Vacation rentals in Winter Harbor

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Top-rated vacation rentals in Winter Harbor

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Guest favorite

Farm stay in Alton

4.97 out of 5 average rating, 165 reviews

Mountain View - Modern & Beautiful

Kick back and relax in this stylish apartment space, with its own entrance around the back of the home! Modern construction w/ a king bed, large outdoor patio space w/ mountain views. 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 a private 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

Jan 11 – 18

$99 per night

Guest favorite

Apartment in Tuftonboro

4.97 out of 5 average rating, 267 reviews

Apartment CenterTuftonboro minutes from Wolfeboro

This is a spacious lower- level apartment 1000 sq ft in our home . Our guests will have complete privacy with convenience parking . It features a large master bedroom and cozy second bed room. You have a large private kitchen , living room , a bathroom and laundry room . Our area offers many activities as well as shopping in historic down town Wolfeboro. A very short drive to all the best things that Lake Winnipesaukee offers. Please read all our description before booking . Thanks so much

Nov 1 – 8

$128 per night

Guest favorite

Cottage in Alton

4.87 out of 5 average rating, 157 reviews

1 Bedroom Cottage w/Lake Winnipesaukee View/Access

Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

Jan 17 – 24

$117 per night

Guest favorite

Condo in Laconia

4.9 out of 5 average rating, 330 reviews

Million Dollar View! Weir's Beach 1/4 mile away!

This top floor-corner unit is a peaceful oasis. The elevator will whisk you up to your private studio apartment. Your view is breathtaking in any season....See the autumn leaves change in New England.....Ski nearby Gunstock in the winter, enjoy the short walk to Weirs Beach in the summer. Centrally located in the Lakes Region and all its attractions, shopping and restaurants! 1/4 mile to Weirs Beach, 4 miles to the Bank of NH Pavilion/Meadowbrook concert venue, 6 miles to Gunstock Mountain.

Jan 22 – 29

$81 per night

Guest favorite

Guesthouse in Belmont

4.99 out of 5 average rating, 200 reviews

Charming Pool/Garden Guest House

A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of America Pavillion (concerts) and Tanger Outlet Shopping.

Dec 19 – 26

$106 per night

Guest favorite

Apartment in Campton

4.92 out of 5 average rating, 165 reviews

White Mountain is a Special Place

Renovated modern farmhouse studio in the White Mountains. We are the 4th generation in our family’s home. Posts and beams with new kitchen, shiplap, hardwood floors, and large bathroom, and great view overlooking the fields. 36 acres of field, woods, and cut your Christmas Tree here. If lucky you will catch a glimpse of the horses in the field. Close to hiking, skiing, and lakes. Waterville Valley 9 miles, Loon Mtn. 15 miles. Owls Nest Golf Couse. Private entry /private studio.

Oct 5 – 12

$81 per night

Guest favorite

Guesthouse in Wolfeboro

4.98 out of 5 average rating, 178 reviews

A charming loft Barn that sleeps 5.

Our 3000 sq ft renovated, rustic loft barn is located on 70 acres, very private, yet 2.5 miles from downtown Wolfeboro. Our barn sleeps 5, has full kitchen, bar, pool table, 65 inch TV and bath with shower. The barn has 1 double & 4 single beds, one set of single beds can be converted into a king upon request prior to stay. A perfect place to hang out with a few friends. Minimum age of primary renter 25. MAX 5 guests staying, please do not book if you have more. No parties.

Sep 28 – Oct 5

$281 per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 138 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!

Oct 25 – Nov 1

$306 per night

Guest favorite

Condo in Gilford

4.9 out of 5 average rating, 125 reviews

Lake or Ski Condo, close to Gunstock and the Lake

Location and Amenities! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage and the back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot.

Dec 8 – 15

$101 per night

Guest favorite

Guest suite in Meredith

4.9 out of 5 average rating, 232 reviews

Downtown! Studio w 3/4 Bathroom. Private Entrance!

This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

Oct 21 – 28

$84 per night

Superhost

Condo in Tilton

4.81 out of 5 average rating, 197 reviews

Adventure Awaits

Newly updated and tastefully decorated cozy 1 bedroom condo unit with lake front views. Minutes away from popular local beaches and Lake Winnisquam marina. Enjoy all the outdoors has to offer at this year round getaway. Adventure awaits at Gunstock Mountain, Ragged Mountain, Bartlett Beach and Opechee Park. You can check out the local hiking trails, breweries and wineries, and so much more.

May 9 – 16

$83 per night

Guest favorite

Guesthouse in Loudon

4.97 out of 5 average rating, 238 reviews

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

Sep 27 – Oct 4

$101 per night