An aerial view of a lakeside town with colorful autumn foliage, a church, and a marina with boats.

Wolfeboro Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Wolfeboro vacation rentals

Exterior

Caretakers Apartment-Split level w/ Wet Room Bath

Caretakers Apartment-Split level w/ Wet Room Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"I would stay there again. The caretakers place was just adorable. My stay was very relaxing and the place offered so many activities for children and adults. "
United States
Judith
The price is ￥23,645
￥29,357 total
includes taxes & fees
Jul 21 - Jul 22
Caretakers Apartment-Split level w/ Wet Room Bath
Classic Apartment, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is ￥52,090
￥83,554 total
includes taxes & fees
Jul 23 - Jul 24
9 Lake Street
Terrace/patio

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveler
The price is ￥32,935
￥40,846 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Golf

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (8 reviews)
"Cute place just close quarters "
United States
Rylee F.
The price is ￥33,568
￥41,707 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.4 out of 10, Good, (19 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is ￥36,540
￥61,496 total
includes taxes & fees
Jul 21 - Jul 22
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Outdoor dining

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is ￥52,780
￥100,613 total
includes taxes & fees
Jul 27 - Jul 28
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Interior

Beautiful Lake Winnipesaukee Getaway in Wolfeboro

Beautiful Lake Winnipesaukee Getaway in Wolfeboro
Wolfeboro
9.2 out of 10, Wonderful, (7 reviews)
"Nice place. Enjoyed our stay."
United States
Alan P.
The price is ￥53,430
￥93,765 total
includes taxes & fees
Jul 23 - Jul 24
Beautiful Lake Winnipesaukee Getaway in Wolfeboro
Exterior

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
4.0 out of 10, (1 review)
"No way does this deserve a 10/10 rating. It’s fairly terrible and not deserving such a favorable rating. The pluses - great location, right on the lake. Adirondacks at sunset was heavenly. Super convenient. Wolfeboro is very cute. The shower has been nicely redone. The in-unit washer/dryer worked well and was very convenient. But the negatives are many. Lots of disrepair and terrible attention to detail. We got a spongy soft double bed. The listing says Queen bed. It’s not. We had badly stained...
United States
Brian L.
The price is ￥80,388
￥118,761 total
includes taxes & fees
Jul 21 - Jul 22
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Marina

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is ￥33,990
￥41,990 total
includes taxes & fees
Jul 27 - Jul 28
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is ￥41,802
￥51,699 total
includes taxes & fees
Jul 26 - Jul 27
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Beach nearby

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
10.0 out of 10, Exceptional, (3 reviews)
"In addition to everything this property offers we found there was a nearby 12mile bike trail that goes through the woods passing lakes on the the route, and bikes were available at the property."
United States
Justin
The price is ￥43,491
￥54,060 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Terrace/patio

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is ￥45,602
￥56,527 total
includes taxes & fees
Aug 3 - Aug 4
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Beach nearby

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
9.4 out of 10, Exceptional, (3 reviews)
"The two connected Cottages were Perfect for myself husband & teenage daughter. Loved the private outdoor space & firepit! Onsite manager was super accessible and really helpful! Will definitely be back!!"
United States
Dorenda W.
The price is ￥46,024
￥57,161 total
includes taxes & fees
Jul 22 - Jul 23
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Property grounds

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is ￥31,668
￥39,119 total
includes taxes & fees
Jul 27 - Jul 28
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is ￥54,469
￥67,557 total
includes taxes & fees
Aug 17 - Aug 18
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Property grounds

Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is ￥24,360
￥29,955 total
includes taxes & fees
Jul 21 - Jul 22
Luxury Tent in New Hampshire-Tail-Tuckaway
Exterior

Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very Good, (15 reviews)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
The price is ￥39,281
￥42,620 total
includes taxes & fees
Jul 21 - Jul 22
Danforth Bay Camping and RV Resort
Outdoor dining

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is ￥22,086
￥50,741 total
includes taxes & fees
Jul 21 - Jul 22
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Marina

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

Cabin for two with lake views & access Now featuring AC Wi-FI and TV
Alton
8.8 out of 10, Excellent, (15 reviews)
"Easy check in, beautiful lake view and plenty dlto do in the area. "
United States
Michele D.
The price is ￥31,830
￥49,536 total
includes taxes & fees
Aug 19 - Aug 20
Cabin for two with lake views & access Now featuring AC Wi-FI and TV
Property grounds

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
9.0 out of 10, Wonderful, (19 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is ￥22,086
￥51,094 total
includes taxes & fees
Jul 21 - Jul 22
Cozy hotel-style suite right on the water, shared patio, free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wolfeboro Hotel Reviews

The Windrifter Resort

The Windrifter Resort

10/10 Excellent
"The front desk clerk Adrian, was very helpful with the questions I had and gave great advice. The apartment was nice and was very comfortable for are stay."
John and Barbara 2-night trip
Posted 4 hours ago
The Windrifter Resort

Find out more about Wolfeboro

Search for holiday rentals in Wolfeboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Wolfeboro using one of the methods below:

  • View our selection of featured holiday rentals in Wolfeboro
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Look no further and take a look at our great range of rental properties in Wolfeboro!

Frequently asked questions

Are there vacation rentals in Wolfeboro?

Yes, there are vacation rentals in Wolfeboro near New Hampshire Boat Museum, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors to Wolfeboro speak positively about the lakeside and bars in this destination. Make sure you have time to check out the parks and museums during your trip.

What are some of the best vacation rentals that Wolfeboro has to offer?

Private & Super Spacious, close to downtown N. Conway and ski.: This vacation home rental outside of Wolfeboro is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Wolfeboro?

Choose from 57 Expedia vacation rentals in Wolfeboro for a memorable vacation.

What can I see and do in Wolfeboro?

New Hampshire Boat Museum and Libby Museum are a couple of family-friendly sights, whereas cultural attractions include Wright Museum and Wolfeboro Institute of the Arts. Other places in town to visit include Lake Winnipesaukee and Brewster Beach.

What are vacation rentals like in Wolfeboro?

Vacation rentals are private accommodations you can book for several days or more in Wolfeboro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.