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
The A-frame cabin, painted in dark hues, is framed by tall trees, highlighting its triangular shape. A welcoming green door adds contrast, and a small deck with seating invites relaxation. Natural surroundings create a serene atmosphere, with glimpses of the mountains visible in the background.
Tiny home in Wentworth
4.98 out of 5 average rating, 217 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 favourite
Flat in Gilford
4.99 out of 5 average rating, 247 reviews

Steps to Lake Winnipesaukee-boat- hike-bike-relax

Private 1 BR 2nd floor apt with keyless entry. Kitchen, full bath, washer/dryer, cable & Wifi. Pass for Boat/Jetski access to Lake Winnipesaukee 300 feet away. Onsite parking for vehicle and boat/jetski trailer. Quiet street with scenic views perfect for exercising. Minute walk to town dock and dining. Meadowbrook Pavilion 1.8 miles, Gunstock Mtn 6.1 miles. Plenty of local shopping and dining. No parties, no pets, no smoking, no unregistered guest without prior approval. Owners on the premises.

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, 144 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 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, 124 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.

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.

Guest favourite
Cottage in Meredith
4.85 out of 5 average rating, 212 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 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, 580 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.

Guest favourite
The cozy bedroom features warm wooden walls accented by decorative wall art and vintage memorabilia. A spacious bed, layered with a soft blanket and decorative pillows, invites relaxation. Elegant curtains frame the windows, allowing natural light to filter in.
Cabin in Meredith
5 out of 5 average rating, 41 reviews

Lake Access | Prime Location | Designer Cabin

Enjoy a spotless, beautifully decorated stay at Camp Waukewan. This cozy cabin offers AC and a gas fireplace for year-round relaxation. Relax by the firepit with peek-a-boo lake views and stargazing. Direct access to Corridor 8 for snowmobiling. A short walk to a peaceful lake access point—perfect for kayaking, paddleboarding, or floating while enjoying loons and wildlife. Just 5 minutes to Waukewan Beach with boat launch & restrooms. Only 1 mile to Lake Winnipesaukee and Downtown Meredith.

Top guest favourite
A well-maintained lawn leads to a serene lake view, with a flagpole displaying an American flag. A covered boat dock and several trees line the water's edge, while a pet can be seen on the grass, contributing to the tranquil atmosphere.
Cottage in Moultonborough
4.95 out of 5 average rating, 110 reviews

The Lake house

Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

Guest favourite
Cabin in Alexandria
4.98 out of 5 average rating, 106 reviews

Modern Rustic Cabin with Sauna near Lake and Hike

Escape to Black Dog Cabin, less than 2 hours from Boston: - Gather under the stars by the fire pit - Relax or grill on the huge back deck & sauna - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Hike, bike & snowshoe at nearby Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Top guest favourite
Dome in Sutton
4.96 out of 5 average rating, 161 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.

Top guest favourite
The living area features a high, wooden ceiling with large windows that provide natural light and views of the surroundings. A stone fireplace is positioned centrally, flanked by comfortable seating. A dining area and modern kitchen appliances are visible in the background.
Home in Hebron
4.99 out of 5 average rating, 182 reviews

Luxurious Eagle Ridge Log Home at Newfound Lake

This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Popular amenities for Bear Island holiday rentals

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