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Apr 10 - Apr 12

Our top choices for Bear Island vacation homes

Exterior
Cold Spring Plymouth Resort

Vacation Home in Ashland

Cold Spring Plymouth Resort
3.5 star property
9.2 out of 10, Wonderful, (161)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is ￥20,622
￥22,375 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cold Spring Plymouth Resort
Exterior
Quaint house in tranquil Wolfeboro perfect for getaway

Vacation Home in Wolfeboro

Quaint house in tranquil Wolfeboro perfect for getaway
2.0 star property
The price is ￥23,372
￥38,715 total
includes taxes & fees
Dec 17 - Dec 18
Quaint house in tranquil Wolfeboro perfect for getaway
Exterior
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Vacation Home in Freedom

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is ￥13,244
￥41,251 total
includes taxes & fees
Dec 16 - Dec 17
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Beach
Taigh Loch - Lakes Region Retreat!

Vacation Home in Alton

Taigh Loch - Lakes Region Retreat!
9.8 out of 10, Exceptional, (13)
"Great place! Owners were very responsive with any questions we had. Per friendly was a plus. We would definitely stay here again."
United States
Shawn M.
The price is ￥20,099
￥52,408 total
includes taxes & fees
Dec 17 - Dec 18
Taigh Loch - Lakes Region Retreat!
Terrace/patio
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

Vacation Home in Laconia

3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!
9.4 out of 10, Exceptional, (6)
The price is ￥30,330
￥51,843 total
includes taxes & fees
Dec 16 - Dec 17
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!
Outdoor dining
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

Vacation Home in New Durham

Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
The price is ￥27,267
￥67,285 total
includes taxes & fees
Dec 16 - Dec 17
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
Outdoor spa tub
Hot Tub + Pool Table + Resort Access + Fast Wifi

Vacation Home in Campton

Hot Tub + Pool Table + Resort Access + Fast Wifi
10.0 out of 10, Exceptional, (2)
"Stayed at Hilltop with my family for 4 nights. Great house in a nice location. Easy check in and access to property manager if needed. Having access to the Waterville Estate Community Center is an added bonus!Would recommend to other families!"
United States
Jennifer C.
The price is ￥20,249
￥67,784 total
includes taxes & fees
Dec 16 - Dec 17
Hot Tub + Pool Table + Resort Access + Fast Wifi
Living area
Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.

Vacation Home in Franklin

Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.
10.0 out of 10, Exceptional, (1)
"A great quite lake house With everything you need"
United States
Donald B.
The price is ￥31,162
￥65,763 total
includes taxes & fees
Dec 16 - Dec 17
Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.
Property grounds
Lake Access + Kayaks + Arcade + Bike Path + Deck

Vacation Home in Wolfeboro

Lake Access + Kayaks + Arcade + Bike Path + Deck
10.0 out of 10, Exceptional, (3)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is ￥23,372
￥57,311 total
includes taxes & fees
Dec 21 - Dec 22
Lake Access + Kayaks + Arcade + Bike Path + Deck
Terrace/patio
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Vacation Home in Holderness

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
10.0 out of 10, Exceptional, (1)
"Everything was wonderful!! "
United States
Scott O.
The price is ￥32,611
￥57,530 total
includes taxes & fees
Dec 17 - Dec 18
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
Fridge, microwave, oven, stovetop
19 Mile Bay - Tuftonboro - Lake Winnipesaukee

Vacation Home in Tuftonboro

19 Mile Bay - Tuftonboro - Lake Winnipesaukee
10.0 out of 10, Exceptional, (18)
"My stay there with my family was amazing with near by beaches and great views of the lakes. The house was very clean when we arrived and the back yard with cornhole boards was a plus over all this house and location was awesome!!"
United States
Oudom S.
The price is ￥42,941
￥101,027 total
includes taxes & fees
Dec 19 - Dec 20
19 Mile Bay - Tuftonboro - Lake Winnipesaukee
TV, stereo
Stay in Venice our Modern Steps from the Lake with Dock!

Vacation Home in Alton

Stay in Venice our Modern Steps from the Lake with Dock!
10.0 out of 10, Exceptional, (7)
"Very clean and in a great location."
United States
Mark B.
The price is ￥26,176
￥56,523 total
includes taxes & fees
Dec 22 - Dec 23
Stay in Venice our Modern Steps from the Lake with Dock!
Dining
Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub

Vacation Home in Campton

Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub
2.0 star property
The price is ￥24,930
￥65,143 total
includes taxes & fees
Dec 16 - Dec 17
Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub
Outdoor dining
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

Vacation Home in Gilford

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
10.0 out of 10, Exceptional, (2)
"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 ￥39,957
￥83,250 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
Property grounds
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Vacation Home in Wolfeboro

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
8.0 out of 10, Very Good, (16)
"We arrived super late and while it was very dark out the house was very easy to find. Entry process exactly as described.It was warm evening and they had on numerous fans and the a/c making it feel uber pleasant.Hade writhing we needed. "
United States
Monte J.
The price is ￥31,552
￥53,844 total
includes taxes & fees
Dec 16 - Dec 17
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Fridge, microwave, oven, stovetop
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Vacation Home in Gilmanton

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
9.6 out of 10, Exceptional, (30)
"Quiet, peaceful location. Great for relaxing and being close to the water, plus a private hot tub. Everything was very comfortable. I’m so glad I could come for a few days with my dog. "
United States
Devin B.
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Interior
Private Home, King Bed, Beach Access, Fire Pit

Vacation Home in Bristol

Private Home, King Bed, Beach Access, Fire Pit
10.0 out of 10, Exceptional, (3)
"We enjoyed our two days at the property very much. Access to the lake and use of SUP was great to cool off. Well stocked with cooking tools and games for the kids."
United States
Scott F.
Private Home, King Bed, Beach Access, Fire Pit
Smart TV, fireplace
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Vacation Home in Sanbornton

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
10.0 out of 10, Exceptional, (13)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is ￥51,807
￥117,409 total
includes taxes & fees
Dec 16 - Dec 17
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Terrace/patio
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Vacation Home in Holderness

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
10.0 out of 10, Exceptional, (3)
"Place was clean and nice. "
United States
Bryan K.
The price is ￥75,077
￥150,096 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
Fridge, microwave, oven, stovetop
Idyllic Mountain and Lake Getaway

Vacation Home in Gilford

Idyllic Mountain and Lake Getaway
10.0 out of 10, Exceptional, (72)
"Absolutely loved this house and would highly recommend! Communication was amazing with regards to questions or requests. Would stay here again!"
United States
Courtney F.
The price is ￥63,103
￥97,545 total
includes taxes & fees
Dec 18 - Dec 19
Idyllic Mountain and Lake Getaway
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 Plymouth Inn-White Mountains

Best Western Plymouth Inn-White Mountains

10/10 Excellent
"Room was clean and staff very friendly "
Natalie 2-night trip
Posted 2 days ago
Best Western Plymouth Inn-White Mountains

Find out more about Bear Island

Bear Island Vacation Homes information

Number of reviews
372
Accommodation
869 Vacation Homes
Lowest Price
￥22,375
Highest Price
￥150,096

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