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Compare 191 Cottages in Wolfeboro with updated reviews, rates, and availability.

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (28)
"The property was very nice and clean. We enjoyed our stay very much!"
The price is AED 588
AED 1,610 total
includes taxes & fees
16 Mar - 17 Mar
Cozy, Pet-Friendly Escape Near Lake & Mountains

Lakefront Winnisquam Cottage with dock & boat ramp

10.0 out of 10, Exceptional, (33)
"Karen and John were amazing hosts! The house was just perfect for our little family and small dog. We were greeted with fun activity books, sidewalk chalk and bubbles for my daughter… a bottle of wine, fire wood, fixings for s’mores and even a new toy for my dog! They were attentive, available when we needed them and so very kind to me and my family. The kayaks and water toys kept my daughter entertained for hours. We were able to bring our boat and had our own dock space for the entire time...
Lakefront Winnisquam Cottage with dock & boat ramp

Charming dog-friendly lakefront cottage with private dock & community beach

8.8 out of 10, Excellent, (5)
"Great spot, great doc, great everything. It was a little small. but still nice. The only thing that it lacked was a couple of AC units because it gets very hot if it is a hot humid day especially upstairs in the loft."
Charming dog-friendly lakefront cottage with private dock & community beach

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (80)
"Wonderful location, beautiful views across the lake. House was very clean, downstairs shower had two shower heads, no shortage of hot water when all showers were used. We brought two boats and 8 people show up (one couple and 6 singles). Everything was very comfortable, Wi-Fi worked great, nice apple orchard down the road that also sells fire wood ($60 for pickup load). We parked two trucks with trailers and 5 other cars across the street and in the driveway. It’s a dead end road with...
Lake Wentworth - Wolfeboro, New Hampshire

Lake Winnipesaukee Getaway w/ Private Beach Access

8.6 out of 10, Excellent, (7)
"We stayed here between Christmas and New Years and it was just what the doctor ordered! A perfect place to relax. The host was very fast to respond to all questions!"
Lake Winnipesaukee Getaway w/ Private Beach Access

Waterfront Winnipesaukee 3 BR / 2 BA Cottage with Private Dock and Sandy Beach

2.0 star property
9.0 out of 10, Wonderful, (2)
"This cottage is in a nice location right off Moultonborough Bay. We rented a pontoon from Melvin Marine, which was very convenient. It was so peaceful this time of year. The weather was great. This 3 Bedroom 2 full Bath Cottage had everything you need to enjoy an extended weekend away on the water. The hosts were very responsive. I would stay here again."
Waterfront Winnipesaukee 3 BR / 2 BA Cottage with Private Dock and Sandy Beach

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!

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!

Adorable cottage with a full kitchen, gas fireplace, pool, koi pond, & gazebo

8.8 out of 10, Excellent, (9)
"Enjoyed very much! Very cozy."
Adorable cottage with a full kitchen, gas fireplace, pool, koi pond, & gazebo

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

Pet-friendly Waterfront Cottage: On-site Bunkhouse

3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse

Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

2.0 star property
6.0 out of 10, (2)
"We decided to get a place near where I had booked a catering event. It was a comfortable campy home. Wish we could have used the wood stove. Had a slushy/snowy day and we were happy that I did not have to drive from Maine to do my catered event( prep was done in my commercial kitchen and packed in insulated containers. We went into town after my gig and relaxed and celebrated a successful event. Joe Pirkola"
The price is AED 826
AED 1,889 total
includes taxes & fees
24 Feb - 25 Feb
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly

8.8 out of 10, Excellent, (28)
"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

cutie Lakefront Cottage with private beach

10.0 out of 10, Exceptional, (3)
"Weather was great"
cutie Lakefront Cottage with private beach

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

Quintessential lakeside cottage with swimming, picnic tables, & mountain view

8.4 out of 10, Very Good, (5)
"The house was so incredibly cute! There were 4 of us and everyone had their own room (although we ended up not using two of them) and there was just enough space for us not to feel cramped. It was clean, modern lake house feel and the location is incredible. We got there at night and when I woke up in the morning to see the view and walk out to the lake I was blown away! Had a small water issue that we eventually got resolved but it didn't wreck the stay. If you're looking for a cute, comfy spot...
Quintessential lakeside cottage with swimming, picnic tables, & mountain view

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

10.0 out of 10, Exceptional, (12)
"Very nice spot nice get away would stay there again"
The price is AED 525
AED 650 total
includes taxes & fees
2 Mar - 3 Mar
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Peaceful lake front cottage w/large dock and sandy beach entry

10.0 out of 10, Exceptional, (22)
"The cabin was great! It was a perfect spot for our weekend getaway. There’s plenty to do, and the owners supply everything you need to cook, games and puzzles, canoe/ kayaks, and lounge chairs to relax in. We enjoyed the fire pit, and the absolute peace and quiet. Highly recommended, we’re looking forward to visiting again!"
Peaceful lake front cottage w/large dock and sandy beach entry

Charming 3 bedroom Cottage, waterfront with boat slip

10.0 out of 10, Exceptional, (4)
"We had an amazing stay, the property was gorgeous, had all the amenities we needed. Communication with owners was wonderful. Felt like a home away from home. "
Charming 3 bedroom Cottage, waterfront with boat slip

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
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

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (80)
"Wonderful location, beautiful views across the lake. House was very clean, downstairs shower had two shower heads, no shortage of hot water when all showers were used. We brought two boats and 8 people show up (one couple and 6 singles). Everything was very comfortable, Wi-Fi worked great, nice apple orchard down the road that also sells fire wood ($60 for pickup load). We parked two trucks with trailers and 5 other cars across the street and in the driveway. It’s a dead end road with...
Lake Wentworth - Wolfeboro, New Hampshire

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

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
28 Feb - 1 Mar
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?
Prices for cottages in Wolfeboro range between AED 525 and AED 826 per night. No matter your budget, you’ll find an ideal place to touch base with nature. 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?
Pack your bags and pick from 191 cottages in Wolfeboro. Yearning for a place where you can get in touch with nature? Expedia will help you find the ideal getaway in a few easy clicks.
Why book your cottage in Wolfeboro with Expedia?
Booking a cottage in Wolfeboro is as easy as clicking on your travel dates and choosing an ideal place for outdoor recreation and relaxation. From ritzy retreats to affordable properties and cottages that offer perks like a hot tub, Expedia has something for all traveler styles. As for irresistible deals? We’ve have them as well!
How can I find cheap cottages in Wolfeboro?
A great way to spot cheap cottages in Wolfeboro is with Expedia’s useful filter tool. Narrow down your search by star rating, amenities and budget to access unbeatable rates in a few clicks.