Photo by Heather Larson

Wolfeboro Vacation Rentals

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Vacation Rentals in Wolfeboro

Amazing lakefront retreat with stunning views - near skiing & golf

7.8 out of 10, Good, (9)
"Mediocre Couldnt turn on ceiling fans AC was inadequate Use of fireplace is forbidden Asked for light bulbs but never received "
Amazing lakefront retreat with stunning views - near skiing & golf

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Cedar Lodge condo with mountain & lake Winnipesauke views!

9.6 out of 10, Exceptional, (39)
"Great location and beautiful sunrise/sunset. The condo looks spot on to the listing. We appreciated the extra toiletries and snacks. Unfortunately we noticed crumbs/food all over the couch when we arrived. Overall, we we had a good experience."
The price is CA $90
CA $215 total
includes taxes & fees
Mar 29 - Mar 30
Cedar Lodge condo with mountain & lake Winnipesauke views!

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

10.0 out of 10, Exceptional, (167)
"Massive 7,000 sq ft. super cool house close to Gunstock that felt like we rented an entire commercial lodge. Bedrooms and baths for everyone, large indoor pool, hot tub, steam and sauna, bar area, game room, and huge fireplaced dining room with seating for 20! Kids were ecstatic and we had the best time. Clean, responsive and pleasant owner as well. If you have a large family, this is the place...you won't be disappointed!PatrickMarshfield, MA"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.8 out of 10, Exceptional, (21)
"As a family of 6, our options are limited to 2 hotel rooms or a vacation property. This property exceeded all expectations. Perfect balance between feeling like a family vacation home and an elevated rental property without being full luxury with the typical higher price tag. Will definitely return. "
The price is CA $236
CA $718 total
includes taxes & fees
Apr 19 - Apr 20
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Grand Blanc Mountain Home

9.8 out of 10, Exceptional, (92)
"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

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

8.8 out of 10, Excellent, (19)
"It’s no wonder that the house resides on Paradise Drive. An absolute slice of heaven. This was our second time staying here and we can’t wait to book again. You can’t beat the location when you are a short walk to the lively public beach while also sitting on a cool quiet tributary with a private dock. The home is clean and comfortable with multiple wall mounted AC units to escape the summer heat. Two bedrooms with plenty of space for air mattresses makes this place great for families or...
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

9.6 out of 10, Exceptional, (133)
"We really enjoyed our stay. The condo was comfortable, clean, had everything you needed and was in a great location. We enjoyed walking across the street to the lake and up the hill to go the concert next door. We were also a short drive from Weirs Beach. We had great communication and hope to stay there again."
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (30)
"Charming, clean and lovely place to stay. Owners were very easy to communicate with. Place was gorgeous. We had a great time. We would definitely stay here again and highly recommend it!!! "
Cozy, Pet-Friendly Escape Near Lake & Mountains

Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

10.0 out of 10, Exceptional, (6)
"What turns a great stay into an exceptional one is excellent communication and attention to detail, and this rental delivered on both. The property is newly renovated, stunning, and offers breathtaking views. It’s fully equipped—especially ideal for our family who loves cooking—with everything neatly labeled, making it easy to navigate.The host and co-host were fantastic, checking in regularly and responding promptly to any inquiries. We had a wonderful vacation and are already planning to book...
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Lake Winnipesaukee Retreat with Beach & Boat Dock Access! Dog Friendly!

Lake Winnipesaukee Retreat with Beach & Boat Dock Access! Dog Friendly!

New Lakefront Home sleeps 14 with dock.

8.8 out of 10, Excellent, (61)
"Location is very convenient - grocery within a 10 min ride, easy access to the Lake, dining, and popular Winnipesaukee villages around the lake. The amenities were generous - including towels and linens at the location, travel shampoo/condition/soaps available, fully stocked kitchen with dish soap and other kitchen tools available. The kitchen is tight and the central artery of the house, which made it difficult with 12 people. I'd recommend bringing a mattress pad or something for the pull...
New Lakefront Home sleeps 14 with dock.

