Vacation rentals in Lake Winnipesaukee

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Top-rated vacation rentals in Lake Winnipesaukee

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Top guest favorite
Tiny home in Wentworth
4.99 out of 5 average rating, 178 reviews

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!

Top guest favorite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 254 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite
A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.
Treehouse in Sanford
4.95 out of 5 average rating, 216 reviews

Luxury Year-round Treehouse with private hot tub

Cliff House 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 favorite
The A-frame cabin is surrounded by a blanket of snow, nestled among tall trees. Green chairs are positioned in front of the cabin, offering a quiet spot to relax. Light filters through the branches, creating a serene winter atmosphere.
Cabin in Alexandria
4.98 out of 5 average rating, 163 reviews

Handcrafted A-Frame near Newfound Lake & Hiking

Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or 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 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Top guest favorite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway
4.96 out of 5 average rating, 181 reviews

The Conscious Cabin

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Top guest favorite
A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.
Place to stay in Shapleigh
5 out of 5 average rating, 104 reviews

Romantic New England Historic Schoolhouse c1866

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Top guest favorite
A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.
Guesthouse in Hiram
5 out of 5 average rating, 125 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Top guest favorite
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
4.95 out of 5 average rating, 108 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 favorite
The hot tub is filled with bubbling water, positioned to capture views of the frozen lake and sunset hues in the sky. Surrounding scenery includes a winter landscape, with trees lining the shore and a distant dock. Gentle waves are visible on the water's surface.
Cottage in Middleton
4.96 out of 5 average rating, 209 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 favorite
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, 122 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!

Guest favorite
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, 143 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.

Guest favorite
A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.
Cabin in Parsonsfield
4.96 out of 5 average rating, 248 reviews

Riverfront cabin between Portland & White Mtns.

Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

Popular amenities for Lake Winnipesaukee vacation 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.

All about Lake Winnipesaukee

In the hill-covered Lakes Region of the White Mountains, you’ll find New Hampshire’s largest lake and its 288 miles of shoreline. The shimmering blue waters of Lake Winnipesaukee are ideal for swimming, jumping off docks, and boating during the summer months. And you can spend days on a boat, hopping from island to island (there are 274 habitable ones) or simply floating the day away. The winter snowfall brings cross-country skiers and ice fishers.

But the appeal of staying near Lake Winnipesaukee isn’t merely the water but also the communities established on its shores. The largest city in the area is Laconia, where Victorian homes line the lakefront and Winnipesaukee Pier, chocolate shops, general stores, and vendors selling souvenirs offer a peek into the region’s heyday in the early 1900s. Just north of Laconia is the artistic little town of Meredith, and on the southeastern shore, you’ll find three small museums and colorful historic buildings in the town of Wolfeboro. At the northernmost part of the lake lies Moultonborough, a quieter and more rural town, where you’ll find some of the region’s most stunning European-style architecture.

What are the top things to do in Lake Winnipesaukee?

Laconia

Home to Weirs Beach, Winnipesaukee Pier, a drive-in theater, bowling lanes, arcades, and mini-golf courses, this lakeside city is the central hub of the Lakes Region. Dining options are plentiful, and you’ll find local restaurants specializing in farm-to-table cuisine, wood-paneled diners, cute cafes in residential neighborhoods, and lakeside steak and seafood lounges.

Winnipesaukee Scenic Railroad

For sweeping views of the lake and surrounding mountains that you can’t get from hiking or driving around, book a one- or two-hour train ride on this 19th-century rail system. You can board in Meredith or Weirs Beach, and there’s daily service during the summer, weekend rides throughout the spring, and even special fall foliage rides during the first months of autumn. Although you can snag some light snacks and drinks at the gift shop before you board, you’re also welcome to bring your own picnic on board.

Hiking

The Lakes Region is surrounded by temperate deciduous forests like the Belknap Mountain State Forest, where a popular trail will lead you up Mount Major. If you get an early start, you can beat the crowds and have the views of the lake to yourself.

Destinations to explore