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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Wolfeboro vacation rentals

A modern kitchen with white cabinets, a built-in microwave, and a dishwasher. There are two bar stools near the kitchen counter.

1. 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
$497 nightly
The price is $540
Sep 20 - Sep 21
Total with taxes and fees
9 Lake Street
A garden with a white pergola, red chairs, and pink flowers.

2. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
$233 nightly
The price is $253
Aug 23 - Aug 24
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A wooden dock with a hammock and chairs by a lake surrounded by autumn foliage.

3. 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, (20 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.
$595 nightly
The price is $646
Sep 1 - Sep 2
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

4. 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.
$487 nightly
The price is $531
Sep 20 - Sep 21
Total with taxes and fees
Beautiful Lake Winnipesaukee Getaway in Wolfeboro
A two-story house with a porch, a balcony, and a snow-covered driveway.

5. Main House-5 Bed/ 3 Bath-Pet Friendly $50 Fee

Main House-5 Bed/ 3 Bath-Pet Friendly $50 Fee
Wolfeboro
10.0 out of 10, Exceptional, (16 reviews)
"Everything was great! The house was immaculate and perfect for our group. We hope to stay again."
United States
Miriam B.
$1,294 nightly
The price is $1,404
Aug 23 - Aug 24
Total with taxes and fees
Main House-5 Bed/ 3 Bath-Pet Friendly $50 Fee
A garden with a white pergola, red chairs, and pink flowers.

6. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveler
$223 nightly
The price is $242
Aug 23 - Aug 24
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A two-story house with a white front porch, a staircase, and a garage.

7. Caretakers -Split level Pet Friendly $50 Fee

Caretakers -Split level Pet Friendly $50 Fee
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
$167 nightly
The price is $181
Sep 9 - Sep 10
Total with taxes and fees
Caretakers -Split level Pet Friendly $50 Fee
A modern living room with a fireplace, a television, and a comfortable seating area.

8. Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.2 out of 10, Good, (21 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
$349 nightly
The price is $379
Sep 5 - Sep 6
Total with taxes and fees
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
A two-story house with a dark roof, multiple windows, and a porch with chairs.

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

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
8.0 out of 10, Very Good, (3 reviews)
"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.
$387 nightly
The price is $420
Sep 7 - Sep 8
Total with taxes and fees
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A wooden deck with a fire pit in the center, overlooking a frozen lake with trees and buildings in the background.

10. Lakeside Getaway - Lake Access & Firepit

Lakeside Getaway - Lake Access & Firepit
Wolfeboro
$1,349 nightly
The price is $1,464
Aug 23 - Aug 24
Total with taxes and fees
Lakeside Getaway - Lake Access & Firepit
A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

11. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (20 reviews)
"This is a great place to stay with a dog"
United States
David M.
$219 nightly
The price is $238
Sep 15 - Sep 16
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A garden with a white pergola, red chairs, and pink flowers.

12. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
$268 nightly
The price is $291
Sep 9 - Sep 10
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

13. Cottage 10 - Pet Friendly $50 Fee - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - Pet Friendly $50 Fee - 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.
$205 nightly
The price is $223
Sep 9 - Sep 10
Total with taxes and fees
Cottage 10 - Pet Friendly $50 Fee - 1 Bedroom w/ Loft / 1 Bath
A sunset over a calm lake with trees silhouetted against the sky.

14. Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath

Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
Wolfeboro
9.6 out of 10, Exceptional, (4 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
$267 nightly
The price is $289
Sep 9 - Sep 10
Total with taxes and fees
Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
A sunset over a calm lake with trees silhouetted against the sky.

15. Cottage 5-6 - Year Round Pet Friendly $50 Fee- 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - Year Round Pet Friendly $50 Fee- 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.
$267 nightly
The price is $289
Sep 15 - Sep 16
Total with taxes and fees
Cottage 5-6 - Year Round Pet Friendly $50 Fee- 2 Bedroom / 1 Bath End Unit
A golf course with a pond, surrounded by trees with autumn foliage.

16. Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard

Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (8 reviews)
"Cute place just close quarters "
United States
Rylee F.
$199 nightly
The price is $216
Sep 15 - Sep 16
Total with taxes and fees
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A house with a porch, surrounded by a garden with pink and yellow flowers.

17. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
$188 nightly
The price is $204
Sep 9 - Sep 10
Total with taxes and fees
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A spacious kitchen with wooden beams, a large dining table, and a fireplace.

18. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
$426 nightly
The price is $462
Aug 31 - Sep 1
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
A fire feature with a view of a body of water and distant landforms.

19. Lake Winnipesaukee enjoy the panoramic views of the lake, mountains mile

Lake Winnipesaukee enjoy the panoramic views of the lake, mountains mile
GILFORD
10.0 out of 10, Exceptional, (169 reviews)
"Excellent stay, very approachable and helpful owner. The place was immaculate."
United States
stephen R.
$800 nightly
The price is $868
Aug 23 - Aug 24
Total with taxes and fees
Lake Winnipesaukee enjoy the panoramic views of the lake, mountains mile
A spacious kitchen with a large island, a fireplace, and a deck with outdoor seating.

20. Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (45 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
$510 nightly
The price is $553
Aug 27 - Aug 28
Total with taxes and fees
Cozy, Pet-Friendly Escape Near Lake & Mountains
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 Naswa Resort

The Naswa Resort

10/10 Excellent
"Clean room and amenities were great"
Jason 2-night trip
Posted 4 hours ago
The Naswa Resort

Find out more about Wolfeboro

Everything you need to know about Wolfeboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wolfeboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wolfeboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wolfeboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wolfeboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wolfeboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $234 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wolfeboro rentals

At Expedia, we put the best Wolfeboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wolfeboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wolfeboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wolfeboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Wolfeboro?

Yes, there are vacation rentals in Wolfeboro near Hampshire Pewter Co., 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?

Luxury Lake House with Sandy Beach, 90' Dock & Panoramic Lake Views: This vacation home rental outside of Wolfeboro is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 selection of games and a hot tub.

How many vacation rentals are there in Wolfeboro?

Choose from 60 Expedia vacation rentals in Wolfeboro for a memorable vacation.

What can I see and do in Wolfeboro?

Hampshire Pewter Co. and New Hampshire Boat 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.