Bennington Holiday Rentals

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Holiday Rentals in Bennington

Charming Waterfront Log Cabin
9.8 out of 10, Exceptional, 26 reviews
"Had some work in the area and decided to avoid hotels, etc. Found the property to be really peaceful and relaxing."
The price is NZ$645
per night
12 Jun - 13 Jun
Charming Waterfront Log Cabin
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
10.0 out of 10, Exceptional, 29 reviews
"Our family had a busy weekend scheduled for our daughter’s softball tournament in Concord, and wanted a quiet place to rest and recharge in between games. This place exceeded our expectations - I wish we’d had more time to spend at the property, it was beautiful and super quiet. We would definitely stay here again."
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
3.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
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Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
10.0 out of 10, Exceptional, 54 reviews
"Great location for our destination wedding nearby. Spacious home with a nice sunroom. Loved how you felt away from it all yet were very close to groceries, shops and restaurants."
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Quaint Dunbarton Waterfront Cottage
9.2 out of 10, Wonderful, 40 reviews
"The house was immaculate and the neighborhood was peaceful. We stayed for 4 nights and enjoyed dining on the back deck, using the firepit at night and cooking in the well supplied kitchen. My husband even got to explore the pond using one of the kayaks. Overall fantastic experience."
Quaint Dunbarton Waterfront Cottage
Board Cove Vacation Home
The price is NZ$238
per night
2 Jun - 3 Jun
Board Cove Vacation Home
Cozy Cabin in a Rural Setting #16 near Temple,NH
9.6 out of 10, Exceptional, 5 reviews
"Nice and clean cottage. Water is undrinkable and even too smelly to shower with. "
The price is NZ$380
per night
2 Jun - 3 Jun
Cozy Cabin in a Rural Setting #16 near Temple,NH
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
9.8 out of 10, Exceptional, 23 reviews
"Neat spot right on the lake. Really close to Mount sunapee. Plenty of space for my family of 5. House was well stocked."
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
Cozy cottage on Pleasant Pond
9.8 out of 10, Exceptional, 7 reviews
"Quaint cottage with tranquil views of a pound. Very relaxing I enjoyed my stay."
Cozy cottage on Pleasant Pond
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
10.0 out of 10, Exceptional, 8 reviews
"The house was superb for our family visit! We enjoyed it all! Linda was a perfect hostess…,so attentive!"
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
10.0 out of 10, Exceptional, 11 reviews
"Very quite and peaceful"
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
12 ppl two hot tubs, game room, fire pit
10.0 out of 10, Exceptional, 1 review
"We were the commercial- 4 friends needed a place to stay before a retreat in Hancock , NH. This spacious, immaculately clean 4 bedroom, 2 bath (actually 2apartments) was just what we needed! Comfortable couches and beds, beautiful appliances, and a before bed hot tub! It was perfect for our needs. Host was immediately available for a minor issue. Appreciated the great renovation of this old farmhouse and the labelling of all drawers and light switches."
The price is NZ$894
per night
20 Jun - 21 Jun
12 ppl two hot tubs, game room, fire pit
Lakefront Cabin/ 314' Shoreline
Lakefront Cabin/ 314' Shoreline
Quiet private pond getaway
9.6 out of 10, Exceptional, 4 reviews
"Needed a long weekend getaway. Perfect spot located in nature, great fishing and fall foliage."
Quiet private pond getaway
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
9.8 out of 10, Exceptional, 13 reviews
"We loved our stay at the Cozy Cabin! It was wonderful to view the sunrise over the lake from the windows each morning. The lake was easy to access. The owners of the cabin were very helpful and have thought of everything to make things comfortable and enjoyable. It’s a good idea to plan your meals and bring all of your food with you so you never have to leave and can enjoy all of your time at the cabin and on the lake. This was a perfect choice for our family to enjoy a fall weekend in New...
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
Highland Lake Waterfront home perfect for family, fun, outdoors, and S’Mores!
10.0 out of 10, Exceptional, 18 reviews
"We enjoyed our stay very much. We did not use the water activities due to weather, but we went for the cool tempertures and fall leaves. Tom is great and available for any questions. We had no problems, but felt that if we did Tom was within reach. There was wood to enjoy a fire which was very nice. Next time we will need a few more days. Lynn"
Highland Lake Waterfront home perfect for family, fun, outdoors, and S’Mores!
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
10.0 out of 10, Exceptional, 147 reviews
"My family came from different parts of the US in order to attend my wife’s sister’s graduation in Manchester. This home was a perfect fit for us to enjoy our time in NH. The house is cozy and provides a comfortable stay for a larger group. We would definitely recommend staying here as it’s in a great spot to enjoy many outdoor activities. Many amenities are included allowing you to cook, stay and relax worry free!"
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
Panoramic Water Views, waterfront house on French pond
9.6 out of 10, Exceptional, 8 reviews
"The house was cute, clean, and comfortable. We already can't wait to stay again."
Panoramic Water Views, waterfront house on French pond
Welcome Home
9.8 out of 10, Exceptional, 8 reviews
"Very comfortable stay! Thank you"
Welcome Home
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
10.0 out of 10, Exceptional, 8 reviews
"This house was perfect. It was clean, and well equipped. Beautiful location. We found so many nearby fall activities. And the foliage was peaking, everywhere was beautiful. The Intervale Pancake House next to Pats Peak has a great breakfast. Hikes in Fox Forest. I enjoyed sitting on the dock in the morning with my coffee and the evening with my wine. If you’re looking for a not too far fall getaway, this place is what you want! Thank you Tim!"
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
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See all available properties in Bennington
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.

Other types of properties in Bennington you may be interested in

Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, 907 reviews
"Nice hotel, friendly staff. The outdoor doors are all mostly broken which is inconvenient when traveling with a dog."
The price is NZ$228
per night
2 Jun - 3 Jun
Courtyard by Marriott Keene Downtown
Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very good, 1,002 reviews
"Front desk staff was amazing and made our stay very nice and comforting "
The price is NZ$247
per night
9 Jun - 10 Jun
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
2.5 star property
9.0 out of 10, Wonderful, 175 reviews
"Stayed here while visiting camp spofford. Hotel was very clean and well kept. I was impressed by the cleanliness of the grounds. Only thing was the breakfast was limited and the pool wasn’t heated as told but otherwise a great hotel choice when visiting the area "
The price is NZ$218
per night
1 Jul - 2 Jul
Hampton Inn & Suites Keene
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bennington holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bennington. 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 Bennington. 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 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 holiday 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 Bennington short-term rentals, that won’t be hard to do.

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.

Recent reviews of Bennington properties
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