Holiday Rentals in 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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Bear Island

Lake Winnipesaukee Island Retreat Sandy Beach

Lake Winnipesaukee Island Retreat Sandy Beach

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (127)
"Excellent place to stay at a fair price. Full apartment with sitting area, kitchen and loft. Will stay again for sure."
Cold Spring Plymouth Resort

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (8)
"Great place, quiet and immaculate~!"
The price is €213
includes taxes & fees
17 Aug - 18 Aug
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (19)
"The place was quaint, modern and lovely. The views were fabulous! "
The price is €367
includes taxes & fees
20 Jul - 21 Jul
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (174)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
The price is €2,654
includes taxes & fees
18 Jul - 19 Jul
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is €276
includes taxes & fees
27 Jul - 28 Jul
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Luxurious Cabin in the Woods

10.0 out of 10, Exceptional, (2)
"Very nice clean quiet and private real cozy"
The price is €211
includes taxes & fees
4 Aug - 5 Aug
Luxurious Cabin in the Woods

Gorgeous Waterfront Condo with Lake Access & Views

9.8 out of 10, Exceptional, (28)
"This was a great family vacation (with young kids). The location was perfect! The house had everything you need and the communication was excellent. We would love to come back and explore the area again!"
Gorgeous Waterfront Condo with Lake Access & Views

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (9)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (47)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is €288
includes taxes & fees
21 Jul - 22 Jul
The Gnome Home Cottage located near white mountain NH

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni

9.6 out of 10, Exceptional, (138)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni

A cozy, relaxing, private cabin overlooking Sawyer Lake WIFI, TV, AC, Heat

9.6 out of 10, Exceptional, (42)
"Clean, close to the water with a great deck "
A cozy, relaxing, private cabin overlooking Sawyer Lake WIFI, TV, AC, Heat

LAKE FRONT!! SKI ALL WINTER!!!

9.0 out of 10, Wonderful, (108)
"Great location, it was all we needed for our stay. The little private beach area at the lake was awesome and the water was beautiful! The layout of the house was great and felt very comfortable for 4 people. And the fans were appreciated! I would stay here again for sure."
LAKE FRONT!! SKI ALL WINTER!!!

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (64)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
The price is €601
includes taxes & fees
20 Jul - 21 Jul
New Lakefront Home sleeps 14 with dock.

Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck

10.0 out of 10, Exceptional, (8)
"Perfect location for us, simple and easy."
Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

9.8 out of 10, Exceptional, (9)
"Had a fun weekend with friends and Family. The house had everything that we need. The views are amazing. Thank you Joshua for hosting us. "
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

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

9.0 out of 10, Wonderful, (14)
"It is a very peaceful setting. "
The price is €252
includes taxes & fees
27 Jul - 28 Jul
Cozy hotel-style suite right on the water, shared patio, free WiFi

Lakefront home with views, water access for boating & swimming

8.6 out of 10, Excellent, (40)
"We booked a weekend getaway and our stay was very pleasant. It was an older cottage and some updating is needed but it had a very cozy feel. The fire pit and listening to the choppy water was very relaxing. The highlight of the trip was the views. Omg was it so breathtaking. Would definitely book again. "
Lakefront home with views, water access for boating & swimming

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (8)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is €293
includes taxes & fees
30 Jul - 31 Jul
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
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