Wolfeboro Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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, (17 reviews)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is NZ$884
includes taxes & fees
22 Feb - 23 Feb
Grandmas Cottage on the River and the Rail Trail in 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 NZ$617
includes taxes & fees
24 Feb - 25 Feb
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

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)
"We were never able to get into the property! Called, texted and emailed the host multiple times and she never responded. We drove 3 hours and were stranded with no place to stay. "
United States
CAROLYN
The price is NZ$561
includes taxes & fees
15 Feb - 16 Feb
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

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)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is NZ$319
includes taxes & fees
15 Feb - 16 Feb
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 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$612
includes taxes & fees
15 Feb - 16 Feb
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

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, (17 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is NZ$395
includes taxes & fees
15 Feb - 16 Feb
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

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$395
includes taxes & fees
15 Feb - 16 Feb
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

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
10.0 out of 10, Exceptional, (4 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is NZ$330
includes taxes & fees
15 Feb - 16 Feb
Cottage 7 - Year Round - Pet Friendly - Stand Alone 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)
"These cottages are very well maintained and very clean. The little compound was beautifully decorated and easy to navigate. This is a great place for families and groups traveling together."
United States
David M.
The price is NZ$330
includes taxes & fees
15 Feb - 16 Feb
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard

Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Fully stocked camper with delivery/setup to your favorite campground/cabin/event
New Durham
6.0 out of 10, (1 review)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
United States
Cathy M.
The price is NZ$778
includes taxes & fees
17 Feb - 18 Feb
Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (73 reviews)
"Amazing spot!"
United States
David E.
The price is NZ$1,013
includes taxes & fees
22 Feb - 23 Feb
Idyllic Mountain and Lake Getaway

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay, the apartment was in the heart of town, very clean and comfortable! The hosts were very responsive and accommodating. "
United States
Erin S.
The price is NZ$546
includes taxes & fees
15 Feb - 16 Feb
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Sanbornton
10.0 out of 10, Exceptional, (14 reviews)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is NZ$1,189
includes taxes & fees
18 Feb - 19 Feb
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

NEW Calm Cove Retreat Dock and Beach

NEW Calm Cove Retreat Dock and Beach
Alton
The price is NZ$1,557
includes taxes & fees
15 Feb - 16 Feb
NEW Calm Cove Retreat Dock and Beach

Private & Super Spacious, close to downtown N. Conway and ski.

Private & Super Spacious, close to downtown N. Conway and ski.
Conway
9.2 out of 10, Wonderful, (43 reviews)
"We stayed for the week and this home was perfect for our family getaway. Cozy, spacious, and perfect location. Would definitely recommend!"
United States
Jennifer S.
The price is NZ$1,144
includes taxes & fees
15 Feb - 16 Feb
Private & Super Spacious, close to downtown N. Conway and ski.

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake| Main Level Bedroom and Bathroom

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake| Main Level Bedroom and Bathroom
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean and nice. "
United States
Bryan K.
The price is NZ$1,410
includes taxes & fees
2 Mar - 3 Mar
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake| Main Level Bedroom and Bathroom

20 Mile Bay - Tuftonboro - Lake View

20 Mile Bay - Tuftonboro - Lake View
Mirror Lake
10.0 out of 10, Exceptional, (13 reviews)
"Another great vacation with the family at the lake! Perfect weather all week! Couldn't ask for better hosts! Thank you!!"
United States
Carol D.
The price is NZ$1,578
includes taxes & fees
16 Feb - 17 Feb
20 Mile Bay - Tuftonboro - Lake View

Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
10.0 out of 10, Exceptional, (24 reviews)
"Everything about our stay was lovely! Check-in was smooth, the property was gorgeous, and the cottage was full of charm. "
United States
Daniel S.
The price is NZ$415
includes taxes & fees
21 Feb - 22 Feb
Rustic Rose Cottage of Historic West Lebanon

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is NZ$558
includes taxes & fees
16 Feb - 17 Feb
Meredith Bay - Brand New 1st Floor Apartment In Private Home

5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views

5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views
Gilford
10.0 out of 10, Exceptional, (11 reviews)
"Was a great place to stay. Had a great time "
United States
Ryan C.
The price is NZ$1,364
includes taxes & fees
1 Mar - 2 Mar
5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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$368 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 Hampshire Pewter Co., 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 51 Expedia holiday rentals in Wolfeboro for a memorable holiday.

What can I see and do in Wolfeboro?

Hampshire Pewter Co. and New Hampshire Boat Museum are a couple of the family-friendly sights, whereas cultural attractions include Wright Museum and Wolfeboro Institute of the Arts. Other places in town to visit include Brewster Beach and Allen Albee 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.