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 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Wolfeboro vacation rentals

A garden with a white pergola, red chairs, and pink flowers.

1. 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
The price is ￥23,256
￥27,457 total
includes taxes & fees
Nov 1 - Nov 2
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A garden with a white pergola, red chairs, and pink flowers.

2. 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.
The price is ￥24,390
￥27,489 total
includes taxes & fees
Nov 2 - Nov 3
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A two-story house with a white front porch, a staircase, and a garage.

3. 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
Caretakers -Split level Pet Friendly $50 Fee
A two-story house with a dark roof, multiple windows, and a porch with chairs.

4. 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.
The price is ￥22,374
￥44,108 total
includes taxes & fees
Nov 1 - Nov 2
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A garden with a white pergola, red chairs, and pink flowers.

5. 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
The price is ￥23,256
￥27,457 total
includes taxes & fees
Nov 1 - Nov 2
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

6. 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)
"Cute cottage, convenient to town."
United States
c K.
The price is ￥24,012
￥28,276 total
includes taxes & fees
Nov 1 - Nov 2
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A house with a porch, surrounded by a garden with pink and yellow flowers.

7. 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.
The price is ￥22,689
￥25,643 total
includes taxes & fees
Nov 3 - Nov 4
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A statue of a figure in a red cloak holding a staff, standing in front of a white fence with greenery around.

8. 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.
The price is ￥25,147
￥29,678 total
includes taxes & fees
Nov 1 - Nov 2
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

9. 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.
The price is ￥39,138
￥46,225 total
includes taxes & fees
Nov 1 - Nov 2
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A rooftop deck with outdoor furniture, a pool, and a view of the surrounding area.

10. Inviting 1BR Lakeview 2nd-Floor - Balcony

Inviting 1BR Lakeview 2nd-Floor - Balcony
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is ￥12,132
￥42,484 total
includes taxes & fees
Nov 1 - Nov 2
Inviting 1BR Lakeview 2nd-Floor - Balcony
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

11. 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)
"We had a wonderful stay at the cozy cottage! The porch is very comfy and has great light. The beds were also very comfortable and kitchen was well stocked."
United States
Rebecca K.
The price is ￥31,466
￥62,007 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A residential area with houses, a road, and a lake in the background.

12. 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, (8 reviews)
"Staff was very freindly"
United States
David
The price is ￥19,537
￥36,911 total
includes taxes & fees
Nov 1 - Nov 2
Newly Renovated Cottage 3 on Main Street Alton Bay!
A living room with a stone fireplace, a ceiling fan, and a large window.

13. Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Gilford
10.0 out of 10, Exceptional, (1 review)
"Home was clean Host was easy to communicate with"
United States
Robert L.
The price is ￥15,882
￥62,192 total
includes taxes & fees
Nov 7 - Nov 8
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
An aerial view of a large industrial building with a parking lot, adjacent to a river with boats docked.

14. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is ￥11,601
￥30,196 total
includes taxes & fees
Nov 10 - Nov 11
Gilford Perfect Getaway Pool, WIFI & Free Parking
A hotel with a large parking lot, a swimming pool, and a view of a lake and mountains.

15. Cedar Lodge Room-Private Balcony Close to Weirs!

Cedar Lodge Room-Private Balcony Close to Weirs!
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, quiet and good location to points of interest. Nice beds!!"
United States
Deborah J.
Cedar Lodge Room-Private Balcony Close to Weirs!
A modern living room with a flat-screen TV, a grey sofa with a 'together' pillow, a wooden coffee table with a plant and board games, and an air conditioning unit on the wall.

16. Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]

Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]
Tuftonboro
8.0 out of 10, Very good, (1 review)
"Clean, pet friendly, quiet, attractively furnished. Had not known it would be a second floor unit with stairs to enter. That was not a problem for us but might be for others. We enjoyed ourselves."
United States
Carola B.
The price is ￥25,997
￥38,123 total
includes taxes & fees
Nov 9 - Nov 10
Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]
A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

17. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is ￥17,332
￥36,937 total
includes taxes & fees
Nov 1 - Nov 2
Cedar Lodge Room 2 Queen Beds & Private Balcony
A spacious kitchen with a large island, a fireplace, and a deck with outdoor seating.

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

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (49 reviews)
"Nice quiet get away spot but close to fun opportunities!"
United States
Janet M.
The price is ￥24,406
￥69,076 total
includes taxes & fees
Nov 4 - Nov 5
Cozy, Pet-Friendly Escape Near Lake & Mountains
A lakeside patio with picnic tables, benches, and a view of the water.

19. 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
The price is ￥22,374
￥41,885 total
includes taxes & fees
Nov 10 - Nov 11
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
A hotel with a swimming pool, solar panels, and a parking lot.

20. Cedar Lodge 2 Bedroom Condo Balcony and Full Kitchen

Cedar Lodge 2 Bedroom Condo Balcony and Full Kitchen
Weirs Beach
Cedar Lodge 2 Bedroom Condo Balcony and Full Kitchen
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

Super 8 by Wyndham Tilton/Lake Winnipesaukee

Super 8 by Wyndham Tilton/Lake Winnipesaukee

10/10 Excellent
"I’m not one to stay at this chain, but we were pleasantly surprised with the cleanliness and staff. The ONLY downfall staying on a Friday & Saturday is the Taco Bell in the parking lot had a ton of activity (bass vibration) and loud music at 2-4 am."
Marcia 1-night trip
Posted 7 hours ago
Super 8 by Wyndham Tilton/Lake Winnipesaukee

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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  • Enter your travel dates to view the best deals on holiday rentals in Wolfeboro while they last

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 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.