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Jamaica Rentals

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age 0-16
117 Results

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Price: high to low

Number of reviews

117 Houses

Newly Remodeled Townhome

Jamaica townhouse

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$733

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

Jamaica house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$283

Great rentals within 20 miles that match your search

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$1,939

5 STAR HOME - HOT TUB SAUNA BUS TO STRATTON LIFTS

Bondville house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$645

Whispers of the North

West Wardsboro house

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$285

NEW- Gorgeous home + views- near skiing, shopping

Dorset house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$453

Bromley Farm Ski House

Peru house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$711

Levity Mountain: Farmhouse, Cottage, and Event Barn

Manchester farmhouse

8 bedrooms / 5 bathrooms / sleeps 24

Price per night from

$1,939

Adorable Studio apartment in Brattleboro

Brattleboro apartment

/ 1 bathroom / sleeps 2

Price per night from

$175

Dorset in-village summer rental

Dorset house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$323

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$227

Myrick View House

Dorset house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$274

Hugging Bear Inn RENT ENTIRE INN

Chester b&b

6 bedrooms / 7 bathrooms / sleeps 18

Price per night from

$1,264

Balsam Cottage 4BR, Hot Tub, Pool Table, Fireplace - 5 minutes to the slopes

Dover house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$630

"Not Your Typical Rental" Luxe Burke Mtn 3br Condo

East Burke condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 7 minutes

Price per night from

$388

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Peru townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$358

Highridge Suite

Manchester apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$364

Partridge Run Ski House - HOT TUB

Dover house

7 bedrooms / 6 bathrooms / sleeps 29

Price per night from

$1,820

Kassmel's Mountain Haus

West Wardsboro house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$363

Manchester to Stratton - Taking Inquiries for the Summer Horse Show

Bondville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$607

Manchester Center with a Mountain View /Right in Town!

Manchester house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 18 minutes

Price per night from

$269

A Family Place

Bondville house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$428

Slopeside Townhome in Bromley Village

Peru townhouse

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$326

Rural and charming house w/Foosball table & board games

Manchester house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$385

Bromley Mtn Condo w/Deck View - Walk to Lift!

Peru condo

4 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 2 hours 30 minutes

Price per night from

$323

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

East Dorset house

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$805

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$348

Mountain Side

Dover house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 17 minutes

Price per night from

$861

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

Proctorsville house

8 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$458

Stratton 4 Bedroom Home

Stratton Mountain house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 1 hour 3 minutes

Price per night from

$398

Condo at Mt. Snow available May 23,24,25 $200 per night

Dover apartment

2 bedrooms / 2 bathrooms / sleeps 8

“A CONDO TO KEEP COMING BACK TO!” We've rented this condo with friends many times in the past several years, and it's one of our favorites. Steve is very pleasant to deal with, the condo is clean, sleeps many people comfortably, and overlooks the mini terrain park/learning area. We've had grandma come along and she loved to watch the kids ski from the balcony. Also on MLK weekend the balcony was the perfect place to view the fireworks. Would highly recommend this unit!

Responds fast! avg. 2 hours 16 minutes

Price per night from

$395

Beautiful Charming Comfy and Cozy Mt Snow Townhome. Free Shuttle, Ski Home!

Dover townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 52 minutes

Price per night from

$294

The Perfect Vermont Experience for All Seasons

Dorset house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$283

Rare Find! Comfy 3 BR Townhouse, Pool, Spa

Manchester apartment

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$263

Nature Escape! 3 BR Townhouse Unit, Pool, Spa

Manchester apartment

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$263

2 Bedroom/2 Bath Condo

Stratton Mountain apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 29 minutes

Price per night from

$286

Responds fast! avg. 1 hour 27 minutes

Price per night from

$256

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