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Compare 231 Cottages in Wolfeboro with updated reviews, rates, and availability.

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!!! "
The price is AED 533
AED 1,546 total
includes taxes & fees
27 Apr - 28 Apr
Cozy, Pet-Friendly Escape Near Lake & Mountains

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.3 mls to water

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.3 mls to water

Lake Winnipesaukee Getaway w/ Private Beach Access

8.8 out of 10, Excellent, (8)
"Overall stay was perfect & equipped with everything we needed especially the woodstove! Hot tub rules were easy to follow & enjoyable time while it snowed. Communication between the owners was very easy & they responded back fairly quick. Looking forward to spending another weekend in the summertime! "
Lake Winnipesaukee Getaway w/ Private Beach Access

Rustic Rose Cottage of Historic West Lebanon

10.0 out of 10, Exceptional, (15)
"Overall it was very nice and much needed"
The price is AED 364
AED 785 total
includes taxes & fees
6 Apr - 7 Apr
Rustic Rose Cottage of Historic West Lebanon

Cozy Cottage on Lake Winni

9.2 out of 10, Wonderful, (33)
"This cabin was close to most attractions in the area. The cabin was clean and was perfect for our stay!"
Cozy Cottage on Lake Winni

Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock

9.8 out of 10, Exceptional, (36)
"Lyman was a great host. Communicative and helpful. The cabin is exactly as describe and very clean. Would recommend!"
Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock

Cottage with great beach.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Three of us just needed a place to stay while we visited the area. This place was perfect for what we needed. It's not large but all we were looking for was a place to sleep. "
Cottage with great beach.

Walk to Marina: Cute Gilford Cottage w/ Grill

9.8 out of 10, Exceptional, (17)
"Very happy with our stay we we're ice fishing in the Merridith derby and this was a perfect location. Drive right out on the ice with the truck and the cottage had great heat and awesome hot water shower. Will be back"
Walk to Marina: Cute Gilford Cottage w/ Grill

Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

9.6 out of 10, Exceptional, (84)
"Quick walk to downt"
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

9.6 out of 10, Exceptional, (24)
"Awesome place for a getaway. The cottage is fully stocked and has everything you could need. The hot tub is especially nice and is in tip top shape. Loved being in the hot tub and watching the stars. Enjoyed the fire pit! Barbequed on the grill and ate dinner on the porch .porch. Kitchen was easy to cook ineverything. "
The price is AED 555
AED 1,016 total
includes taxes & fees
21 Apr - 22 Apr
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Winnipesaukee house w/ dock included.

8.8 out of 10, Excellent, (3)
"Love Laconia, and this is a lovely little place. "
Winnipesaukee house w/ dock included.

Pet-Friendly Waterfront Cottage: On-Site Bunkhouse

10.0 out of 10, Exceptional, (12)
"Nice relaxing week on the lake"
Pet-Friendly Waterfront Cottage: On-Site Bunkhouse

Center Ossipee Pet-Friendly Cottage w/ Dock!

9.4 out of 10, Exceptional, (10)
"We had an amazing stay at this property for the week. We are a family of 4 plus a small dog. 2 bedrooms were perfect for the kids upstairs and my husband and I stayed in the downstairs bedroom. Perfect for a small family! We were within an hour to so much and our stay was just perfect. We rented kayaks from Ski Works who were also great. Great trip and we would absolutely rent again! Carol & Gene are great!"
Center Ossipee Pet-Friendly Cottage w/ Dock!

Waterfront Lake Arrowhead Home w/ Kayaks & Grill!

9.2 out of 10, Wonderful, (19)
"We thoroughly enjoyed our stay on Lake Arrowhead. The house was everything we hoped for...great location, quiet street, clean, comfortable, spacious, beautiful deck, and amazing waterfront. With the ping-pong table in the basement we were entertained rain or shine. We would love to return in the summer and take advantage of the wonderful selection of boats. "
Waterfront Lake Arrowhead Home w/ Kayaks & Grill!

Charming lakefront 2-bedroom cottage with private beach & dock.

Charming lakefront 2-bedroom cottage with private beach & dock.

Dog-friendly waterfront cottage with private dock, community beach, grill, W/D

9.8 out of 10, Exceptional, (11)
"It was exactly as advertised. Beautiful setting/landscaping with a well outfitted home."
Dog-friendly waterfront cottage with private dock, community beach, grill, W/D

Cozy Lake Winnisquam retreat for 6 with dock and swimming

Cozy Lake Winnisquam retreat for 6 with dock and swimming

Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

9.4 out of 10, Exceptional, (3)
"The property is beautiful and beyond our expectations. The owner has everything you might need. Plenty of towels. Clean linens. The view was outstanding! The neighbor was awesome and helped us out tremendously. The check in was horrible with Vacasa. Not the property owners fault. After driving 14 hours and arriving late in the evening (7:00 pm) the keys were not in the lockbox. Then after contacting Vacasa, we did not receive keys to the property until after 9:00. Once we received the keys...
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

2.0 star property
6.8 out of 10, (3)
"The only issue we had with the house was that the upstairs shower would not work. We also did have to shovel the landing and steps when we first arrived. The heated garage was nice to put our ice fishing gear in to dry out overnight. Plenty of room to move around. Overall, I would rent it again in the future."
The price is AED 441
AED 1,443 total
includes taxes & fees
6 Apr - 7 Apr
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

Beautiful cottage in the Lakes Region on Hermit Lake

10.0 out of 10, Exceptional, (14)
"Accommodations were excellent."
Beautiful cottage in the Lakes Region on Hermit Lake
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 property types 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 AED 193
AED 510 total
includes taxes & fees
12 Apr - 13 Apr
Cedar Lodge condo with mountain & lake Winnipesauke views!
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

How much do cottages in Wolfeboro cost?
Expect to pay between AED 364 and AED 555 per night for cottages in Wolfeboro. Whatever your budget, an ideal stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Wolfeboro?
Surround yourself with nature in one of the 231 cottages available in Wolfeboro. To help you select your ideal stay, make use of our filters to search for must-have amenities or perks.
Why book your cottage in Wolfeboro with Expedia?
Expedia has some superb cottages in Wolfeboro, so start packing your bags for a memorable stay close to nature. If you have a budget in mind, select how much you want to spend and your preferred property star rating. Or, try out our filters to search for cottages with free WiFi or a kitchen. We’ll help you find a suitable place whatever your escape looks like.
How can I find cheap cottages in Wolfeboro?
With Expedia’s useful filter tool, getting your hands on cheap cottages in Wolfeboro couldn’t be simpler. To view accommodations that’ll make your wallet happy, fine-tune your search results by budget, star rating and amenities.