Wolfeboro Holiday Rentals

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Our top choices for Wolfeboro holiday 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 NZ$829
includes taxes & fees
18 May - 19 May
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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
9 Lake Street

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 NZ$458
includes taxes & fees
20 May - 21 May
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

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 NZ$584
includes taxes & fees
18 May - 19 May
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

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

Family Retreat in Wolfeboro: 5BR/3BA, Lake Views
Wolfeboro
The price is NZ$1,132
includes taxes & fees
19 May - 20 May
Family Retreat in Wolfeboro: 5BR/3BA, Lake Views

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

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 NZ$296
includes taxes & fees
19 May - 20 May
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

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 NZ$327
includes taxes & fees
16 June - 17 June
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 NZ$398
includes taxes & fees
25 May - 26 May
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

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 NZ$477
includes taxes & fees
18 May - 19 May
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 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 NZ$305
includes taxes & fees
18 May - 19 May
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & 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 NZ$541
includes taxes & fees
2 June - 3 June
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

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.
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 NZ$291
includes taxes & fees
18 May - 19 May
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 NZ$325
includes taxes & fees
20 May - 21 May
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

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 NZ$296
includes taxes & fees
18 May - 19 May
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 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 NZ$315
includes taxes & fees
10 June - 11 June
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

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 NZ$261
includes taxes & fees
18 May - 19 May
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 NZ$857
includes taxes & fees
25 May - 26 May
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 NZ$322
includes taxes & fees
26 May - 27 May
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

Everything you need to know about Wolfeboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wolfeboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wolfeboro holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wolfeboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wolfeboro holiday rentals we have selected for you start as low as NZ$741 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wolfeboro rentals

At Expedia, we put the best Wolfeboro holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Wolfeboro?

Yes, there are holiday rentals in Wolfeboro close to Libby Museum, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Wolfeboro has to offer?

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock: This holiday home rental outside of Wolfeboro is located on the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Wolfeboro?

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

What can I see and do in Wolfeboro?

Libby Museum and Hampshire Pewter Co. are a couple of the 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 holiday rentals like in Wolfeboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wolfeboro. Holiday rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family gatherings.