
Farmstay holiday rentals in Bennington County
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Top-rated farm stay rentals in Bennington County
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Family-friendly farm stay rentals

Clean, Captivating VT Farmhouse near Stratton!
A lovely home in a peaceful location with easy accessibility to local activities. Very well-equipped kitchen if you like to cook! Loved it đ

Barn House at Light-filled Octagon, near ski areas
We had a fabulous stay at John's place. The location is gorgeous, the house itself is really charming and well-appointed, and John is incredibly friendly and helpful. We had some difficulties getting to the house due a blizzard, and John was really great about keeping us posted on plowing and accessibility. The location is great, very close to Bromley and Manchester. My daughters loved sitting by the fire and curling up in the upstairs loft, and we all enjoyed the giant deep bathtub. Despite the fact that it was insanely cold outside, the house was very snug and we all slept well. I would recommend seriously considering this place if you're going to be in the area.

The Manor-Stunning Modern Farmhouse with Hot Tub
Amazing experience! Everything was prepared and fully equipped for us, from towels, soaps and shampoos, even spices and oil in the kitchen! Definitely recommended, and we will be happy to visit there again! summer or winter!

Comfortable Entire Farmhouse close to North Adams
We had a lovely time at Mauraâs house! Maura was friendly and responsive and clearly loves to share this beautiful area with guests. The house was spacious and well kept. (I would note for those who might mind that there were some family photos, magnets, etc. up, but that didnât bother us at all!) The house is about 10 minutes from Mass MOCA and less than 20 minutes to Williams College.

!Charming Cabin, Great Views
We enjoyed our stay and the kids especially enjoyed the animals. Great location, great host.

Vermont Farmhouse
Great stay at Beth and Nick's property. I think the pictures, which are a little on the dark side and rustic looking, don't do the property justice. While the house definitely feels a little rustic, it was spacious, the rooms were clean, the kitchen was well-stocked, and we were very comfortable during the visit. We had two dogs with us who loved running around the property - there's not much in the immediate surrounding area, so they had some room to roam. Would definitely recommend this place to a large group looking for affordable lodging near great skiing locations (we were at Magic Mountain).

The Amos Brown House.
This is a really special antique house that has been very well cared for. we visited in the midst of pretty narly presidents dy snow storm and the howling winds and multiple feet of snow outside only made the old house feel even cozier and more special. in the winter, the house sits on the end of a dirt road, due to the southern portion of it being covered in snow so we were nervous that we would get completely snowed in, but the town plowed the road multiple times each day and we had no problems getting in and out! Our big highlights were cross country skiing on the trail that crosses the property, puzzling by the gas fireplace, and the huge mounds of dog toys for our pup! Also, big thank you to Michelle for being so accommodating about our late check out. Our time here makes me want to check out all of the landmark trusts locations!

Serene & Pristine Vermont Home
Had a great stay for the week. Extremely convenient for ski trips to Bromley (5min) and Magic (15min). House is cozy and comfortable, and so so quiet. The house is accurately described. We happened to arrive just at the beginning of a massive snow/wind storm, leaving the driveway impassable in the morning - Gardner was quick to respond having everything plowed (2x in 2 days -crazy storm), and was quick to answer any other questions. Canât go wrong with having JJ Hapgoods just down the street for eat-in or take-out meals. Would definitely recommend.
Farm stay rentals with a patio

Private Vermont Lake Home, Mt. Snow Ski Home
Our family of 11 had a great time at this beautiful home during the Thanksgiving holiday. The views of the pond were incredible, especially after it snowed, and the hosts were extremely responsive and accommodating. There was plenty of room for us all and we highly enjoyed our stay. Thank you Ritu and Darshan!

Apothecary Farm Stay
The apothecary farm stay was the perfect weekend getaway in Vermont. It is located on a quiet plot of land allowing for a peaceful, relaxing stay. The small farmhouse is neat and quaintly decorated. Nicole was a great host and responded quickly to any questions. Iâd highly recommend to anyone considering a stay here!

