Wolfeboro Vacation Rentals

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Our top choices for Wolfeboro vacation rentals

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, (18 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is CA $309
CA $679 total
includes taxes & fees
May 23 - May 24
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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 CA $209
CA $260 total
includes taxes & fees
May 25 - May 26
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

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, (11 reviews)
"Excellent stay"
United States
Kara
The price is CA $197
CA $245 total
includes taxes & fees
May 25 - May 26
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

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 CA $228
CA $374 total
includes taxes & fees
May 27 - May 28
9 Lake Street

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is CA $309
CA $517 total
includes taxes & fees
May 24 - May 25
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

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 CA $231
CA $283 total
includes taxes & fees
Jun 17 - Jun 18
Caretakers Apartment-Split level w/ Wet Room Bath

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

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
The price is CA $136
CA $322 total
includes taxes & fees
May 27 - May 28
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

Family Retreat in Wolfeboro: 5BR/3BA, Lake Views

Family Retreat in Wolfeboro: 5BR/3BA, Lake Views
Wolfeboro
The price is CA $404
CA $928 total
includes taxes & fees
May 27 - May 28
Family Retreat in Wolfeboro: 5BR/3BA, Lake Views

Cozy 1BR Getaway Steps from Lake Winnipesaukee

Cozy 1BR Getaway Steps from Lake Winnipesaukee
Wolfeboro
6.8 out of 10, (3 reviews)
"I am a travel nurse so was great location for me for a few weeks."
United States
Lori C.
The price is CA $161
CA $346 total
includes taxes & fees
May 27 - May 28
Cozy 1BR Getaway Steps from Lake Winnipesaukee

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
8.8 out of 10, Excellent, (6 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is CA $202
CA $250 total
includes taxes & fees
May 25 - May 26
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

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 CA $222
CA $275 total
includes taxes & fees
May 26 - May 27
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

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, (18 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is CA $220
CA $273 total
includes taxes & fees
May 26 - May 27
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

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, (2 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 CA $313
CA $389 total
includes taxes & fees
May 25 - May 26
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro
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.
The price is CA $1,674
CA $2,670 total
includes taxes & fees
Jun 14 - Jun 15
Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

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 CA $316
CA $392 total
includes taxes & fees
May 25 - May 26
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

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, (6 reviews)
"Cute place just close quarters "
United States
Rylee F.
The price is CA $206
CA $253 total
includes taxes & fees
Jun 10 - Jun 11
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

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 CA $313
CA $389 total
includes taxes & fees
May 26 - May 27
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

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 CA $193
CA $209 total
includes taxes & fees
May 25 - May 26
Danforth Bay Camping and RV Resort

Two bedroom in United States of America, Sanford

Two bedroom in United States of America, Sanford
Sanford
10.0 out of 10, Exceptional, (8 reviews)
"Excellent place for a weekend getaway and definitely planning to come back again next year - or sooner if possible."
United States
Jennifer K.
The price is CA $411
CA $700 total
includes taxes & fees
May 28 - May 29
Two bedroom in United States of America, Sanford

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is CA $229
CA $262 total
includes taxes & fees
May 27 - May 28
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
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

Find out more about Wolfeboro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wolfeboro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock: This vacation home rental outside of Wolfeboro is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

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 Wolfeboro Institute of the Arts and Wright 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.