House holiday rentals in Jamaica
Find and book unique houses on Airbnb
Top-rated house rentals in Jamaica
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Jamaica house rentals
House rentals with a pool
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
11–18 Jan
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
20–27 Aug
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
6–13 Apr
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
2–9 Jan
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
7–14 Mar
Home in Plainfield
4.89 out of 5 average rating, 118 reviewsHistoric Home on 17 acres of land. Go escape!
22–29 Nov
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
8–15 Mar
Home in Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
22–29 Nov
Weekly house rentals
Home in Wilmington
4.99 out of 5 average rating, 171 reviewsVermont Sugar House Retreat
27 May – 3 Jun
Home in Pownal
4.99 out of 5 average rating, 213 reviewsCozy Vermont mini-house
24–31 Dec
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
11–18 Mar
Home in Townshend
4.94 out of 5 average rating, 193 reviewsComfy and Cozy House on 67 acres
3–10 Feb
Home in Sunderland
4.97 out of 5 average rating, 213 reviewsMOUNTAIN NEST, views, Manchester, hot tub,
4–11 Nov
Home in Granville
4.85 out of 5 average rating, 152 reviewsHome by the Mettowee River- Simply the best!
25 Sep – 2 Oct
Home in Dover
4.87 out of 5 average rating, 227 reviewsMt Snow retreat, ski & summer
2–9 Oct
Home in Winhall
4.88 out of 5 average rating, 138 reviewsThe Mushroom House of Manchester Vermont
18–25 Oct
Private house rentals
Home in Jamaica
4.89 out of 5 average rating, 64 reviewsThe Post Haus: one-of-a-kind modern VT experience
12–19 Sep
Home in Jamaica
5.0 out of 5 average rating, 26 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
20–27 Jun
Home in Jamaica
5.0 out of 5 average rating, 15 reviewsHot Toddy Hill
6–13 Mar
Home in Jamaica
4.96 out of 5 average rating, 27 reviewsStratton Mountain Escape With Views
25 Aug – 1 Sep
Home in Windham
4.95 out of 5 average rating, 77 reviewsArtistic Southern Vt Countryside Home at Windham
16–23 Aug
Home in Grafton
4.92 out of 5 average rating, 59 reviewsGrafton Artist Retreat With Pond Near Skiing
16–23 Nov
Home in Windham
4.88 out of 5 average rating, 91 reviewsThe Architect's Cabin, on 10 Secluded Acres
12–19 May
Home in Jamaica
4.96 out of 5 average rating, 47 reviews4 Bedroom on 90 Acres in the mountains of Vermont!
19–26 Nov
Quick stats about house rentals in Jamaica
Total rentals
130 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
4.2K reviews
Nightly prices starting at
$118 NZD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
- Burlington Holiday rentals
- Lake George Holiday rentals
- Stowe Holiday rentals
- Philadelphia Holiday rentals
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- Rentals with a hot tub Jamaica
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- Yurt Rentals United States
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