Holiday Rentals in Bennington County

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Featured Holiday Rentals in Bennington County

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Cozy space with a high ceiling, round table, and four chairs, surrounded by large windows and a decorative wreath.

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

9.6 out of 10, Exceptional, (223)
"Cabin was beautiful! Love the little stream outside. Very close to restaurants, shopping, and hiking trails. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Cozy cabin retreat with a high ceiling, central fireplace, and comfortable seating area.

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

9.6 out of 10, Exceptional, (25)
"Beautiful location and so many cozy touches throughout home!"
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!
Fully equipped kitchen with stainless steel appliances, dark cabinets, and a white tiled backsplash.

8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!

8.0 out of 10, Very good, (1)
8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Relax in this inviting living room with a comfortable sofa, a lamp, and a TV.

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

9.4 out of 10, Exceptional, (82)
"Nice place, just what we were looking for to stay the weekend. "
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
The Mountain Escape!
Relax in a hot tub on a snow-covered deck.

The Mountain Escape!

9.8 out of 10, Exceptional, (17)
"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."
The price is €668
includes taxes & fees
22 Jul - 23 Jul
The Mountain Escape!
Breaktime - Quiet and Private on dead end street
Stroll through a vibrant garden featuring a diverse selection of flowering plants and lush greenery.

Breaktime - Quiet and Private on dead end street

10.0 out of 10, Exceptional, (30)
"I like the location close to mountain walking trails and fine dining options. "
Breaktime - Quiet and Private on dead end street
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Relax in a serene hot tub surrounded by a wooded area and a wooden deck.

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."
The price is €605
includes taxes & fees
12 Aug - 13 Aug
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Cozy retreat with a high ceiling and exposed beams, featuring a ladder, picture frame, and kitchen area.

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (223)
"Beautiful property. Very relaxing, secluded. "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
Relax by the fire pit in a serene outdoor setting surrounded by lush greenery.

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

9.0 out of 10, Wonderful, (20)
"Property out and peaceful and quiet. View is great thanks."
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Features an oven, microwave, and refrigerator, along with a large window and ceiling lights.

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (30)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Enjoy communal dining at this kitchen with a long table and bench, featuring modern appliances and a window.

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (15)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Studio style farm stay
Guests can enjoy a traditional porch with a covered seating area and a beautiful planter.

Studio style farm stay

8.8 out of 10, Excellent, (30)
"Quaint room with lots of artistic charm. Convenient location. Well worth it."
Studio style farm stay
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Relax on a serene deck surrounded by lush greenery and enjoy a tranquil pool view.

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

9.6 out of 10, Exceptional, (38)
"Great stay, super easy access to the slopes. Place was great with helpful and communicable hosts. Will stay again! "
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Bright & cheery condo with seasonal pool access
Residents enjoy a serene outdoor space surrounded by lush greenery and a multi-story complex.

Bright & cheery condo with seasonal pool access

8.2 out of 10, Very good, (39)
"Perfect for adults and kids looking to ski. Easy access. Clean and easy rental"
Bright & cheery condo with seasonal pool access
Green Mountain Getaway
Relax in the serene patio area with a brick floor, featuring a round table and two comfortable chairs.

Green Mountain Getaway

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great Location -- place was spotless and very accommodating"
The price is €339
includes taxes & fees
24 Jul - 25 Jul
Green Mountain Getaway
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Stroll through the beautifully maintained garden, surrounded by lush plants and a serene natural setting.

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (62)
"The barn is beautiful and much more spacious than it looks in the photos. The property the barn is on is also beautiful, a short drive from the town center, and also close to cool sites to visit like the Lincoln House and many amazing hiking trains."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Cozy space with a high ceiling and exposed beams, featuring a dining area with a round table and chairs.

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

10.0 out of 10, Exceptional, (201)
"This location is awesome. Close to town and skiing but we felt like we were secluded in the forest when sitting in the hot tub. We had a great time!"
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Vermont house in stunning private country setting and 360 degree panoramic views
Relax on the cabin's porch with two Adirondack chairs, surrounded by a lush forest.

Vermont house in stunning private country setting and 360 degree panoramic views

10.0 out of 10, Exceptional, (12)
"Fantastic place to get away from it all. Romantic and serene with everything you need to enjoy the stunning area. We will absolutely come back "
Vermont house in stunning private country setting and 360 degree panoramic views
Spacious apartment in beautiful, historic Arlington VT
Stroll through the serene garden, surrounded by lush greenery and a variety of plants, along a winding stone pathway.

Spacious apartment in beautiful, historic Arlington VT

10.0 out of 10, Exceptional, (43)
"Wow this was more than I expected. It was a great way to experience my first Vrbo. Property was conveniently located and easy to find. We had a very lovely stay. "
The price is €191
includes taxes & fees
28 Jul - 29 Jul
Spacious apartment in beautiful, historic Arlington VT
Perfect Reunion House w/pool, tennis, fireplace & piano. Dogs welcome.
Kitchen features a clean design with light cabinetry, microwave, oven, and sink.

Perfect Reunion House w/pool, tennis, fireplace & piano. Dogs welcome.

9.8 out of 10, Exceptional, (23)
"Great location near Bromley and Stratton for skiing. Our group of 16 had plenty of room and were very comfortable. Melissa was very accommodating and responsive. Would definitely recommend this property."
Perfect Reunion House w/pool, tennis, fireplace & piano. Dogs welcome.
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.
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