Bennington Vacation Rentals

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Our top choices for Bennington vacation rentals

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 CA $254
CA $518 total
includes taxes & fees
Apr 21 - Apr 22
Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking

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 CA $175
CA $279 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Cabin in a Rural setting-14

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 CA $191
CA $320 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Cabin in a Rural Setting #16 near Temple,NH

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 CA $125
CA $240 total
includes taxes & fees
Apr 19 - Apr 20
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

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 CA $153
CA $272 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Cabin in a rural setting #10 In Temple, NH

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 CA $221
CA $399 total
includes taxes & fees
Apr 14 - Apr 15
Cottage beside a waterfall

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 CA $273
CA $419 total
includes taxes & fees
Apr 20 - Apr 21
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

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 CA $198
CA $373 total
includes taxes & fees
Apr 20 - Apr 21
Relaxing Hot Tub Getaway

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 CA $248
CA $407 total
includes taxes & fees
Apr 26 - Apr 27
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

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 CA $323
CA $497 total
includes taxes & fees
Apr 26 - Apr 27
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

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 CA $256
CA $365 total
includes taxes & fees
Apr 14 - Apr 15
Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi

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 CA $221
CA $399 total
includes taxes & fees
Apr 14 - Apr 15
River Room overlooking the waterfall

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 CA $198
CA $371 total
includes taxes & fees
Apr 16 - Apr 17
Private Hot Tub Suite

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 CA $268
CA $544 total
includes taxes & fees
Apr 17 - Apr 18
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

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 CA $200
CA $417 total
includes taxes & fees
Apr 14 - Apr 15
Modern Downtown 12ppl Hot Tub Fire Pit Games

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

Waterfront Family Getaway with Sunroom & Stunning Views

Waterfront Family Getaway with Sunroom & Stunning Views
Washington
The price is CA $148
CA $440 total
includes taxes & fees
Apr 16 - Apr 17
Waterfront Family Getaway with Sunroom & Stunning Views

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 CA $280
CA $559 total
includes taxes & fees
Apr 14 - Apr 15
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School

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 CA $288
CA $354 total
includes taxes & fees
Apr 14 - Apr 15
Room 10 - Queen Room

•   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 CA $248
CA $559 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

Find out more about Bennington

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bennington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.