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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.

Downtown Wolfeboro condo on Winnipesaukee w/Dock!
SUPERHOST
Entire condominium (condo) · 4 guests · 1 bed · 1 bath
Downtown Wolfeboro condo on Winnipesaukee w/Dock!It's one thing to be right downtown in beautiful Wolfeboro, but add being right on the water w/your own porch, as you look over Wolfeboro Bay. Always something beautiful in front of you. This was my personal unit for a couple of years. It's fully equipped with a brand new bathroom lrg. tile shower, full kitchen, 55" UHD TV, Hi-Speed Internet, new Split System AC is comfy & quiet & a lrg. sectional couch that'll sleep-2 very comfortably. Lake living at its finest.
Charming Spacious Retreat
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath
Charming Spacious RetreatElegant, spacious, clean, light filled private suite in home located in Wolfeboro, NH. Jewel of Lake Winnipesaukee and the Oldest Summer Resort Town in America. Parking, private entrance, sitting room, large bedroom, huge closet and bath. Located 1 mile from Wolfeboro town centre and Brewster Academy and less then a 1/4 mile to Carry Beach. Close to miles of hiking trails and X-country ski trails, Gunstock Mountain, craft fairs, shopping, restaurants and much more.
Cozy Lakeside Cottage - Near Gunstock & Kingpine
SUPERHOST
Entire cottage · 8 guests · 8 beds · 2 baths
Cozy Lakeside Cottage - Near Gunstock & KingpineWelcome to Lake a Dream… Here is your chance for a cozy couples or family getaway! After a day of exploring all that the White Mountains & the Wolfeboro area have to offer, come in & snuggle up by the gas fired stove while enjoying a cup of hot coco! While nestled in a quiet neighborhood, you are just minutes from town where you can enjoy restaurants, coffee & shops on the lake. The cottage is not far from Gunstock & Kingpine.

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Other great vacation rentals in Winter Harbor

SUPERHOST
  1. Entire guesthouse
A charming loft Barn that sleeps 5.
$350 per night
  1. Entire rental unit
1BR w/Kitchen near Lake Winnipesaukee; #2
$85 per night
SUPERHOST
  1. Hotel room
BOUTIQUE INN
$105 per night
  1. Entire rental unit
NEW 2BR Apartment near Lake Winnipesaukee; #1
$85 per night
SUPERHOST
  1. Entire residential home
Spacious Lakefront Home with Private Beach!
$286 per night
SUPERHOST
  1. Entire rental unit
The Suite Inn of Historic Wolfeboro
$175 per night
SUPERHOST
  1. Entire residential home
Experience Lake Life
$314 per night
  1. Entire rental unit
Beautiful two bedroom unit
$175 per night
SUPERHOST
  1. Entire cottage
Charming Sunlit Cottage- Right on the Lake
$625 per night
SUPERHOST
  1. Entire cottage
Quaint Wolfeboro Lake Winnipesaukee Lakefront Home
$445 per night
  1. Entire residential home
Lakefront Lodge sleeps 18 comfortably
$1,352 per night
SUPERHOST
  1. Entire residential home
Wolfeboro Brand New Cute House In Town
$175 per night