Book Holiday Homes in Wolfeboro

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Featured Holiday Homes in Wolfeboro

Spacious 4-bedroom house in charming Gilford on Lake Winnipesaukee.

Spacious 4-bedroom house in charming Gilford on Lake Winnipesaukee.

Gilford NH
With a stay at this vacation home in Gilford, you'll be a 4-minute drive from Bank of New Hampshire Pavilion at Meadowbrook and 5 minutes from Lake ...
Opens in a new windowSpacious 4-bedroom house in charming Gilford on Lake Winnipesaukee.
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Gilmanton NH
Located in Gilmanton, this vacation home is on the waterfront, within a 15-minute drive of Gilmanton Public Library and Belmont Library.
Opens in a new windowLakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Gorgeous Mountain View, 3 BR Home!

Gorgeous Mountain View, 3 BR Home!

Madison NH
With a stay at this vacation home in Madison (Eidelweiss Village), you'll be within a 10-minute drive of White Mountain National Forest and Madison Boulder Natural ...
Opens in a new windowGorgeous Mountain View, 3 BR Home!
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Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith NH
The price is AU$416 per night from 17 May to 18 May
AU$416
17 May - 18 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Meredith, within a 5-minute drive of Lake Winnipesaukee and Barnz's Meredith Cinema.
Opens in a new windowMeredith Bay - Brand New 1st Floor Apartment In Private Home
Cozy 3BR Lakefront House

Cozy 3BR Lakefront House

Laconia NH
The price is AU$769 per night from 15 May to 16 May
AU$769
15 May - 16 May
includes taxes & fees
Located in Laconia, this vacation home is within a 15-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at Meadowbrook.
Opens in a new windowCozy 3BR Lakefront House
Waterfront cabin near Fish Cove with private dock, water access, firepit, grill

Waterfront cabin near Fish Cove with private dock, water access, firepit, grill

Meredith NH
With a stay at this vacation home, you'll be centrally located in Meredith, a 4-minute drive from Lake Winnipesaukee and 8 minutes from Beaver Island.
Opens in a new windowWaterfront cabin near Fish Cove with private dock, water access, firepit, grill
On Lake Winnipesaukee!,Year round house, private beach and great yard

On Lake Winnipesaukee!,Year round house, private beach and great yard

Wolfeboro NH
With a stay at this vacation home, you'll be centrally located in Wolfeboro, within a 10-minute drive of Lake Winnipesaukee and Rust Pond.
Opens in a new windowOn Lake Winnipesaukee!,Year round house, private beach and great yard
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 NH
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 ...
Opens in a new windowPrivate Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer

Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer

Gilford NH
Located in Gilford, this vacation home is in a rural location, within a 5-minute drive of Gunstock Mountain Resort and Gunstock Mountain Coaster.
Opens in a new windowSerene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer
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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
932 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$769
Popular accommodation
Spacious 4-bedroom house in charming Gilford on Lake Winnipesaukee., Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock, Gorgeous Mountain View, 3 BR Home!, Meredith Bay - Brand New 1st Floor Apartment In Private Home, Cozy 3BR Lakefront House, Waterfront cabin near Fish Cove with private dock, water access, firepit, grill, On Lake Winnipesaukee!,Year round house, private beach and great yard, Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski, Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer

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
The price is AU$224 per night from 17 May to 18 May
AU$224
17 May - 18 May
includes taxes & fees
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.
Opens in a new windowThe Wolfeboro Inn
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St Wolfeboro NH
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 17 May to 18 May
AU$198
17 May - 18 May
includes taxes & fees
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.
Opens in a new windowLake Wentworth Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street Wolfeboro NH
The price is AU$182 per night from 11 June to 12 June
AU$182
11 June - 12 June
includes taxes & fees
Located in Wolfeboro, The Windrifter Resort is in the historical district, within a 5-minute drive of Brewster Beach and Lake Winnipesaukee.
Opens in a new windowThe 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$204 per night from 25 May to 26 May
AU$204
25 May - 26 May
includes taxes & fees
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 ...
Opens in a new windowMill 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.