Holiday houses 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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Superhost
Home in Meredith
5.0 out of 5 average rating, 4 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.

Top Guest favourite
Home in Tuftonboro
5.0 out of 5 average rating, 44 reviews

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

The ZEN A-Frame is a sanctuary nestled on a peaceful babbling brook that flows into Lake Winnipesaukee. It provides an experience of tranquility and thoughtful luxury. Every detail is designed to help you unwind, slow down, and reconnect with nature, loved ones , and with yourself. Located in the heart of the Lake's region, it’s a prime base for four-season adventure. Explore nearby hiking and biking trails, or enjoy swimming, boating, and skiing, making the most of the area's natural splendor

Guest favourite
A family lake house is positioned over the water, surrounded by lush trees. The two-story structure features multiple decks, providing space for outdoor activities. Colorful kayaks and paddleboards are visible along the dock, reflecting a peaceful lakeside ambiance under a partly cloudy sky.
Cottage in Alton
4.94 out of 5 average rating, 87 reviews

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

Top Guest favourite
A serene view of Mirror Lake presents a tranquil morning scene, where mist rises gently from the water's surface. Two chairs are positioned in the foreground, inviting relaxation. Soft sunlight glimmers on the lake, enhancing the peaceful ambiance of the natural surroundings.
Home in Tuftonboro
4.98 out of 5 average rating, 48 reviews

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.

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
4.96 out of 5 average rating, 116 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.

Top Guest favourite
An expansive barn-style living room features high wooden ceilings and natural light from skylights. A large sectional sofa is positioned on a patterned area rug, alongside additional seating. A ping pong table is visible in the background, creating a welcoming space for gatherings and activities.
Home in Meredith
4.97 out of 5 average rating, 60 reviews

Downtown Meredith Farmhouse

Charming farmhouse located in the heart of downtown Meredith! This spacious home is perfect for families and large groups. Enjoy the convenience of being within walking distance to all the shops and restaurants Meredith has to offer. Steps from Lake Winnipesaukee & Meredith boat launch for anyone looking to swim, boat, jet ski. Proximity to Gunstock Mountain & snowmobile trails in the winter. The perfect home base for your Winnipesaukee experience. Book your stay today!

Top Guest favourite
A modern house with a sloped roof is surrounded by greenery. A spacious backyard features several teal chairs arranged around a fire pit, inviting relaxation. A white picket fence encloses the area, while a two-car garage is visible in the back.
Home in Meredith
4.97 out of 5 average rating, 65 reviews

Lovely home, across from lake, walk to Meredith

Hilltop Lakeview Retreat is a quiet and private modern oasis! Across the street from Lake Waukewan and a short walk to Main St in Meredith, NH, this 4 bedroom 3.5 bath home sleeps 12! Well behaved dogs are allowed with a pet fee. A 3 minute drive gets you to the Meredith town docks and Hesky Park. Stroll through the local shops and visit the restaurants for a culinary delight. Take in the Meredith Sculpture Art Walk, or Weirs Beach is only a 10 min drive.

Top Guest favourite
An outdoor dining area features a rectangular table surrounded by six chairs, set against the backdrop of a serene waterfront. The golden sunset casts warm hues over the lake, while red umbrellas provide shade. The cozy cottage is positioned at the water's edge, surrounded by lush greenery.
Home in Laconia
4.99 out of 5 average rating, 97 reviews

Winnipesaukee Lakefront Luxury unit #4 w Hot tub

This 2Bed/2Bath waterfront luxury cottage w stunning sunset views is part of a yr around resort located at the Paugus bay of Lake Winnipesaukee. This Unit is right at lakefront. It sleeps up to 6. It offers full kitchen, quartz, steel appliances, washer/dryer, BBQ grill, Kayaks, private hot tub all season, Boat Slip fee- $200, Pet Fee -$100 (Max 2 pets), 2 Cars Tandem Parking, No Trailer! Near to Gunstock Ski Resort, Weirs Beach, NH Bank Pavilion

Superhost
Home in Laconia
5.0 out of 5 average rating, 5 reviews

Hillcroft Landing | Winnie Waterfront | 5 Bed 4ba

Wake up to the water at this private lakefront home on Lake Winnipesaukee in Laconia. Your own dock, a small sandy beach, a screened porch with a swing bed, and a deck with a grill. Five bedrooms and six beds for ten guests across three rustic levels. Pellet stove, a full island kitchen, and a coffee bar. Minutes to Weirs Beach, Gunstock, and Meredith. Summer swims, fall foliage, winter ski weekends. Your Lakes Region home base is waiting.

Top Guest favourite
The modern cottage is framed by tall trees and greenery, with a gravel pathway leading to the entrance. A vehicle is parked in front, and a flag drapes from a post, enhancing the inviting outdoor scenery.
Home in Meredith
5.0 out of 5 average rating, 53 reviews

The Quaint Escape - Built in 2024 - Lake Access

The Quaint Escape is a newly built 2024 custom home set in one of New Hampshire’s most sought-after locations. Designed as our modern take on a cozy cottage, it blends clean, simple elegance with thoughtful details to comfortably host 4–6 guests seeking a more elevated getaway. One of its standout features is private dock access directly on Lake Winnipesaukee. Follow us on IG @thequaintescape to watch a full video tour of the home.

Superhost
The log home is surrounded by lush greenery and large boulders, featuring a striking A-frame design with expansive glass windows. A spacious deck wraps around the structure, providing a sense of harmony with the natural landscape and ample outdoor space.
Home in Meredith
4.87 out of 5 average rating, 91 reviews

"The Cove" Waterfront Home on Lake Winnipesaukee

Escape to your private Lake Winnipesaukee log home waterfront oasis! Open concept floor plan with lovely kitchen, breath taking living room with floor to ceiling windows. Four sets of sliders out to an expansive deck overlooking almost 200 feet of private waterfront! Private Dock with enough room to tie up a boat and/or jet ski for your stay! Kayaks provided for your use! Home is on a peaceful cove in Meredith, New Hampshire.

Guest favourite
Cabin in Campton
4.92 out of 5 average rating, 97 reviews

Grapevine Cabin

Beautiful space to relax inside the cabin or outside in the hot tub or by the fire pit after a day of exploring the mountains. Enjoy your stay with everything you need for a getaway in NH. Cabin is fully equipped to cook inside and out. Just so people are aware we are fairly new to hosting and our cabin was ready for guests in the middle of winter. Currently working on a fence for privacy.

Popular amenities for Bear Island holiday rentals