Wolfeboro Holiday Rentals

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Our top choices for Wolfeboro holiday rentals

Apartment in Wolfeboro

9 Lake Street
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is NZ$422
includes taxes & fees
16 Jan - 17 Jan 2026
9 Lake Street
10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
The price is NZ$789
includes taxes & fees
4 Jan - 5 Jan 2026
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
2.0 star property
Quaint house in tranquil Wolfeboro perfect for getaway
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is NZ$323
includes taxes & fees
1 Jan - 2 Jan 2026
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
8.0 out of 10, Very good, (16)
"Thanks for a great stay!"
United States
Lynne Q.
The price is NZ$643
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
10.0 out of 10, Exceptional, (3)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is NZ$779
includes taxes & fees
2 Jan - 3 Jan 2026
Lake Access + Kayaks + Arcade + Bike Path + Deck
10.0 out of 10, Exceptional, (4)
"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$354
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 out of 10, Exceptional, (17)
"Very clean and well stocked with supplies, great location with easy walking access to center of Wolfeboro. Hosts are responsive and have plenty of helpful information on the area at the cottage."
United States
Nadine T.
The price is NZ$351
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (5)
"Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids."
United States
Sean P.
The price is NZ$323
includes taxes & fees
31 Dec - 1 Jan 2026
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
10.0 out of 10, Exceptional, (4)
"Everything was great!"
United States
Leah F.
The price is NZ$527
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
2.0 star property
8.4 out of 10, Very good, (15)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort
6.0 out of 10, (1)
"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$816
includes taxes & fees
1 Jan - 2 Jan 2026
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
3.0 star property
The price is NZ$644
includes taxes & fees
1 Jan - 2 Jan 2026
On Baxter Lake: Wooded Retreat Near Trails
10.0 out of 10, Exceptional, (24)
"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$434
includes taxes & fees
2 Jan - 3 Jan 2026
Rustic Rose Cottage of Historic West Lebanon
10.0 out of 10, Exceptional, (44)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is NZ$516
includes taxes & fees
4 Jan - 5 Jan 2026
Lotus Spa, your home away from home
9.6 out of 10, Exceptional, (15)
"Enjoyed our stay. "
United States
Ilene T.
The price is NZ$291
includes taxes & fees
7 Jan - 8 Jan 2026
Cute Cedar Lodge Studio with Balcony & Lake Views!
9.8 out of 10, Exceptional, (36)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is NZ$511
includes taxes & fees
5 Jan - 6 Jan 2026
Gorgeous Waterfront Condo with Lake Access & Views
10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
9.8 out of 10, Exceptional, (25)
"We stayed here the weekend of June 20th for a girls trip & had an amazing time! The home was clean and comfortable. We enjoyed the private beach & beautiful view from the deck! Highly recommend. "
United States
Erin B.
The price is NZ$825
includes taxes & fees
5 Jan - 6 Jan 2026
White Mountains Waterfront Chalet w/ Private Beach
10.0 out of 10, Exceptional, (3)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
The price is NZ$726
includes taxes & fees
19 Jan - 20 Jan 2026
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
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$642 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?

Amazing lakefront retreat with stunning views - near skiing & golf: This highly rated holiday home rental in Wolfeboro is located on a lake, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Wolfeboro?

Choose from 49 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 Wolfeboro Abenaki Ski Area and Lake Wentworth.

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.