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Compare 196 Cottages in Bear Island with updated reviews, rates, and availability.

Cozy, Pet-Friendly Escape Near Lake & Mountains
Miscellaneous

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (23)
"Beautiful home. Great weekend away!! "
The price is ￥39,601
￥86,268 total
includes taxes & fees
Dec 29 - Dec 30
Cozy, Pet-Friendly Escape Near Lake & Mountains
Ossipee Lake Water Front Property
Interior

Ossipee Lake Water Front Property

10.0 out of 10, Exceptional, (25)
"Perfect for kids! And Norman was a great host!"
Ossipee Lake Water Front Property
Lake Wentworth - Wolfeboro, New Hampshire
Lake

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (80)
"Wonderful location, beautiful views across the lake. House was very clean, downstairs shower had two shower heads, no shortage of hot water when all showers were used. We brought two boats and 8 people show up (one couple and 6 singles). Everything was very comfortable, Wi-Fi worked great, nice apple orchard down the road that also sells fire wood ($60 for pickup load). We parked two trucks with trailers and 5 other cars across the street and in the driveway. It’s a dead end road with...
Lake Wentworth - Wolfeboro, New Hampshire
Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock
Smart TV, DVD player

Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock

9.8 out of 10, Exceptional, (34)
"Location of cabin was great. Screened in porch was a big plus. Cabin was very clean and well stocked. We all enjoyed our stay very much."
Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock
Lakefront Winnisquam Cottage with dock & boat ramp
Smart TV, DVD player, books, video library

Lakefront Winnisquam Cottage with dock & boat ramp

10.0 out of 10, Exceptional, (33)
"Karen and John were amazing hosts! The house was just perfect for our little family and small dog. We were greeted with fun activity books, sidewalk chalk and bubbles for my daughter… a bottle of wine, fire wood, fixings for s’mores and even a new toy for my dog! They were attentive, available when we needed them and so very kind to me and my family. The kayaks and water toys kept my daughter entertained for hours. We were able to bring our boat and had our own dock space for the entire time...
Lakefront Winnisquam Cottage with dock & boat ramp
Studio Cottage Getaway Blossoms Cottage #5
Private kitchen

Studio Cottage Getaway Blossoms Cottage #5

9.8 out of 10, Exceptional, (11)
"Tryly a nostalgic gem of a cabin; hard to find these days. Wood floors, cedar walls--- that distinctive scent when you walk in. Has a cute front porch with rocking chairs too. Beds were very comfortable. Host had a few snacks as a welcome gift."
Studio Cottage Getaway Blossoms Cottage #5
Center Ossipee Pet-Friendly Cottage w/ Dock!
On the beach

Center Ossipee Pet-Friendly Cottage w/ Dock!

9.4 out of 10, Exceptional, (10)
"We had an amazing stay at this property for the week. We are a family of 4 plus a small dog. 2 bedrooms were perfect for the kids upstairs and my husband and I stayed in the downstairs bedroom. Perfect for a small family! We were within an hour to so much and our stay was just perfect. We rented kayaks from Ski Works who were also great. Great trip and we would absolutely rent again! Carol & Gene are great!"
Center Ossipee Pet-Friendly Cottage w/ Dock!
Dog-friendly lakefront cottage - private dock, fireplace, canoe, kayaks & views
Exterior

Dog-friendly lakefront cottage - private dock, fireplace, canoe, kayaks & views

9.0 out of 10, Wonderful, (2)
Dog-friendly lakefront cottage - private dock, fireplace, canoe, kayaks & views
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Property grounds

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

10.0 out of 10, Exceptional, (1)
The price is ￥25,571
￥31,377 total
includes taxes & fees
Dec 4 - Dec 5
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby
View from property

Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

9.4 out of 10, Exceptional, (3)
"The property is beautiful and beyond our expectations. The owner has everything you might need. Plenty of towels. Clean linens. The view was outstanding! The neighbor was awesome and helped us out tremendously. The check in was horrible with Vacasa. Not the property owners fault. After driving 14 hours and arriving late in the evening (7:00 pm) the keys were not in the lockbox. Then after contacting Vacasa, we did not receive keys to the property until after 9:00. Once we received the keys...
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby
Cozy Cottage on Lake Winni
Beach

Cozy Cottage on Lake Winni

9.2 out of 10, Wonderful, (33)
"This cabin was close to most attractions in the area. The cabin was clean and was perfect for our stay!"
Cozy Cottage on Lake Winni
Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly
Beach nearby

Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly

8.8 out of 10, Excellent, (27)
"The cottage looks as pictured. The two main bedrooms are upstairs and the one bathroom is downstairs which is a bit tricky to find in the middle of the night. Neighborhood is exceptionally quiet and dark at night. Not sure where the beach and boat ramp are. Fireplace heater is lovely. BYO coffee -- no pods provided for even the first day."
Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly
Cozy Cottage 2 Bedroom With Amazing View <br>
Interior

