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

Wolfeboro Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
$314 nightly
The price is $341
Sep 13 - Sep 14
Total with taxes and fees
9 Lake Street
A wooden dock with a hammock and chairs by a lake surrounded by autumn foliage.

2. 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 the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
$446 nightly
The price is $483
Sep 7 - Sep 8
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

3. 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.
$198 nightly
The price is $215
Sep 29 - Sep 30
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
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.
Beautiful Lake Winnipesaukee Getaway in Wolfeboro
A garden with a white pergola, red chairs, and pink flowers.

5. 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
$188 nightly
The price is $204
Sep 8 - Sep 9
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A modern living room with a fireplace, a television, and a comfortable seating area.

6. 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, (22 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
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
$165 nightly
The price is $179
Sep 7 - Sep 8
Total with taxes and fees
Caretakers -Split level Pet Friendly $50 Fee
A two-story house with a dark roof, multiple windows, and a porch with chairs.

8. 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.
$389 nightly
The price is $422
Sep 7 - Sep 8
Total with taxes and fees
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A two-story building with a balcony, outdoor seating, and a sign for 'Market21.'

9. Cozy 1BR Getaway Steps from Lake Winnipesaukee

Cozy 1BR Getaway Steps from Lake Winnipesaukee
Wolfeboro
7.6 out of 10, Good, (4 reviews)
"I am a travel nurse so was great location for me for a few weeks."
United States
Lori C.
$307 nightly
The price is $334
Sep 13 - Sep 14
Total with taxes and fees
Cozy 1BR Getaway Steps from Lake Winnipesaukee
A garden with a white pergola, red chairs, and pink flowers.

10. 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.
$276 nightly
The price is $299
Sep 7 - Sep 8
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A garden with a white pergola, red chairs, and pink flowers.

11. 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
$188 nightly
The price is $204
Sep 29 - Sep 30
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A sunset over a calm lake with trees silhouetted against the sky.

12. 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
$261 nightly
The price is $283
Sep 7 - Sep 8
Total with taxes and fees
Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 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-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-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.
$207 nightly
The price is $224
Sep 22 - Sep 23
Total with taxes and fees
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A sunset over a calm lake with trees silhouetted against the sky.

14. 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.
$268 nightly
The price is $291
Sep 8 - Sep 9
Total with taxes and fees
Cottage 5-6 - Year Round Pet Friendly $50 Fee- 2 Bedroom / 1 Bath End Unit
A house with a porch, surrounded by a garden with pink and yellow flowers.

15. 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.
$172 nightly
The price is $186
Sep 7 - Sep 8
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.

16. 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
Sep 7 - Sep 8
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

17. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (15 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
$437 nightly
The price is $474
Sep 7 - Sep 8
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
A living room with a beige sofa, a wooden coffee table, and a large window with a view of a balcony.

18. Newly Renovated Cottage 7 in Alton Bay

Newly Renovated Cottage 7 in Alton Bay
Alton
10.0 out of 10, Exceptional, (2 reviews)
"Host was responsive and the property was just close enough to enjoy laconia without a huge price premium. Its a simple cabin, but it did what we needed it to do. Gravel parking lot is not the best for motorcycles if i had to leave constructive feedback. Would rent again."
United States
fred j.
$316 nightly
The price is $344
Sep 29 - Sep 30
Total with taxes and fees
Newly Renovated Cottage 7 in Alton Bay
A lake with a sandy beach and a concrete dock extending into the water.

19. Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful property "
United States
Keith B.
$408 nightly
The price is $443
Sep 9 - Sep 10
Total with taxes and fees
Private Pond Cabin with Lake Access & Fire Pit
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, (47 reviews)
"Cute and comfortable. The host communicated well and had all the essentials available. We enjoyed our stay."
United States
Julie W.
$464 nightly
The price is $503
Sep 24 - Sep 25
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wolfeboro Hotel Reviews

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"Nice place , highly recommend"
mark 1-night trip
Posted 4 hours ago
Fireside Inn & Suites Gilford

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 $333 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 Libby 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?

Stunning Waterfront Home with Boat Dock, swim, boating. Bike & skiing nearby.: This vacation home rental outside of Wolfeboro is located on a lake and has a balcony, 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. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Wolfeboro?

Choose from 58 Expedia vacation rentals in Wolfeboro for a memorable vacation.

What can I see and do in Wolfeboro?

Libby Museum and Hampshire Pewter Co. are a couple of family-friendly sights, whereas cultural attractions include Wright Museum and New Hampshire Boat Museum. 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.