Holiday Rentals in Bennington

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Holiday Rentals in Bennington

Green Mountain Getaway

2.0 star property
9.8 out of 10, Exceptional, (6)
"Great Location -- place was spotless and very accommodating"
The price is €352
includes taxes & fees
6 Mar - 7 Mar
Green Mountain Getaway

Mountain Sanctuary Dome Rustic Solitude 5BR

9.4 out of 10, Exceptional, (3)
"The dome home is a gorgeous architecturally unique place. It is well appointed, with well kept plants, a little library, instruments, and a functional kitchen. It’s just an incredibly fun place to stay. There is a spectacular short hike ending in a swimming hole nearby. I suspect we will be back."
Mountain Sanctuary Dome Rustic Solitude 5BR

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub

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

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is €282
includes taxes & fees
26 Feb - 27 Feb
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Charming 2-bedroom apartment in superb Bennington with WiFi

10.0 out of 10, Exceptional, (1)
"We did enjoy our stay and liked the accommodations. The pics do not entirely do it justice. 1) The living room is larger than the pics suggested. 2) The kitchen pic does not show the bar area which is very nice. and 3) There is no pic of the second bedroom which is also nice.The hostess was helpful in assisting us when we locked ourselves out and was pleasant and co-operative."
Charming 2-bedroom apartment in superb Bennington with WiFi

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

10.0 out of 10, Exceptional, (1)
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Perfect for a peaceful get away in clean fresh Vermont air!

10.0 out of 10, Exceptional, (71)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

9.8 out of 10, Exceptional, (135)
"This property was perfect for our family’s ski weekend at Mt. Snow. The host was so kind and really went out of her way to make sure we had an awesome stay. The kids liked it so much they were already asking when we’d be back!"
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

Peaceful getaway nestled on 5.6 acres of old farmland in Bennington, VT

The price is €478
includes taxes & fees
28 Feb - 1 Mar
Peaceful getaway nestled on 5.6 acres of old farmland in Bennington, VT

Bennington Gem w/ Smart TV Near Historic District!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed for a wedding in the area & found the property suited our needs. Short walk to restaurants & shopping. Communication super quick with property contact."
Bennington Gem w/ Smart TV Near Historic District!

Victorian Home in Bennington, Vermont

10.0 out of 10, Exceptional, (88)
"We loved our Christmas at this property. It was so serene and comfy. Will definitely stay again! "
Victorian Home in Bennington, Vermont

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (26)
"We recently spent the holidays at Big Sky Cabin, and it was a fantastic experience from start to finish. Unlike the typical cabin kits found in artificial forests and tourist traps on zero lot line properties, Big Sky Cabin was legit a genuine solitude and an authentic mountain vaca.The amenities were rustic yet incredibly plentiful, providing everything we needed for a comfortable stay while maintaining the charm of a true cabin experience. The owners were exceptional—always available and even...
Breathtaking Mtn Views: Stylish Rustic Retreat!

Meme's High Mountain Lake House

10.0 out of 10, Exceptional, (7)
"We loved this spot! From chilling by the water in the great yard and deck to explore nearby hiking spots, we couldn’t have asked for more! Jessica was very communicative as well. "
Meme's High Mountain Lake House

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is €474
includes taxes & fees
24 Mar - 25 Mar
Long Trail House at Stratton Mountain Resort

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.8 out of 10, Excellent, (22)
"Unit is very close to ski lift. Ski in / ski out was great!!!"
The price is €286
includes taxes & fees
3 Mar - 4 Mar
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

9.6 out of 10, Exceptional, (207)
"We absolutely loved our stay in the Honeymoon Cottage! Place was well stocked and clean. We loved the location, very private and close to the Appalachian Long Trail, which we enjoyed hiking. Location is close to Manchester for shopping, groceries and dining. Would happily return. Thank you for a lovely few romantic days."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

9.6 out of 10, Exceptional, (50)
"We had a wonderful stay. The condo has everything you need, access to pool, hot tub and sauna and the location for skiing and spending time in the village is fantastic. Steve & Liz are clear, communicative and responsive hosts. "
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

10.0 out of 10, Exceptional, (10)
"We loved the carriage house! Everything about it was perfect. We loved sitting and watching movies while the fireplace roared before we would go on our adventures. It was the perfect spot for the two of us and couldn’t get enough of it. "
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

10.0 out of 10, Exceptional, (37)
"This was a fantastic home for our family of 8 plus a toddler. The house is spacious and yet cozy, with everything one would need. The beds were very comfortable as were the sectionals on each floor. Playing games with a warm fire and expansive views…. A really special treat to stay here. And Beth is responsive and super accommodating. "
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
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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Other types of properties in Bennington you may be interested in

Best Western Bennington

2.5 star property
7.8 out of 10, Good, (819)
"Nice, clean hotel, friendly, efficient staff, and excellent hot breakfast. "
The price is €110
includes taxes & fees
9 Mar - 10 Mar
Best Western Bennington

Hampton Inn Bennington

2.5 star property
8.6 out of 10, Excellent, (956)
"Great stay"
The price is €141
includes taxes & fees
9 Mar - 10 Mar
Hampton Inn Bennington

Hotel Vervana, Trademark Collection by Wyndham

2.5 star property
8.2 out of 10, Very good, (1001)
"Spacious, clean, friendly staff."
The price is €128
includes taxes & fees
9 Mar - 10 Mar
Hotel Vervana, Trademark Collection by Wyndham
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.

Frequently asked questions

Can I find a holiday rental in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Bennington speak highly of the ski slopes and array of shops. While you're in the area, you can also enjoy the majestic mountain landscape and museums.

What are some of the best holiday rentals that Bennington has to offer?

Mountain Sanctuary Dome Rustic Solitude 5BR : This highly rated holiday home rental in Bennington offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a fridge, a stovetop and kitchenware, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Bennington are Perfect for Leaf Peeping w/Bar Room, Hot Tub and Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat.

How many holiday rentals will I find in Bennington?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Bennington stay.

What’s there to see and do in Bennington?

Enjoy the outdoors at Green Mountain National Forest and Woodford State Park, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Bennington Battle Monument and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display are other places worth a visit.

What’s a holiday rental in Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bennington. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.