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Featured Cottages in Wolfeboro

Historic Meredith Home: Walk to Town Center!
Enjoy cooking in this well-equipped kitchen with a gas stove, dishwasher, and dining area.

Historic Meredith Home: Walk to Town Center!

3.0 star property
Historic Meredith Home: Walk to Town Center!
Walk to Marina: Cute Gilford Cottage w/ Grill
Compact kitchen area with a gas stove, microwave, and refrigerator for basic cooking and food storage needs.

Walk to Marina: Cute Gilford Cottage w/ Grill

3.0 star property
9.6 out of 10, Exceptional, (4)
"Really enjoyed our stay. Quaint cottage with all the amenities in a great location. "
Walk to Marina: Cute Gilford Cottage w/ Grill
6 Mi to Lake Winnipesaukee: New Hampshire Home
Interior

6 Mi to Lake Winnipesaukee: New Hampshire Home

3.0 star property
6 Mi to Lake Winnipesaukee: New Hampshire Home
Covered Deck, Grill & Game Room: Gilford House!
Stunning single-story home with a central entrance, welcoming porch, and beautifully manicured lawn.

Covered Deck, Grill & Game Room: Gilford House!

3.0 star property
10.0 out of 10, Exceptional, (1)
"A beautiful newer built home with a great outdoor area! The perfect place to call home while leaf peeping in NH. We spent most days on the road but when we returned in the evening, the neighborhood was quiet and welcoming. The kitchen was generously stocked with supplies and then some. Very spacious and comfortable living areas. Our host, Richie was friendly and quick to respond to our questions. The only suggestions we have would be to add a second nightstand next to the bed in the basement...
Covered Deck, Grill & Game Room: Gilford House!
Cozy Tuftonboro Home w/ Deck - Walk to Beaches!
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, oven, and sink with a window.

Cozy Tuftonboro Home w/ Deck - Walk to Beaches!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We’ll kept "
Cozy Tuftonboro Home w/ Deck - Walk to Beaches!
Meredith Home w/ Deck: 6 Mi to Lake Winnipesaukee!
Interior

Meredith Home w/ Deck: 6 Mi to Lake Winnipesaukee!

3.0 star property
Meredith Home w/ Deck: 6 Mi to Lake Winnipesaukee!
Rustic Cabin w/ Squam Lake Access & Fireplace!
Cozy cabin-style interior with a comfortable sofa, dining area, and brick fireplace.

Rustic Cabin w/ Squam Lake Access & Fireplace!

3.0 star property
Rustic Cabin w/ Squam Lake Access & Fireplace!
Pet-friendly Gilford Home by Gunstock Ski Mountain
Cozy cabin with a fireplace, comfortable seating area, and forest views.

Pet-friendly Gilford Home by Gunstock Ski Mountain

3.0 star property
Pet-friendly Gilford Home by Gunstock Ski Mountain
Lakeview Forest Cabin w/ Deck < 1/2 Mile to Beach!
Cozy dining area with a fireplace, round table, and comfortable seating for six.

Lakeview Forest Cabin w/ Deck < 1/2 Mile to Beach!

3.0 star property
Lakeview Forest Cabin w/ Deck < 1/2 Mile to Beach!
Spacious Home on Bear Camp River in Tamworth!
Relax on the spacious porch with metal seating, surrounded by a forest view through large windows.

Spacious Home on Bear Camp River in Tamworth!

3.0 star property
Spacious Home on Bear Camp River in Tamworth!
Gilford Cabin - 2 Mi to Gunstock Mountain Resort!
Interior

Gilford Cabin - 2 Mi to Gunstock Mountain Resort!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabin is very well kept and lovely."
Gilford Cabin - 2 Mi to Gunstock Mountain Resort!
Conway Area Chalet w/ Mountain Views & Fire Pit!
Relax in a spacious living room with a high ceiling and large windows offering views of the surrounding trees. Enjoy a stone fireplace, comfortable seating areas, and a dining table near the windows.

Conway Area Chalet w/ Mountain Views & Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location close to Conway, but tucked in the woods for a peaceful mountain view. Comfy and had everything we needed as we enjoyed the gorgeous fall colors."
Conway Area Chalet w/ Mountain Views & Fire Pit!
Inviting Alton Bay Home Near Lake Winnipesaukee!
Interior

Inviting Alton Bay Home Near Lake Winnipesaukee!

3.0 star property
Inviting Alton Bay Home Near Lake Winnipesaukee!
'camp Crescendo' Rustic Waterboro Cabin By Lake
Relax on the covered porch with a view of the surrounding forest.

'camp Crescendo' Rustic Waterboro Cabin By Lake

3.0 star property
'camp Crescendo' Rustic Waterboro Cabin By Lake
Lakefront Alton Bay Retreat w/ Dock Near Beaches!
Relax on the deck overlooking the serene lake with comfortable seating and a peaceful atmosphere.

Lakefront Alton Bay Retreat w/ Dock Near Beaches!

3.0 star property
Lakefront Alton Bay Retreat w/ Dock Near Beaches!
Updated Log Cabin Near Story Land & Diana's Baths!
Cozy bedroom with a neatly made bed, bedside tables, and a framed picture on the wall.

Updated Log Cabin Near Story Land & Diana's Baths!

3.0 star property
Updated Log Cabin Near Story Land & Diana's Baths!
Bayside Weirs Beach Cottage < Half Mile to Pier!
Enjoy a peaceful stay in this inviting room with a large window offering views of the surrounding neighborhood, a comfortable sofa, and a dining area.

Bayside Weirs Beach Cottage < Half Mile to Pier!

3.0 star property
Bayside Weirs Beach Cottage < Half Mile to Pier!
Outdoor Fireplace & Pool Table: Tamworth Home!
Enjoy dining in this inviting space with a long table and comfortable chairs, surrounded by a high ceiling and large window.

Outdoor Fireplace & Pool Table: Tamworth Home!

3.0 star property
Outdoor Fireplace & Pool Table: Tamworth Home!
Parsonsfield Vacation Rental Near Skiing & Lakes!
Enjoy meals in this cozy dining area with a round table and six comfortable chairs.

Parsonsfield Vacation Rental Near Skiing & Lakes!

3.0 star property
Parsonsfield Vacation Rental Near Skiing & Lakes!
Lake Winnipesaukee Getaway w/ Private Beach Access
Interior

Lake Winnipesaukee Getaway w/ Private Beach Access

3.0 star property
Lake Winnipesaukee Getaway w/ Private Beach Access
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

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"very nice stay. walking distance to the bank pavilion concert venue! everything was clean and comfortable "
diane 1-night trip
Posted 1 day ago
Fireside Inn & Suites Gilford

Frequently asked questions

How much do cottages in Wolfeboro cost?
Expect to pay between and 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 101 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.