Bennington Holiday Rentals

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Holiday Rentals in Bennington

Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
9.8 out of 10, Exceptional, (16)
"A Perfect Family Getaway in New Hampshire We recently stayed at this charming home in New Hampshire, and it was an unforgettable experience for our family. The serene lake setting provided the perfect backdrop for a memorable vacation. We introduced our 2-year-old to the joys of fishing, and it was wonderful watching her excitement as she learned something new. The home’s location by the lake made it easy for us to enjoy various water activities. We spent a relaxing afternoon doing a "paint...
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
10.0 out of 10, Exceptional, (28)
"This pearl of an oasis is on Pearly Pond with a breath-taking view of Mount Watchusett. Nestled in a quiet cove, it is still close to local amenities, trails and restaurants. The cabin has everything a person could image to bring on vacation such as nice cookware, beach towels, and games. The home boasts a lovely screened in porch and a beautiful dock with canoe and kayak. We highly recommend this cabin. Gary and Linda are consumate hosts!!"
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
10.0 out of 10, Exceptional, (63)
"There house is large and comfortable. Wayne was very helpful and accommodating. Highly recommend. "
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
10.0 out of 10, Exceptional, (45)
" A very nice and well-maintained place, in a quiet suburb with a large green area. The house is equipped with everything necessary. A big bonus is the travel cot for children and the grill in the yard. Many thanks for the wonderful stay!"
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Beautiful Private Lakefront new Log Home
9.8 out of 10, Exceptional, (47)
"We enjoyed our stay in Weare. House was spacious enough for our family. Kids enjoyed fishing in the pond, kayaking and paddle boarding. They also enjoyed the game room."
Beautiful Private Lakefront new Log Home
Pristine Waterfront, Charming Home, Breathtaking Views
9.8 out of 10, Exceptional, (55)
"This gorgeous lakeside house is even more pristine than in the photos. It is extremely clean with a beautiful and cozy interior. The house includes all of the amenities you could want. The view is magnificent and the lake is perfect for swimming. I highly recommend this house for a restful and relaxing getaway! "
Pristine Waterfront, Charming Home, Breathtaking Views
Cozy Cabin in a Rural Setting #16 near Temple,NH
9.4 out of 10, Exceptional, (6)
"Nice and clean cottage. Water is undrinkable and even too smelly to shower with. "
The price is AU$306
includes taxes & fees
7 Oct - 8 Oct
Cozy Cabin in a Rural Setting #16 near Temple,NH
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
9.8 out of 10, Exceptional, (21)
"Just what we needed! This property is very clean. Its quiet surroundings and comfortable accommodations made our stay very relaxing. "
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
Modern Francestown Retreat on Scobie Pond!
10.0 out of 10, Exceptional, (5)
"Fairly new house on the pond. Little sand beach. Canoe, paddle board and kayaks (need new/more paddles). Spacious. Large, well appointed and supplied modern kitchen. Nice master suite. Only one bathroom on ground floor for 3 bedrooms. Plenty of bench seating on deck facing lake, but could use use some chairs with cushions. "
Modern Francestown Retreat on Scobie Pond!
Panoramic Water Views, waterfront house on French pond
9.2 out of 10, Wonderful, (10)
"The charming home is very remote and private. Updated kitchen and bathroom providing all amenities you could want. Comfortable beds, but master is very tall. Although the living area futon seating provides extra sleeping options, they are not the most comfortable for sitting/lounging. A softer chair or two would be welcome. Lovely deck for lake watching. Frogs aplenty!"
Panoramic Water Views, waterfront house on French pond
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (11)
"Third time in past 12 months we’ve stayed here. By far our favorite place. Close to family that live in the area and house perfectly fits our needs. The host, Amanda, is the best! So friendly and always ready to answer a question or have ideas on what to do. We’ll definitely be staying again!"
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!
9.0 out of 10, Wonderful, (38)
"It was close to family"
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!
Lakefront Getaway w/ Canoe & Dock Fishing!
10.0 out of 10, Exceptional, (3)
"We had fun!"
Lakefront Getaway w/ Canoe & Dock Fishing!
Welcome Home
9.8 out of 10, Exceptional, (9)
"I loved everything about this property and the host! I chose it for the country location and the leisurely feel of the listing. We came in from out of state to visit family and needed a place where we could congregate. This property had 4 beautiful bedrooms and a large living area for hanging out. I love the airy, spacious feel of the common areas and the indoor hanging swings were a big draw for us. There are so many places to relax and unwind inside and outside. The host was super friendly and...
Welcome Home
Cozy cottage on Pleasant Pond
9.6 out of 10, Exceptional, (17)
"We had the best time at your cottage. It looks really small when you drive up, but we had plenty of room for 4 adults and 2 kids. The private beach and dock, canoe, and kayak were a huge bonus. We did midnight paddles both nights. Such a peaceful place. And the fire pit was awesome."
Cozy cottage on Pleasant Pond
Charming Waterfront Log Cabin
9.4 out of 10, Exceptional, (34)
"Awesome"
The price is AU$548
includes taxes & fees
21 Oct - 22 Oct
Charming Waterfront Log Cabin
Charming NH log cabin "Lake Escape" on Highland Lake in Stoddard ~
9.4 out of 10, Exceptional, (95)
"Enjoyed the lake with our dog. Had fun kayaking as well. It was very peaceful. Would definitely consider staying again. "
Charming NH log cabin "Lake Escape" on Highland Lake in Stoddard ~
Cozy Camp in the woods surrounded by nature.!
10.0 out of 10, Exceptional, (11)
"Beautiful setting, quiet, bucolic. Cabin super clean and rustic. Well equipped, clean gym. Owners are super and very kind. A "
Cozy Camp in the woods surrounded by nature.!
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
9.8 out of 10, Exceptional, (13)
"Had a great time at this property, well perfectly situated at the center of our interest areas in New Hampshire."
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
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Other types of properties in Bennington you may be interested in

Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very good, (1000)
"I ran the Clarence De Mar half marathon and this hotel was in a great location for the event. The room was comfortable and quiet and I slept well. The breakfast was also very good. The staff were very friendly."
The price is AU$211
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Keene Hotel
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (969)
"Comfortable stay as always "
The price is AU$186
includes taxes & fees
3 Nov - 4 Nov
Courtyard by Marriott Keene Downtown
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
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.

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?

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.: This holiday home rental outside of Bennington is located in a rural location, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Bennington?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Bennington stay.

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 Franklin Pierce Homestead.

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.