Holiday Rentals in Bennington

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Holiday Rentals in Bennington

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

10.0 out of 10, Exceptional, (57)
"We thoroughly enjoyed our recent stay at this beautifully restored 257 year old farmhouse. The location was peaceful and private — truly an unexpected gem within minutes of the center of New Hampshire’s capital city. During our stay we experienced two snowstorms and we were grateful for our host’s balance of respecting our privacy while also ensuring us safe access in and out of the snowy property. We can’t wait to return in June and again in September! "
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

Rustic Waterfront Cottage w/ Fire Pit & Kayaks

2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Beautiful Private Lakefront new Log Home

9.8 out of 10, Exceptional, (49)
"We recently stayed at this property for Thanksgiving with nine adults, two children, and two well-behaved dogs, and had a memorable experience overall. The home is set in a stunning location with a beautiful yard, lake, and deck space that we thoroughly enjoyed. Outdoor highlights included making s’mores over the solo fire pit and using the pizza oven. Inside, the two kitchens were impressively stocked with cookware, appliances (including two coffee makers and an espresso machine), and...
Beautiful Private Lakefront new Log Home

Pristine Waterfront, Charming Home, Breathtaking Views

9.8 out of 10, Exceptional, (56)
"Beautiful leaves in reds, oranges, and yellows reflected in a gorgeous pond with a pair of loons slowly floating by....Perfection! What a gorgeous location! We had a great stay- the kitchen was wonderful to cook in- we loved the gas stove- bacon tasted so delicious with croissants in the morning! The house is large and comfortable- cozy couch, large piano, washer and dryer, tv, and wifi. We have to agree with other guests- the bed is squeaky....ridiculously squeaky.....to the point of...
Pristine Waterfront, Charming Home, Breathtaking Views

Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

10.0 out of 10, Exceptional, (158)
"The home perfect for our needs. Plenty of room and a GREAT view of the back of Mount Sunapee. The neighborhood is very nice and quiet. The kitchen was well equipped. We had a great time! Thank you!"
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

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

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

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (51)
"Second time staying at this property ! Very relaxing, beds super comfortable. Would highly recommend."
Waterfont log home nestled in the pines

Cozy cottage on Pleasant Pond

9.6 out of 10, Exceptional, (19)
"Stayed in the winter, place got a bit cold (it does not have central heat). Wasn’t a lighter or enough firewood for our stay but the host brought a lighter and more wood. Beautiful pond in the back and the location is good, with easy access to the highway. Neighbors were close by, we were asked to turn off the outdoor light because it was shining into their house. Cottage was clean. There are security cameras outside. Overall it is a cozy place to stay in a good area. "
Cozy cottage on Pleasant Pond

Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊

9.8 out of 10, Exceptional, (18)
"Very clean, all the comforts of home. We loved sitting out and enjoying the lake."
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊

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, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

Relaxing Hot Tub Getaway

10.0 out of 10, Exceptional, (11)
"Very nice house that was clean and had very nice Activities like hot tub games etc Definitely would come back and stay again. Rebecca is a very good host "
The price is €284
includes taxes & fees
6 Jan - 7 Jan 2025
Relaxing Hot Tub Getaway

Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

9.6 out of 10, Exceptional, (18)
"Our kids said the beds were the most comfortable beds they'd ever slept on, with the coziest blankets. The cabin was warm, cozy, and homey. Host was very nice and communication was timely and helpful. Beautiful view on the lake. Close to all amenities, shopping, and grocery stores."
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (45)
"Bright & clean. Gorgeous location on the water with your own little pier. Simply such a serene place to have morning coffee. "
Quaint Dunbarton Waterfront Cottage

16 ppl 2 hot tubs, game room, fire pit

9.8 out of 10, Exceptional, (6)
"Clean, lots of space, helpful host, hot tub was also nice"
The price is €538
includes taxes & fees
5 Jan - 6 Jan 2025
16 ppl 2 hot tubs, game room, fire pit

Lakefront Cabin/ 314' Shoreline

10.0 out of 10, Exceptional, (2)
"We stayed here for a group family vacation with some friends. The property was beautiful and incredibly clean. Clean enough for two newly mobile infants to crawl around without too much worry! The host was very accommodating and we loved the cabin. It was perfect for a group. The lake is gorgeous! A perfect getaway"
Lakefront Cabin/ 314' Shoreline

The NEW Damon Pond Log Cabin

10.0 out of 10, Exceptional, (25)
"6 Damon was lovely! We wanted somewhere to stay nearby a heavy shopping area but far enough away to be able to remove ourselves from the chaos. We completed all our Christmas shopping, saw a beautiful play at the Palace Theater, relaxed by the fire, cooked a full meal and ate overlooking the pond. Just wonderful :)"
The NEW Damon Pond Log Cabin
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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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, (1001)
"Lovely staff"
The price is €168
includes taxes & fees
3 Jan - 4 Jan 2025
Courtyard by Marriott Keene Downtown

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (271)
"stayed here before and enjoy the stay"
The price is €136
includes taxes & fees
10 Jan - 11 Jan 2025
Hampton Inn & Suites Keene

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 Peterborough Players.

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.