Photo by Linda Barreira

Search Houseboats in Bear Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Featured Houseboats in Bear Island and around

No exact matches found, but these alternatives could be just right

Recommended hotels in Bear Island

Exterior
Private Dock, Boat Access & Sunrise Views

Aparthotel in Meredith

The price is €586
includes taxes & fees
7 Dec - 8 Dec
Private Dock, Boat Access & Sunrise Views
Outdoor dining
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

Holiday Home in New Durham

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 €380
includes taxes & fees
4 Dec - 5 Dec
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
House (1 Bedroom) | Interior
Hiking & Snowmobile Trails On-site: Alton Retreat!

Cottage in Alton

3.0 star property
Hiking & Snowmobile Trails On-site: Alton Retreat!
Exterior
A four-season lakefront getaway on your own private peninsula

Holiday Home in The Bays

2.0 star property
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.
The price is €593
includes taxes & fees
4 Dec - 5 Dec
A four-season lakefront getaway on your own private peninsula
Exterior
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Holiday Home in 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 €271
includes taxes & fees
17 Dec - 18 Dec
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Exterior
The Windrifter Resort

The Windrifter Resort

2.5 star property
8.8 out of 10, Excellent, (364)
"Room was clean and comfortable close to the area we needed to visit"
United States
Thomas
The price is €105
includes taxes & fees
4 Dec - 5 Dec
The Windrifter Resort
Property grounds
Lake Wentworth Inn

Lake Wentworth Inn

2.0 star property
9.4 out of 10, Exceptional, (513)
"Good place to stay. "
United States
Robert
The price is €117
includes taxes & fees
7 Dec - 8 Dec
Lake Wentworth Inn
Exterior
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
The price is €391
includes taxes & fees
17 Dec - 18 Dec
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Holiday Home in Wolfeboro

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 €304
includes taxes & fees
4 Dec - 5 Dec
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Exterior
NEW Lakefront Escape Private Dock & Lake Views

Apartment in Alton

9.8 out of 10, Exceptional, (10)
"We stayed here because we were in town for a concert in Gilford and it was great! Perfect location, close to the venue and the lake was beautiful. It was lovely waking up to seeing the sparkling water. Would stay again. "
United States
Anna S.
The price is €318
includes taxes & fees
1 Jan - 2 Jan 2026
NEW Lakefront Escape Private Dock & Lake Views
Exterior
Stay in Venice our Modern Steps from the Lake with Dock!

Holiday Home in Alton

10.0 out of 10, Exceptional, (7)
"Very clean and in a great location."
United States
Mark B.
The price is €333
includes taxes & fees
7 Dec - 8 Dec
Stay in Venice our Modern Steps from the Lake with Dock!
Marina
Siena/Naples 2 units Sleeps 8 with 2 Docks!

Condo in Alton

8.0 out of 10, Very good, (3)
"Excellent property right on the water. Easy walk to downtown. Would book again!"
United States
chris P.
Siena/Naples 2 units Sleeps 8 with 2 Docks!
Property grounds
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Holiday Home in Alton

9.4 out of 10, Exceptional, (25)
"Perfect waterfront stay but did not like being so close to the road."
United States
Lucas T.
The price is €398
includes taxes & fees
7 Dec - 8 Dec
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Exterior
Siena/Venice waterfront private units (2) with 2 Docks!

Condo in Alton

The price is €443
includes taxes & fees
4 Dec - 5 Dec
Siena/Venice waterfront private units (2) with 2 Docks!
Exterior
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Holiday Home in 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 €989
includes taxes & fees
4 Dec - 5 Dec
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
Terrace/patio
New Lakefront Home sleeps 14 with dock.

Holiday Home in Alton

8.6 out of 10, Excellent, (67)
"We had such a nice time! The lake is gorgeous and everything we hoped for."
United States
Kirby L.
The price is €815
includes taxes & fees
26 Dec - 27 Dec
New Lakefront Home sleeps 14 with dock.
Exterior
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (16)
"Very nice spot nice get away would stay there again"
United States
Alan T.
The price is €184
includes taxes & fees
17 Dec - 18 Dec
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Exterior detail
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is €163
includes taxes & fees
17 Dec - 18 Dec
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (5)
"Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids."
United States
Sean P.
The price is €205
includes taxes & fees
17 Dec - 18 Dec
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Terrace/patio
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"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 €163
includes taxes & fees
4 Dec - 5 Dec
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bear Island Hotel Reviews

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

10/10 Excellent
"Staff was courteous and room was very clean."
Sarah 1-night trip
Posted 17 hours ago
TownePlace Suites by Marriott Gilford

Find out more about Bear Island

Bear Island Houseboats information

Number of reviews
1,072
Accommodation
2 Houseboats
Lowest Price
€105
Highest Price
€989

Explore a world of travel with Expedia