Vacation rentals in Wolfeboro

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Top-rated vacation rentals in Wolfeboro

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Guest favourite

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. 9 – 16

$181 CAD per night

Guest favourite

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 has AC w/beach toys & 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, watch & participate in lake activities such as swimming off our dock or jumping off the diving board. 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.

Jan. 11 – 18

$216 CAD per night

Guest favourite

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

Aug. 16 – 23

$274 CAD per night

Guest favourite

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. 17 – 24

$189 CAD per night

Guest favourite

Apartment in Wakefield

5.0 out of 5 average rating, 56 reviews

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

Nov. 5 – 12

$147 CAD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 136 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Nov. 21 – 28

$265 CAD per night

Guest favourite

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.

Oct. 16 – 23

$492 CAD per night

Guest favourite

Condo in Wolfeboro

4.97 out of 5 average rating, 110 reviews

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.

Mar. 4 – 11

$578 CAD per night

Superhost

Home in Wolfeboro

4.86 out of 5 average rating, 108 reviews

Cute little home belovedly named "The Pigpen"

The PigPen is a cozy home with quiet backyard in quaint Wolfeboro, NH. Don't let the nickname fool you, the home has recently been updated and is very clean and comfortable. The Master bedroom has a queen size bed and walk in closet. The rustic barnwood style door opens up to the living room and spacious kitchen. The loft is great for nestling down with a good book. Minutes to downtown Wolfeboro. The home has a great deck and screen room for relaxing.

Dec. 6 – 13

$316 CAD per night

Guest favourite

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

$551 CAD per night

Guest favourite

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. 9 – 16

$150 CAD per night

Guest favourite

Guest suite in Wolfeboro

4.83 out of 5 average rating, 99 reviews

Downtown, Cozy, Cute, and Convenient!

Walk just one block to the heart of downtown Wolfeboro, the "Oldest Summer Resort in America". Dine, shop, or just relax in the park overlooking the docks on Wolfeboro Bay. Walk to Mt Washington Ferry for a Lake Winnipesaukee ride or walk the Wolfeboro Rail Trail. You can take the Trolley or walk ten minutes to Brewster Beach. Also, there’s a playground steps away at the elementary school for the little ones.

Nov. 22 – 29

$153 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Wolfeboro vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wolfeboro's top sights

Wright Museum of World War II43 locals recommend

Nolans Brick Oven Bistro32 locals recommend

Morrisseys' Front Porch12 locals recommend

El Centenario17 locals recommend

Albee Beach17 locals recommend

Garwoods Restaurant29 locals recommend

Other great vacation rentals in Wolfeboro

Guest favourite

Cottage in Wolfeboro

5.0 out of 5 average rating, 39 reviews

King’s Cottage PERFECTLY LOCATED!

Jun. 2 – 9

$387 CAD per night

Guest favourite

Apartment in Wolfeboro

5.0 out of 5 average rating, 17 reviews

Sunny 2 bedroom rental in Wolfeboro, New Hampshire

Feb. 6 – 13

$268 CAD per night

Superhost

Cottage in Wolfeboro

4.91 out of 5 average rating, 93 reviews

Hillside Hideaway

Oct. 6 – 13

$354 CAD per night

Guest favourite

Guesthouse in Wolfeboro

5.0 out of 5 average rating, 42 reviews

5 Star Lake Cottage -Wolfeboro

Jun. 29 – Jul. 6

$654 CAD per night

Guest favourite

Apartment in Alton

4.92 out of 5 average rating, 61 reviews

Downtown, Super Private & Cozy Loft Style Apt.

Sep. 15 – 22

$199 CAD per night

Guest favourite

Apartment in Alton

4.96 out of 5 average rating, 68 reviews

Pretty & Peaceful….close to Lake Winni!

Oct. 26 – Nov. 2

$197 CAD per night

Guest favourite

Home in Wolfeboro

5.0 out of 5 average rating, 37 reviews

Luxury Lakehouse, Sunset, Cen. A/C & Private Dock

Dec. 3 – 10

$856 CAD per night

Guest favourite

Guest suite in Tuftonboro

5.0 out of 5 average rating, 39 reviews

New-Adorable Spacious "Garden Cape" Guest Suite

Nov. 30 – Dec. 7

$270 CAD per night

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Quick stats about vacation rentals in Wolfeboro

Total rentals	200 properties
Rentals with dedicated workspaces	70 properties have a dedicated workspace
Pet-friendly rentals	70 properties allow pets
Family-friendly rentals	140 properties are a good fit for families
Total number of reviews	6.6K reviews
Nightly prices starting at	$55 CAD before taxes and fees

Vacation rentals in Wolfeboro

Top-rated vacation rentals in Wolfeboro

Farm stay in Alton

Cottage in Alton

Apartment in Tuftonboro

Guesthouse in Belmont

Apartment in Wakefield

Cottage in Middleton

Guesthouse in Wolfeboro

Condo in Wolfeboro

Home in Wolfeboro

Cottage in Middleton

Guest suite in Meredith

Guest suite in Wolfeboro

Vacation rentals for every style

Cabins

Cottages

Houses

Popular amenities for Wolfeboro vacation rentals

Stay near Wolfeboro's top sights

Other great vacation rentals in Wolfeboro

Cottage in Wolfeboro

Apartment in Wolfeboro

Cottage in Wolfeboro

Guesthouse in Wolfeboro

Apartment in Alton

Apartment in Alton

Home in Wolfeboro

Guest suite in Tuftonboro

Quick stats about vacation rentals in Wolfeboro

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore