Holiday houses in Bear Island

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Top-rated holiday rentals in Bear Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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, 146 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!

Superhost
Home in Meredith
5 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.

Top Guest favourite
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.

Superhost
A wooden dock extends into the clear blue waters of Lake Winnipesaukee, with boats gently bobbing nearby. The tranquil scene is framed by a bright blue sky, dotted with fluffy white clouds, providing a serene backdrop for potential lakeside activities.
Home in Gilford
4.87 out of 5 average rating, 30 reviews

Lakefront, Mtn Views, Hot Tub, Game Room, & More!

This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Gilford, NH! * 9 min drive to Gunstock Mountain Resort * 11 min drive to BankNH Pavilion * 13 min drive to Weirs Beach & Boardwalk • Lake Access & Stunning Mtn Views • Game Room: Arcade Games, Ping Pong & Pool Table & Games • Hot Tub & Fire Pit • Private Dock • Grill • Stocked Kitchen • Dedicated Workspace • Family Friendly • Kayaks & Paddleboards • Indoor Fireplace • 3 cars MAX • No pets allowed

Guest favourite
A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.
Cabin in Tamworth
4.9 out of 5 average rating, 588 reviews

Secluded Mountain View Cabin • Private Sauna

A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

Top Guest favourite
Tiny home in Goshen
5 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

Top Guest favourite
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 out of 5 average rating, 40 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.

Top Guest favourite
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.

Guest favourite
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.

Top Guest favourite
Dome in Sutton
4.96 out of 5 average rating, 171 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.

Guest favourite
Home in Tamworth
4.97 out of 5 average rating, 33 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.

Top Guest favourite
Guest suite in Meredith
4.94 out of 5 average rating, 592 reviews

Serene Garden Private entrance, room, bath & patio

Beautiful guest suite with private entrance and patio overlooking peaceful garden views. One queen bed, bathroom with walk in shower. Small Refrigerator/freezer with, Keurig coffee maker and a variety of coffees available. 2 GUESTS ONLY - No Air Mattresses 14.5 miles to Gunstock Resort, 1.2 miles to bay, shopping, restaurants, movie theater, & grocery. 5 min. (1.8 miles) to Church Landing, 18 min (9.6 miles) to Bank of NH Pavilion.

Popular amenities for Bear Island holiday rentals