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Jamaica Rentals

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Price range

Per night

$10 - $500

Jamaica Rentals

179 Houses

Newly Remodeled Townhome

Jamaica townhouse

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$571

1 / 16

Charming and cozy Log cabin near Stratton Vermont

Jamaica house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 28 minutes

Price per night from

$342

1 / 12

Jamaica Townhome w/ Pool - Mins to Stratton Mtn!

Jamaica house

2 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 40 minutes

Price per night from

$337

1 / 24

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

Jamaica house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$287

1 / 24

Stratton Ten Pines - Spectacular Timberframe Home

Jamaica house

6 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$1,714

1 / 28

NEW! 'Green Mountain Escape'-Near Stratton Resort!

Jamaica house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 40 minutes

Price per night from

$304

1 / 27

Classic Village Farmhouse with large yard & stream

Jamaica house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$212

1 / 16

Beautiful 5 BR/5 BA Home 10 mins from Stratton

Jamaica house

5 bedrooms / 5 bathrooms / sleeps 11

Responds fast! avg. 25 minutes

Price per night from

$1,031

1 / 7

Great rentals within 20 miles that match your search

Church sanctuary

West Dummerston house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$296

1 / 16

Sunderland Vistas, STUNNING VIEWS, Sunset decks

Manchester house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$450

1 / 24

Charming Vt. Farmhouse with spectacular mt. views. Children welcome

Londonderry house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Vacation Home” We stayed at the Humphrey's Farmhouse in august and had a great time. The home is very charming, clean and has just about every ammenity you could ask for. The house is at the top of a hill and the views are incredible, espe

Price per night from

$188

1 / 22

Responds fast! avg. 2 hours 53 minutes

Price per night from

$257

1 / 43

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

Chester house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$200

1 / 10

New Lakefront Cedar Log Home

Wilmington chalet

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 43 minutes

Price per night from

$513

1 / 21

NEW! Green Mtn/Finger Lakes Nat'l Forests Townhome

Wilmington house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 33 minutes

Price per night from

$245

1 / 24

Hugging Bear Inn - Bear's Den Room

Chester b and b

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$159

1 / 11

A Great Vacation Spot All Year Long

East Dorset house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$257

1 / 7

Five Bedroom Secluded Ski House Located Two Miles From Downtown Manchester

Manchester house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$314

1 / 20

Chester House Just 12 Mins to Magic Mtn Ski Area!

Chester house

5 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 33 minutes

Price per night from

$154

1 / 24

Condo on Haystack/Hermitage Ski Mountain

Wilmington condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$342

1 / 28

Responds fast! avg. 2 hours 13 minutes

Price per night from

$170

1 / 28

2016-17 Booking now for entire Ski Season $8000.00

Londonderry chalet

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$400

1 / 16

Awesome! 6BR, Secluded Hot Tub, sleeps 12, WIFI!!

Dover house

6 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 34 minutes

Price per night from

$486

1 / 24

3 BDR Farmhouse on Tranquil 105 acre Organic Farm

Walpole house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$302

1 / 15

Lakeside Year Round Totally Renovated Home

Wilmington house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$686

1 / 23

Stratton 4 Bedroom Home

Stratton Mountain house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 2 hours 47 minutes

Price per night from

$400

1 / 10

'John's Farmhouse in Mount Snow' on 120 Acres!

Whitingham house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 40 minutes

Price per night from

$343

1 / 38

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$1,714

1 / 20

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

East Dorset house

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$799

1 / 16

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 56 minutes

Price per night from

$229

1 / 22

Emerald Lake Club (Lake/Horse Show)

Dorset house

8 bedrooms / 4 bathrooms / sleeps 23

Responds fast! avg. 38 minutes

Price per night from

$160

1 / 18

Lorch's Hill: Secluded Vacation Home on 140 Acres... With Pool!

Wardsboro house

5 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$286

1 / 25

Bromley Farm Ski House

Peru house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$629

1 / 20

Cozy Mount Snow Home on Ski Home Trail

Dover townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$200

1 / 21

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

Proctorsville house

8 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$457

1 / 20

NEW LISTING!Cozy Ski Chalet near 4 Ski Mountains.

Peru chalet

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$216

1 / 14

A Family Place

Bondville house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$429

1 / 16

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$343

1 / 13
Viewing 38 of 179
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