
Villa vacation rentals in Jamaica
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Top-rated villa rentals in Jamaica
Guests agree: these villas are highly rated for location, cleanliness, and more.

Private Wing of largest Colonial Mansion in US
Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of Colonial Revival Architecture. Filled with elegance & history, Three US Presidents have slept here. Our 17 Rooms/Suites are individually decorated each with private bathroom & free wireless internet. Set on 14 acres with a tiered terrace offering spectacular views & a custom fire pit. Lots to see in area including Saint-Gaudens Nat'l Park, Quechee Falls, Dartmouth College, etc

Stonehouse at Stratton
Create cherished memories in this unique, family-friendly haven. Designed for entertainment, enjoy a wet bar, pool table, ping pong, darts, and more. Heated floors and Bluetooth sound systems add luxury. Each bedroom has a private bath. The expansive kitchen accommodates the entire family, and a fireplace invites warmth after skiing or boarding. Revel in privacy on 4 acres, with a 2-car heated garage. Only minutes from Stratton, this home offers comfort and leisure in every detail.

Vermont Vacation Villa—Grapevine Getaway
Nestled in the stunning natural beauty of Vermont, this striking villa offers the perfect escape from the hustle and bustle of everyday life. Surrounded by rolling hills, and picturesque countryside, this home is a paradise. Whether exploring the area's cultural institutions, immersing yourself in the natural beauty of Vermont, or relaxing and unwinding with family and friends, this vacation home is the perfect retreat. Experience the magic of this beautiful area for yourself!

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm
Relax at Mt Snow Villas!! Welcome to our gorgeous mountain villa duplex nestled in the heart of breathtaking West Dover just 1/2 mile from Mount Snow! If you're seeking a peaceful escape from the hustle and bustle of everyday life, this spacious villa offers a perfect blend of warmth, elegance and modern comfort, making it the ideal getaway for couples, families, or groups of friends.

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail
This unique house has a style all its own. with floor to ceiling windows and doors throughout There are 3 levels. top floor has 2 bedrooms with full baths and Hot Tub on the balcony middle level entry; plus Great room: with kitchen, dining, living, activity area with a big table, fireplace and 75 inch television bottom level has 2 bedrooms and 2 full baths

Villa with Pool + Fitness Center Access
Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic location. With an awesome fitness centre, a restaurant, and more on-site, you'll have access to a number of great amenities!

Whiffletree base of Killington outdoor pool
Whiffletree C2 has been totally renovated and looks great. Located at the base of Killington close to mountain biking and snow sports.

Whiffletree B8 Great location with shuttle bus to
Whiffletree B8 Great location with shuttle bus to base lodges and ski home

Whiffletree base of Killington outdoor pool
Whiffletree F6 is on the shuttle bus route with a ski back trail

Base of Killington with Sports center access
Trail Creek 12, Lovely 1 bedroom close to Mountain

Base of Killington with Sports center access
Trail Creek 70, Fantastic 3 bed close to Mountain

Base of Killington with Sports center access
Trail Creek, Lovely 2 bedroom close to Mountain
Popular amenities for Jamaica villa rentals
Private villa rentals

Trail Creek 11 is on a ski home trail

Sunrise East Glade C8

Whiffletree B8 Great location with shuttle bus to

Whiffletree base of Killington outdoor pool

Base of Killington with Sports center access

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Vermont Vacation Villa—Grapevine Getaway
Luxury villa rentals

Sunrise East Glade C8

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Vermont Vacation Villa—Grapevine Getaway

Stonehouse at Stratton
Villa rentals with a pool

Whiffletree base of Killington outdoor pool

Vermont Villa Near the Trails

Villa with a Fireplace Near the Trails

Whiffletree base of Killington outdoor pool

Villa Near Biking and Hiking Trails
Destinations to explore
- Plainview Vacation rentals
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- Family-friendly rentals Jamaica
- Pet-friendly rentals Jamaica
- Waterfront rentals Jamaica
- Rentals with a patio Jamaica
- Rentals with a hot tub Jamaica
- Chalet rentals Jamaica
- Cabin rentals Jamaica
- Rentals with outdoor seating Jamaica
- Rentals with a fire pit Jamaica
- Fitness-friendly rentals Jamaica
- House rentals Jamaica
- Rentals with a washer and dryer Jamaica
- Rentals with a fireplace Jamaica
- Rentals with pools Jamaica
- Rentals with an EV charger Jamaica
- Villa rentals Vermont
- Villa rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Stratton Mountain Resort
- Mount Sugarloaf State Reservation
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- The Shattuck Golf Club
- Hooper Golf Course
- Crotched Mountain Ski and Ride
- Northern Cross Vineyard
- Autumn Mountain Winery
- Brattleboro Ski Hill
- Montshire Museum of Science