Search Chalets in Little Bear Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Chalets in Little Bear Island

Amazing Lake & Mountain views Gunstock Ski Chalet.
Enjoy breathtaking mountain vistas from your balcony.

Amazing Lake & Mountain views Gunstock Ski Chalet.

9.0 out of 10, Wonderful, (8)
"Beautiful views of mtns and lake. Great "cabin in the woods" feel. Would love to come back in the fall! Thank you Jon"
Amazing Lake & Mountain views Gunstock Ski Chalet.
Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region
Enjoy a serene view of the surrounding shoreline from this deck, complete with a table and chairs under a shaded area.

Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region

10.0 out of 10, Exceptional, (44)
"Had a wonderful vacation in Gilford. Beautiful views and lots of things to do in the area. Would definitely stay at this home again !"
The price is AU$1,122
includes taxes & fees
4 Aug - 5 Aug
Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region
Winni Chalet w/ lake, beach, & boat launch access
Compact kitchen with refrigerator, stove, and sink, plus dining table and chairs for meal preparation and dining.

Winni Chalet w/ lake, beach, & boat launch access

9.6 out of 10, Exceptional, (14)
"We throughly enjoyed our stay here. Property was exactly as described and very clean. The owner was very helpful and responsive to inquiries. As a summer rental home owner myself, I did not find any faults. Would definitely recommend!"
Winni Chalet w/ lake, beach, & boat launch access
Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 425 a night.
Relax by the serene lake with picnic tables and benches on the sandy shore, surrounded by a dense forest.

Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 425 a night.

10.0 out of 10, Exceptional, (11)
"Home-y cottage feel, close to the beach. Great fire pit and hammock. Loved the outside deck and grill! Will stay again! Thank you! "
Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 425 a night.
Cozy 3-bedroom chalet in charming Gilford with Hot Tub!
Kitchen features an oven, microwave, sink, and window with a view.

Cozy 3-bedroom chalet in charming Gilford with Hot Tub!

10.0 out of 10, Exceptional, (2)
"Everything was great, the house and location is amazing. Made me want to stay longer, Thank you"
Cozy 3-bedroom chalet in charming Gilford with Hot Tub!
Beach View at Chestnut Cove, Lake Winnipesaukee.
Relax in this inviting living area with a high ceiling, featuring a large glass door leading to a deck, a comfortable sofa, and a dining table.

Beach View at Chestnut Cove, Lake Winnipesaukee.

8.8 out of 10, Excellent, (15)
"Good place to stay would rent again."
Beach View at Chestnut Cove, Lake Winnipesaukee.
Charming 3 story retreat in the shadows of Lake Winnipesaukee
Cozy cabin with a seating area, stone fireplace, and large windows.

Charming 3 story retreat in the shadows of Lake Winnipesaukee

9.6 out of 10, Exceptional, (20)
"Great property for two families with children vacationing together! Ample private space for the adults and our kids had a wonderful time sharing the upstairs rooms."
Charming 3 story retreat in the shadows of Lake Winnipesaukee
Welcoming 3-bedroom 1.5 bath chalet with WiFi in Wolfeboro
Relax by the serene lake with a picnic table and enjoy water activities from the nearby boat.

Welcoming 3-bedroom 1.5 bath chalet with WiFi in Wolfeboro

9.0 out of 10, Wonderful, (2)
"The view is unbeatable. Close to the private beach. We had much fun in the pond.Some of the electric outlet were not working but it didn’t bother us - in fact it was perfect to just disconnect."
Welcoming 3-bedroom 1.5 bath chalet with WiFi in Wolfeboro
Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC
Relax in this inviting living room with a fireplace, sofa, and recliner, and enjoy the view of lush greenery from the window.

Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC

6.0 out of 10, (2)
"Separate living spaces make a very roomy vacation. Lots of stairs amd separate living spaces. We stayed here for a family reunion because it was close. It served its purpose. Thanks!"
Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC
Very spacious newly renovated family owned home. Great summer and winter fun.
Enjoy al fresco dining on the deck, complete with a dining table, chairs, and umbrella.

Very spacious newly renovated family owned home. Great summer and winter fun.

10.0 out of 10, Exceptional, (3)
"We had a family reunion and the house/location was perfect! Great communication with Nichole."
Very spacious newly renovated family owned home. Great summer and winter fun.
White Mountains Chalet
Overlooking a serene garden with a variety of plants and flowers, this cabin offers a peaceful retreat.

White Mountains Chalet

10.0 out of 10, Exceptional, (18)
"Very clean, maintained and stocked,. in a great location. I would highly recommend staying here, we really enjoyed it and it was very close and convenient to three lakes!"
White Mountains Chalet
Cozy & Modern A-Frame in the woods w/HOT TUB
Relax on the spacious patio with a hot tub and wicker sofa set.

Cozy & Modern A-Frame in the woods w/HOT TUB

Cozy & Modern A-Frame in the woods w/HOT TUB
Suissevale Chalet sleeps 8 just a short walk to the beach
Compact kitchen with classic design, featuring wooden cabinets, a gas stove, dishwasher, and refrigerator.

Suissevale Chalet sleeps 8 just a short walk to the beach

5.0 out of 10, (2)
"Rating Details: The property manager was very unhelpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: First vacation in new hampshire in many years..always used vrbo but tried this company...location was great..house was not clean, septic overflowed a few times....mouse urine and droppings in the couch..should have been checked out...
Suissevale Chalet sleeps 8 just a short walk to the beach
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free