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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Bear Island cottages

Exterior

1. Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (19 reviews)
"Nice location on the lake."
United States
Mary L.
The price is AED 577
AED 1,247 total
includes taxes & fees
8 Aug - 9 Aug
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Exterior

2. Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (20 reviews)
"Great location. Wonderful cottage. And a great host."
United States
Lisa H.
The price is AED 1,065
AED 1,323 total
includes taxes & fees
30 Aug - 31 Aug
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Exterior

3. Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!

Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Alton
10.0 out of 10, Exceptional, (1 review)
"This is a classic old-style cabin that reminded us of our childhood family trips in the 60’s. It’s not new, but a heck of a lot of fun if you’re in the right head space. Easily walked to town for dinner and to the shore. Clean and had everything we needed."
United States
Christine F.
The price is AED 489
AED 952 total
includes taxes & fees
3 Sep - 4 Sep
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
House (2 Bedrooms) | Interior

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, (1 review)
"We’ll kept "
United States
Denise
The price is AED 779
AED 1,698 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Tuftonboro Escape: Steps to Private Beaches!
Terrace/patio

5. Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveler
The price is AED 740
AED 919 total
includes taxes & fees
1 Sep - 2 Sep
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Exterior

6. Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Gilmanton
9.8 out of 10, Exceptional, (37 reviews)
"Lovely stay in a quiet area. The hot tub was great to unwind in after hiking in the area!"
United States
Cristofer V.
The price is AED 687
AED 1,403 total
includes taxes & fees
2 Sep - 3 Sep
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Exterior

7. Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
8.8 out of 10, Excellent, (5 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 AED 735
AED 1,590 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Cottage on a Lake, near Gunstock Mountain
Exterior

8. Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is AED 617
AED 1,569 total
includes taxes & fees
2 Sep - 3 Sep
Newly Renovated Cottage 4 in Alton Bay, NH
Exterior

9. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (20 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is AED 1,194
AED 2,359 total
includes taxes & fees
9 Aug - 10 Aug
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior

10. Lakes Region Cozy Camp in Shellcamp

Lakes Region Cozy Camp in Shellcamp
Gilmanton
9.8 out of 10, Exceptional, (27 reviews)
"Excellent and Know host. Great view. Very clean."
United States
Jonathan
The price is AED 845
AED 1,323 total
includes taxes & fees
7 Aug - 8 Aug
Lakes Region Cozy Camp in Shellcamp
Exterior

11. Quiet Lake Retreat with Fireplace and short walk to the beach

Quiet Lake Retreat with Fireplace and short walk to the beach
Moultonborough
10.0 out of 10, Exceptional, (7 reviews)
"Cute house, went last minute. Temperatures were in the negative which was great for Castle in the Clouds, just down the road as it was dead!Must be a super fun place in the summer "
United States
Amy D.
Quiet Lake Retreat with Fireplace and short walk to the beach
Interior

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

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
10.0 out of 10, Exceptional, (3 reviews)
"Staff was very freindly"
United States
David
The price is AED 533
AED 1,008 total
includes taxes & fees
2 Sep - 3 Sep
Newly Renovated Cottage 3 on Main Street Alton Bay!
Marina

13. Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 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 AED 859
AED 1,068 total
includes taxes & fees
1 Sep - 2 Sep
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
House (1 Bedroom) | Interior

14. Hiking & Snowmobile Trails On-site: Alton Retreat!

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
Hiking & Snowmobile Trails On-site: Alton Retreat!
Golf

15. Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (8 reviews)
"Cute place just close quarters "
United States
Rylee F.
The price is AED 802
AED 998 total
includes taxes & fees
1 Sep - 2 Sep
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Exterior

16. Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is AED 883
AED 1,098 total
includes taxes & fees
25 Aug - 26 Aug
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Exterior

17. Newly Renovated Cottage on Main Street Alton Bay #5

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
7.6 out of 10, Good, (4 reviews)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is AED 698
AED 1,236 total
includes taxes & fees
2 Sep - 3 Sep
Newly Renovated Cottage on Main Street Alton Bay #5
Property grounds

18. Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is AED 754
AED 938 total
includes taxes & fees
1 Sep - 2 Sep
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Exterior

19. Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake

Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake
Alton
8.0 out of 10, Very Good, (1 review)
The price is AED 481
AED 944 total
includes taxes & fees
2 Sep - 3 Sep
Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake
Terrace/patio

20. Newly Renovated Cottage 6

Newly Renovated Cottage 6
Alton
8.0 out of 10, Very Good, (4 reviews)
"Great location, and amenities, including the game room, pool and bikes. Hosts were very responsive and accomodating. "
United States
Vanessa
The price is AED 646
AED 1,144 total
includes taxes & fees
25 Aug - 26 Aug
Newly Renovated Cottage 6
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

The Common Man Inn Plymouth

The Common Man Inn Plymouth

10/10 Excellent
"Awesome cabinet and stay"
THOMAS 1-night trip
Posted 1 hour ago
The Common Man Inn Plymouth

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