Wolfeboro Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Wolfeboro holiday rentals

Outdoor dining

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 HK$1,762
HK$3,884 total
includes taxes & fees
22 May - 23 May
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Terrace/patio

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 HK$1,191
HK$1,480 total
includes taxes & fees
25 May - 26 May
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Terrace/patio

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 HK$1,100
HK$1,363 total
includes taxes & fees
25 May - 26 May
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Private kitchen

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 HK$1,332
HK$2,167 total
includes taxes & fees
27 May - 28 May
9 Lake Street
Smart TV, fireplace

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 HK$1,586
HK$2,749 total
includes taxes & fees
24 May - 25 May
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Property grounds

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 HK$1,314
HK$1,629 total
includes taxes & fees
21 Jun - 22 Jun
Caretakers Apartment-Split level w/ Wet Room Bath
Outdoor dining

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 HK$775
HK$1,844 total
includes taxes & fees
25 May - 26 May
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Exterior

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

Family Retreat in Wolfeboro: 5BR/3BA, Lake Views
Wolfeboro
The price is HK$2,305
HK$5,289 total
includes taxes & fees
26 May - 27 May
Family Retreat in Wolfeboro: 5BR/3BA, Lake Views
Fridge, microwave, oven, stovetop

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 HK$917
HK$1,971 total
includes taxes & fees
27 May - 28 May
Cozy 1BR Getaway Steps from Lake Winnipesaukee
Property grounds

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 HK$1,151
HK$1,427 total
includes taxes & fees
25 May - 26 May
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Marina

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 HK$1,263
HK$1,566 total
includes taxes & fees
26 May - 27 May
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Beach nearby

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 HK$1,263
HK$1,566 total
includes taxes & fees
27 May - 28 May
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Beach nearby

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 HK$1,782
HK$2,214 total
includes taxes & fees
25 May - 26 May
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Exterior

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
Terrace/patio

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 HK$1,833
HK$2,278 total
includes taxes & fees
26 May - 27 May
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Golf

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 HK$1,273
HK$1,585 total
includes taxes & fees
3 Jun - 4 Jun
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Beach nearby

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 HK$1,690
HK$2,098 total
includes taxes & fees
26 May - 27 May
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Exterior

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 HK$1,099
HK$1,192 total
includes taxes & fees
25 May - 26 May
Danforth Bay Camping and RV Resort
Lobby

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 HK$2,342
HK$3,980 total
includes taxes & fees
25 May - 26 May
Two bedroom in United States of America, Sanford
Terrace/patio

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 HK$1,304
HK$1,508 total
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

Steele Hill Resorts

Steele Hill Resorts

10/10 Excellent
"Family friendly, great location, beautiful views, and it was wonderful to have a full kitchen in our suite!"
Jennifer 2-night trip
Posted 12 hours ago
Steele Hill Resorts

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:

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Look no further and take a look at our great range of rental properties in Wolfeboro!

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.