Book Holiday Homes in Wolfeboro

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Featured Holiday Homes in Wolfeboro

Lake Winnipesaukee,  Boat Dock, Summer Hot Tub and Game Room

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Laconia
With a stay at this vacation home in Laconia (Weirs Beach), you'll be within a 5-minute drive of Lake Winnipesaukee and Winnipesaukee Playhouse.
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Deck For Entertaining: Belmont Group Getaway

Deck For Entertaining: Belmont Group Getaway

Belmont
With a stay at this vacation home in Belmont, you'll be within a 15-minute drive of Lake Winnipesaukee and Lake Winnisquam.
Deck For Entertaining: Belmont Group Getaway
Gorgeous Mountain View, 3 BR Home!

Gorgeous Mountain View, 3 BR Home!

Madison
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 ...
Gorgeous Mountain View, 3 BR Home!
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Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Alton
With a stay at this vacation home in Alton Bay, you'll be on the waterfront, within a 10-minute drive of Lake Winnipesaukee and Mount Major.
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Meredith
When you stay at this vacation home in Meredith, you'll be in the mountains and 8 minutes by car from Pemigewasset Lake.
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views
🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

Laconia
With a stay at this vacation home in Laconia (Weirs Beach), you'll be within a 5-minute drive of Lake Winnipesaukee and Winnipesaukee Pier.
🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar
Waterfront private quiet family home, 15 min from Lake Winnipesaukee

Waterfront private quiet family home, 15 min from Lake Winnipesaukee

New Durham
When you stay at this vacation home in New Durham, you'll be on the waterfront and steps from Marchs Pond.
Waterfront private quiet family home, 15 min from Lake Winnipesaukee
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Gilmanton
When you stay at this vacation home in Gilmanton, you'll be on the beach and 15 minutes by car from New Hampshire International Speedway.
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
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 Ellacoya State Park.
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
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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
769 Holiday Homes
Lowest Price
AU$135
Highest Price
AU$230
Popular accommodation
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room, Deck For Entertaining: Belmont Group Getaway, Gorgeous Mountain View, 3 BR Home!, Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette, Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views, 🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar, Waterfront private quiet family home, 15 min from Lake Winnipesaukee, Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock, Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

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$230 per night from 22 Dec to 23 Dec
AU$230
includes taxes & fees
22 Dec - 23 Dec
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
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street, Wolfeboro, NH
The price is AU$193 per night from 1 Jan to 2 Jan
AU$193
includes taxes & fees
1 Jan - 2 Jan 2025
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
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
The price is AU$197 per night from 5 Jan to 6 Jan
AU$197
includes taxes & fees
5 Jan - 6 Jan 2025
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
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Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 23 Dec to 24 Dec
AU$135
includes taxes & fees
23 Dec - 24 Dec
With a stay at Winnisquam Lake Inn in Tilton, you'll be on a lake, just steps from Lake Winnisquam and a 4-minute drive from Tanger Outlets Tilton.
Winnisquam Lake Inn
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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.