Book Holiday Homes in Wolfeboro

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Featured Holiday Homes in Wolfeboro

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

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

Gilford
With a stay at this vacation home, you'll be centrally located in Gilford, within a 15-minute drive of Lake Winnipesaukee and Gunstock Mountain Resort.
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
New Dreamy Lake Front Home

New Dreamy Lake Front Home

Alton
With a stay at this vacation home in Alton Bay, you'll be a 3-minute walk from Lake Winnipesaukee and within a 5-minute drive of Alton Town Beach.
New Dreamy Lake Front Home
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Gilmanton
Located in Gilmanton, this vacation home is on the waterfront, within a 15-minute drive of Gilmanton Public Library and Belmont Library.
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
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The Village of Paugus Bay Studio Close To It All!

The Village of Paugus Bay Studio Close To It All!

Gilford
With a stay at this vacation home, you'll be centrally located in Gilford, within a 10-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion ...
The Village of Paugus Bay Studio Close To It All!
Lakefront home with views, water access for boating & swimming

Lakefront home with views, water access for boating & swimming

Freedom
Located in Freedom, this vacation home is on the waterfront, a 1-minute drive from Ossipee Lake and 10 minutes from Ossipee Lake Marina.
Lakefront home with views, water access for boating & swimming
Lakeside cottage with beautiful water-views and outdoor fire pit

Lakeside cottage with beautiful water-views and outdoor fire pit

Ossipee
Located in Ossipee, this vacation home is on the waterfront, within a 10-minute drive of Ossipee Town Hall and Sap House Meadery.
Lakeside cottage with beautiful water-views and outdoor fire pit
FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR

FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR

Tamworth
With a stay at this vacation home in Tamworth, you'll be in the mountains, within a 15-minute drive of White Mountain National Forest and The Barnstormers ...
FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR
Lakefront Home with Private Beach Access & Hot Tub

Lakefront Home with Private Beach Access & Hot Tub

Lebanon
When you a stay at this vacation home in Lebanon, you'll be on the beach, just steps from Milton Three Ponds and Milton Pond.
Lakefront Home with Private Beach Access & Hot Tub
Historic Meredith Home: Walk to Town Center!

Historic Meredith Home: Walk to Town Center!

Meredith
With a stay at this vacation home in Meredith, you'll be a 2-minute drive from Lake Winnipesaukee and 7 minutes from Squam Lake.
Historic Meredith Home: Walk to Town Center!
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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.

Wolfeboro Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wolfeboro vacation homes are the perfect way for you to wing it.

Holiday houses in Wolfeboro let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wolfeboro in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wolfeboro adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wolfeboro with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wolfeboro vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wolfeboro Holiday Homes essential information

Accommodation
949 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach, New Dreamy Lake Front Home, Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock, The Village of Paugus Bay Studio Close To It All!, Lakefront home with views, water access for boating & swimming, Lakeside cottage with beautiful water-views and outdoor fire pit, FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR, Lakefront Home with Private Beach Access & Hot Tub, Historic Meredith Home: Walk to Town Center!

Top trending hotels in Wolfeboro

The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
90 N Main St, Wolfeboro, NH
Fully refundableReserve now, pay when you stay
With a stay at The Wolfeboro Inn in Wolfeboro, you'll be near ski lifts, within a 10-minute drive of Lake Winnipesaukee and Wolfeboro Institute of the Arts.
The Wolfeboro Inn
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
Located in Wolfeboro, Lake Wentworth Inn is near the beach, a 5-minute walk from New Hampshire Boat Museum and 5 minutes by foot from Allen Albee Beach.
Lake Wentworth Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street, Wolfeboro, NH
Located in Wolfeboro, The Windrifter Resort is in the historical district, within a 5-minute drive of Brewster Beach and Wright Museum.
The Windrifter Resort
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Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy, Meredith, NH
With a stay at Mill Falls Resort Collection at the Lake in Meredith, you'll be 5 mi (8 km) from Weirs Beach and 8.7 mi (14 km) from Bank of New Hampshire Pavilion ...
Mill Falls Resort Collection at the Lake
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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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