Holiday houses in Lake Winnipesaukee

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Top-rated holiday rentals in Lake Winnipesaukee

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Superhost
An open concept living area features high wooden ceilings and large floor-to-ceiling windows offering views of the lake. Cozy seating is arranged around a circular coffee table, complemented by a dining area with wooden chairs. Natural light fills the space, creating a warm ambiance.
Cabin in Barnstead
4.87 out of 5 average rating, 15 reviews

Lakefront Cabin with Private Dock & Stunning Views

Escape from the hustle and bustle of everyday life at this charming lakefront home on Upper Suncook Lake! This beautiful home sleeps 7 with 3 bedrooms, 2.5 baths, a two story patio and gorgeous floor to ceiling windows with lake views and ample space for family and friends. With your own private lake access, dock, and waterfront yard, you can spend your days swimming, boating, kayaking, or simply relaxing by the water. Ideal for families and small groups who want to enjoy the beauty of the area!

Top Guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 580 reviews

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.

Top Guest favourite
The lakeside area features a cozy cottage surrounded by tall trees, with string lights illuminating the space gently. A seating area with Adirondack chairs invites relaxation, while the lake glistens beyond the cottage, enhancing the tranquil ambiance of the outdoor setting.
Cabin in Alton
4.93 out of 5 average rating, 69 reviews

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Cute, clean and cared for 1900's cottage literally on the shores of Lake Winnipesaukee offering you the chance to relax and get away. This 934 sq ft waterfront camp is located in the quaint town of Alton Bay, NH and offers an open concept living/dining w/ fireplace insert for heat/ambiance, kitchen, 2 bedrooms, bath and an amazing screen porch. Our guests have said it is truly something special and that view! This is lakeside living the way it was meant to be. Host is a licensed NH Realtor.

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
Cabin in Alexandria
4.98 out of 5 average rating, 197 reviews

Handcrafted A Frame near Newfound Lake and Hiking

Relax and recharge at Millmoon A-Frame Cabin just 2 hours from Boston - Exhale under the stars by the fire pit - Grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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, 69 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.

Top Guest favourite
A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.
Cottage in Middleton
4.96 out of 5 average rating, 220 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Guest favourite
The exterior of the two-story house is characterized by stone and wood siding, complemented by large windows along the lower level. A rock-lined garden features shrubs and potted plants, framed by a gravel pathway leading to the entrance.
Guesthouse in Gilford
5 out of 5 average rating, 11 reviews

The Back Haus! Dock space available.

The Back Haus, 2 stories; filled with character; 3 AC bedrooms ; 1 queen, 1 full, a bunk room w/ 3 single & a pullout single. Large LR with 70" TV & pool table. Galley kitchen. Washer/dryer. Separate work space. 2 BR; 1 newly renovated w/walk in shower, 2nd w/Victorian bathtub. Private beach, walk to dock, outdoor seating & firepit. Docking/Jet ski lift at additional cost. Ellie Mae & Jethro are your concierges. Bank of NH Pavilion 1 mile away. Gunstock 7 min away.

Superhost
Cabin in Tilton
5 out of 5 average rating, 4 reviews

Tiny Pine Cabin Lakefront, Dock, Kayaks & Fire Pit

*Winterized from 10/20 - 3/30* Welcome to the Little Pine Tiny House! For those who rented prior with Alyssa - you will have the same breathtaking 5 star experience! Take in all the lakefront has to offer with a dock, 2 kayaks, a tiny pontoon peddle boat and your own private outdoor area to swim, have a campfire, BBQ or lounge in the hammock. You’ll feel like you’re up in the trees when looking out of the bedroom windows at the views of the water.

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
4.88 out of 5 average rating, 136 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!

Top Guest favourite
A tranquil lake scene at dusk, with the moon rising over the hills in the background. The water reflects the moonlight and nearby lights, creating a serene atmosphere. A small dock labeled 'LAKEHURST' is visible in the foreground, surrounded by soft white flowers.
Cottage in Alton
4.96 out of 5 average rating, 46 reviews

Lakehurst Lakefront Cottages #5

4 Beautiful Lakefront Cottages. 2 One Bedroom and 2 Two Bedroom cottages on site. This listing is for one of our 2 bedroom cottages #5. Lake Winnipesaukee is a treasure in itself. With only 4 cottages, our guests have a nice, quiet place to relax and unwind. We have boat dock space for each cottage. Large outdoor fireplace directly on the water. Nice small private beach. Free use of kayaks and a canoe.

Top Guest favourite
A stylish bathroom is showcased with wooden paneling, featuring a deep claw-foot tub and a round shower enclosure. Modern fixtures, a circular mirror, and decorative plants provide a fresh ambiance. A wooden bath tray rests on the tub, enhancing functionality and comfort.
Cabin in Newfield
4.96 out of 5 average rating, 167 reviews

The NEST Haven awaits you.

You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

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