Photo by Heather Larson

Wolfeboro Holiday Rentals

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Holiday Rentals in Wolfeboro

Spacious Belmont Home w/ Seasonal Pool & Grill!
9.0 out of 10, Wonderful, (64)
"The house was beautiful and we found plenty of things to do in the neighborhood. The only problem we had was communication with the property manager. There was a construction worker on site working at the carriage house and he said he had no idea that people were renting the house for the weekend. The first night we noticed the one door in the dining room did not lock and the knob fell off of it outside and in the morning it was windy and we heard the carriage house door banging with the wind....
Spacious Belmont Home w/ Seasonal Pool & Grill!
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
8.6 out of 10, Excellent, (24)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (156)
"This is our second bachelorette weekend in this home. Its the perfect place with plenty of room and activities for all. So amazing!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Cozy, Pet-Friendly Escape Near Lake & Mountains
10.0 out of 10, Exceptional, (23)
"Beautiful home. Great weekend away!! "
Cozy, Pet-Friendly Escape Near Lake & Mountains
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
8.8 out of 10, Excellent, (15)
"We stay. In Alton Bay each year for a couple of concerts at Bank of NH Pavilion in Gilford. We extend it by staying for a couple of days at Lake Winnipesaukee The motel is perfectly located close to the venue and on the lake for swimming and boating while visiting BNH Pavilion. The motel is in a pine grove and is lake front. It's "!old school " feel reminds of my childhood. It's clean and quite, but no thrills. Don't expect first class accommodations but if you like the feel of a...
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
10.0 out of 10, Exceptional, (7)
"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
10.0 out of 10, Exceptional, (86)
"Hanna was a wonderful host! When we had an issue with water pressure in the shower, she responded within minutes and had someone out to fix it within about an hour. The place is rustic but charming with a great fireplace!"
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
8.8 out of 10, Excellent, (19)
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
6.8 out of 10, (9)
"I didn’t look close at the on-line pics so at first arrival I had concerns. It’s a charming older style lake house that could use a bit of pampering but it was very clean and comfortable for our group of 8. The host and management company were great and easy to communicate with. We came up for our daughter’s wedding and we all had a very nice weekend. Thank you"
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly
8.8 out of 10, Excellent, (27)
"The cottage looks as pictured. The two main bedrooms are upstairs and the one bathroom is downstairs which is a bit tricky to find in the middle of the night. Neighborhood is exceptionally quiet and dark at night. Not sure where the beach and boat ramp are. Fireplace heater is lovely. BYO coffee -- no pods provided for even the first day."
Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly
Beach View at Chestnut Cove, Lake Winnipesaukee.
8.8 out of 10, Excellent, (12)
"Good place to stay would rent again."
Beach View at Chestnut Cove, Lake Winnipesaukee.
Gorgeous Waterfront Condo with Lake Access & Views
10.0 out of 10, Exceptional, (23)
"Overall, this was a wonderful place to stay. There were 4 adults, and it was a bit crowded but worked overall. The bedroom with the 2 single beds was much smaller than the picture looked. If you had kids, this would be perfect. The view was gorgeous. Communication with the host was great. She responded right away. "
The price is AU$494
includes taxes & fees
18 Nov - 19 Nov
Gorgeous Waterfront Condo with Lake Access & Views
4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK
9.0 out of 10, Wonderful, (8)
"The house was clean and comfortable. It was roomy. The views were great. The owners were helpful and friendly. We would stay here again. "
4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK
Lakefront studio with private dock, fast WiFi & full kitchen - dog-friendly
9.8 out of 10, Exceptional, (28)
"Great spacious "studio" in a super quiet neighborhood. The bed was so comfy, the kitchen immaculate and to die for! I was lucky to have great weather where I was able to leave all the sliders wide open day and night. Good size for even a family with 2 small children."
Lakefront studio with private dock, fast WiFi & full kitchen - dog-friendly
Charming and spacious lakefront home w/hot tub and pool table!
10.0 out of 10, Exceptional, (43)
"The house had a generous layout with room to spread out and be comfortable. Sited right on the waterfront, it was a beautiful location. It’s all there - a hot tub, kayaks, pool table. We parked 4 cars too. Owner was responsive to anything that came up - our wayward Amazon package - even reaching out to mail carrier for help. Very accommodating! Would certainly return when we get a chance."
Charming and spacious lakefront home w/hot tub and pool table!
Lakefront, gameroom,Air Conditioner,firepit, kayaks, canoes, frog mat,pedal boat
9.8 out of 10, Exceptional, (20)
"Well appointed, clearly newly updated. Bedrooms were on first and second floors which made it easier for couples, because the bathrooms were not in the bedrooms. It’s a beautiful property that I’m sure is wonderful year round. The only complaint was the garage was so cold we couldn’t utilize it."
Lakefront, gameroom,Air Conditioner,firepit, kayaks, canoes, frog mat,pedal boat
The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV
9.8 out of 10, Exceptional, (7)
"Nice location close to Alton Bay. The Hideaway #10 was comfortable and well appointed. A bit more attention to the bedroom, kitchen and grill cleanliness would make it perfect."
The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV
Condo with WiFi, private beach, full kitchen, & outdoor pool
7.8 out of 10, Good, (35)
"Great for a younger couple wanting a bargain spot close to the many local attractions."
Condo with WiFi, private beach, full kitchen, & outdoor pool
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach
9.4 out of 10, Exceptional, (74)
"We liked our experience at this cabin and it allowed us to do great activities in the White mountains (my spouse, myself and our dog). The cabin is super cozy and confortable with the heating and AC units. However, we noted 3 downsides that can't give the 5 star review : - General cleanliness was okay, but not great. A good portion of the dishes and cookware were pretty dirty and we had to do a lot of dishes upon arrival. - We wanted to use the kayaks on the lake, but we were just not able to...
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach
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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Other types of properties in Wolfeboro you may be interested in

The Windrifter Resort
2.5 star property
8.8 out of 10, Excellent, (255)
"Nice family-friendly hotel. We loved the view from our room! Our son had a nice time swimming in the pool. "
The price is AU$180
includes taxes & fees
18 Nov - 19 Nov
The Windrifter Resort
The Wolfeboro Inn
3.5 star property
8.0 out of 10, Very good, (463)
"Great location in a lovely little town."
The price is AU$204
includes taxes & fees
18 Nov - 19 Nov
The Wolfeboro Inn
Lake Wentworth Inn
2.0 star property
9.4 out of 10, Exceptional, (408)
"Can’t say enough about how well maintained and clean this place is. Felt like we were the first people to ever stay in our room. "
The price is AU$201
includes taxes & fees
18 Nov - 19 Nov
Lake Wentworth Inn
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.

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?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Wolfeboro is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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?

Hampshire Pewter Co. and New Hampshire Boat Museum 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 Wentworth and Lake Winnipesaukee.

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.