Bennington Vacation Rentals

Vacation Rentals in Bennington

Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Interior
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, (7)
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
The price is $600
$1,108 total
includes taxes & fees
4 Jun - 5 Jun
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Meme's High Mountain Lake House
View from property
Meme's High Mountain Lake House
10.0 out of 10, Exceptional, (3)
"How was better than advertised. Really appreciated the owners leaving the essentials, including the spices and condiments. Linens, too. They really take pride in the place. Highly recommend."
Meme's High Mountain Lake House
Great Place to get away and have clean fresh air surround you!
Exterior
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (120)
"The house has a beautiful view of the lake and is very clean. It is beautifully decorated, and has all the supplies that are needed for comfortable stay. The owner is very thoughtful and the house is nicely organized. We appreciated the Christmas decorations during our holiday stay, extra towels prepared for the dog and the dog treats. The house is nicely stocked with family games, and there is beautiful trail in walking distance: up the hill to vast trail, and path through the forest to Little...
Great Place to get away and have clean fresh air surround you!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Escape to Serenity: Cozy 3 bedroom apartment
Fridge, microwave, oven, stovetop
Escape to Serenity: Cozy 3 bedroom apartment
The price is $100
$381 total
includes taxes & fees
11 Jun - 12 Jun
Escape to Serenity: Cozy 3 bedroom apartment
Victorian Home in Bennington, Vermont
Fridge, microwave, oven, stovetop
Victorian Home in Bennington, Vermont
10.0 out of 10, Exceptional, (78)
"The house fit our needs so well that we stayed an extra day. High ceilings, lots of light, more than ample room. We used it as a home base for ski slopes less than an hour away. Great work-from-home setup for a non-skier. Thank you for hosting us!"
Victorian Home in Bennington, Vermont
Two Brooks Lodge
Panoramic House | Private kitchen
Two Brooks Lodge
3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
The price is $232
$503 total
includes taxes & fees
28 Jun - 29 Jun
Two Brooks Lodge
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
9.0 out of 10, Wonderful, (24)
"The cabin was clean and quiet and suited our needs for the weekend. The hot tub was enjoyable, although I would recommend that the owners purchase stairs to make exit and entry a bit easier."
The price is $246
$446 total
includes taxes & fees
28 Jun - 29 Jun
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior
Perfect for a peaceful get away in clean fresh Vermont air!
10.0 out of 10, Exceptional, (67)
"We travel to Vermont frequently. This was the best rental we have had. The property is sparkling clean and very cozy. The location is beautiful, and the host is very responsive, taking great pride in her property. I wish I could add more stars to my recommendation. My husband and I will definitely return."
Perfect for a peaceful get away in clean fresh Vermont air!
Lake life at Woodford Cottage
Smart TV, fireplace
Lake life at Woodford Cottage
9.6 out of 10, Exceptional, (11)
"Stayed Fri - Mon over Columbus Day weekend - overall the cabin itself was very nice. Clean, cozy and all the amenities listed. Some things to note: -There’s no dishwasher so bring paper plates and bowls to make life easier! -There’s a washer dryer combo in the kitchen but only the dryer is available for use -The front door is tricky with the lock but you’ll quickly get the hang of it -The shower is also tricky at first but you’ll also get the hang of that! -Not really any closet or drawer space...
Lake life at Woodford Cottage
Bennington Cabin w/ Deck & Views of 3 States!
Interior
Bennington Cabin w/ Deck & Views of 3 States!
10.0 out of 10, Exceptional, (22)
"The lodging, location and view exceeded our expectations. The owner was extremely helpful and responsive. We definitely want to return."
Bennington Cabin w/ Deck & Views of 3 States!
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
Fridge, microwave, oven, stovetop
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
9.4 out of 10, Exceptional, (14)
"Great, large apartment in downtown Bennington, Vermont. Walk to restaurants and shops. Short drive to area attractions. Small amount of traffic noise did not bother us at all. We slept well each night."
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Interior
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
TV, video games, table tennis, books
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (69)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is $317
$384 total
includes taxes & fees
12 Jun - 13 Jun
Long Trail House at Stratton Mountain Resort
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (179)
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
Private kitchen
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Property grounds
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, (185)
"Wonderful stay at a beautiful serene property. Highly recommended"
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Spacious apartment in beautiful, historic Arlington VT
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, (29)
"Exactly as described and everything was clean and comfortable."
Spacious apartment in beautiful, historic Arlington VT
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
Fridge, microwave, oven, stovetop
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
9.6 out of 10, Exceptional, (9)
"We will be back! Our stay was top notch. Everything we hoped and more. The owner was very responsive and kind, the property is breathtaking and peaceful and the location is very convenient."
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
Don't see what you're looking for?
See all available properties in Bennington
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.

Bennington Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Bennington private vacation homes
Known landmarks
Prospect Mountain Cross-Country Ski Center, Prospect Mountain Nordic Ski Center and Woodford State Park
International airport
Albany, NY (ALB-Albany Intl.)

Other types of properties in Bennington you may be interested in

The Autumn Inn
Front of property
The Autumn Inn
2.0 star property
7.8 out of 10, Good, (502)
"Independent motel, somewhat dated but clean with updated bathroom. Gentleman who assisted me was lovely. Short visit to Bennington to visit an elderly family member. Convenient, although I wish I could find better coffee close by. I launched early morning on low grade."
The price is $89
$97 total
includes taxes & fees
4 Jun - 5 Jun
The Autumn Inn
Hampton Inn Bennington
Exterior
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (876)
"Awsome all was great"
The price is $161
$175 total
includes taxes & fees
16 Jun - 17 Jun
Hampton Inn Bennington
Best Western Bennington
In-room safe, blackout drapes, iron/ironing board
Best Western Bennington
2.5 star property
7.8 out of 10, Good, (706)
"Converted motel but nicely done"
The price is $119
$130 total
includes taxes & fees
10 Jun - 11 Jun
Best Western Bennington
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.

Everything you need to know about Bennington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bennington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bennington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as CNY722 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bennington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Bennington?

Yes, we have vacation rentals close to popular attractions in Bennington, or you can go with a more secluded option if you want a relaxing place to 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.

How many vacation rentals will I find in Bennington?

With 13 Expedia vacation rentals, you're sure to find just the right place for your Bennington stay.

What’s there to see and do in Bennington?

Enjoy the outdoors at Woodford State Park and Harmen Hills Trail, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Old First Congregational Church and Bennington Battle Monument are other places worth a visit.

What’s a vacation rental in Bennington like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Bennington. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.

Recent reviews of Bennington properties
Expedia 亿客行 verified reviews

Bennington Motor Inn

Bennington Motor Inn

5/5 Excellent
"Parking for motorcycles not sure"
A verified traveler stayed at Bennington Motor Inn
Posted 2 days ago
Bennington Motor Inn