Search Cottages in Bennington

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

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

Cozy cottage on Pleasant Pond
Terrace/patio

Cozy cottage on Pleasant Pond

9.6 out of 10, Exceptional, (19)
"Had a great stay, home is very cozy and the pond out back is beautiful. Great place to take a little break"
Cozy cottage on Pleasant Pond
The Cozy Cottage
Microwave, oven, stovetop

The Cozy Cottage

10.0 out of 10, Exceptional, (7)
"We really enjoyed our stay. The seating outside was lovely!"
The Cozy Cottage
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Fridge, microwave, stovetop, dishwasher

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.6 out of 10, Exceptional, (7)
"We enjoyed our stay. The cottage was perfect for the four of us!"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Quaint Dunbarton Waterfront Cottage
Property grounds

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (47)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Terrace/patio

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.
Exterior

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)
"This house was exactly what we needed. It was a comfortable space that was well laid out and had the comforts we were looking for. We also loved how quiet it was and that the house was still pretty close to shopping and restaurants. Definitely going to try to stay here again!"
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Finnish Cabin with Sauna on Lake Monomonac
Exterior

Finnish Cabin 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 822
SAR 1,225 total
includes taxes & fees
21 Apr - 22 Apr
Finnish Cabin with Sauna on Lake Monomonac
Grey Cabin with Sauna on Lake Monomonac
Property grounds

Grey Cabin 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
22 Apr - 23 Apr
Grey Cabin 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)
"Lovely, relaxing setting, with beautiful views and steps away from the lake, with access to kayaks, canoes and paddleboards. The hosts were accessible, friendly and responsive. "
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.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (51)
"This is our second visit to this property this summer and each time has been pure elation -everything was perfect!!! We will definitely be returning next year!!!"
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)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
Cozy Tiny House on Main Street. Fully Renovated.
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Cottage (3 Bedrooms) | Interior

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)
"Loved it! So cozy and quiet, awesome wood fireplace. First time I've been able to relax like that in years!"
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.
Don't see what you're looking for?
See all available properties in Bennington
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Bennington

Lakefront Bradford Cottage w/ Dock, Near Skiing!
Fridge, microwave, stovetop, dishwasher

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.6 out of 10, Exceptional, (7)
"We enjoyed our stay. The cottage was perfect for the four of us!"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
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."
The price is SAR 1,328
SAR 2,198 total
includes taxes & fees
21 Apr - 22 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
Peaceful Family-Friendly Sunapee Lake/Ski Retreat
Property grounds

Peaceful Family-Friendly Sunapee Lake/Ski Retreat

10.0 out of 10, Exceptional, (24)
"The property is very clean and I love the open floor plan so family can all be together. Sunapee Ski Area is only 15 minutes away. We will be back. "
Peaceful Family-Friendly Sunapee Lake/Ski Retreat
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.