Vacation rentals in Jamaica

Find and book unique accommodation on Airbnb

Top-rated accommodation in Jamaica

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cottage in Jamaica

4.82 out of 5 average rating, 461 reviews

Forest Cottage ~ 7min to Stratton, Private, Views

Authentic Vermont post & beam cottage with privacy. 3 miles to Stratton's Sun Bowl, a 7-minute drive. Nearby swimming hole at the brook on the property. Dogs welcome, $30 fee per dog. No cats due to allergies. Vinyl record player, VCR/DVD player, board games, Starlink Satellite Internet 20-100 mbps. Heat options: 2 gas wall furnaces & wood stove. Front porch, propane BBQ, fire pit, picnic table & spectacular views of Stratton Mountain. Back deck surrounded by woods with hammock, table & chairs.

6–13 May

$224 NZD per night
Guest favourite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

7–14 Aug

$201 NZD per night
Guest favourite

Cabin in Jamaica

4.99 out of 5 average rating, 180 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

6–13 Sep

$292 NZD per night

Popular amenities for Jamaica accommodation

Stay near Jamaica's top sights

Winhall Brook Campground4 locals recommend
Honeypie122 locals recommend
Workhorse Cafe35 locals recommend
Hamilton Falls27 locals recommend
Ungrounded Coffee Roasters27 locals recommend
Fran's Kitchen & Diner18 locals recommend

Other great accommodation in Jamaica

Guest favourite

Chalet in Dover

4.93 out of 5 average rating, 260 reviews

A charming VT chalet

2–9 Dec

$295 NZD per night
Guest favourite

Cabin in Jamaica

4.89 out of 5 average rating, 132 reviews

Jamaica Mod A Frame

12–19 Aug

$573 NZD per night
Guest favourite

Guest suite in Brattleboro

4.94 out of 5 average rating, 515 reviews

Charming studio in renovated 19th century church.

7–14 Dec

$181 NZD per night
Guest favourite

Apartment in Jamaica

4.98 out of 5 average rating, 107 reviews

West Wing at Mantana Meadows on the West River

9–16 May

$349 NZD per night
Guest favourite

Apartment in Newfane

4.97 out of 5 average rating, 397 reviews

Rock River Retreat: Pets Welcome

29 May – 5 Jun

$249 NZD per night
Guest favourite

Loft in Jamaica

4.98 out of 5 average rating, 93 reviews

Cozy Loft for your Southern VT Adventures

10–17 Jun

$173 NZD per night
Guest favourite

Home in Jamaica

5.0 out of 5 average rating, 25 reviews

2-Bedroom Home, 7 Minutes From Stratton Mountain

18–25 Sep

$327 NZD per night
Guest favourite

Condo in Londonderry

4.95 out of 5 average rating, 42 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

28 Apr – 5 May

$207 NZD per night
Superhost

Cabin in Jamaica

4.9 out of 5 average rating, 67 reviews

Ski Stratton 7min: Starry Sky+DogOK+HikePikesFalls

21–28 Apr

$269 NZD per night
Guest favourite

Home in Jamaica

5.0 out of 5 average rating, 98 reviews

Stratton Spa House with Man Cave

29 May – 5 Jun

$930 NZD per night
Guest favourite

Home in Jamaica

4.83 out of 5 average rating, 76 reviews

Convenient Mt Snow/Stratton 4 Bedroom w/Balcony

18–25 May

$247 NZD per night
Guest favourite

Home in Dover

4.93 out of 5 average rating, 67 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

10–17 May

$192 NZD per night

Quick stats about holiday rentals in Jamaica

Total rentals

230 properties

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

100 properties allow pets

Family-friendly rentals

190 properties are a good fit for families

Total number of reviews

12K reviews

Nightly prices starting at

$33 NZD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Jamaica