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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 36 Cottages in Bennington with updated reviews, rates, and availability.

Cozy cottage on Pleasant Pond
Property grounds

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
The Cozy Cottage
Outdoor dining

The Cozy Cottage

10.0 out of 10, Exceptional, (6)
"This was a clean cottage that we were instantly comfortable in. We appreciated the correspondence with the owner and will definitely refer friends. "
The Cozy Cottage
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Outdoor dining

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.6 out of 10, Exceptional, (7)
"We had a great time! The property fit all our needs for a winter ski trip. We have the Epic ski pass and were looking for a location to get us to some mountains that accept this pass. Mount Sunapee was a quick 15 minutes from the property and Crotched Mountain was 45 minutes. We enjoyed skiing at both! When we were not skiing, the cottage was a warm place to relax as a family. It had all the amenities we needed. We would consider visiting again in the summer to check out the lake!"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Quaint Dunbarton Waterfront Cottage
Property grounds

Quaint Dunbarton Waterfront Cottage

9.4 out of 10, Exceptional, (46)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Property grounds

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
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Pool

Vacationer's oasis on the waterfront of picturesque Pearly Pond.

10.0 out of 10, Exceptional, (29)
"The Host is very easy to contact and works well with our travelers."
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Terrace/patio

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

10.0 out of 10, Exceptional, (16)
"It was a great place for what I needed. I was working in the area and it was a great quiet location, with nice scenery. The place was clean and spacious, with plenty of space to cook. I would definitely stay here again."
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Finnish cottage with Sauna on Lake Monomonac
Exterior

Finnish cottage with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (10)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
The price is SAR 821
SAR 1,225 total
includes taxes & fees
31 Mar - 1 Apr
Finnish cottage with Sauna on Lake Monomonac
Beautiful Modern Cottage with Sauna on Lake Monomonac
Property grounds

Beautiful Modern Cottage with Sauna on Lake Monomonac

2.0 star property
6.0 out of 10, (2)
"This was our 2nd stay with the host. Everything was perfect and relaxing. "
The price is SAR 859
SAR 1,396 total
includes taxes & fees
31 Mar - 1 Apr
Beautiful Modern Cottage with Sauna on Lake Monomonac
Idyllic Lakefront Cottage Near Mount Sunapee
Terrace/patio

Idyllic Lakefront Cottage Near Mount Sunapee

10.0 out of 10, Exceptional, (1)
"My family and i enjoyed our stay here well be back this is a lovely cottage beautiful lake feet away with fall leaves crisp air was exactly we needed. Thank you Carey & Beth"
Idyllic Lakefront Cottage Near Mount Sunapee
Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!
Exterior

Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!

10.0 out of 10, Exceptional, (13)
"This house was great! It provided an amazing place to stay for our son’s wedding! Would rent again! Jacuzzi was a nice addition!"
Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!
Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe
Terrace/patio

Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe

9.6 out of 10, Exceptional, (4)
"This lake house has it all. Views, nature, wildlife and so many things to do. Kayak, paddleboard, fishing, boating and so much more! Highly recommend! The host is top notch! "
Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe
Charming Jaffrey Cottage w/ Deck & Grill!
Fridge, microwave, stovetop, dishwasher

Charming Jaffrey Cottage w/ Deck & Grill!

10.0 out of 10, Exceptional, (39)
"Stayed four nights. Perfect weather and the foliage was fabulous.The cottage was ideal for us. Tastefully decorated and everything labeled. Wish we lived closer so we could go again in other seasons."
Charming Jaffrey Cottage w/ Deck & Grill!
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
Interior

Cabin: Private Hot Tub, Walk to Pats Peak Ski Area

3.0 star property
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun.
Property grounds

Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun.

10.0 out of 10, Exceptional, (51)
"The location was great just off highway with town down the road for food gas etc. Owner provided everything possible for stay. Stayed in touch throughout to check on any needs. The road to the cabin was dirt and had some serious ruts but that wasn’t her responsibility. Entry would be iffy for mobility impaired. Tub could use a grab bar. Otherwise a great stay. "
Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun.
Charming Jaffrey Cottage w/ Deck & Grill!
Cottage (4 Bedrooms) | Interior

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
Cozy Tiny House on Main Street. Fully Renovated.
Exterior

Cozy Tiny House on Main Street. Fully Renovated.

10.0 out of 10, Exceptional, (4)
"I was in Dublin visiting my daughter who goes to high school here and it was the perfect place for me to stay and she stayed with me two nights. The owner thought of everything you would need. It was super clean and everything looked brand new. Really well decorated. The owner was super helpful and I’m sure I’ll be back before my girl graduates. Highly recommend!"
Cozy Tiny House on Main Street. Fully Renovated.
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Outdoor dining

Lakefront Bradford Cottage w/ Dock, Near Skiing!

3.0 star property
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!
Fridge, microwave, stovetop, dishwasher

Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!

9.0 out of 10, Wonderful, (38)
"Almost every window had a crack or a hole, patched only with clear tape. Some windows had no panes, just the storm windows to keep out weather. The "queen" bed is an uncomfortable full mattress on a queen frame - that's squeaks horribly every time you move. The couch bed was also very uncomfortable. The previous guests did not follow the checkout procedure and no one else ever fixed it b/c there was hair on the pillowcases when I arrived, indicating the beds were slept in and not remade with...
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!
Historic Bradford Home - 8 Mi to Mount Sunapee!
Interior

Historic Bradford Home - 8 Mi to Mount Sunapee!

3.0 star property
Historic Bradford Home - 8 Mi to Mount Sunapee!
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 property types in Bennington

Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
Cozy Home Near Downtown, Shops, and Restaurants.
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Outdoor dining

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.6 out of 10, Exceptional, (7)
"We had a great time! The property fit all our needs for a winter ski trip. We have the Epic ski pass and were looking for a location to get us to some mountains that accept this pass. Mount Sunapee was a quick 15 minutes from the property and Crotched Mountain was 45 minutes. We enjoyed skiing at both! When we were not skiing, the cottage was a warm place to relax as a family. It had all the amenities we needed. We would consider visiting again in the summer to check out the lake!"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Stunning brand new 2 bedroom Loft amidst nature
Miscellaneous

Stunning brand new 2 bedroom Loft amidst nature

10.0 out of 10, Exceptional, (16)
"Place was great! Roomy, comfortable, we felt so welcome! Took my dog for a nice walk around the area in the morning and the country roads were safe and well maintained for a walk. "
Stunning brand new 2 bedroom Loft amidst nature
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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