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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Bear Island cottages

House (2 Bedrooms) | Interior

1. 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 NZ$773
includes taxes & fees
31 Aug - 1 Sept
Cozy Tuftonboro Escape: Steps to Private Beaches!
Terrace/patio

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, (12 reviews)
"Great place "
United States
Anonymous traveller
The price is NZ$383
includes taxes & fees
1 Sept - 2 Sept
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Outdoor dining

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

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (45 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
The price is NZ$920
includes taxes & fees
12 Sept - 13 Sept
Cozy, Pet-Friendly Escape Near Lake & Mountains
Exterior

4. 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, (20 reviews)
"Nice location on the lake."
United States
Mary L.
The price is NZ$592
includes taxes & fees
8 Sept - 9 Sept
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Exterior

5. 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 NZ$379
includes taxes & fees
26 Aug - 27 Aug
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Exterior

6. 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 NZ$383
includes taxes & fees
14 Sept - 15 Sept
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Exterior

7. 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, (41 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 NZ$603
includes taxes & fees
16 Sept - 17 Sept
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
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 NZ$603
includes taxes & fees
16 Sept - 17 Sept
Newly Renovated Cottage 4 in Alton Bay, NH
Exterior

9. 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 NZ$659
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage on a Lake, near Gunstock Mountain
Exterior

10. 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 the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is NZ$1,078
includes taxes & fees
1 Sept - 2 Sept
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Outdoor dining

11. The Gnome Home Cottage located near white mountain NH

The Gnome Home Cottage located near white mountain NH
Campton
9.6 out of 10, Exceptional, (65 reviews)
"Stay was great ! Little small for multiple people but great place for a couple getaway weekend"
United States
Jesse C.
The price is NZ$397
includes taxes & fees
9 Sept - 10 Sept
The Gnome Home Cottage located near white mountain NH
Exterior

12. 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 NZ$583
includes taxes & fees
25 Aug - 26 Aug
Lakes Region Cozy Camp in Shellcamp
Exterior

13. 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
10.0 out of 10, Exceptional, (20 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is NZ$378
includes taxes & fees
15 Sept - 16 Sept
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Golf

14. 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, (8 reviews)
"Cute place just close quarters "
United States
Rylee F.
The price is NZ$350
includes taxes & fees
15 Sept - 16 Sept
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Property grounds

15. 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, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is NZ$343
includes taxes & fees
15 Sept - 16 Sept
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Exterior

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

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
8.0 out of 10, Very good, (5 reviews)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is NZ$448
includes taxes & fees
15 Sept - 16 Sept
Newly Renovated Cottage on Main Street Alton Bay #5
Marina

17. Cottage 10 - Pet Friendly $50 Fee - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - Pet Friendly $50 Fee - 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 NZ$403
includes taxes & fees
14 Sept - 15 Sept
Cottage 10 - Pet Friendly $50 Fee - 1 Bedroom w/ Loft / 1 Bath
Property grounds

18. 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 NZ$911
includes taxes & fees
20 Sept - 21 Sept
Lakeside Cabin 6 with Kitchen
Interior

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

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Everything was very welcoming"
United States
Anonymous traveller
The price is NZ$430
includes taxes & fees
15 Sept - 16 Sept
Newly Renovated Cottage 3 on Main Street Alton Bay!
Exterior

20. 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 NZ$405
includes taxes & fees
15 Sept - 16 Sept
Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake
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

Steele Hill Resorts

Steele Hill Resorts

8/10 Good
"Clean room"
Alencar 2-night trip
Posted 3 hours ago
Steele Hill Resorts

Find out more about Bear Island

Bear Island Cottages information

Number of reviews
2
Accommodation
216 Cottages
Lowest Price
NZ$773
Highest Price
NZ$773

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