Jamaica Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Jamaica

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Winhall VT

With a stay at this cottage, you'll be centrally located in Winhall, within a 5-minute drive of Bromley Mountain Ski Resort and Green Mountain National Forest.

Kitchen

Washer

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

Dorset VT

With a stay at this cottage in Dorset, you'll be in the mountains, just a 1-minute walk from Green Mountain National Forest and 5 minutes by foot from Dorset Playhouse.

Kitchen

Washer

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington VT

With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor Gallery.

Kitchen

Washer

Lake life at Woodford Cottage

Bennington VT

With a stay at this cottage in Bennington, you'll be on a river, just steps from Green Mountain National Forest and a 3-minute drive from Prospect Mountain Nordic Ski Center.

Kitchen

Dryer

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester VT

Located in Chester, this cottage is within a 15-minute drive of Vermont Country Store and DaVallia Art & Accents.

Kitchen

Washer

Vermont Country Cottage (Near Village)

Londonderry VT

With a stay at this cottage in Londonderry, you'll be in the mountains, within a 15-minute drive of Bromley Mountain Ski Resort and West River.

Kitchen

Washer

Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington VT

When you a stay at this cottage in Wilmington, you'll be on the waterfront, just steps from Harriman Reservoir and Deerfield River.

Kitchen

Washer

Enchanting 4-bedroom cottage with a view in Weston

Weston VT

With a stay at this cottage in Weston, you'll be a 1-minute walk from Green Mountain National Forest and 7 minutes by foot from West River.

Kitchen

Washer

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford VT

With a stay at this cottage in Bennington, you'll be on the waterfront, just steps from Green Mountain National Forest and a 1-minute drive from Prospect Mountain Nordic Ski Center.

Parking available

Barbecue grill

Near Hiking & Skiing: Home in Wilmington!

Wilmington VT

With a stay at this cottage in Wilmington, you'll be steps from Green Mountain National Forest and a 3-minute drive from North Branch Deerfield River.

Pool

Kitchen

Home with a spring-fed pond and mountain view.

Manchester VT

With a stay at this cottage in Manchester Center, you'll be on the waterfront, just steps from Green Mountain National Forest and a 3-minute drive from Golf Club at Equinox.

Near Skiing & Hiking: Quiet Home in West Wardsboro

West Wardsboro VT

With a stay at this cottage in West Wardsboro, you'll be within a 10-minute drive of Mount Snow and Green Mountain National Forest.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Jamaica

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.