Skip to content
300+ stays

Stays in Jamaica

Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire house in Wilmington
Brand new, 5 BR, next to Hermitage Club
16 guests5 bedrooms12 beds2.5 baths
WifiKitchenIndoor fireplaceHeating
$125 per night
SUPERHOST
Entire cabin in Newfane
Riverrun Cottage
4 guestsStudio2 beds1 bath
WifiKitchenHeating
$58 per night
SUPERHOST
Farm stay in Brookline
Tanglebloom Tiny Cabin | Glamping Experience
2 guests1 bedroom1 bed1 bath
$91 per night
SUPERHOST
Tiny house in Jamaica
The Green Mountain Tiny House
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
$206 per night
SUPERHOST
Tiny house in Jamaica
Apple Blossom Cottage: A Tiny House
5 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$139 per night
Entire condominium in Winhall
Spacious 2 bedroom condo with patio
5 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
$106 per night
Entire cabin in South Londonderry
Fernando’s Cabin
3 guests1 bedroom1 bed1 bath
WifiKitchenHeating
$138 per night
SUPERHOST
Entire cottage in Newfane
Cozy Sugarhouse Cottage overlooking the West River
4 guests1 bedroom2 beds1 bath
WifiKitchenIndoor fireplaceHeating
$139 per night
Barn in Newfane
Beautiful rustic woods and fields retreat for two.
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
$75 per night
Entire house in Londonderry
Cozy Family/Pet Friendly Cabin w/ Modern Upgrades
6 guests3 bedrooms3 beds1.5 baths
WifiKitchenIndoor fireplaceHeating
$140 per night
SUPERHOST
Entire cabin in Newfane
Rock River Cottage with Hot Tub, Fireplace & Beach
2 guests1 bedroom2 beds1 bath
WifiKitchenIndoor fireplaceHeating
$154 per night
SUPERHOST
Entire cabin in Jamaica
Rustic A-Frame Getaway Cabin (8min from Stratton!)
10 guests3 bedrooms7 beds2 baths
WifiKitchenIndoor fireplaceHeating
$115 per night
Entire cabin in Jamaica
Cabin on West River close to Mt Snow & Stratton
4 guests1 bedroom3 beds1 bath
WifiKitchenHeating
$135 per night
Entire condominium in Winhall
2 bedroom with full amenities
5 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
$129 per night
SUPERHOST
Tiny house in Wardsboro
Vermont Ski Chalet
5 guests2 bedrooms3 beds1 bath
KitchenHeating
$149 per night
SUPERHOST
Entire cabin in Jamaica
Romantic Wooded Vermont Cabin
2 guests1 bedroom1 bed1 bath
WifiKitchenIndoor fireplaceHeating
$142 per night
Entire apartment in Putney
Secluded Putney Home with a View
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
$80 per night
SUPERHOST
Entire cabin in Jamaica
Newly Built Cabin in Jamaica
4 guests1 bedroom4 beds1 bath
WifiKitchenIndoor fireplaceHeating
$194 per night
SUPERHOST
Entire chalet in Winhall
HIDEAWAY INN Manchester, Stratton, Bromley ...
6 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
$189 per night
SUPERHOST
Barn in Chester
Inviting studio apartment above barn in Vermont
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$75 per night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.