Holiday Homes in Bear Island

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Our top choices for Bear Island holiday homes

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (168)
"The apartment was great, we enjoyed the pool, jacuzzi and sauna, and the staff were super nice!!"
United States
Jenn
The price is €122
includes taxes & fees
14 Jan - 15 Jan
Cold Spring Plymouth Resort

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, (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 €248
includes taxes & fees
4 Jan - 5 Jan
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!
Laconia
9.6 out of 10, Exceptional, (8)
"The house was very spacious and newly renovated. It was. Conveniently located 15-20 minutes from the New Hampshire Motor Speedway, which was the reason for our trip. I’d love to explore more of the area on another trip. "
United States
Mary T.
The price is €347
includes taxes & fees
4 Jan - 5 Jan
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

Hot Tub, Arcade, Near Lake & Slopes

Hot Tub, Arcade, Near Lake & Slopes
Gilford
The price is €586
includes taxes & fees
25 Jan - 26 Jan
Hot Tub, Arcade, Near Lake & Slopes

19 Mile Bay - Tuftonboro - Lake Winnipesaukee

19 Mile Bay - Tuftonboro - Lake Winnipesaukee
Tuftonboro
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.
19 Mile Bay - Tuftonboro - Lake Winnipesaukee

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

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
Holderness
10.0 out of 10, Exceptional, (1)
"Everything was wonderful!! "
United States
Scott O.
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

Private Home, King Bed, Beach Access, Fire Pit

Private Home, King Bed, Beach Access, Fire Pit
Bristol
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.
The price is €383
includes taxes & fees
4 Jan - 5 Jan
Private Home, King Bed, Beach Access, Fire Pit

The Lakes Region Log Cabin

The Lakes Region Log Cabin
Gilford
10.0 out of 10, Exceptional, (36)
"Beautiful home located in quiet area. Absolutely enjoyed our time here. Would stay again!"
United States
Mina W.
The price is €408
includes taxes & fees
14 Jan - 15 Jan
The Lakes Region Log Cabin

Lake Access + Kayaks + Arcade + Bike Path + Deck

Lake Access + Kayaks + Arcade + Bike Path + Deck
Wolfeboro
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 €394
includes taxes & fees
2 Jan - 3 Jan
Lake Access + Kayaks + Arcade + Bike Path + Deck

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very good, (16)
"Thanks for a great stay!"
United States
Lynne Q.
The price is €325
includes taxes & fees
4 Jan - 5 Jan
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Hot Tub + Pool Table + Resort Access + Fast Wifi

Hot Tub + Pool Table + Resort Access + Fast Wifi
Campton
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 €437
includes taxes & fees
7 Jan - 8 Jan
Hot Tub + Pool Table + Resort Access + Fast Wifi

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Sanbornton
10.0 out of 10, Exceptional, (13)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is €659
includes taxes & fees
5 Jan - 6 Jan
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Home at Waterville Estates- tons of amenities!

Home at Waterville Estates- tons of amenities!
2.0 star property
Campton
Home at Waterville Estates- tons of amenities!

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
Gilford
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 €471
includes taxes & fees
5 Jan - 6 Jan
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

3+ bedroom vacation home near White Mountain National Forest

3+ bedroom vacation home near White Mountain National Forest
Campton
10.0 out of 10, Exceptional, (10)
"We decided to shoot up to NH last minute and couldn't have been happier with the rental. Very cozy and will look to rent again in the future."
United States
Jeremy M.
The price is €556
includes taxes & fees
3 Jan - 4 Jan
3+ bedroom vacation home near White Mountain National Forest

Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub

Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub
2.0 star property
Campton
Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub

A four-season lakefront getaway on your own private peninsula

A four-season lakefront getaway on your own private peninsula
2.0 star property
The Bays
10.0 out of 10, Exceptional, (1)
"This property is so beautiful! The hosts weee amazing. Cant wait to book this property again! "
United States
Deanna B.
A four-season lakefront getaway on your own private peninsula

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

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
Holderness
10.0 out of 10, Exceptional, (3)
"Place was clean and nice. "
United States
Bryan K.
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

Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
Alton
9.6 out of 10, Exceptional, (4)
"My brothers and I had an incredible time on the lake and experienced the local amenities. The individual apartments were perfect for our needs and allowed for everyone to have their own space. The property was well managed and maintained. I would highly recommend this location for anyone looking to enjoy lake Winni! Thank you, Ron"
United States
Ronnie G.
The price is €1,175
includes taxes & fees
14 Jan - 15 Jan
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

20 Mile Bay - Tuftonboro - Lake View

20 Mile Bay - Tuftonboro - Lake View
Mirror Lake
10.0 out of 10, Exceptional, (13)
"Another great vacation with the family at the lake! Perfect weather all week! Couldn't ask for better hosts! Thank you!!"
United States
Carol D.
20 Mile Bay - Tuftonboro - Lake View
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

Find out more about Bear Island

Bear Island Holiday Homes information

Number of reviews
316
Accommodation
869 Holiday Homes
Lowest Price
€122
Highest Price
€1,175

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