Vacation rentals in Bear Island

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Top-rated vacation rentals in Bear Island

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Guest favorite
An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.
Cabin in Danbury
4.95 out of 5 average rating, 147 reviews

Cozy A Frame Cabin

Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

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Home in Meredith
5.0 out of 5 average rating, 3 reviews

Oliver Lodge - AFrame

The A-Frame is located on a small island about 20 feet from shore in front of the Main Lodge. It has a dock for a power boat and a floating dock used for sun bathing, canoes and small boats. It features a full kitchen opened to the living / dining area with an electric fireplace, a futon sofa and a 3/4 bath. There is a large covered porch and an upper and lower deck. Upstairs, there are two bedrooms each with access to the upper deck. One bedroom has a queen bed and the other has four twin beds.

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Top guest favorite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 595 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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Guest favorite
Chalet in Gilford
4.92 out of 5 average rating, 356 reviews

Amazing Lake/ Mountain View’s Gunstock Ski Chalet

Rustic mountaintop chalet nestled among pine trees with beautiful views of Gunstock Mountain Ski Area and Lake Winnipesaukee from the deck. Minutes to Gunstock for winter skiing/tubing and summer zip lining/ mountain coaster, and to Lake Winnipesaukee. Cozy glass-front wood stove for chilly nights, outdoor fire pit for marshmallows, a grill for summer cookouts. Includes board games, foosball, and air hockey for family fun. Quiet, peaceful, and surrounded by nature—perfect year-round getaway!

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Top guest favorite
Tiny home in Goshen
5.0 out of 5 average rating, 49 reviews

Modern Chalet by Mt. Sunapee with Spa

Just 4 minutes from Mount Sunapee Resort and Lake Sunapee beach, our newly rebuilt luxury cabin offers a clean, modern escape with high ceilings, a stunning window wall, and a spacious backyard with a hot tub. Unwind in two cozy queen bedrooms, a spa-like bathroom with heated floors, a fully equipped kitchen, and fast Wi-Fi. It’s perfect for romantic getaways or relaxing retreats. This is the second luxurious cabin crafted by us with love & care. Photos by Chris & Pam Daniele / @dirtandglass

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Top guest favorite
A serene view of Mirror Lake presents a tranquil morning scene, where mist rises gently from the water's surface. Two chairs are positioned in the foreground, inviting relaxation. Soft sunlight glimmers on the lake, enhancing the peaceful ambiance of the natural surroundings.
Home in Tuftonboro
5.0 out of 5 average rating, 41 reviews

Peaceful Lakefront Retreat

Rest, relax and recharge at this tranquil waterfront getaway on stunning Mirror Lake. Unplug from the hurry and enjoy this entire lakefront home in the privacy of a quiet street just minutes from downtown Wolfboro. Dining area, living space, kitchen and two bedrooms offer all the comforts you need with stunning lake views. Cozy cabin-like downstairs den has entertainment space, tables and seating for movies and games. Perfect spot for a quiet getaway to connect with friends, family and self.

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Guest favorite
A wooden dock extends into calm waters, offering a view of the lake. The horizon is softly lit by a warm sunset, reflecting on the water's surface. Gentle ripples create a serene atmosphere, framed by distant trees and shoreline.
Home in Laconia
4.93 out of 5 average rating, 92 reviews

Beautiful Lake Winnipesaukee w/ Dock!

Beautiful Home On Lake Winnipesaukee right in the heart of Paugus Bay. Included in your rental, our dock will accommodate a boat up to 30ft & upon request we have availability for one jetski lift! Lake Winnipesaukee Is the largest lake in the state. Enjoy the sunsets, mountain views, waterfront restaurants, live music, sand bars, homemade ice cream, shopping & more. Ski or snowboard at Gunstock Mountain, explore nearby snowmobile routes. Our home offers year round endless adventure.

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Superhost
A cozy screened-in porch features large windows overlooking the lake, allowing natural light to fill the space. A wooden table with chairs sits in the center, complemented by wood-paneled walls and a wooden ceiling. Views of trees and the water create a serene backdrop.
Home in Laconia
4.68 out of 5 average rating, 22 reviews

Waterfront Sunset Winnipesaukee Cottage

The perfect lakefront family retreat. This fully updated waterfront cabin on Lake Winnipesaukee features a water trampoline and private dock, with stunning lake and mountain views from the living room or screened-in porch. 2 community firepits Just a short walk to Weirs Beach restaurants and bars. 5 min to Bank of NH Pavilion, 10 min to Gunstock and Meredith weddings. Washer/dryer included. Boat cannot exceed 24 ft. Day guests and overnight guests strictly prohibited by resort.

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Top guest favorite
Cabin in Alexandria
4.98 out of 5 average rating, 233 reviews

Handcrafted A Frame near Newfound Lake and Hiking

Relax and recharge at Millmoon A-Frame Cabin 2 hours from Boston - Exhale under the stars by the fire pit - Grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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Guest favorite
An A-frame cabin with a wood exterior stands amidst bare trees, featuring a large triangular window at the front. A barrel sauna is positioned nearby on a wooden deck, accompanied by two lounge chairs, all set against the tranquil backdrop of nature.
Cabin in Sanbornton
4.96 out of 5 average rating, 605 reviews

G-Frame Off-Grid Cabin Retreat + Sauna

Located atop a ravine, centered on a 24 acre estate, in rural NH, this spot is a cozy retreat in nature with a few present day necessities. Our Cabin is a unique A-frame/Salt box combo that we call the “G-Frame” (designed and built by us). The interior space is open and airy. There are a few large windows allowing nature to be part of your experience indoors. In the cooler months bring firewood for the woodstove and sauna.Plenty of land for outdoor activities.

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Top guest favorite
Dome in Sutton
4.97 out of 5 average rating, 172 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a small family owned Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, hammock and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 80 minutes from Boston, yet a world away.

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Guest favorite
Home in Tamworth
4.97 out of 5 average rating, 35 reviews

Hot Tub Retreat w/ River Access | 2 King Suites

Private river access, a hot tub under the stars, and two king suites on opposite ends—this is the perfect setup for couples, friends, or a weekend escape. Located in the heart of NH’s lakes and mountains, you’re minutes from hiking, kayaking, skiing, and more—while still having your own peaceful retreat to come back to. 💡 Bonus: Ask about our private riverfront campsites with RV hookups—perfect for larger groups or friends traveling together.

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