
Vacation rentals in Bear Island
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Top-rated vacation rentals in Bear Island
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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!

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!

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.

Amazing Lake/ Mountain View’s Gunstock Ski Chalet
Rustic mountaintop chalet nestled among pine trees with beautiful views of Gunstock Mountain Ski Area and Lake Winnipesaukee from the deck. Minutes to Gunstock for winter skiing/tubing and summer zip lining/ mountain coaster, and to Lake Winnipesaukee. Cozy glass-front wood stove for chilly nights, outdoor fire pit for marshmallows, a grill for summer cookouts. Includes board games, foosball, and air hockey for family fun. Quiet, peaceful, and surrounded by nature—perfect year-round getaway!

Great Condo near Gunstock, Lake Access & Concerts
Location and Amenities! We are the closest condo to the concert path on Misty Harbor! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot

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.

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

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at 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.

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.

Waterfront Sunset Winnipesaukee Cottage
The perfect lakefront family retreat. This fully updated waterfront cabin on Lake Winnipesaukee features a water trampoline and private dock, with stunning lake and mountain views from the living room or screened-in porch. 2 community firepits Just a short walk to Weirs Beach restaurants and bars. 5 min to Bank of NH Pavilion, 10 min to Gunstock and Meredith weddings. Washer/dryer included. Boat cannot exceed 24 ft. Day guests and overnight guests strictly prohibited by resort.

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.

Ridge Retreat • Skiing + Hiking • Hot Tub + Sauna
Welcome to Snö Haus—a private chalet perched on a hillside overlooking the forest on 2 secluded acres at the edge of the White Mountain National Forest. Minutes from Loon Mountain, Waterville Valley, the Pemigewasset River, and hundreds of hiking and snowmobiling trails. After your adventures, relax in the private hot tub, unwind in the sauna, and enjoy cozy evenings by the fire. The perfect mountain escape for every season. (NEW LISTING MORE PICTURES TO COME)
Popular amenities for Bear Island vacation rentals
Other great vacation rentals in Bear Island

Winnipesaukee Lakefront Luxury unit #4 w Hot tub

Beautiful Lake Winnipesaukee w/ Dock!

Remnant House Cottage Suite

Winnipesaukee All Season Getaway

Oliver Lodge - AFrame

Lakefront Retreat: Private Lake and Dock Access

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

Gilford Getaway - Concerts/Lake/Mountains
Destinations to explore
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- 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
- Snhu Arena
- Franconia Notch State Park
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Diana's Baths





