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

Snow sports central
2 Bedroom,s sleep 4, Walk to Coffee Shop, Breakfast, locations, Restaurants, Grocery Market, medical. West Mountain Ski Area 5 miles away. Summer activities there . Bike path to lake George accessibility from house. 2 car secure garage . 6 person Hot Tub on outdoor porch, with 43” TV. 63’ TV in Living , Room, Sonos Theatre sound system 43” TV’s in Bed Rooms . WiFi/internet/cable Outdoor gas grill Breakfast Nook 65" Outdoor TV and seating area All amenities For a vacation stay. No Garage

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.

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm
Welcome to Mt Snow Villas!, Your ultimate mountain experience at Mount Snow. This stunning duplex villa offers a harmonious blend of luxury, comfort, and convenience, making it the perfect choice for large groups, family gatherings, or anyone seeking an unforgettable escape to the mountains. With the indulgence of a Jacuzzi, hot tub, and sauna, your stay promises both relaxation and rejuvenation. ASK US ABOUT RENTING ALL 6 VILLAS AND HOSTING UP TO 60 PEOPLE FOR YOUR NEXT PARTY!

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!

Villa with a Fireplace Near the Trails
Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic 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!

Villa Near Biking and Hiking Trails
This villa is perfect for your group! 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!

Private Villa Lakefront Porch Stunning Views
For a private Adirondack vacation lakeside, look no further than our only 1-bedroom villa! Includes occupancy for up to 2 adults and 2 children with 1 king bedroom, 1 queen pull-out sofa sleeper, and a kitchenette. Lake George Village is 1.25 miles from the property

Vermont Villa Near the Trails
You'll be able to enjoy panoramic 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!

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!

Lakefront Villa Wrap-Around Porch & Stunning Views
Reminisce about vacationing on the Lake in one of our luxury Villas. Includes occupancy of up to 4 guests with two king bedrooms one queen pull out sofa sleeper and a kitchenette. Lake George Village is 1.25 miles from the property

Warm & Elegant Suite/Free parking spaces
Cozy Private Suite in Troy, You will have exclusive use of one bedroom and one living room. Enjoy fast Wi-Fi, heating/AC, coffee corner, and free parking. Only 8 min to Downtown Troy, and 12 min to Albany. No smoking, no parties.

The Villas on Lake George - Villa Suite
Villa Suites (sleeps 1-6) One bedroom w/ bed, second bedroom w/2 Queen beds Full bath, kitchen, dining area, living room w/sofa bed all linens, kitchen ware included.
Popular amenities for Bennington villa rentals
Private villa rentals

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Villa with Pool + Fitness Center Access

Private Villa Lakefront Porch Stunning Views

Lakefront Villa Wrap-Around Porch & Stunning Views

Snow sports central

Stonehouse at Stratton

Vermont Vacation Villa—Grapevine Getaway

Vermont Villa Near the Trails
Luxury villa rentals

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Historic Stockbridge Villa on 25 acres sleeps 16

5-BR Villa with Pool and Dog Friendly!

Villa with Pool + Fitness Center Access

Vermont Vacation Villa—Grapevine Getaway

100 yrs old 2024! Historic Musician's Villa Bolton

Stonehouse at Stratton
Villa rentals with a pool

The Villas on Lake George - Villa Suite

Villa with Pool + Fitness Center Access

Vermont Vacation Villa—Grapevine Getaway

Vermont Villa Near the Trails

Villa with a Fireplace Near the Trails

Private Villa Lakefront Porch Stunning Views

Lakefront Villa Wrap-Around Porch & Stunning Views

Villa Near Biking and Hiking Trails
Destinations to explore
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Thacher State Park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Norman Rockwell Museum
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Naumkeag
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Congress Park
- MVP Arena