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

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

9.8 out of 10, Exceptional, (96)
"The house was perfect!! Everything was clean and neat upon entering. We were able to bring our two small dogs which was a plus! The fire place made it so cozy and we even sat outside one night and had a little bonfire. We were very pleased with our stay :) "
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing location and views on the lake. The property was super clean with everything we needed for a comfortable stay. We were in Gilford for a ski trip and we the house was located just 19 min away from the slopes! Great communication with the management that was very pro active giving checkin and checkout info. 100% recommend! "
The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

Lakefront Alton Bay Retreat w/ Dock Near Beaches!

9.6 out of 10, Exceptional, (4)
"Great location for us. We are going to a Camp Kabeyun reunion and it was very convenient. There was some cleanliness issues with crumbs and such but overall the property was great."
Lakefront Alton Bay Retreat w/ Dock Near Beaches!

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.4 out of 10, Very good, (28)
"We had a great stay at this property. It was very conveniently located near Gunstock Ski Resort. The hot tub was perfect after a long day skiing and tubing. The home was clean and well-furnished."
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Secluded Waterfront Real Estate - Dams Beach

9.0 out of 10, Wonderful, (36)
"We stayed there for Laconia weekend 2024. 4 couples were very comfortable. The street up to a certain part to get to location is paved then dirt. The driveway dirt and rocks which is rough especially for motorcycle. Owner allowed easy early check in and we were able to park motorcycles in garage which was awesome. Home could use some maintenance but overall nice. The location was quiet and secluded. Only downfall with the location for us is distance not walkable to get to weirs strip which we...
Secluded Waterfront Real Estate - Dams Beach

Storybook Pines — A Lakefront Family Reunion Retreat

Storybook Pines — A Lakefront Family Reunion Retreat

Halfmoon Lake 4BR Home w Game Room, Deck, Dock!

9.8 out of 10, Exceptional, (17)
"The house was a perfect family getaway! "
Halfmoon Lake 4BR Home w Game Room, Deck, Dock!
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 Wolfeboro Inn

3.5 star property
8.2 out of 10, Very good, (494)
"The Tavern was unavailable due to refurbishing; hopefully the rooms are next. Our room was spacious, but clearly a bit worn and in need of a facelift. Room was clean and bed was comfortable. The breakfast was very good, and overall our stay was very pleasant. Front desk staff was gracious and friendly, as was our breakfast host."
The price is CA $171
CA $186 total
includes taxes & fees
Mar 27 - Mar 28
The Wolfeboro Inn

Lake Wentworth Inn

2.0 star property
9.4 out of 10, Exceptional, (417)
"I have stayed at the Inn for the last few years to visit my daughter for her birthday. I am a walker and have walked the Rail to Trail most times that I visit. This year it was not walkable without treckers. Suggestion: It would be great to have them available to rent!"
The price is CA $173
CA $188 total
includes taxes & fees
Mar 31 - Apr 1
Lake Wentworth Inn

The Windrifter Resort

2.5 star property
8.8 out of 10, Excellent, (280)
"This place is amazing! Its not fancy but has everything you could possibly want at a reasonable price. Im thrilled i found this gem."
The price is CA $161
CA $175 total
includes taxes & fees
Apr 8 - Apr 9
The Windrifter Resort
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 vacation rentals in Wolfeboro?

Yes, there are vacation rentals in Wolfeboro near Hampshire Pewter Co., or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals that Wolfeboro has to offer?

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock: This vacation home rental outside of Wolfeboro is located on the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Wolfeboro?

Choose from 49 Expedia vacation rentals in Wolfeboro for a memorable vacation.

What can I see and do in Wolfeboro?

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

What are vacation rentals like in Wolfeboro?

Vacation rentals are private accommodations you can book for several days or more in Wolfeboro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.