Book Holiday Homes in Wolfeboro

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Featured Holiday Homes in Wolfeboro

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Gilmanton
With a stay at this vacation home in Gilmanton, you'll be on the beach, within a 15-minute drive of New Hampshire International Speedway and Gilmanton Public ...
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Lake Access, Mtn Views, Game Room, Hot Tub & More!

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Gilford
When you stay at this vacation home in Gilford, you'll be on a lake, within a 10-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Lake Access, Mtn Views, Game Room, Hot Tub & More!
Beautiful and wonderful location. Premier lVRBO host.

Beautiful and wonderful location. Premier lVRBO host.

Sanbornton
Located in Sanbornton, this vacation home is on the waterfront, within a 15-minute drive of Sanbornton Public Library and Den Brae Golf Course.
Beautiful and wonderful location. Premier lVRBO host.
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Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub

Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub

Gilford
With a stay at this vacation home, you'll be centrally located in Gilford, within a 5-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub
Winter Escape: Lake Views, Hot Tub, & Fire Pit

Winter Escape: Lake Views, Hot Tub, & Fire Pit

Wakefield
Located in Wakefield, this vacation home is on the waterfront, within a 5-minute drive of Lake Ivanhoe and Lake Ivanhoe Beach.
Winter Escape: Lake Views, Hot Tub, & Fire Pit
Barn Off the beaten path yet close to everything.

Barn Off the beaten path yet close to everything.

Northfield
Located in Tilton, this vacation home is in a rural location, within a 5-minute drive of Northfield Town Hall and Hall Memorial Library.
Barn Off the beaten path yet close to everything.
Cute romantic studio

Cute romantic studio

Moultonborough
With a stay at this vacation home in Moultonborough, you'll be a 3-minute drive from Lake Winnipesaukee and 5 minutes from Ridgewood Country Club.
Cute romantic studio
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Gilford
When you stay at this vacation home in Gilford, you'll be on a lake, within a 5-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Grand Blanc Mountain Home

Grand Blanc Mountain Home

Eaton
With a stay at this vacation home, you'll be centrally located in Eaton Center, within a 15-minute drive of Conway Lake and King Pine Ski Area.
Grand Blanc Mountain Home
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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
929 Holiday Homes
Lowest Price
AU$189
Highest Price
AU$284
Popular accommodation
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock, Lake Access, Mtn Views, Game Room, Hot Tub & More!, Beautiful and wonderful location. Premier lVRBO host., Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub, Winter Escape: Lake Views, Hot Tub, & Fire Pit, Barn Off the beaten path yet close to everything., Cute romantic studio , Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski, Grand Blanc Mountain Home

Top trending hotels in Wolfeboro

The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
90 N Main St, Wolfeboro, NH
The price is AU$284 per night from 7 May to 8 May
AU$284
includes taxes & fees
7 May - 8 May
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
The price is AU$201 per night from 7 May to 8 May
AU$201
includes taxes & fees
7 May - 8 May
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
The price is AU$189 per night from 20 May to 21 May
AU$189
includes taxes & fees
20 May - 21 May
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
The price is AU$269 per night from 12 May to 13 May
AU$269
includes taxes & fees
12 May - 13 May
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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^Subject to availability and chosen travel dates.