price per night from

$259

Wickham House ~ Historic Manchester Village

Manchester house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 8 minutes

Price per night from

$347

Updated Stratton Townhouse.. Heated Saltwater Pool

Bondville apartment

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$376

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

4 bedrooms / 3 bathrooms / sleeps 16

Price per night from

$376

Lakeside Year Round Totally Renovated Home

Wilmington house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$693

5 STAR HOME W/HOT TUB! SKI BROMLEY STRATTON MAGIC!

East Dorset house

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$808

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

Price per night from

$139

A Family Place

Bondville house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$416

Myrick View House

Dorset house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$249

Beautiful ski/golf home with Hot tub on Golf course

Wilmington house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$578

Heyer House

Wardsboro house

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$174

Slopeside Townhome in Bromley Village

Peru townhouse

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$318

Amare Guesthouse, renovated in-town victorian

Chester house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$266

Large, Lovely, Affordable Mountain Home

Windham house

5 bedrooms / 3 bathrooms / sleeps 10

“I rented a house for a weekend and received much more than a pla” I rented the Windham County House for a weekend to hold a retreat for first year students at Middlebury College who are still adjusting to college life. This house provided us with an intimate setting that allowed the members of the retreat to feel comfortable, considerate, and expressive. Micheal helped make our weekend the best as possible by always providing assistance whenever needed. Mary and I communicated very well from when I inquired about the house to when we returned to campus after the weekend. There are beautiful hiking trails close to the house in the fall that greatly add to the experience of renting this house. If you're looking for comfortable, family oriented, you should strongly consider renting this house.

Price per night from

$96

"Bunny Hill Chalet" Lodge Style Home Near Mt Snow

Dover house

4 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$693

Church sanctuary

West Dummerston house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$301

A Great Vacation Spot All Year Long

East Dorset house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$261

Beautiful 3 Br in Chimney Hill. Ski, Hike, Swim , Kayak, Golf all within 15 mins

Wilmington house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$309

The 1843 Stone House - Chester, VT (3bdrm/ 2 ba)

Chester house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$232

The Little Farmhouse at Adams Farm

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$261

Mount Snow 6BR+ Indoor Hot Tub, Sauna, Pool Table, FANTASY Ski Home

Dover house

6 bedrooms / 3 bathrooms / sleeps 18

Responds fast! avg. 13 minutes

Price per night from

$926

Highridge Suite

Manchester apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$348

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$348

Vermont 1828 Reunion House, sleeps 20, 5 miles to Okemo

Proctorsville house

8 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$463

New Lakefront Cedar Log Home

Wilmington chalet

3 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$521

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$1,736

Cozy Mount Snow Home on Ski Home Trail

Dover townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$203

Boorn Brook Farm - Historic Renovated 1820's Barn - Skiing, Shopping, Relaxing

Manchester barn

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$463

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