Vacation rentals in Bear Island

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Top-rated vacation rentals in Bear Island

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

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Top guest favorite
Tiny home in Wentworth
4.99 out of 5 average rating, 196 reviews

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

Top guest favorite
Tiny home in Dorchester
4.97 out of 5 average rating, 206 reviews

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

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, 137 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!

Guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 108 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Top guest favorite
A spacious room showcases a unique sleeping area with adult bunk beds and a king-size bed on the opposite side. Decorative sliding doors feature a mountain design, while wooden flooring complements the light-colored walls and ceiling.
Barn in Laconia
4.99 out of 5 average rating, 110 reviews

Weirs Barn

This ain't your mama's barn loft apartment! We have spent years building one of the best places to stay in the Weirs. We aren't on the lake but we are near everything you want to do. Walking distance to bars, restaurants and Funspot! The Experience hits you the second you open your own private door. Floating barnwood king size bed, Adult Bunk Beds, Custom Full Murphy Bed, A bathroom staight out of HGTV, 81" TV, Custom Mini Kitchen, Laundry Room, Eat in Area Coffee/Tea Bar too much to list

Top guest favorite
A cozy living space is featured, showcasing two reclining chairs and a wooden coffee table. The room is complemented by a decorative area rug and a wall-mounted TV. A dining table with chairs is visible in the background, along with a kitchen area and a stove.
Cabin in Campton
4.99 out of 5 average rating, 165 reviews

Stickney Hill Cottage

Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

Top guest favorite
Cabin in Alexandria
4.98 out of 5 average rating, 199 reviews

Handcrafted A Frame near Newfound Lake and Hiking

Relax and recharge at Millmoon A-Frame Cabin just 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.

Top guest favorite
A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.
Cottage in Middleton
4.96 out of 5 average rating, 222 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Top guest favorite
Home in Acton
4.95 out of 5 average rating, 361 reviews

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Top guest favorite
A queen bed is centered against a warm brown wall, adorned with two modern pendant lamps above. Each side of the bed features a small, round nightstand. Natural light filters through the double windows, which are dressed with dark curtains, enhancing the room's cozy ambiance.
Guest suite in Meredith
4.91 out of 5 average rating, 337 reviews

Downtown! Studio w 3/4 Bathroom. Private Entrance!

This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

Guest favorite
Chalet in Gilford
4.83 out of 5 average rating, 339 reviews

A-Frame in Gilford

Our cozy A-Frame home is just minutes from Gunstock Mountain Resort and the Gilford town beach at Lake Winnipesaukee. Three bedrooms can accommodate up to 6 guests, with 2 queens, and 1 full, and 1.5 bathrooms. Outdoor area includes a hot tub, fire pit, brand new large deck with dining table/seating, and a gas grill. 1 mile from Bank NH Pavillion and 5 miles from Weirs Beach.

Top guest favorite
A charming A-frame cabin is surrounded by lush trees, featuring a spacious front deck. A circular fire pit is placed on gravel, framed by six green outdoor chairs, inviting gatherings under the clear blue sky.
Cabin in Conway
4.99 out of 5 average rating, 186 reviews

Modern A-frame w/ Mountain Views - North Conway

Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!

Popular amenities for Bear Island vacation rentals

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Belknap County
  5. Meredith
  6. Bear Island