Photo by Heather Larson

Search Cottages in Wolfeboro

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

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

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (31)
"The house was perfect for our little family! Very warm house, fireplace worked wonderful! Beds were comfy. Towels/linens were very soft. Home was clean and layout was perfect! "
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

9.0 out of 10, Wonderful, (9)
"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

Rustic Rose Cottage of Historic West Lebanon

10.0 out of 10, Exceptional, (16)
"Overall it was very nice and much needed"
The price is AED 400
AED 833 total
includes taxes & fees
8 May - 9 May
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)
"Location of cabin was great. Screened in porch was a big plus. Cabin was very clean and well stocked. We all enjoyed our stay very much."
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)
"We loved our stay at this cute, quaint cottage. The location was perfect just steps from Crescent lake and an easy kayak ride to Lake Wentwprth. Janis was very welcoming and the property was nice and clean. Will stay again! "
Cottage with great beach.

Walk to Marina: Cute Gilford Cottage w/ Grill

9.8 out of 10, Exceptional, (17)
"Wonderful property in great location, would stay again!"
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)
"4 stars all day long"
The price is AED 474
AED 917 total
includes taxes & fees
19 May - 20 May
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)
"A beautiful cottage on a lovely lake that was very kid friendly. The cottage has everything you need and the host was very responsive. We greatly enjoyed our stay."
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)
"Great relaxing stay thank you!"
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)
"This is the best place I ever stayed up in NH. The location is perfect the house is fantastic!!! Has everything you need. Can’t wait to go back"
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."
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)
"Was a great place. Everything was clean and organized really enjoyed it!"
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.
Don't see what you're looking for?
See all available properties in Wolfeboro
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Wolfeboro

Amazing lakefront retreat with stunning views - near skiing & golf

7.8 out of 10, Good, (9)
"The most beautiful view ,large kitchen very well supplied, comfortable beds and pillows, very nice linens and luxurious towels..very serene and quiet. Close to Wolfeboro and all the nice restaurants and the Mt Washington cruise..a must!! We had an awesome time!!!"
Amazing lakefront retreat with stunning views - near skiing & golf

Grand Blanc Mountain Home

9.8 out of 10, Exceptional, (93)
"From the very first trip. To now our 4th visit. Our closest friends and family have rented this home and every time it never disappoints. If you are looking to be off the grid and have the amenities of a hotel, but also be close to a major town if needing something. Look no further. This is the home you should rent. The best!"
Grand Blanc Mountain Home

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.6 out of 10, Exceptional, (20)
"Very peaceful spot, we had everything we needed."
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and 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.