Holiday rentals in Lake Winnipesaukee

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Top-rated holiday rentals in Lake Winnipesaukee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Farm stay

4.99 out of 5 average rating, 366 reviews

Treehouse Penthouse ❤ Beautiful inside & out

Kick back and relax in this calm, stylish apartment space. This space is an open concept with a king size bed. Lots of windows bring in natural light, cathedral ceiling and amazing view! A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have your own space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

Guest favourite

Home

4.92 out of 5 average rating, 102 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 Lyon's Den 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)

Guest favourite

Cabin

4.95 out of 5 average rating, 199 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

This romantic & family friendly lakefront chalet comes with a private beach, hot tub, camp fire, and stunning views. It’s a serene home base to explore everything the Lakes Region has to offer. Mid Apr-Oct we also provide kayaks and paddle board. Enjoy the beach, swim, kayak, bike, fish, hike, or explore quintessential New England towns and food scene. Or simply dine with a view and play board games. We have poured our hearts into making this place romantic yet practical for families. Enjoy!

Superhost

Tiny home

4.78 out of 5 average rating, 251 reviews

The Coziest Tiny Home on a Horse Farm!

You'll love this unique escape! Stay in your own tiny home complete with a roof top deck, sky light & fire pit-- in the middle of a field located at a historic farm in the Lakes Region of NH! You'll find peace amongst the horses, potbelly pigs, mini cows listening to the occasional rooster- surrounded by a field & trees. Located in the historic area of Gilmanton- Close to Gunstock ski area, Bank of NH Pavilion, restaurants, Lake Winni (along with many other ponds & lakes) & endless hiking!

Guest favourite

Guest suite

4.86 out of 5 average rating, 132 reviews

Downtown, Cozy, Cute, and Convenient!

Walk just one block to the heart of downtown Wolfeboro, the "Oldest Summer Resort in America". Dine, shop, visit art galleries, or just relax in the park overlooking the docks on Wolfeboro Bay. Take the Mt Washington Ferry for a Lake Winnipesaukee ride or Molly the Trolley hop on/off tour. The rail trail is close by and a playground is just steps away for the little ones. Also, Wolfeboro’s best Mexican restaurant, coffee shops, Hunter’s grocery and Walgreens are all just a short walk away!

Guest favourite

Rental unit

4.98 out of 5 average rating, 131 reviews

Pretty & Peaceful….close to Lake Winni!

Welcome to your Alton Bay retreat! Come relax & make lasting memories. Very clean, well stocked full kitchen & bath. Across the street is 200 acres of picturesque hiking trails & fishing. Turn left at the end of driveway and enjoy a scenic walk along Winni. Quiet location but close enough to Lake Winnipesaukee, Mt Major, Wolfeboro, Bank of Pavillion, boat launches, & docks, beaches, restaurants, shopping, sking, snowmobiling, boat rides, scuba diving, biking, kayaking, leaf peeping!

Guest favourite

Cottage

4.95 out of 5 average rating, 102 reviews

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… Here is your chance 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 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

Cabin

5 out of 5 average rating, 131 reviews

Romantic A-Frame cabin in the woods

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.

Guest favourite

Cabin

4.96 out of 5 average rating, 542 reviews

The G Frame...an offGrid Cabin + woodstove sauna

Located atop a ravine, centered on a 24 acre estate, in rural NH, this spot is a cozy retreat in nature with a few present day necessities. Our Cabin is a unique A-frame/Salt box combo that we call the “G-Frame” (designed and built by us). The interior space is open and airy. There are a few large windows allowing nature to be part of your experience indoors. In the cooler months bring firewood for the woodstove and sauna.Plenty of land for outdoor activities.

Guest favourite

Guest suite

4.95 out of 5 average rating, 263 reviews

Private In-Law Apartment With Views and Hot Tub

RENOVATED SEPTEMBER 2023! Private 1bed, 1 bath in-law apartment with dedicated entrance and no shared spaces, moments from historic downtown Concord NH. Enjoy the sunset behind Mt. Kearsage while sitting around the fire pit overlooking the surrounding valley. Under 40 minutes to Gunstock Mountain and Pats Peak, and less than one hour to Crotched and Ragged Mountain. 30 minutes to Lake Winnisquam and Lake Winnepesauke. Main Home also available.

Guest favourite

Cottage

4.96 out of 5 average rating, 165 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!

Guest favourite

Cabin

4.96 out of 5 average rating, 307 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking.