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Top Holiday Rentals in Wolfeboro

Our top choices for Wolfeboro holiday rentals

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (88)
"Excellent property on a beautiful lake! The kids had a blast and there was so much space for sleeping and hanging out!"
Lake Wentworth - Wolfeboro, New Hampshire

On Lake Winnipesaukee!,Year round house, private beach and great yard

8.8 out of 10, Excellent, (33)
"We had a great stay, great little beach area for young kids, a dock to moor a rented boat, huge lawn, beautiful sunsets, just a wonderful spot!"
On Lake Winnipesaukee!,Year round house, private beach and great yard

Amazing lakefront retreat with stunning views - near skiing & golf

7.4 out of 10, Good, (11)
"We had a great stay over the holiday week at Lakeside Lullaby. The view is amazing and the property is so close to the lake. We loved being a few minutes drive from downtown Wolfeboro as well."
Amazing lakefront retreat with stunning views - near skiing & golf

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

9.8 out of 10, Exceptional, (175)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

9.4 out of 10, Exceptional, (139)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Stunning lakefront home with private dock, deck, firepit, and lake view

9.0 out of 10, Wonderful, (19)
"We loved the lake, the firepit and the home! Had a fun family time!"
Stunning lakefront home with private dock, deck, firepit, and lake view

Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

10.0 out of 10, Exceptional, (178)
"Amazing property and great location. The host could not have been nicer- we will be back! "
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (11)
"Great place, quiet and immaculate~!"
The price is £142
includes taxes & fees
14 Sept - 15 Sept
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

10.0 out of 10, Exceptional, (2)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
The price is £120
includes taxes & fees
25 Aug - 26 Aug
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (12)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is £202
includes taxes & fees
25 Aug - 26 Aug
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Grand Blanc Mountain Home

9.6 out of 10, Exceptional, (96)
"What a treat to stay in such a magnificent home. Great fun to just look around and appreciate the scale and attention to detail that is everywhere. Great comforts and utility made our stay so enjoyable. Thank you!"
Grand Blanc Mountain Home

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

9.0 out of 10, Wonderful, (21)
"Excellent"
The price is £214
includes taxes & fees
25 Aug - 26 Aug
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (47)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

10.0 out of 10, Exceptional, (223)
"Enjoyed the peace and quiet and the seclusion of the property "
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.4 out of 10, Exceptional, (66)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Come & enjoy beautiful Lake Winni! Concerts are within 5 min. Economy pricing

10.0 out of 10, Exceptional, (12)
"Great place to stay. Was the perfect spot to git the white mountains/conway. While also being super close to the pavilion to take in a concert. Would definitely stay here again/recommend!"
Come & enjoy beautiful Lake Winni! Concerts are within 5 min. Economy pricing

🌟 Newly Renovated Lakeside Haven – Your Premier Retreat! 🏡🌊🚤

9.8 out of 10, Exceptional, (9)
"Great home and a beautiful lake made for a great stay for us and our teenagers. The beach club access was another big plus, with activities for all ages."
🌟 Newly Renovated Lakeside Haven – Your Premier Retreat! 🏡🌊🚤

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is £236
includes taxes & fees
25 Aug - 26 Aug
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Cozy Cottage 2 Bedroom With Amazing View <br>

10.0 out of 10, Exceptional, (26)
"This place was just as described and just what our little group was looking for. It was clean and convenient to all the main attractions of Lake Winnepesaki. "
Cozy Cottage 2 Bedroom With Amazing View <br>

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

9.6 out of 10, Exceptional, (21)
"What a unique and fun stay! The use of the property is really the gem here, Beautiful clean property that checks all the boxes! "
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊
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

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?

On Lake Winnipesaukee!,Year round house, private beach and great yard: This highly rated holiday home rental in Wolfeboro is located on a lake, and has a fireplace, a patio 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. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Wolfeboro?

Choose from 53 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 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.