Bennington Vacation Rentals

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Vacation Rentals in Bennington

Exterior detail
Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8

Temple
9.0 out of 10, Wonderful, (4)
"Cute, cozy and clean. "
United States
Jessica F.
$190 nightly
The price is $192
Nov 19 - Nov 20
Total with taxes and fees
Cozy Cabin in a Rural setting #8
1 bedroom, free WiFi, bed sheets
Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14

Temple
9.4 out of 10, Exceptional, (8)
"A wonderful little cabin. Everything was as cute and clean as the pictures and descriptions. You will love this place!"
United States
Craig
$237 nightly
The price is $239
Nov 19 - Nov 20
Total with taxes and fees
Cozy Cabin in a Rural setting-14
Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough
9.8 out of 10, Exceptional, (28)
"I had a great stay at Mary Anne and Ben’s place in Peterborough. The apartment was clean and comfortable, and the location cannot be beat."
United States
Joseph K.
$147 nightly
The price is $159
Nov 20 - Nov 21
Total with taxes and fees
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Property grounds
Cottage beside a waterfall

Cottage beside a waterfall

Wilton
9.8 out of 10, Exceptional, (10)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
United States
Marcella J.
$268 nightly
The price is $291
Nov 19 - Nov 20
Total with taxes and fees
Cottage beside a waterfall
Exterior
Cozy Cabin in a rural setting (#10) In Temple, NH

Cozy Cabin in a rural setting (#10) In Temple, NH

Temple
9.0 out of 10, Wonderful, (19)
"Nice little cabin, clean other cabins are a little close other than that everything was fine "
United States
Lisa G.
$213 nightly
The price is $232
Nov 19 - Nov 20
Total with taxes and fees
Cozy Cabin in a rural setting (#10) In Temple, NH
Interior
Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway

Antrim
9.6 out of 10, Exceptional, (15)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
$236 nightly
The price is $256
Nov 19 - Nov 20
Total with taxes and fees
Relaxing Hot Tub Getaway
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Rindge
10.0 out of 10, Exceptional, (22)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
$334 nightly
The price is $362
Nov 19 - Nov 20
Total with taxes and fees
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior
Beautiful Adirondack Cabin with Sauna on Lake Monomonac

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
Rindge
10.0 out of 10, Exceptional, (24)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
United States
Leigh C.
$327 nightly
The price is $355
Nov 23 - Nov 24
Total with taxes and fees
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Outdoor dining
River Room overlooking the waterfall

River Room overlooking the waterfall

Wilton
10.0 out of 10, Exceptional, (3)
"Had a great time, the grounds are spectacular with the river waterfall in the background. The Bathroom was stunning. Had everything we needed. The bed was super comfy too. The screened-in porch was convenient, too."
United States
Romie G.
$268 nightly
The price is $291
Nov 19 - Nov 20
Total with taxes and fees
River Room overlooking the waterfall
Exterior
Finnish Cabin with Sauna on Lake Monomonac

Finnish Cabin with Sauna on Lake Monomonac

2.0 star property
Rindge
10.0 out of 10, Exceptional, (11)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
United States
Cintromix
$309 nightly
The price is $335
Nov 24 - Nov 25
Total with taxes and fees
Finnish Cabin with Sauna on Lake Monomonac
Property grounds
Grey Cabin with Sauna on Lake Monomonac

Grey Cabin with Sauna on Lake Monomonac

2.0 star property
Rindge
7.6 out of 10, Good, (4)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
United States
Brian
$378 nightly
The price is $410
Nov 19 - Nov 20
Total with taxes and fees
Grey Cabin with Sauna on Lake Monomonac
Interior
Charming cabin in delightful Greenfield New Hampshire with WiFi access

Charming cabin in delightful Greenfield New Hampshire with WiFi access

Greenfield
9.8 out of 10, Exceptional, (8)
$243 nightly
The price is $264
Nov 19 - Nov 20
Total with taxes and fees
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Property grounds
Book your ski vacations for the upcoming season.

