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Vacation rentals in Winter Harbor

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Top-rated vacation rentals in Winter Harbor

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

Farm stay in Alton
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
$104 per night
Vacation home in Gilford
Marty's Bay- Updated 1-bedroom w/ Lake Access
Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, and hiking trails! IMPORTANT: The indoor pool, hot tub, & sauna are currently closed for construction. We do not have a date of when this will be completed.
$146 per night
Cottage in Middleton
☀ 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!
$221 per night

Other great vacation rentals in Winter Harbor

Condo in Wolfeboro
Elegant condo on the water in downtown Wolfeboro!
$224 per night
Chalet in New Durham
Mountainside home w/ gas fireplace, deck & views
$139 per night
Chalet in Gilford
The MOUNTAIN VIEW CHALET @Gunstock @LakeWinni
$300 per night
Cottage in Alton
1 Bedroom Cottage w/Lake Winnipesaukee View/Access
$113 per night
Cottage in Gilford
Summer Heights. Renovated cottage w/ water access
$166 per night
Condo in Gilford
Lake or Ski Condo, close to Gunstock and the Lake
$110 per night
Guesthouse in Wolfeboro
A charming loft Barn that sleeps 5.
$300 per night
Cottage in Gilford
Gilford B Cute House, Concerts, Lake Winni, Hike,
$150 per night
Guest suite in Wolfeboro
Downtown, Cozy, Cute, and Convenient!
$89 per night
Home in Wolfeboro
Lakefront Winnipesaukee Home
$900 per night
Cottage in Wolfeboro
Lake-a-Dream… Cozy & charming lakeside cottage!
$257 per night
Apartment in Alton
Pretty & Peaceful….close to Lake Winni!
$90 per night

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