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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Featured Cottages in Bear Island and around

House (1 Bedroom) | Interior
Hiking & Snowmobile Trails On-site: Alton Retreat!

Cottage in Alton

3.0 star property
Hiking & Snowmobile Trails On-site: Alton Retreat!
Terrace/patio
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is €163
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
The price is €397
includes taxes & fees
18 Dec - 19 Dec
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior
The Gnome Home Cottage located near white mountain NH

Cottage in Campton

9.4 out of 10, Exceptional, (55)
"This was a great place and convenient to highway. "
United States
Randy N.
The price is €284
includes taxes & fees
16 Dec - 17 Dec
The Gnome Home Cottage located near white mountain NH
Property grounds
White Mountain Cozy Cottage with Touch of Modern

Cottage in Campton

9.6 out of 10, Exceptional, (47)
"The place is well situated off the main road. Great for a young family..."
United States
Andrew
The price is €256
includes taxes & fees
6 Dec - 7 Dec
White Mountain Cozy Cottage with Touch of Modern
Exterior
Cozy Cottage on a Lake, near Gunstock Mountain

Cottage in Gilmanton

9.0 out of 10, Wonderful, (2)
"We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody "
United States
kim M.
The price is €350
includes taxes & fees
7 Dec - 8 Dec
Cozy Cottage on a Lake, near Gunstock Mountain
Exterior
Cozy Cottage -Dock/Lake Access on Lake Winni 1 Bdrm/1Bath in downtown Meredith

Cottage in Meredith

The price is €489
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Cottage -Dock/Lake Access on Lake Winni 1 Bdrm/1Bath in downtown Meredith
Exterior
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (16)
"Very nice spot nice get away would stay there again"
United States
Alan T.
The price is €187
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Terrace/patio
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"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 €193
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Terrace/patio
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (5)
"Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids."
United States
Sean P.
The price is €173
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Terrace/patio
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"Everything was great!"
United States
Leah F.
The price is €240
includes taxes & fees
7 Dec - 8 Dec
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
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

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

10/10 Excellent
"Staff was courteous and room was very clean."
Sarah 1-night trip
Posted 3 days ago
TownePlace Suites by Marriott Gilford

Find out more about Bear Island

Bear Island Cottages information

Number of reviews
143
Accommodation
225 Cottages
Lowest Price
€163
Highest Price
€489

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