Bennington Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Bennington vacation rentals

Interior

Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking

Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking
Bennington
10.0 out of 10, Exceptional, (5 reviews)
$319 nightly
The price is $346
Jan 29 - Jan 30
Total with taxes and fees
Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking
Exterior detail

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, (31 reviews)
"Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!"
United States
Mark
$151 nightly
The price is $164
Feb 4 - Feb 5
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
10.0 out of 10, Exceptional, (11 reviews)
"Very nice property"
United States
Nick
$265 nightly
The price is $288
Jan 29 - Jan 30
Total with taxes and fees
Cottage beside a waterfall
Fridge, microwave, oven, stovetop

Book your ski vacations for the upcoming season.

Book your ski vacations for the upcoming season.
Sutton
10.0 out of 10, Exceptional, (12 reviews)
"Perfect house for our stay!"
United States
Shelley R.
$347 nightly
The price is $376
Feb 6 - Feb 7
Total with taxes and fees
Book your ski vacations for the upcoming season.
Interior

Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14
Temple
9.4 out of 10, Exceptional, (8 reviews)
"Overall a nice stay!"
United States
Jaymes R.
$199 nightly
The price is $200
Jan 30 - Jan 31
Total with taxes and fees
Cozy Cabin in a Rural setting-14
Smart TV, fireplace, printers

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 reviews)
"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.
$316 nightly
The price is $343
Jan 29 - Jan 30
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
Rindge
9.8 out of 10, Exceptional, (25 reviews)
"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.
$296 nightly
The price is $321
Feb 1 - Feb 2
Total with taxes and fees
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Terrace/patio

Private Hot Tub Suite

Private Hot Tub Suite
Antrim
9.0 out of 10, Wonderful, (10 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
United States
Sarah H.
$236 nightly
The price is $256
Jan 29 - Jan 30
Total with taxes and fees
Private Hot Tub Suite
Property grounds

River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (3 reviews)
"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.
$265 nightly
The price is $288
Jan 29 - Jan 30
Total with taxes and fees
River Room overlooking the waterfall
1 bedroom, desk, iron/ironing board, WiFi

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 reviews)
"Nice little cabin, clean other cabins are a little close other than that everything was fine "
United States
Lisa G.
$189 nightly
The price is $206
Jan 30 - Jan 31
Total with taxes and fees
Cozy Cabin in a rural setting (#10) In Temple, NH
Outdoor spa tub

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.6 out of 10, Exceptional, (21 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
$266 nightly
The price is $289
Feb 4 - Feb 5
Total with taxes and fees
Modern Downtown 12ppl Hot Tub Fire Pit Games
Exterior

Cozy & Bright Guest Suite

Cozy & Bright Guest Suite
Peterborough
$179 nightly
The price is $194
Feb 22 - Feb 23
Total with taxes and fees
Cozy & Bright Guest Suite
Interior

Quiet Cabin near Pat's Peak - White Mountains

Quiet Cabin near Pat's Peak - White Mountains
Henniker
$200 nightly
The price is $216
Feb 1 - Feb 2
Total with taxes and fees
Quiet Cabin near Pat's Peak - White Mountains
Smart TV

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 reviews)
"The cabin was very clean and had everything you need for a few days. The location is perfect to go spend the day hiking and close enough to good restaurants, Milton's Pizza, Porter's and Ben's sugar shack that you can find great food."
United States
Jon S.
$211 nightly
The price is $229
Jan 30 - Jan 31
Total with taxes and fees
Cozy Cabin in a Rural Setting #16 near Temple,NH
Smart TV, fireplace, video games, table tennis

Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
$236 nightly
The price is $256
Feb 3 - Feb 4
Total with taxes and fees
Relaxing Hot Tub Getaway
Interior

Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi

Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
Greenfield
9.8 out of 10, Exceptional, (10 reviews)
"Its was great clean, quite and comfortable. "
United States
John G.
$243 nightly
The price is $264
Feb 1 - Feb 2
Total with taxes and fees
Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
Exterior

Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School

Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
Wilton
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and thoughtful hosts that went above and beyond to make us feel at home. We appreciated the coziness of the house and your kindness. "
United States
Kadie H.
$370 nightly
The price is $401
Jan 29 - Jan 30
Total with taxes and fees
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
Terrace/patio

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 reviews)
"This was a great property. We had a wonderful stay here for a large group. Rebecca is a great host- so responsive and helpful before and during our stay. Highly recommend! "
United States
Kyra D.
$371 nightly
The price is $403
Feb 3 - Feb 4
Total with taxes and fees
16 ppl 2 hot tubs, game room, fire pit
Exterior

Room 08 - King Room - Handicap accessible

Room 08 - King Room - Handicap accessible
Francestown
10.0 out of 10, Exceptional, (1 review)
"This Inn is on my top five hidden gems in my favorite part of NH, the south west.LOCATION: Absolutely stunning property with beautiful vistas looking out across the mountains near and far... AND the largest inground pool with an unobstructed view of the mountains this side of the Mississippi. It's Shangri-La 30 minutes from Manchester. PEOPLE: A husband and wife duo Carrie & Bob operate this historic inn and they really couldn't be more welcoming. They have been embraced by the people of...
United States
Ian T.
$216 nightly
The price is $234
Feb 1 - Feb 2
Total with taxes and fees
Room 08 - King Room - Handicap accessible
Exterior

Finnish Cabin with Sauna on Lake Monomonac

Finnish Cabin with Sauna on Lake Monomonac
Rindge
10.0 out of 10, Exceptional, (11 reviews)
"Amazing place. We really enjoyed our brief stay. Great host. "
United States
Gary S.
$272 nightly
The price is $295
Jan 29 - Jan 30
Total with taxes and fees
Finnish Cabin with Sauna on Lake Monomonac
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Reasonably priced and clean."
Justin 1-night trip
Posted 7 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

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 $264 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.

Explore a world of travel with Expedia

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?

Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking: This highly rated vacation home rental in Bennington is located on the waterfront and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. You and your friends and family can relax into your vacation with amenities like a garden.

What’s there to see and do in Bennington?

While exploring the area, visit family-friendly sights like Hardings of Hancock, 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.