
Vacation rentals in Bennington
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Top-rated vacation rentals in Bennington
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Bennington
Superhost

Apartment in Bristol
5 out of 5 average rating, 3 reviews1 bedroom near Ragged Mountain & Newfound Lake
LianaRating, 5 stars5 months ago
Had a lovely longer-term stay here. The house is beautiful with classic old New England character but totally modern features inside. Walking distance to several walking trails and coffee shops and short drives to countless places for swimming, hiking, rock climbing, and walking. The hosts were extremely kind and accommodating. No complaints here, we had a wonderful stay!
Guest favorite

Home in Bellows falls
5 out of 5 average rating, 8 reviewsAmazing Views, Skiing Nearby and Amenities Galore!
GillianRating, 5 stars2 months ago
We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!
Guest favorite

Home in Sandown
4.94 out of 5 average rating, 16 reviewsSunrise Beach Escape
DebraRating, 5 stars3 days ago
This was the perfect location for our family to spend spring break together! The teenagers loved the games and hot tub, and the adults loved sitting on the patio and chit chatting. The beds were all comfortable, and the window air-conditioning units let each room pick their comfortable temperature. There is plenty of space in the kitchen, and the house had a ton of items available! They provided sufficient paper towels, toilet paper, and dishwasher soap (which so many do not) We all enjoyed the pinball enough that we definitely had to get an extra few rolls of quarters for our 5 night trip. We also all don't do well with the Melaluca brand products that the house uses, so we got our own soaps. There are so many great spaces on the property, and we would have spent even more time outdoors if the weather was warmer, but there was SO much to do inside! We all kept commenting how perfect it was for our group of 6 adults, 2 teens, and 2 tweens.
Guest favorite

Home in Newport
4.9 out of 5 average rating, 88 reviewsBerry Mountain Lodge: Mountain Views by Lake & Ski
MelissaRating, 5 stars1 month ago
This house was great for a large group to visit Sunapee area. Cassandra was responsive and helpful. The house was clean, neat, very well stocked, and had plenty of space and things to do.
Superhost

Apartment in Henniker
4.83 out of 5 average rating, 36 reviewsParadise on the pond
GabrielleRating, 5 stars1 month ago
This is the second year we stayed at Paradise on the Pond, a great spot to access both Pat's Peak and Crotched Mountain Ski resorts. Cynthia was very accommodating of some changes in our schedule due to my upcoming surgery and she provided an extra very comfy blow up bed for a 3rd guest. Thank you Cynthia! Hope to see you again next year!
Guest favorite

Home in Gilford
4.88 out of 5 average rating, 201 reviewsFun & Fabulous Getaway
Joshua MichaelRating, 5 stars1 month ago
My family booked this place because it was close to Gunstock. With plenty of room for the entire family and cozy living area, it had everything we needed. Mohammed was very attentive to any questions we had, and the place had everything we needed and more. The only recommendation I have is to clean more of the snow from the back deck. We had trouble accessing the grill.
Top guest favorite

Home in Plymouth
5 out of 5 average rating, 16 reviewsLuxury Modern Cabin near Okemo & Killington
TariQRating, 5 stars1 month ago
Stephanie was an Incredible host! The listing matched her description and the property looked even better upon checking in. Stephanie maintains this property really well and I couldn’t have felt any more at home. The home was clean and had a perfect cozy feeling to it. In addition, this was really close to the mountain, which made the getaway even better. I enjoyed the privacy and waking up to a nice snow dusting before my trip to the mountain. I highly suggested staying at Stephanie’s property if you’re looking for a quick getaway. I certainly will be looking to book again soon. Thank you Stephanie!
Guest favorite

Home in Newport
4.93 out of 5 average rating, 57 reviewsCrescent Lake home swim, golf and hike
SaraRating, 5 stars2 months ago
We loved the home. Perfect for our ski vacation to Sunapee and Okemo! It was one of our favorite Airbnb’s. So cozy, great location, great atmosphere, great decorating, etc. We just felt right at home from a minute. We walked in the door Beds comfortable. The upstairs is great if you have a few kids who just want to crash on a bunch of different beds. Laurie, who we mostly communicated with, was fantastic. So nice and so easy to get in touch with if we needed her for anything. Thanks for a great day! Hope to come back someday.
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- Okemo Mountain Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Ragged Mountain Resort
- Monadnock State Park
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- Mount Sugarloaf State Reservation
- Manchester Country Club - NH
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- Nashoba Valley Ski Are
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