Default HTG hotel image

Little Bear Island Holiday Rentals

  • 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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Little Bear Island holiday rentals

Beach

A great cabin with lake views & access! Now Featuring AC/ Wi-Fi- & TV

A great cabin with lake views & access! Now Featuring AC/ Wi-Fi- & TV
Alton
9.4 out of 10, Exceptional, (13 reviews)
"great location loved the cabin it was just enough"
United States
michelle w.
The price is HK$1,419
HK$2,220 total
includes taxes & fees
23 Jun - 24 Jun
A great cabin with lake views & access! Now Featuring AC/ Wi-Fi- & TV
Exterior

Newly Renovated Cottage on Main Street Alton Bay #5

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
10.0 out of 10, Exceptional, (1 review)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is HK$1,105
HK$2,126 total
includes taxes & fees
23 Jun - 24 Jun
Newly Renovated Cottage on Main Street Alton Bay #5
Pool

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is HK$596
HK$2,137 total
includes taxes & fees
23 Jun - 24 Jun
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Property grounds

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, (18 reviews)
"Nice location on the lake."
United States
Mary L.
The price is HK$1,230
HK$2,652 total
includes taxes & fees
23 Jun - 24 Jun
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is HK$1,066
HK$2,432 total
includes taxes & fees
23 Jun - 24 Jun
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.8 out of 10, Good, (18 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is HK$1,763
HK$2,925 total
includes taxes & fees
23 Jun - 24 Jun
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Terrace/patio

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 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 HK$1,426
HK$1,769 total
includes taxes & fees
23 Jun - 24 Jun
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is HK$1,538
HK$1,907 total
includes taxes & fees
23 Jun - 24 Jun
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Marina

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
Laconia
9.4 out of 10, Exceptional, (3 reviews)
"Great host, clear instructions, great location and great space, view of the lake was awesome"
United States
Dave D.
The price is HK$966
HK$2,068 total
includes taxes & fees
5 Jul - 6 Jul
Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
Living area

Cabin in the Woods

Cabin in the Woods
Franklin
9.6 out of 10, Exceptional, (8 reviews)
"Great cozy cabin! Terrific fire pit and nice wood grain"
United States
Tyler P.
The price is HK$1,317
HK$1,845 total
includes taxes & fees
23 Jun - 24 Jun
Cabin in the Woods
Outdoor dining

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, (18 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is HK$2,420
HK$4,700 total
includes taxes & fees
23 Jun - 24 Jun
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Property grounds

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
8.8 out of 10, Excellent, (17 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is HK$1,066
HK$2,457 total
includes taxes & fees
25 Jun - 26 Jun
Cozy hotel-style suite right on the water, shared patio, free WiFi
Smart TV, fireplace

Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni

Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni
Gilford
10.0 out of 10, Exceptional, (1 review)
"Very clean and well appointed property. Kitchen well stocked and bathrooms very nice to use. Very pleasant to just stay in and enjoy the property. We could have stayed longer. Communication was easy and quick feedback. Owners provided useful information on the area on things to do and places to go. Would definitely stay there again if in that area."
United States
Todd B.
The price is HK$2,234
HK$4,694 total
includes taxes & fees
24 Jun - 25 Jun
Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni
Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (223 reviews)
"nice place to stay while xc ski"
United States
Julia
The price is HK$1,359
HK$1,474 total
includes taxes & fees
6 Jul - 7 Jul
Cold Spring Plymouth Resort
Private kitchen

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.6 out of 10, Exceptional, (4 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 HK$1,340
HK$3,104 total
includes taxes & fees
25 Jun - 26 Jun
Cozy Cottage on a Lake, near Gunstock Mountain
Terrace/patio

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is HK$1,281
HK$1,477 total
includes taxes & fees
23 Jun - 24 Jun
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
Interior

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Laconia
9.6 out of 10, Exceptional, (27 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
The price is HK$1,404
HK$2,943 total
includes taxes & fees
5 Jul - 6 Jul
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
View from property

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is HK$1,293
HK$2,534 total
includes taxes & fees
23 Jun - 24 Jun
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Beach nearby

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property "
United States
Keith B.
The price is HK$1,748
HK$3,937 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
TV

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 HK$1,513
HK$3,552 total
includes taxes & fees
30 Jun - 1 Jul
Newly Renovated Cottage 4 in Alton Bay, NH
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 Little Bear Island Hotel Reviews

The Wolfeboro Inn

The Wolfeboro Inn

8/10 Good
"Resort fee is a rip off. Staff were ok. On site restaurants did not work for us. Lots of options near by."
Andrew 1-night trip
Posted 2 hours ago
The Wolfeboro Inn

Find out more about Little Bear Island

Search for holiday rentals in Little Bear Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Little Bear Island using one of the methods below:

  • View our selection of featured holiday rentals in Little Bear Island
  • Use the map to find apartments and other holiday homes in the Little Bear Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Little Bear Island while they last

Look no further and take a look at our great range of rental properties in Little Bear Island!

Explore a world of travel with Expedia