
Holiday rentals in Bear Island
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Top-rated holiday rentals in Bear Island
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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!

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.

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!

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.

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.

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.

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.

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.

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.

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.

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.

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
Other great holiday rentals in Bear Island

Camp Looney: Lake Access & Pet Friendly

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

New Modern A-Frame | Hot Tub | Sauna & Cold Plunge

Peaceful Lakefront Retreat

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Quiet Lake Retreat | Short Walk to Beach|Fireplace

3 Bedroom/2 Bath/ Private Deck & Patio Lake Access

Sandy Beach on Lake Winnipesaukee | Little Bear
Destinations to explore
- New York City Holiday rentals
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- York County Holiday rentals
- Cambridge Holiday rentals
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Footbridge Beach
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Snhu Arena
- Omni Mount Washington Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Pleasant Mountain Ski Area





