A lakeside town with autumn-colored trees, a church, and a large white building with a green roof.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Bear Island cottages

A two-story house with a white picket fence, a gravel driveway, and autumn foliage in the background.

1. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is €162
includes taxes & fees
26 Oct - 27 Oct
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

2. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is €162
includes taxes & fees
26 Oct - 27 Oct
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

3. Newly Renovated Cottage 3 on Main Street Alton Bay!

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.6 out of 10, Exceptional, (8 reviews)
"Staff was very freindly"
United States
David
The price is €237
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Cottage 3 on Main Street Alton Bay!
A cabin with a porch, a small attached shed, and a well-maintained lawn.

4. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is €413
includes taxes & fees
26 Oct - 27 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
Outdoor dining

5. Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (49 reviews)
"Cute and comfortable. The host communicated well and had all the essentials available. We enjoyed our stay."
United States
Julie W.
The price is €407
includes taxes & fees
28 Oct - 29 Oct
Cozy, Pet-Friendly Escape Near Lake & Mountains
A storefront with a blue awning and American flags, named "Paper Store Blacks Gift Shop."

6. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (22 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is €171
includes taxes & fees
27 Oct - 28 Oct
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A white cabin with a green roof, surrounded by dense green trees.

7. Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.0 out of 10, Wonderful, (8 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is €358
includes taxes & fees
26 Oct - 27 Oct
Cozy Cottage on a Lake, near Gunstock Mountain
A house with a porch, surrounded by a garden with pink and yellow flowers.

8. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is €159
includes taxes & fees
26 Oct - 27 Oct
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A golf course with a pond, surrounded by trees with autumn foliage.

9. Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard

Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (9 reviews)
"Had a great time at the cottages at Wolfeboro. Nice and relaxing stay for 2 nights"
United States
Connie S.
The price is €173
includes taxes & fees
26 Oct - 27 Oct
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Fire20Pit

10. Lakeside Cabin 6 with Kitchen

Lakeside Cabin 6 with Kitchen
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"The two bedroom cottage I stayed in at Cottage Place during a relocation was really nice. It was very quiet, comfortable, and had everything you could want for a relaxing and memorable stay. The staff was very nice and helpful, and the location right next to Squam Lake was terrific. I look forward to staying there again in the Fall."
United States
david
The price is €388
includes taxes & fees
4 Nov - 5 Nov
Lakeside Cabin 6 with Kitchen
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

11. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is €182
includes taxes & fees
26 Oct - 27 Oct
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A wooden deck with a barbecue grill, two chairs, and a table.

12. The Gnome Home Cottage located near white mountain NH

The Gnome Home Cottage located near white mountain NH
Campton
9.4 out of 10, Exceptional, (69 reviews)
"Stay was great ! Little small for multiple people but great place for a couple getaway weekend"
United States
Jesse C.
The price is €281
includes taxes & fees
26 Oct - 27 Oct
The Gnome Home Cottage located near white mountain NH
A red cabin with a wooden deck, surrounded by snow-covered trees.

13. White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern
Campton
9.4 out of 10, Exceptional, (55 reviews)
"Love this little cabin! Such a great stop for us and our dogs. Having access to the beach area at the river and Covered Bridge Farm Table restaurant within walking distance is awesome!"
United States
Julie A.
The price is €307
includes taxes & fees
26 Oct - 27 Oct
White Mountain Cozy Cottage with Touch of Modern
A garden with a white pergola, red chairs, and pink flowers.

14. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is €253
includes taxes & fees
26 Oct - 27 Oct
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A rustic building with a sign reading 'COTTAGE PLACE' and an American flag.

15. Lakeside Cabin 7 with Kitchen

Lakeside Cabin 7 with Kitchen
Holderness
The price is €379
includes taxes & fees
4 Nov - 5 Nov
Lakeside Cabin 7 with Kitchen
A pool area with a vending machine, a poolside view, and a sign indicating 'POOL AREA'.

16. Newly Renovated Cottage 8 Main Street Alton Bay!

Newly Renovated Cottage 8 Main Street Alton Bay!
Alton
7.4 out of 10, Good, (6 reviews)
"My bed was broken to the point where I was sleeping at an angle & The couch bed was nasty it had stains and dirt all over it , The bunk beds were like taking a trip to bar heaven it was truly a painful stay"
United States
Eric
The price is €329
includes taxes & fees
26 Oct - 27 Oct
Newly Renovated Cottage 8 Main Street Alton Bay!
A rustic building with a sign reading 'COTTAGE PLACE' and an American flag.

17. Lakeside Cabin 2 with Kitchen

Lakeside Cabin 2 with Kitchen
Holderness
The price is €457
includes taxes & fees
4 Nov - 5 Nov
Lakeside Cabin 2 with Kitchen
A rustic building with a sign reading 'COTTAGE PLACE' and an American flag.

18. Lakeside Cabin 3 with Kitchen

Lakeside Cabin 3 with Kitchen
Holderness
The price is €436
includes taxes & fees
4 Nov - 5 Nov
Lakeside Cabin 3 with Kitchen
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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Top Bear Island Hotel Reviews

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

10/10 Excellent
"It was in a very convenient location, next to a Walgreens and close to downtown. The breakfast was good and the gentleman servicing the breakfast did an awesome job. The toiletries were lacking but overall it was a great place to stay."
Colleen 1-night trip
Posted 2 hours ago
Best Western Plus Landmark Inn

Find out more about Bear Island

Bear Island Cottages information

Number of reviews
263
Accommodation
204 Cottages
Lowest Price
€159
Highest Price
€457

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