Holiday houses in Lake Winnipesaukee

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Top-rated holiday rentals in Lake Winnipesaukee

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Top Guest favourite
A bright and airy bathroom features a freestanding bathtub and a walk-in shower with clear glass doors. Wood-paneled walls complement a light wood floor. Accessory details include a small shelving unit with neatly arranged towels and a potted plant on a side table.
Home in Acton
4.98 out of 5 average rating, 288 reviews

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

Top Guest favourite
Guesthouse in Alton
4.99 out of 5 average rating, 473 reviews

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen, or unwind and relax, in our new “shared” hot tub. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Top Guest favourite
A wooden dock leads towards a charming lake house, surrounded by lush greenery. The house features a large deck with colorful umbrellas, with several seating areas visible on the sandy beach. A boat is docked nearby, complementing the peaceful lakeside setting.
Home in Alton
5 out of 5 average rating, 35 reviews

Derby House

Relax with the whole family at this peaceful quintessential lake house. Located on the shore of Lake Winnipesaukee in Chestnut Cove. The Derby house has 100 feet of private waterfront, beach and a large deep water crib dock. Relax and dine on the large deck by day and sit by the waters edge and enjoy a crackling fire while star gazing at night. There is plenty of space for your boat, kayak, canue etc. Kids and adults alike will enjoy the sandy beach with easy access to swimming & snorkeling.

Guest favourite
A modern treehouse structure stands elevated on wooden stilts among tall trees. The building features a triangular roof, wooden shingle siding, and several large windows, allowing natural light to fill the interior. Natural surroundings create a tranquil woodland setting.
Treehouse in Sanford
4.94 out of 5 average rating, 265 reviews

Luxury Year-round Treehouse with private hot tub

Skyframe 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.

Top Guest favourite
A two-story home is set against a backdrop of lush greenery. The structure features a covered porch with large windows, and a well-maintained lawn leads up to the entrance. A driveway is visible, along with a garage at the base of the house.
Home in Gilford
4.93 out of 5 average rating, 136 reviews

5-Stars!! Cozy Home near the lake

Please answer our questions when requesting to book. If they are not answers, your request will be declined. Cozy home near the lake is a peaceful place to relax or adventure in the lakes region.The house is located right next to the Glendale Yacht Club and 0.3 miles or a 6 min walk (based on Google) to the Breeze Restaurant and water access at the Glendale Public Docks (no swim area). The house comes with a fully stocked kitchen, a grill, relatively fast internet and a 55" TV (no cable)

Top Guest favourite
A spacious room showcases a unique sleeping area with adult bunk beds and a king-size bed on the opposite side. Decorative sliding doors feature a mountain design, while wooden flooring complements the light-colored walls and ceiling.
Barn in Laconia
4.99 out of 5 average rating, 110 reviews

Weirs Barn

This ain't your mama's barn loft apartment! We have spent years building one of the best places to stay in the Weirs. We aren't on the lake but we are near everything you want to do. Walking distance to bars, restaurants and Funspot! The Experience hits you the second you open your own private door. Floating barnwood king size bed, Adult Bunk Beds, Custom Full Murphy Bed, A bathroom staight out of HGTV, 81" TV, Custom Mini Kitchen, Laundry Room, Eat in Area Coffee/Tea Bar too much to list

Top Guest favourite
Home in New Hampton
5 out of 5 average rating, 16 reviews

“Evergreen” 50 Acre Private Mountain Chalet

Escape to a charming mountain chalet on 50 stunning acres in New Hampshire's White Mountains. Perfect for ski trips, summer getaways, or enjoying fall foliage. This retreat offers cozy new furniture, plush beds, and fresh linens for ultimate comfort. Enjoy the family entertainment room, relax on the spacious deck or 3-season porch, and soak in the rustic charm. Conveniently located 6 miles from Lake Winnipesaukee and close to Meredith and Laconia, it's the ideal way of returning to nature.