Riverside Retreat near Mount Snow
I just want to thank Kristen again, she was an amazing host! Her home is absolutely gorgeous, we felt so comfortable and happy staying here. Clean, cozy & comfortable. We traveled with 8 people and 2 babies. We fit perfectly in this home. We enjoyed the fire pit out back, family style dinners and game nights where we all fit in the same room was perfect. Our stay was perfect. Also, thereâs a pizza/bowling and an escape room nearby. Letâs also not forget the views, waking up to seeing the white farm across the river was a sweet little treat every morning.

2.5mi from the lake! Fire pit, arcade, yard games!
My 2nd time staying here. Always amazing. Check out Sprague and Sons Sugar House. Home baked breads, Maple Products, Cookies absolutely delicious. Even Maple Ice Cream and home baked Chocolate Chip Cookie with Maple Ice Cream sandwiches. The home is absolutely gorgeous and has Everything you need or want. Great stay. Eric is so helpful and welcoming. Very responsive to messages any time you need him. Thanks for an Incredible Experience. We hope to be back again soon.

The Vermont Farmhouse+Charming Countryside Views
Our stay was connected to a graduation at Williams College. As part of a busy and emotional weekend, The Vermont Farmhouse was the perfect respite. The house is situated in the countryside so while it requires a drive to Williamstown, Bennington and other locations, we found the quietude to be worth it. Beautiful trails in a tranquil, protected area just across the road make for wonderful, leisurely hikes. Space to breathe. It is also a short walk to a great cafe (Pangea) and the former governor's mansion. The house itself is fantastic. It is roomy, super clean, with a great kitchen and dining area for entertaining. Very tastefully decorated. Fantastic front porch that even when raining -- which it did a lot during our stay -- is a great space to sit and enjoy the view. Lovely fire pit as well. Sandra and Trevor were wonderful hosts. Super attentive to questions and genuine in their care that we were having a good time. Could not have asked for a better Vermont stay. Great!

Summer Ready! Play Area, Crib, 11 Acre Farmhouse
Great cozy stay for a little family getaway with our two kiddos and pup. Our toddler and pup loved romping on the property in mud season. The house is lovely and the bedrooms are beautiful. The town is about 15 mins away with an amazing bookshop and bakery. Of note; the area isnât super walkable-lots of blind corners and no side walk (as expected!) and the property isnât really big enough for long walks/runs - important to note if you are hoping for runs/dog walks :) although there are lovely trails in the area! Also, the road is close to the house and there are lots of paint chips in the dirt around the house-only matters if you have a dirt obsessed toddler :) Owner was incredibly responsive and helpful throughout our stay!

Sykes Hollow Farm...book your own private vt farm!
Wow!!!! Our family rented the entire farm; Pond House and Barn apartment. First the house and apartment are so comfortable and you have everything you need! Including comfy bedding, soft towels and books to read! It was great for our adult son to have a little privacy and sleep in while the girls got up early to help on the farm (driving a gator, playing with the dog and grooming Pamâs beautiful horses were highlights)! We have returned many times and I LOVE the farm in all seasons. Pam is SUPER with kids, wonderful to talk to, so knowledgeable about local hikes, lakes, food, horse riding, kayaking, blueberry picking and more. If you are reading this, just book now!! A magical adventure awaits! And give Pam a hug from us!

Maple Hill Haven -Sleeps 10! Short drive to slopes
Our group of 9 had a wonderful stay with Joy and Kristen. We loved the charm and coziness of their home. Our stay overlapped with a strong snow storm that canceled our ski plans, nevertheless we found plenty to do in their home and around the property. We enjoyed a wholesome weekend with plenty of cooking, art, pingpong, and sledding. Lastly, our car also broke down on our departure day and they were extremely helpful and accommodating While we found our solution.
Farmstay rentals with a washing machine and dryer

The Loft @ Adams Farm-a great stay near Mt. Snow
Great stay from beginning to end: house was spacious, clean, well appointed and kitchen well stocked; clear and proactive communication. Dryer came in handy to dry kids clothing after they enjoyed playing in the snow. Appreciate that the heat was turned on well in advance of our arrival. Location is perfect for enjoying the outdoors, close to Mount Snow ski resort, and Wilmington. There is a local market a few yards away too. Everyone in the family loved the place and is looking forward to a return trip.

