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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Wolfeboro vacation rentals

A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

1. 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
9.8 out of 10, Exceptional, (22 reviews)
"This is a great place to stay with a dog"
United States
David M.
$174 nightly
The price is $189
Oct 21 - Oct 22
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.

2. 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, (14 reviews)
"Great place "
United States
Anonymous traveler
$160 nightly
The price is $174
Nov 10 - Nov 11
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

3. 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.
$428 nightly
The price is $466
Oct 22 - Oct 23
Total with taxes and fees
Beautiful Lake Winnipesaukee Getaway in Wolfeboro
A two-story house with a white front porch, a staircase, and a garage.

4. 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
$152 nightly
The price is $165
Oct 22 - Oct 23
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.

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

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
7.2 out of 10, Good, (5 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.
$271 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A garden with a white pergola, red chairs, and pink flowers.

6. 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
$162 nightly
The price is $175
Nov 10 - Nov 11
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

7. 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.
$253 nightly
The price is $275
Nov 10 - Nov 11
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A golf course with a pond, surrounded by trees with autumn foliage.

8. 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, (9 reviews)
"Had a great time at the cottages at Wolfeboro. Nice and relaxing stay for 2 nights"
United States
Connie S.
$177 nightly
The price is $192
Oct 21 - Oct 22
Total with taxes and fees
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

9. 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, (5 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.
$183 nightly
The price is $198
Oct 26 - Oct 27
Total with taxes and fees
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A house with a porch, surrounded by a garden with pink and yellow flowers.

10. 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, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
$158 nightly
The price is $171
Nov 10 - Nov 11
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.

11. 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
Oct 25 - Oct 26
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
A sauna with wooden walls and benches, a central ventilation system, and a ceiling light.

12. Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
New Durham
9.0 out of 10, Wonderful, (4 reviews)
"Great location in the woods! House was roomy and very comfortable..Host was very accommodating and communicated promptly and thoroughly. Lots of beds for the family!"
United States
Mary T.
$528 nightly
The price is $573
Oct 23 - Oct 24
Total with taxes and fees
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

13. Newly Renovated Cottage 3 on Main Street Alton Bay!

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.6 out of 10, Exceptional, (7 reviews)
"Staff was very freindly"
United States
David
$237 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
Newly Renovated Cottage 3 on Main Street Alton Bay!
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

14. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (16 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.
$434 nightly
The price is $471
Oct 25 - Oct 26
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

15. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Alton
10.0 out of 10, Exceptional, (5 reviews)
"Best communication ever at a VRBO. When I come back, I’m there!"
United States
shaun d.
$381 nightly
The price is $413
Oct 21 - Oct 22
Total with taxes and fees
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

16. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
$247 nightly
The price is $268
Nov 2 - Nov 3
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
A spacious kitchen with a large island, a fireplace, and a deck with outdoor seating.

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

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (49 reviews)
"Cute and comfortable. The host communicated well and had all the essentials available. We enjoyed our stay."
United States
Julie W.
$433 nightly
The price is $469
Oct 25 - Oct 26
Total with taxes and fees
Cozy, Pet-Friendly Escape Near Lake & Mountains
A beach with sand, trees, and a boat in the background.

18. 5-Acres, 1 Min to Gunstock, Beautiful Mtn Views, Hot Tub, Game Room + More!

5-Acres, 1 Min to Gunstock, Beautiful Mtn Views, Hot Tub, Game Room + More!
Gilford
9.8 out of 10, Exceptional, (26 reviews)
"Lovely country property! Perfect location for exploring the area! Hot tube was a plus. Beds were clean and comfortable!"
United States
Susan S.
$733 nightly
The price is $796
Oct 21 - Oct 22
Total with taxes and fees
5-Acres, 1 Min to Gunstock, Beautiful Mtn Views, Hot Tub, Game Room + More!
A rustic kitchen with wooden cabinets, a large window, and a variety of kitchen items on the counter.

19. Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
$518 nightly
The price is $562
Oct 21 - Oct 22
Total with taxes and fees
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
A kitchen with a granite countertop, white cabinets, a built-in stove, and a hanging light fixture.

20. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.8 out of 10, Exceptional, (6 reviews)
"I liked that it was close to the pavilion and had a nice view. The property looked nice for early season. It was loud this weekend due to bike week. I had a small issue with the entry as I didn’t see at first the electronic key pad and was trying to open the master lock key box. As I was only able to communicate by e mail there was no short term communication help available"
United States
robert
$359 nightly
The price is $378
Oct 21 - Oct 22
Total with taxes and fees
Lake Winni Waterfront Condo
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

Lake Wentworth Inn

Lake Wentworth Inn

10/10 Excellent
"Great stay and a good price"
William 2-night trip
Posted 6 hours ago
Lake Wentworth Inn

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 $251 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 53 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 Clark House Museum and Wolfeboro Abenaki Ski Area.

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.