Holiday rentals 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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Top guest favourite
An A-frame cabin is showcased among towering trees, featuring a dark exterior with a distinctive green door. String lights adorn the entrance, creating a welcoming ambiance. Decorative elements include a sunflowers-themed chair, a seasonal wreath, and scattered pumpkins, enhancing the cabin's charm.
Tiny home in Wentworth
4.99 out of 5 average rating, 209 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!

Superhost
A charming A-frame retreat is surrounded by trees, showcasing a wooden exterior. Large windows offer views of nature, while a small deck features a dining table and grill. Gravel lines the ground, enhancing the rustic appeal of the space.
Cabin in Danbury
4.95 out of 5 average rating, 141 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!

Top guest favourite
A private hot tub is illuminated with soft blue lighting, surrounded by natural rock formations and trees. Warm string lights hang above, creating a serene atmosphere in the forest setting.
Earthen home in Sanford
4.91 out of 5 average rating, 120 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.

Guest favourite
A stone pathway leads to a charming A-frame home nestled among lush greenery. Flanking the path, flowering shrubs provide a natural canopy. The front steps are bordered by manicured landscaping, creating an inviting entrance to the residence.
Cabin in Thornton
4.93 out of 5 average rating, 117 reviews

Secluded Cabin•Screened Porch•Near Loon

Unwind in a quiet A-frame tucked into the woods, with a screened porch perfect for slow mornings and relaxing evenings. A comfortable, easy base for exploring the White Mountains. Quiet woodland retreat with screened porch and outdoor space near Loon. Relax on the deck surrounded by trees. Dine outside, grill, and enjoy the spacious yard—dogs welcome. Fully equipped kitchen, fast Wi-Fi, and easy access to hiking. 20 minutes to Plymouth, Lincoln & Waterville Valley. Plenty of onsite parking.

Guest favourite
A custom log home is set against a wooded backdrop, featuring a wrap-around deck with multiple levels. The natural stone driveway leads to the entrance, accented by flowering trees and lush greenery. The upper balcony creates an inviting outdoor space for relaxation.
Cottage in Meredith
4.86 out of 5 average rating, 208 reviews

Log Home Meredith NH Pet Friendly Custom Fire-Pit

Log home getaway in Meredith NH, near Lake Winnipesaukee! 4-night minimum in July & August 3-night minimum on holiday weekends 2-night minimum in the off-season Enjoy a peaceful stay in our cozy custom log home —just down the road from Lake Winnipesaukee! Our home offers a wraparound deck, outdoor fire pit, and is pet-friendly for up to two dogs. Only 3 miles to downtown Meredith, close to beaches, hiking, restaurants, spas, and breweries. Perfect for a relaxing escape with family and friends.

Guest favourite
A log cabin with a metal roof is surrounded by lush greenery and wildflowers. A small patio with a table and chairs is visible beside the cabin, while a wooden sauna structure stands nearby, blending harmoniously with the natural environment.
Cabin in Tamworth
4.9 out of 5 average rating, 573 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
Guest suite in Center Harbor
4.98 out of 5 average rating, 281 reviews

Lovely Private Apartment Two Bedrooms

Private entrance & space. French doors large windows bright and airy. Lg living rm. Bed Rm w/queen. bed rm W/ king (two twins made up as king)all the time. Small kitchen w/micro coffee maker & fridge. NO STOVE only a single NuWave burner. Come & go as you please. This apartment is the lower level of our entire home. Very private and separate space. Enjoy 25 Acres of wooded land. Only 2 miles to town. Age 21 or older to book. We do not take children under 12 No parties NoPets No smoking.

Top guest favourite
A log cabin is nestled among snow-covered trees, showcasing warm light spilling from its windows. A festive wreath adorns the front door, complementing the rustic charm of the cabin's wooden exterior and the surrounding winter landscape.
Cabin in Conway
4.96 out of 5 average rating, 194 reviews

The Conscious Cabin | Getaways + Retreats

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Top guest favourite
The A-frame cabin is nestled among lush green trees, showcasing its wooden exterior and sloped metal roof. A cozy fire pit area with two green chairs is visible in front, complemented by decorative pumpkins and a stone walkway that leads to the entrance.
Cabin in Alexandria
4.98 out of 5 average rating, 213 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.

Guest favourite
The cozy A-frame cabin is illuminated at night, highlighting its wooden exterior and distinctive triangular windows. A welcoming porch features outdoor seating and an umbrella, complemented by an American flag. Steps lead to the entrance, surrounded by trees and gravel landscaping.
Cabin in Warren
4.93 out of 5 average rating, 144 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).

Top guest favourite
A modern cabin structure is surrounded by trees, featuring large glass walls that reflect the evening sky. Warm lights illuminate the deck, highlighting the inviting outdoor space with comfortable seating. A cozy ambiance is created by the gentle glow against the natural surroundings.
Home in South Berwick
5 out of 5 average rating, 134 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Guest favourite
The exterior of the rustic chalet is framed by towering pine trees, with a stone chimney rising against a vibrant sunset sky. The warm glow of dusk highlights the textured siding and green roof, creating a serene and inviting setting.
Chalet in Gilford
4.92 out of 5 average rating, 351 reviews

Amazing Lake & Mountain views Gunstock Ski Chalet

Rustic Mountaintop Chalet nestled among the pine trees. Beautiful views of Gunstock Mountain Ski Area and of Lake Winnipesaukee from the large deck. Just minutes to the ski slopes in the Winter or to the lake in the Summer. A glass front wood stove for chilly nights, and an outdoor fire pit for roasting marshmallows. Board games, a foosball table, and an air hockey table for family fun. Quiet & peaceful!

Popular amenities for Bear Island holiday rentals

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