Bennington Holiday Rentals

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Our top choices for Bennington holiday rentals

10.0 out of 10, Exceptional, (11 reviews)
"Good 2-bedroom cabin close to Crotched skiing/boarding. Scenic frozen lake views. Cozy beds. Nice!"
United States
Matthew
The price is NZ$635
includes taxes & fees
18 Mar - 19 Mar
Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking
10.0 out of 10, Exceptional, (12 reviews)
"BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! "
United States
Vicki L.
The price is NZ$498
includes taxes & fees
22 Mar - 23 Mar
Cottage beside a waterfall
9.4 out of 10, Exceptional, (8 reviews)
"Overall a nice stay!"
United States
Jaymes R.
The price is NZ$347
includes taxes & fees
16 Mar - 17 Mar
Cozy Cabin in a Rural setting-14
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.
The price is NZ$516
includes taxes & fees
16 Mar - 17 Mar
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
10.0 out of 10, Exceptional, (13 reviews)
"Charming location and beautiful setting. "
United States
Cherie G.
The price is NZ$416
includes taxes & fees
16 Mar - 17 Mar
Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
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 NZ$579
includes taxes & fees
16 Mar - 17 Mar
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
9.4 out of 10, Exceptional, (17 reviews)
"Amazing place very happy will stay again 10 stars "
United States
Dean S.
The price is NZ$398
includes taxes & fees
16 Mar - 17 Mar
Cozy Cabin in a Rural Setting #16 near Temple,NH
10.0 out of 10, Exceptional, (1 review)
"Very cozy spot close to Pat's peak. Cabin in great condition, easy to get to, and easy to park at. Kids had a great time sleeping in the loft and playing in the snowy playground. Host was very communicative and check in was easy. Thanks for having us!"
United States
Alexander C.
The price is NZ$434
includes taxes & fees
16 Mar - 17 Mar
"White Mountains" at Keyser Pond Campground

Holiday Home in Antrim

Relaxing Hot Tub Getaway
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 NZ$442
includes taxes & fees
22 Mar - 23 Mar
Relaxing Hot Tub Getaway
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 NZ$498
includes taxes & fees
22 Mar - 23 Mar
River Room overlooking the waterfall
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.
The price is NZ$665
includes taxes & fees
16 Mar - 17 Mar
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
10.0 out of 10, Exceptional, (19 reviews)
"Perfect house for our stay!"
United States
Shelley R.
The price is NZ$674
includes taxes & fees
16 Mar - 17 Mar
Spring Ski vacation bookings are here and NH Maple Weekend!

Apartment in Henniker

Ski Minutes Away & Pool Onsite
10.0 out of 10, Exceptional, (9 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.
The price is NZ$859
includes taxes & fees
21 Mar - 22 Mar
Ski Minutes Away & Pool Onsite
The price is NZ$1,133
includes taxes & fees
16 Mar - 17 Mar
2 Cabins & Sauna on Lake Monomonac
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 NZ$258
includes taxes & fees
18 Mar - 19 Mar
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
7.6 out of 10, Good, (4 reviews)
"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
The price is NZ$384
includes taxes & fees
17 Mar - 18 Mar
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Holiday Home in Antrim

Private Hot Tub Suite
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.
The price is NZ$442
includes taxes & fees
22 Mar - 23 Mar
Private Hot Tub Suite
The price is NZ$434
includes taxes & fees
20 Mar - 21 Mar
"Great North Woods" Cabin at Keyser Pond Campground

Apartment in Peterborough

Cozy & Bright Guest Suite
Cozy & Bright Guest Suite
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

Everything you need to know about Bennington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bennington holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as NZ$258 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday 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 holiday.

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. 

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 8 Min to Skiing & 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 Hardings of Hancock, 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.