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Compare 30 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
Beautiful Modern Cottage with Sauna on Lake Monomonac
Property grounds

Beautiful Modern Cottage with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was our 2nd stay with the host. Everything was perfect and relaxing. "
The price is SAR 671
SAR 1,147 total
includes taxes & fees
23 Feb - 24 Feb
Beautiful Modern Cottage with Sauna on Lake Monomonac
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 559
SAR 911 total
includes taxes & fees
3 Mar - 4 Mar
Finnish cottage with Sauna on Lake Monomonac
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
View from the lake

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
The Cozy Cottage
Outdoor dining

The Cozy Cottage

10.0 out of 10, Exceptional, (4)
"The cottage was exactly what my family needed for our visit . Tucked off the road and very quiet. Dan responded immediately to me whenever I reached out. "
The Cozy Cottage
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Mt. Monadnock from the shore

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.
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Bradford Vacation Rental | 3BR | 1BA | 2 Exterior Steps Required | 1,053 Sq Ft

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
Fitness facility

Quaint Dunbarton Waterfront Cottage

9.4 out of 10, Exceptional, (46)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior

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
Charming Jaffrey Cottage w/ Deck & Grill!
Jaffrey Vacation Rental | 4BR | 1.5BA | 1,800 Sq Ft | Steps Required

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

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

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

3.0 star property
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
Idyllic Lakefront Cottage Near Mount Sunapee
Bradford Vacation Rental | 3BR | 1BA | 960 Sq Ft | Steps Required

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
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Living area

Lakefront Bradford Cottage w/ Dock, Near Skiing!

3.0 star property
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Cozy Tiny House on Main Street. Fully Renovated.
Most of the Tiny House. Looking out from the bedroom doorway

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.
Cottage Lake Nubanusit
Exterior

Cottage Lake Nubanusit

10.0 out of 10, Exceptional, (2)
"A lovely patina from years of caring use, authentic, genuine, simple and very comfortable. Well equipped, everything works. Screen porch is perfect. Dock and shoreline easy and very pretty, perfect for kayaks/canoes. We look forward to a future stay!"
Cottage Lake Nubanusit
Luxe Riverfront Cottage w/ Dock by Lake Horace!
Weare Vacation Rental | 2BR | 1BA | 1,180 Sq Ft | Stairs Required

Luxe Riverfront Cottage w/ Dock by Lake Horace!

7.8 out of 10, Good, (7)
"Glad there was air conditioning didn’t realize until we arrived so website listing should be updated."
Luxe Riverfront Cottage w/ Dock by Lake Horace!
Historic Bradford Home - 8 Mi to Mount Sunapee!
Exterior

Historic Bradford Home - 8 Mi to Mount Sunapee!

3.0 star property
Historic Bradford Home - 8 Mi to Mount Sunapee!
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!
Bradford Vacation Rental | 2BR | 1.5BA | 1,300 Sq Ft | Step-Free Access

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!
Charming Jaffrey Cottage w/ Deck & Grill!
Property grounds

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
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

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

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

10.0 out of 10, Exceptional, (60)
"Quiet and comfortable. Great place to relax. "
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
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
Beautiful Private Lakefront new Log Home
Property grounds

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
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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