Book your ski vacations for the upcoming season.

Sutton
10.0 out of 10, Exceptional, (9)
"House is very clean and comfortable. Kitchen well appointed, Nice location with view of Blaisdell Lake. Several state parks and Lake Sunapee nearby"
United States
Nancy B.
$357 nightly
The price is $387
Nov 20 - Nov 21
Total with taxes and fees
Book your ski vacations for the upcoming season.
Exterior
Room 10 - Queen Room

Room 10 - Queen Room

Francestown
10.0 out of 10, Exceptional, (1)
"Easy access to skiing Crotched mountain, great breakfast and dinner! Lovely people!"
United States
j l.
$262 nightly
The price is $284
Nov 19 - Nov 20
Total with taxes and fees
Room 10 - Queen Room
Interior
Private Hot Tub Suite

Private Hot Tub Suite

Antrim
9.0 out of 10, Wonderful, (10)
"Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again."
United States
Dena S.
$236 nightly
The price is $256
Nov 24 - Nov 25
Total with taxes and fees
Private Hot Tub Suite
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
9.6 out of 10, Exceptional, (21)
"Nice house in a nice location. "
United States
Rob B.
$296 nightly
The price is $321
Nov 20 - Nov 21
Total with taxes and fees
Downtown Hot Tub Escape
Outdoor dining
Charming Home Walk to Downtown!

Charming Home Walk to Downtown!

Keene
10.0 out of 10, Exceptional, (1)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
$596 nightly
The price is $647
Nov 19 - Nov 20
Total with taxes and fees
Charming Home Walk to Downtown!
Interior
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Dublin
10.0 out of 10, Exceptional, (25)
"Good place to stay during a wedding week"
United States
Veronique S.
$541 nightly
The price is $572
Nov 19 - Nov 20
Total with taxes and fees
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Fridge, microwave, stovetop, coffee/tea maker
Cozy Cabin in a Rural Setting #16 near Temple,NH

Cozy Cabin in a Rural Setting #16 near Temple,NH

Temple
9.4 out of 10, Exceptional, (17)
"Super cute cabin with updated features and it was cozy and recently updated. The bed was particularly comfortable and the efficient layout made it possible for four adults to stay. Parking was easy and checkin and communication with the host was excellent before and after our stay. Would highly reccommend!"
United States
Kevin H.
$230 nightly
The price is $249
Nov 19 - Nov 20
Total with taxes and fees
Cozy Cabin in a Rural Setting #16 near Temple,NH
Interior
16 ppl 2 hot tubs, game room, fire pit

16 ppl 2 hot tubs, game room, fire pit

Antrim
9.8 out of 10, Exceptional, (9)
"Clean, lots of space, helpful host, hot tub was also nice"
United States
Howard H.
$474 nightly
The price is $514
Nov 24 - Nov 25
Total with taxes and fees
16 ppl 2 hot tubs, game room, fire pit
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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Top Bennington Hotel Reviews

The Burrell House

The Burrell House

10/10 Excellent
"Clean room Easy non contact check in "
David 1-night trip
Posted 1 day ago
The Burrell House

Find out more about Bennington

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 $159 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.

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Frequently asked questions

Can I find vacation rentals in Bennington?

Yes, we give you a choice of vacation rentals near popular points of interest in Bennington, or you can choose a secluded option if you're looking for a relaxing stay. Bennington is known for its ski areas.

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

Private Beach And Mountain Lake Home: This vacation home rental near Bennington is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Bennington?

While exploring the area, visit family-friendly sights like Eaton's Magic Morsel, or get outside and enjoy nature at Contoocook River. In the larger area, you’ll find Crotched Mountain Ski and Ride Area and Crotched Mountain Golf Club.

What’s a vacation rental in Bennington like?

Vacation rentals are privately owned properties you can book for short or long periods in Bennington. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for small groups.