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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Featured Chalets in Bear Island

Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 300/night
Beach

Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 300/night

9.8 out of 10, Exceptional, (10)
"Mary Lou was GREAT to work with. She was easy to communicate with and responded very quickly to my questions. Unfortunately, we did not get to stay at her beautiful property due to the airlines internet problems in July. Our flight was canceled and we couldn’t reschedule for the weekend. Mary Lou was very sympathetic and tried to help with VRBO but was unable to. We will reserve her house when we travel to New Hampshire in the future. "
Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 300/night
Amazing Lake & Mountain views Gunstock Ski Chalet.
Property grounds

Amazing Lake & Mountain views Gunstock Ski Chalet.

8.8 out of 10, Excellent, (6)
"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.
Charming 3 story retreat in the shadows of Lake Winnipesaukee
TV, fireplace, books, stereo

Charming 3 story retreat in the shadows of Lake Winnipesaukee

9.6 out of 10, Exceptional, (18)
"3 families enjoyed our stay at the Tree House! The lay out of the house made it very comfortable for our families to have privacy and plenty of space, while still joining together for meals, games, etc. The kitchen was well stocked. My only suggestion would be to upgrade the pans, etc. We skied and went tubing at Gunstock Mountain. We also went to the Ice Castles in North Woodstock. Wonderful Feb. break...we would recommend this house."
Charming 3 story retreat in the shadows of Lake Winnipesaukee
The Goose Hollow Chalet - Waterville Estates
Fridge, microwave, oven, stovetop

The Goose Hollow Chalet - Waterville Estates

9.2 out of 10, Wonderful, (18)
"This is the second time we’ve stayed in Waterville Estates, but the first time in this house. There were six adults in our group (some stayed for different lengths of time) with two young children and a baby. The community and the house were great although I think the house was better suited for a family of two adults with children. The twin mattresses were comfortable for children but not great for adults. "
The Goose Hollow Chalet - Waterville Estates
Peaceful Nest / Nirvana Amidst Trees
Exterior

Peaceful Nest / Nirvana Amidst Trees

9.8 out of 10, Exceptional, (100)
"Booked the camper for the weekend. When it turned out it was going to be cold and rainy vinnie generously offered to let me stay at another place on his property instead! This was the perfect place to get away and enjoy nature!"
Peaceful Nest / Nirvana Amidst Trees
Waterville Estates New, Charming Pine Chalet, sleeps 8 includes 2 passes
Indoor pool, outdoor pool

Waterville Estates New, Charming Pine Chalet, sleeps 8 includes 2 passes

8.0 out of 10, Very good, (1)
"Couldn’t have ask for a better place to spend our ski weekend. Beautiful beautiful home"
Waterville Estates New, Charming Pine Chalet, sleeps 8 includes 2 passes
Best value on Newfound Lake NH 2 day min
On the beach

Best value on Newfound Lake NH 2 day min

9.2 out of 10, Wonderful, (17)
"Stay was fine and accommodated our needs."
Best value on Newfound Lake NH 2 day min
Beach View at Chestnut Cove, Lake Winnipesaukee.
Smart TV, fireplace

Beach View at Chestnut Cove, Lake Winnipesaukee.

8.8 out of 10, Excellent, (12)
"The property and house were beautiful, however, it was advertised as four bedrooms. I assumed that all four bedrooms would be heated, but the one in the basement did not have heat. This would be an amazing summer rental, but the bedroom in the basement could not be utilized and people had to sleep on the couch upstairs where there was heat "
Beach View at Chestnut Cove, Lake Winnipesaukee.
Stunning Mountain Retreat in Campton, Perfect for Skiing and Year-Round Fun by RedAwning
Pool

Stunning Mountain Retreat in Campton, Perfect for Skiing and Year-Round Fun by RedAwning