Cozy Cottage 2 Bedroom With Amazing View <br>

10.0 out of 10, Exceptional, (24)
"The Cozy Cottage nestled in the heart of Alton Bay, NH was just what my family of four needed for an extended holiday weekend getaway. My favorite keepsake from staying at Rich’s Cozy Cottage was most definitely the spectacular view and the live music heard from across the Bay while I relaxed on the comfy blue chairs in the large breezeway! We even brought our pugs and our 22 ft boat. Next time I hope to be able to reserve a dock, but the ramp is literally a five minute walk away."
Cozy Cottage 2 Bedroom With Amazing View <br>
White Mountain Cozy Cottage with Touch of Modern
Miscellaneous

White Mountain Cozy Cottage with Touch of Modern

9.6 out of 10, Exceptional, (35)
"This cottage was in a very convenient location for hiking the NH peaks. I stayed for two weeks, and felt very homey in the cabin."
The price is ￥25,840
￥47,446 total
includes taxes & fees
Dec 1 - Dec 2
White Mountain Cozy Cottage with Touch of Modern
Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!
Beach nearby

Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!

7.8 out of 10, Good, (10)
"Location perfect. Nice to have private beach. 2nd bedroom is really a closet looks bigger in photos. Otherwise great "
Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!
Dog-friendly lakefront cottage with private beach and dock, lake views, and W/D
Miscellaneous

Dog-friendly lakefront cottage with private beach and dock, lake views, and W/D

8.0 out of 10, Very Good, (23)
"We really enjoyed spending time down on the dock, watching the sunset. Dock is very close to house. Loved the open feel of the living/kitchen area with the cathedral ceiling. Quiet cul-de-sac. House has mechanical room near bedrooms and after an evening of laundry, the water heater and softener were noisy during the night. Also, the WiFi was out the whole time we were there, we had to go to Dunkin Donuts in Meredith to use their WiFi. VRBO said they would issue an amenities credit, but we...
Dog-friendly lakefront cottage with private beach and dock, lake views, and W/D
Studio Cottage by the Lake
Beach nearby

Studio Cottage by the Lake

9.4 out of 10, Exceptional, (41)
"Excellent place for a couple of nights. Small, but efficient. Don't forget your towels and bedsheets! And it's not a place that you can heat easily."
Studio Cottage by the Lake
Beautiful cottage in the Lakes Region on Hermit Lake
Property grounds

Beautiful cottage in the Lakes Region on Hermit Lake

10.0 out of 10, Exceptional, (13)
"My daughter and I fell in love with this beautiful place! The cottage has everything we needed to feel at home. Extremely comfortable beds and bedding. Everything we needed to make all of our meals. Our favorite thing were the views of Hermit Lake. Absolutely breathtaking! We hope to continue to come back! Thank you Albert, for sharing your beautiful place with us!"
Beautiful cottage in the Lakes Region on Hermit Lake
Walk to Marina: Cute Gilford Cottage w/ Grill
Fridge, microwave, stovetop, coffee/tea maker

Walk to Marina: Cute Gilford Cottage w/ Grill

9.8 out of 10, Exceptional, (16)
"Older but updated 1 bedroom cottage. Owners extremely helpful."
Walk to Marina: Cute Gilford Cottage w/ Grill
Rustic cottage in private location - Pet friendly!
View from property

Rustic cottage in private location - Pet friendly!

9.8 out of 10, Exceptional, (97)
"The cottage was as described and shown in the listing. On our first day we had issues with heat (both hot water and heating) but John was more than accommodating and had us shifted to another cottage immediately and he in fact bought us lunch for the inconvenience (thank you John!). Our second day of stay was perfect without issues. They have a private beach with boats which you can use. I would recommend booking with them directly."
Rustic cottage in private location - Pet friendly!
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

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, (157)
"The location is exceptional. The pool area, steam room, sauna, and total recreation area were amazing. The pool temperature (air and water) was good for this time of year. The consistent 4 foot pool depth made it great for a community water volley ball game. (*We are all over 65) Having 5 "king bedrooms with three bathrooms in three different areas of the house allowed the entire adult group comfort and privacy. We also made use of the 2 bathrooms near the pool. The extra large living...
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Deck For Entertaining: Belmont Group Getaway
Fridge, microwave, stovetop, dishwasher

Deck For Entertaining: Belmont Group Getaway

9.0 out of 10, Wonderful, (65)
"This house was such a find. It sleeps so many adults comfortably. There is so much space and comfortable couches. The kitchen is well stocked with pans and platters, etc. Check in and check out were really easy. It was the best house we could have asked for."
Deck For Entertaining: Belmont Group Getaway
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Interior

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

8.8 out of 10, Excellent, (19)
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
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.