Stepping back into time!
Wow, what a perfect country getaway. Our nine guests in the house had a lovely time. There is an outdoor dining area under a charming old tin roof where we had several meals. The setting was amazing. Old front porch looked out on a country road with fruit trees. Lots of room for various gatherings. The photos don't do it justice. Would come there again!

VT Charm, Fireplaces, Hot Tub, Stratton Views
The house was great! Spacious with two living rooms and two fireplaces. Just minutes from Stratton mountain. We loved the hot tub and used the grill too. Check-in super easy and we had an issue on the last day and the host was very responsive.

A Spectacular "Cape Cod" in Vermont!
From the moment we arrived at this charming home in Londonderry, Vermont, it felt like stepping into a peaceful retreat surrounded by nature. The property is absolutely stunning, with a serene atmosphere that makes you want to stay forever. The house itself is cozy yet spacious, perfectly blending modern comforts with rustic charm. Every detail has been thoughtfully consideredâfrom the comfortable furnishings to the well-equipped kitchen, which made cooking meals a breeze. We especially loved the large windows that let in so much natural light and provided breathtaking views of the surrounding landscape. What truly sets this place apart is its location. Nestled in the heart of Londonderry, itâs an ideal base for exploring the Green Mountains, skiing at nearby resorts, or simply enjoying quiet hikes through the woods. Yet, despite being close to all these attractions, the home feels secluded enough to offer complete relaxation.

Historic Home, Centrally Located w/ Mtn Views!
Beautiful home in charming Wilmington VT This home was well equipped, spacious with an open floor plan. The yard was great with a deck for entertaining and a fire pit. Front porch was a great spot to sit with morning coffee. We will definitely rent here again. We had the most wonderful stay.

The Lodge at Fox Meadow Farm
We had a wonderful stay at Vivian's place - it was perfect for our family of 4 and perfectly situated for us to both enjoy the charm of Manchester and the mountains for a few days of great skiing. The beds were super comfortable, and the place had everything we'd possibly need. Vivian was always available for any question - big or small - and we'd definitely love to return to the lodge!

Green Mtn Farm House. Convenient to ski resorts
Really loved our experience here. The home was exactly as expected. It was clean, comfortable and very spacious. The house was full of character and the grounds were beautiful. The beds were comfortable and it was an overall great experience. Close to restaurants, golf and state park. The host was also very responsive and flexible. Would definitely stay here again. Great bargain as well!

Manchester Vermont escape.
This is the second time we have stayed at Kim and Paul's place. Once again, it did not disappoint. Great location near several ski resorts and the beautiful Town of Manchester. The house is spotless and very comfortable with many amenities, and Kim is a pleasure to deal with. We plan to book again.
Destinations to explore
- Private suite rentals Bennington County
- Rentals with pools Bennington County
- Rentals with an EV charger Bennington County
- Rentals with a washing machine and dryer Bennington County
- House rentals Bennington County
- Family-friendly rentals Bennington County
- Townhouse rentals Bennington County
- Rentals with a hot tub Bennington County
- Ski-in/ski-out rentals Bennington County
- Cabin rentals Bennington County
- Rentals with an accessible-height toilet Bennington County
- Fitness-friendly rentals Bennington County
- Rentals with a patio Bennington County
- Rentals with outdoor seating Bennington County
- Hotel rentals Bennington County
- Rentals with a kayak Bennington County
- Rentals with a sauna Bennington County
- Family-friendly rentals Bennington County
- Rentals with a firepit Bennington County
- Flat rentals Bennington County
- Pet-friendly rentals Bennington County
- Rentals with breakfast Bennington County
- Rentals with lake access Bennington County
- Rentals with a fireplace Bennington County
- Chalet rentals Bennington County
- Bed and breakfasts Bennington County
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Pineridge Cross Country Ski Area
- Canterbury Farm