
House vacation rentals in Bennington County
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Top-rated house rentals in Bennington County
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Popular amenities for Bennington County house rentals
House rentals with a pool

Spring Hiking Pet Retreat I Game RM l ChimneyHill
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

Country hideaway
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!

Outdoor Enthusiasts Paradise!
Our family had a beautiful, peaceful ski/snowboard vacation at Samantha’s home. The house was exceptionally clean and Samantha was an attentive host. We’ll hopefully visit again!

Adams Farm-"The Little Farmhouse"
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.

The Villa - Industrial Farmhouse with Hot Tub
We absolutely loved staying here- beautiful and laid out perfectly for 2 families, each with 2 little kids. Super convenient location to Mt. Snow. We look forward to staying here again!

Ski and tennis house by Stratton Ski Resort.
We spent our winter break at Adam's condo. This condo experience had all the important Cs: Clean Condo - it was very clean upon arrival. Convenient Condo - the Stratton shuttle stops right outside the door. Communicative Condo Owner - any questions we had were answered in a timely manner. Cost effective Condo - great value Okay I went overboard with the Cs but honestly it was such a great experience. Adam is great host and the condo worked out perfect for us! Hopefully we get a chance to stay here again!

Idyllic Dorset Home: Serene Escape w/amazing views
My group of 9 had a wonderful stay here! The house was very spacious, clean, and modern and accurately represented in the posting. John was extremely responsive during our process and proactively checked in with us to ensure we were able to check-in to the property smoothly. We had a small issue with one of the stove top burners and when we reached out to John, he followed up immediately to resolve the issue. I highly recommend staying here!

Chimney Hill Home w/ New Hot Tub & Amenity Center!
Awesome property! Stayed here for a ski trip with friends, we had a great time and the house was a great size for all of us! Hot tub works great and the indoor fireplace was fun to use as well. Would absolutely stay again. Super polite and responsive hosts.
Weekly house rentals

Clean, Captivating VT Farmhouse near Stratton!
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.

Rustic 1850s Barn. Updated and funky.
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.

MT SNOW Chalet + HOT TUB + new upgrades for 2024!
We had a great weekend at Lisa's house! Lisa was easy to get in touch with and when she knew she might be out of touch she gave us an alternate person to contact. It's snowed overnight during our stay and we were plowed out early to get on the mountain for first tracks. The house is exactly as pictured on the listing, we were very comfortable, and the hot tub was key for relaxing after a day on the mountain. The house has a 80's feel to it, and the wood panelling gives mountain vibes. We had everything we needed for our stay and really enjoyed the time we spent together!

Spring/Summer Fun Treasures Waiting
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.

New Hot Tub! Gas Fireplace! 2 min to Mt Snow
We loved staying in your home. It was close to Mount Snow where we went skiing and we especially loved the fireplace and hot tub. The kitchen was so big and had everything we needed. Thanks so much for leaving the binder of instructions because it is important for us to treat your home like our own home and we want to do things right. We will be back next year. Tom and Stacie

Charming Vermont Retreat
The house has the cozy rustic charm of an old farmhouse. Hand hewn post and beam work speaks to its heritage. The kitchen is very well provisioned with everything a large group needs to cook and enjoy making meals together. The large, reclaimed wood dining table was a beautiful addition to the space. The living room was super cozy by the pellet stove sipping coffee to start the day or lounging after hours. We really enjoyed the ability to bring our chocolate lab Gus, who absolutely took advantage of the large open spaces around the outside of the house. Overall Scott was a terrific host and was available any time we had questions about the house. We look forward to staying again!

Mt Snow retreat, ski & summer
Wonderful stay in Vermont! Very spacious home with an amazing dining room and theater room in the basement ! Location was perfect for a visit to mt snow, just a few minutes away, and theater room home was cozy, 2 fireplaces , and wonderful! Recommend!!

Serene Private Home | Hot Tub | Golf
A very nice, newly renovated home. Spacious, clean, no clutter. The kitchen and dining area are lovely and very comfortable for our group of 8. House interior is well designed. Beautiful views from every room. Great amenities! The sauna, hot tub and fireplace were wonderful. Our hosts were very responsive, especially when we arrived in a cold rain and a widespread power outage in the area. They had a good supply of wood on hand, brought us flashlights and provided updates from the power company. Thank you Bonnie and David for a wonderful stay and great hospitality!
Private house rentals

7 acres! Bromley, 8 min. Private Pond. Dogs OK.
It was a fantastic family getaway set at the end of the road where it was quiet n peaceful for us to all relax over the weekend. But yet it is very close to the local ski areas. The surroundings at the house are beautiful. Will definitely have to come back in the summer and enjoy sitting outside.

Cozy Riverfront Home, 1mi to Mt Snow, On Moover
Location was great and a short drive away from mount snow, place was clean with ample room for our group. Nice scenery and cool creek in the backyard. Check in and check out was simple and straightforward. Appreciate the housing and accommodation

Twin Lodge
Great place for a weekend near the VT mountains. Plenty of space, clean, nicely stocked toiletries in the bathrooms. The mud room was very useful for ski gear! Would absolutely stay again to visit Stratton.

Cozy mountain getaway between Mt. Snow&Stratton
Even better than the pictures. It was a great place for a ski trip. I enjoyed walking around the house and exploring the property. For the price you can’t beat it. I would definitely recommend staying here if you are looking for a place.

3-bedroom country home with mountain views
Place was great—cozy, accessible, and in a beautiful location. Had a small issue during check in and Kathy was very responsive and quickly resolved it. Would happily return.

Green Mountains Lake Retreat - Hidden Gem
Great little house close to trails. Was perfect for our visit to the Mt Prospect Nordic center. The house was very comfortable and we enjoyed the games and books in our downtime. Would recommend a stay here!

Modern Luxury at White Pine Lodge
The house is perfect for a ski getaway. Clean and spacious with tons of wood for the fire and a well stocked kitchen. The hot tub was a perfect t way to unwind after a day out on the slopes.

Bromley Farmhouse close to skiing and hikes
This home is much larger than it appears in the photos. It's beautiful and cozy (but not "small cozy"). My group skied Bromley, Stratton, Okemo and Magic, which were all within 25 mins or less. (Bromley is 5 mins). This home felt large enough for multiple family's with or without children. It is well stocked with everything you would need for cooking, laundry ect. A minor issue was addressed nearly immediately. The owner is very responsive and accommodating. I would highly recommend this place and I look forward to visiting it again.
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- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Albany Center Gallery
- Saratoga Race Course
- West Mountain Ski Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Ekwanok Country Club
- Lake George Expedition Park
- Bretwood Golf Course
- Hooper Golf Course
- Dorset Field Club
- Huck Finn’s Playland, Albany
- Clarksburg State Park
- Peebles Island State Park
- Hildene, The Lincoln Family Home