Bennington Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Bennington vacation rentals

Interior

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking
Bennington
10.0 out of 10, Exceptional, (12 reviews)
"Stayed for a quick night ahead of skiing at Crotched. Great location near the mountain. Place was super cute, clean and comfortable for our family of four. "
United States
Jessica H.
The price is ￥29,170
￥59,127 total
includes taxes & fees
Apr 21 - Apr 22
Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking
Interior

Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14
Temple
9.4 out of 10, Exceptional, (8 reviews)
"Place was a very nice stay, area was close to nice places."
United States
Rui V.
The price is ￥20,148
￥31,568 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Cabin in a Rural setting-14
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, (18 reviews)
"Amazing place very happy will stay again 10 stars "
United States
Dean S.
The price is ￥21,979
￥35,944 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Cabin in a Rural Setting #16 near Temple,NH
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, (33 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
The price is ￥11,467
￥24,538 total
includes taxes & fees
Apr 14 - Apr 15
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
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.
The price is ￥17,583
￥31,174 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Cabin in a rural setting #10 In Temple, NH
Property grounds

Cottage beside a waterfall

Cottage beside a waterfall
Wilton
10.0 out of 10, Exceptional, (13 reviews)
"BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! "
United States
Vicki L.
The price is ￥25,483
￥45,449 total
includes taxes & fees
Apr 14 - Apr 15
Cottage beside a waterfall
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is ￥29,648
￥45,648 total
includes taxes & fees
Apr 19 - Apr 20
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Beach towels

Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"We wanted a place where we could eat and spend time together while still having space for everyone else to stretch out and this hit all the right buttons. Family weekend to visit our grandson, a student at nearby NEC, After a 3 hour drive up from the Cape, followed by an afternoon at the mall and restocking his dorm room, the hot tub was just what the doctor ordered!Rebecca is a wonderful host, very responsive, friendly, and helpful!"
United States
Jean C.
The price is ￥22,792
￥42,183 total
includes taxes & fees
Apr 20 - Apr 21
Relaxing Hot Tub Getaway
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
7.6 out of 10, Good, (4 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is ￥25,356
￥42,374 total
includes taxes & fees
Apr 19 - Apr 20
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (25 reviews)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
United States
Moose C.
The price is ￥37,126
￥56,527 total
includes taxes & fees
Apr 26 - Apr 27
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Interior

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

Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
Greenfield
10.0 out of 10, Exceptional, (15 reviews)
"Charming location and beautiful setting. "
United States
Cherie G.
The price is ￥29,465
￥41,648 total
includes taxes & fees
Apr 14 - Apr 15
Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
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.
The price is ￥25,483
￥45,449 total
includes taxes & fees
Apr 14 - Apr 15
River Room overlooking the waterfall
Terrace/patio

Private Hot Tub Suite

Private Hot Tub Suite
Antrim
8.4 out of 10, Very Good, (11 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.
The price is ￥22,792
￥42,529 total
includes taxes & fees
Apr 16 - Apr 17
Private Hot Tub Suite
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, (23 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.
The price is ￥26,518
￥56,249 total
includes taxes & fees
Apr 23 - Apr 24
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Fridge, microwave, oven, stovetop

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.2 out of 10, Wonderful, (23 reviews)
"Nice house in a nice location. "
United States
Rob B.
The price is ￥21,661
￥45,622 total
includes taxes & fees
Apr 14 - Apr 15
Modern Downtown 12ppl Hot Tub Fire Pit Games
Exterior

Ski Minutes Away & Pool Onsite

Ski Minutes Away & Pool Onsite
Henniker
10.0 out of 10, Exceptional, (10 reviews)
"A lovely place to stay while visiting the area for the weekend. Key pad check in was seamless, and communication with the host was top notch. Would recommend and stay here again!"
United States
Sarah A.
Ski Minutes Away & Pool Onsite
Exterior

Waterfront Family Getaway with Sunroom & Stunning Views

Waterfront Family Getaway with Sunroom & Stunning Views
Washington
The price is ￥17,058
￥49,613 total
includes taxes & fees
Apr 16 - Apr 17
Waterfront Family Getaway with Sunroom & Stunning Views
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)
"Host was wonderful and very accommodating! Home was very welcoming and comfortable. Highly recommend!"
United States
Robin Q.
The price is ￥32,252
￥63,853 total
includes taxes & fees
Apr 14 - Apr 15
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
Exterior

Room 10 - Queen Room

Room 10 - Queen Room
Francestown
10.0 out of 10, Exceptional, (1 review)
"Easy access to skiing Crotched mountain, great breakfast and dinner! Lovely people!"
United States
j l.
The price is ￥33,112
￥40,765 total
includes taxes & fees
Apr 14 - Apr 15
Room 10 - Queen Room
Interior

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (19 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is ￥28,525
￥64,647 total
includes taxes & fees
Apr 16 - Apr 17
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
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

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

8/10 Good
"The stay was great"
Devon 1-night trip
Posted 2 hours ago
Best Western Plus Keene Hotel

Find out more about Bennington

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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?

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and 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 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.