Bennington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Bennington holiday 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 HK$1,434
HK$2,907 total
includes taxes & fees
26 Apr - 27 Apr
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 HK$991
HK$1,552 total
includes taxes & fees
19 Apr - 20 Apr
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 HK$1,081
HK$1,767 total
includes taxes & fees
19 Apr - 20 Apr
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 HK$740
HK$1,398 total
includes taxes & fees
19 Apr - 20 Apr
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 HK$865
HK$1,533 total
includes taxes & fees
18 Apr - 19 Apr
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 HK$1,253
HK$2,252 total
includes taxes & fees
19 Apr - 20 Apr
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 HK$1,543
HK$2,363 total
includes taxes & fees
28 Apr - 29 Apr
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 HK$1,121
HK$2,074 total
includes taxes & fees
20 Apr - 21 Apr
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 HK$1,480
HK$2,379 total
includes taxes & fees
3 May - 4 May
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 HK$1,927
HK$2,923 total
includes taxes & fees
3 May - 4 May
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 HK$1,449
HK$2,048 total
includes taxes & fees
16 Apr - 17 Apr
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 HK$1,253
HK$2,252 total
includes taxes & fees
22 Apr - 23 Apr
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 HK$1,121
HK$2,074 total
includes taxes & fees
20 Apr - 21 Apr
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 HK$1,304
HK$2,800 total
includes taxes & fees
22 Apr - 23 Apr
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 HK$1,098
HK$2,305 total
includes taxes & fees
15 Apr - 16 Apr
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 HK$923
HK$2,574 total
includes taxes & fees
16 Apr - 17 Apr
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 HK$1,621
HK$3,186 total
includes taxes & fees
22 Apr - 23 Apr
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 HK$1,628
HK$2,021 total
includes taxes & fees
22 Apr - 23 Apr
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 HK$1,403
HK$3,196 total
includes taxes & fees
16 Apr - 17 Apr
•   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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

8/10 Good
"Restaurant was great. Pool was nice. Room was decent except the bathroom had some remaining hair from the last stay :-( Breakfast was not good. "
Kimberly 1-night trip
Posted 15 hours ago
Best Western Plus Keene Hotel

Find out more about Bennington

Search for holiday rentals in Bennington on Expedia! You can easily find your home rentals, villas, holiday apartments in Bennington using one of the methods below:

  • View our selection of featured holiday rentals in Bennington
  • Use the map to find apartments and other holiday homes in the Bennington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bennington while they last

Look no further and take a look at our great range of rental properties in Bennington!

Frequently asked questions

Can I find holiday rentals in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing stay. Bennington is known for its ski areas.

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

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking: This highly rated holiday 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 holiday with amenities such as 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 wider area, you’ll find Crotched Mountain Ski and Ride Area and Crotched Mountain Golf Club.

What’s a holiday rental in Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bennington. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family getaway.