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

Holiday Homes in Bear Island

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Bear Island holiday homes

A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

1. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AU$398
includes taxes & fees
10 Nov - 11 Nov
Cedar Lodge Room 2 Queen Beds & Private Balcony
A lakeside property with a dock, boats, and a large building surrounded by trees.

2. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is AU$320
includes taxes & fees
22 Oct - 23 Oct
Gilford Perfect Getaway Pool, WIFI & Free Parking
A living room with a stone fireplace, a ceiling fan, and a large window.

3. Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Gilford
10.0 out of 10, Exceptional, (1 review)
"Home was clean Host was easy to communicate with"
United States
Robert L.
The price is AU$631
includes taxes & fees
3 Nov - 4 Nov
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

4. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (16 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is AU$661
includes taxes & fees
25 Oct - 26 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

5. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Alton
10.0 out of 10, Exceptional, (5 reviews)
"Best communication ever at a VRBO. When I come back, I’m there!"
United States
shaun d.
The price is AU$542
includes taxes & fees
14 Oct - 15 Oct
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A compact living space with a sofa, a desk with a computer, a bookshelf, and a large window.

6. Comfortable Lakes Region with Pool & Outdoor Amenities in New Hampshire

Comfortable Lakes Region with Pool & Outdoor Amenities in New Hampshire
Weirs Beach
The price is AU$414
includes taxes & fees
26 Oct - 27 Oct
Comfortable Lakes Region with Pool & Outdoor Amenities in New Hampshire
A wooden cabin with a hot tub and a deck area.

7. Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.

Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Everything was wonderful!! "
United States
Scott O.
The price is AU$619
includes taxes & fees
12 Nov - 13 Nov
Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
A two-story house with a covered porch and a small deck.

8. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is AU$535
includes taxes & fees
14 Oct - 15 Oct
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

9. Stay in Venice our Modern Steps from the Lake with Dock!

Stay in Venice our Modern Steps from the Lake with Dock!
Alton
10.0 out of 10, Exceptional, (9 reviews)
"Great location on the lake!"
United States
Stephanie H.
The price is AU$506
includes taxes & fees
20 Oct - 21 Oct
Stay in Venice our Modern Steps from the Lake with Dock!
A modern kitchen with a central island, white cabinetry, and a ceiling fan.

10. Cabin 42 at the Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp

Cabin 42 at the Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp
Alton
Cabin 42 at the Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp
A yellow building with the number 44, a green staircase, and a small porch area.

11. Cabin 44 at Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp

Cabin 44 at Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp
Alton
Cabin 44 at Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp
A two-story house with a balcony, a covered porch, and a staircase leading to the entrance.

12. Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Gilford
9.6 out of 10, Exceptional, (25 reviews)
"This house was great!!! Plenty of space, clean & owner is very responsive!! We stayed for a concert at the pavilion & the distance was perfect. Wish we were staying longer!"
United States
Marie S.
The price is AU$963
includes taxes & fees
3 Nov - 4 Nov
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
A living room with a sofa, a coffee table, a dining table with a vase of flowers, and large windows with curtains.

13. Cozy 3BR House Right Across from the Beach

Cozy 3BR House Right Across from the Beach
Laconia
10.0 out of 10, Exceptional, (3 reviews)
"Great location really nice little property if you’re going to a concert this is a place to stay"
United States
Patrick C.
The price is AU$789
includes taxes & fees
26 Oct - 27 Oct
Cozy 3BR House Right Across from the Beach
A deck with a view of a frozen lake and surrounding trees.

14. A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (36 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is AU$458
includes taxes & fees
1 Nov - 2 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A rustic kitchen with wooden cabinets, a large window, and a variety of kitchen items on the counter.

15. Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is AU$790
includes taxes & fees
14 Oct - 15 Oct
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
A wooden cabin with a hot tub and a deck area.

16. Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!

Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
Holderness
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean and nice. "
United States
Bryan K.
The price is AU$1,246
includes taxes & fees
26 Oct - 27 Oct
Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
A beach with three wooden lounge chairs facing a lake, surrounded by trees.

17. Squam Suite - Waterfront

Squam Suite - Waterfront
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Great stay here. What an amazing place!"
United States
Gib J.
Squam Suite - Waterfront
Living area

18. Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!

Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Plymouth
The price is AU$612
includes taxes & fees
20 Oct - 21 Oct
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
A house surrounded by trees and a stone wall.

19. Lakes Region Family Getaway& Pet Friendly

Lakes Region Family Getaway& Pet Friendly
Belmont
The price is AU$635
includes taxes & fees
14 Oct - 15 Oct
Lakes Region Family Getaway& Pet Friendly
A lakeside property with a sandy beach, a wooden dock, and a building with a balcony overlooking the water.

20. Squam waterfront 2 bed 2bath (Suite 9)

Squam waterfront 2 bed 2bath (Suite 9)
Holderness
10.0 out of 10, Exceptional, (1 review)
"The only thing i was disappointed that going down to lake was impossible for me as i am handcaped i wish it was more accessible to me . If it was i wouls stay there next year too "
United States
Pam D.
Squam waterfront 2 bed 2bath (Suite 9)
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

8/10 Good
"The people that put on breakfast were terrific. That Arnold had a full house with the holiday Saturday crowd. I would return just for his skill and energy. Suggestion: Put some signage up when the Colonial theater has an active play on. Your walkable go to activity."
Michael 4-night trip
Posted 1 hour ago
Best Western Plus Landmark Inn

Find out more about Bear Island

Bear Island Holiday Homes information

Number of reviews
67
Accommodation
904 Holiday Homes
Lowest Price
AU$320
Highest Price
AU$1,246

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