3.0 star property
9.0 out of 10, Wonderful, (13)
"This is such a great home and it has the most spectacular views you can imagine! A massive stone fireplace is the main attraction of the family room, floor to ceiling windows looking out over the mountains are the star though. The 3 en-suite bedrooms were a big hit, plus an addition double bunk room. Plenty of space for 2 families and plenty of parking. We'll be back!"
Stunning Mountain Retreat in Campton, Perfect for Skiing and Year-Round Fun by RedAwning
Very spacious newly renovated family owned home. Great summer and winter fun.
Outdoor dining

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

10.0 out of 10, Exceptional, (1)
"It was very nice and comfortable. I’ve met our needs perfectly."
Very spacious newly renovated family owned home. Great summer and winter fun.
Stunning Mountain Retreat in Campton, Perfect for Skiing and Year-Round Fun by RedAwning
Chalet, 4 Bedrooms | Pool

Stunning Mountain Retreat in Campton, Perfect for Skiing and Year-Round Fun by RedAwning

3.0 star property
9.0 out of 10, Wonderful, (2)
" the house was great and the views were wonderfull but there were no info from redawning internet was good but we were not given a pass word to sign on with tv worked great no face towels or washcloths clean towels we piled up on one of the bunks right out of the dryer"
Stunning Mountain Retreat in Campton, Perfect for Skiing and Year-Round Fun by RedAwning
Winni Chalet w/ lake, beach, & boat launch access
Outdoor dining

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

9.4 out of 10, Exceptional, (13)
"Family vacation before dropping teenagers off at camp. Enjoyed hanging out at the lake!"
Winni Chalet w/ lake, beach, & boat launch access
Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC
TV, DVD player, books

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

4.0 out of 10, (1)
"Where to begin... The property is as far north in Moultonborough as you can get. It's approximately 12 minutes north of the center of town. The property was not clean, may not have been even broom swept! There was toothpaste on the backsplash of the downstairs sink, the stove had never been cleaned, cobwebs and spiders in various places, stained pillowcases, dishes were left in the dishwasher, the toilet bowls did not appear cleaned either. The A/C was terrible. Loud noisy floor units that could...
Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC
Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region
Outdoor dining

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

10.0 out of 10, Exceptional, (43)
"We had a quick overnight stay at this new and very pretty suite. Everything was spotless and the owners were very accommodating. We hope to be back soon!"
Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region
Mountain Cabin with long range views, privacy, and more.
Aerial view

Mountain Cabin with long range views, privacy, and more.

10.0 out of 10, Exceptional, (5)
"This ski house has everything you'd need. It's in a wonderful location (Waterville Estates). The bedrooms and bathrooms are all on the same floor and kitchen living space is open, feels spacious. Convenient location to the ski areas. Owner has excellent communication and the check in / out process was a breeze."
Mountain Cabin with long range views, privacy, and more.
Suissevale Chalet sleeps 8 just a short walk to the beach
Microwave, oven, dishwasher, coffee/tea maker

Suissevale Chalet sleeps 8 just a short walk to the beach

5.0 out of 10, (2)
Suissevale Chalet sleeps 8 just a short walk to the beach
Cozy & Modern A-Frame in the woods w/HOT TUB
Terrace/patio

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

Cozy & Modern A-Frame in the woods w/HOT TUB
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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Other property types in Bear Island

Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (107)
"The house was so big and easily fit my family of 7! The pool was really fun for the kids. "
The price is AU$244
includes taxes & fees
27 Feb - 28 Feb
Cold Spring Plymouth Resort
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Exterior

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (211)
"The house was high up a winding mountain road and truly had spectacular views of the mountains. It had everything we needed for cooking for a large group. The owner provided excellent information before and during our trip. We were there during a snowstorm and the road was plowed quickly but definitely recommend a car with good traction as it was a little nerve-wracking driving on snowy roads. Few things to know:The house is quirky and still in the 1970s. Dated but clean. Has a great large...
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool

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

10.0 out of 10, Exceptional, (166)
"Out 9th year and still a great stay. Owners, house, entire property, all top notch. Cant wait for year 10. "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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.