Top Guest favourite
A quaint outdoor seating area features four white Adirondack chairs arranged around a central fire pit. The space is framed by trees, creating a serene view of the water and a nearby dock. A large deck is visible in the background.
Cottage in Alton
5 out of 5 average rating, 48 reviews

Windswept: Lake Winnipesaukee Waterfront w/ dock

Be our guest at this 1930's renovated home right on Lake Winnipesaukee lovingly named Windswept Cottage. This true waterfront offers you the opportunity to enjoy lake front living in the quaint town of Alton Bay, NH. Whether swimming at waters edge, taking a kayaking adventure, enjoying the sunsets from the large front deck or s'mores around the campfire this is a true gem and super clean. Located right down the street from Mt Major and 10 mins to Gunstock. Host is a licensed NH Realtor.

Top Guest favourite
A sleek black stove is set against a rustic brick wall, featuring a glowing flame that provides warmth. In the foreground, softly blurred decorative ornaments hint at a holiday theme, while a patterned rug adds comfort to the inviting space.
Cottage in Wolfeboro
4.96 out of 5 average rating, 130 reviews

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

Guest favourite
A chalet-style home is surrounded by trees, featuring A-frame architecture and large glass windows. A balcony extends from the upper level, adorned with decorative flags. A gravel driveway leads to the front entrance, while a small patio with chairs is visible in the foreground.
Home in Moultonborough
4.82 out of 5 average rating, 72 reviews

Lake Winnipesaukee, Suissevale Cabin

Four season Chalet in Suissevale. Enjoy the most sought after beach on Lake Winni. Tennis, basketball, volleyball, grill on the beach with the finest sand under your toes. Updated playground, fishing pond, and boat ramp. The rental comes with 2 kayaks to use during your stay. Note: Per Suissevale, renters will not have access to the beach on Saturdays between Memorial Day and Labor day. As an alternative on Saturdays, States Landing Beach is approx. 1/2 mile from Suissevale.

Top Guest favourite
A dining area features a rustic wooden table surrounded by two woven chairs. Light from a pendant lamp highlights floral artwork on the wall. Beyond, a cozy living space is visible, furnished with a pink sofa and a green table, framed by a large window.
Guesthouse in Wolfeboro
4.97 out of 5 average rating, 68 reviews

Maple Hill Cottage Suite

Come and enjoy a relaxing stay at Maple Hill Cottage suite and experience New England seasons and all they have to offer, 5 minutes from Lake Winnipesaukee and downtown Wolfeboro, 3 minutes to Abenaki Ski Area and 30 minutes from Gunstock Ski Resort. Nestled amongst Sugar Maples on 13 acres attached to the host's home with separate private entrance. You are sure to enjoy a cozy retreat. Apartment boasts King size bed, custom kitchen with washer/dryer, full bath and fast internet.

Guest favourite
The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.
Home in Laconia
4.87 out of 5 average rating, 135 reviews

The Cottage on Paugus Bay- Near I-93 and Skiing

Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

Popular amenities for Lake Winnipesaukee holiday rentals

Frequently Asked Questions

  • Where is Lake Winnipesaukee located?

    Lake Winnipesaukee sits in central New Hampshire, nestled among the foothills of the White Mountains. Surrounding towns such as Meredith, Wolfeboro, and Laconia provide access to the lake’s shoreline and local attractions.

  • When is the best time to visit Lake Winnipesaukee?

    Late spring through early fall is often recommended for outdoor activities, with temperatures between 44°F and 83°F (7°C and 28°C). Autumn brings foliage, while winter has opportunities for ice fishing and winter sports.

  • What are some things to do near Lake Winnipesaukee?

    Explore boat tours, water sports, and fishing on the lake, or visit nearby hiking trails and locally rooted shops in towns around the shoreline. The area has scenic drives, cultural events, and frequently suggested markets and galleries.

  • How is the weather near Lake Winnipesaukee?

    Winters near Lake Winnipesaukee are cold, with highs typically from 13°F to 37°F (-11°C to 3°C), while summers reach 59°F to 83°F (15°C to 28°C). Rain falls year-round, so layers and a waterproof jacket can be helpful.

Destinations to explore