Holiday houses in Bear Island

Camp Oscar Waterfront Lake Winnipesaukee

Experience the true meaning of Lake Life at Camp Oscar. This classic Lake Winnipesaukee waterfront retreat in Moultonborough offers the perfect setting for a memorable Lakes Region getaway. Featuring 4 bedrooms, 1.5 baths, warm wood finishes throughout, a private dock, and a walk-out sandy beach, Camp Oscar is ideal for swimming, boating, fishing, and relaxing by the water. Enjoy beautiful lake views, timeless camp charm, and everything you need to create lasting memories with family and friends

Location · Family · Kitchen

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.

Family · Quiet · Hospitality

Eagles Landing with Hot Tub, Boat Slip @ Braun Bay

Eagles Landing is a new high end contemporary lake house located near Braun Bay with vaulted ceilings and a chef’s kitchen with all the amenities you will not find in other properties. We have a large backyard, amazing deck with hot tub, gas grill, wood pellet smoker, indoor fire place, outdoor fireplace, Roku TV in bedrooms, WiFi indoor and outdoor, 10 Adirondack chairs, floats and kayaks. Lake Winni is only 200’ with direct access and includes a 40’ boat dock that holds 2 boats up to 28’.

Family · Location · Access

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

This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Gilford, NH! * 9 min drive to Gunstock Mountain Resort * 11 min drive to BankNH Pavilion * 13 min drive to Weirs Beach & Boardwalk • Lake Access & Stunning Mtn Views • Game Room: Arcade Games, Ping Pong & Pool Table & Games • Hot Tub & Fire Pit • Private Dock • Grill • Stocked Kitchen • Dedicated Workspace • Family Friendly • Kayaks & Paddleboards • Indoor Fireplace • 3 cars MAX • No pets allowed

Value · Family · Accuracy

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

Family · Value · Bathroom

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.

Value · Family · Amenities

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.

Value · Location · Kitchen

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.

Family · Value · Skiing

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.

Family · Location · Checkout

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

Family · Location · EV charging

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.

Family · Location · Bathroom

"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.

Location · Family · Barbecue