Book Holiday Homes in Wolfeboro

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Featured Holiday Homes in Wolfeboro

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 ...
Opens in a new windowPrivate Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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 Gunstock Mountain Resort and Lake Winnipesaukee.
Opens in a new windowStargazer's retreat with hot tub & decks - near Ellacoya State Beach
Picturesque Squam Lake House: beach/dock access & dog friendly

Picturesque Squam Lake House: beach/dock access & dog friendly

2 out of 5
Center Harbor
With a stay at this vacation home in Center Harbor, you'll be on the waterfront, within a 10-minute drive of Lake Winnipesaukee and Squam Lake.
Opens in a new windowPicturesque Squam Lake House: beach/dock access & dog friendly
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Stunning 5 BR Lakefront Home with Private Gym & Boat House

Stunning 5 BR Lakefront Home with Private Gym & Boat House

Alton
With a stay at this vacation home, you'll be centrally located in Alton, a 2-minute drive from Lake Winnipesaukee and 7 minutes from Rust Pond.
Opens in a new windowStunning 5 BR Lakefront Home with Private Gym & Boat House
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.
Opens in a new windowBeautiful and wonderful location. Premier lVRBO host.
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Wakefield
Located in Wakefield (Pine River Pond), this vacation home is within a 5-minute drive of Balch Pond and Lake Ivanhoe.
Opens in a new windowLakefront cottage with deck, patio, firepit, AC & W/D - secluded location
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
Located in Meredith, this vacation home is in the mountains, within a 15-minute drive of Pemigewasset Lake and Sanbornton Public Library.
Opens in a new windowClose to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views
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 ...
Opens in a new windowGorgeous Mountain View, 3 BR Home!
Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway

Gilford
The price is AU$622 per night from 16 Nov to 17 Nov
AU$622
16 Nov - 17 Nov
includes taxes & fees
When you stay at this vacation home in Gilford, you'll be on a lake, a 4-minute drive from Gunstock Mountain Resort and 9 minutes from Lake Winnipesaukee.
Opens in a new windowIdyllic Mountain and Lake Getaway
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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
900 Holiday Homes
Lowest Price
AU$187
Highest Price
AU$622
Popular accommodation
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski, Stargazer's retreat with hot tub & decks - near Ellacoya State Beach, Picturesque Squam Lake House: beach/dock access & dog friendly, Stunning 5 BR Lakefront Home with Private Gym & Boat House, Beautiful and wonderful location. Premier lVRBO host., Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location, Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views, Gorgeous Mountain View, 3 BR Home!, Idyllic Mountain and Lake Getaway

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.
Opens in a new windowThe Wolfeboro Inn
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
The price is AU$208 per night from 23 Nov to 24 Nov
AU$208
23 Nov - 24 Nov
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$187 per night from 15 Nov to 16 Nov
AU$187
15 Nov - 16 Nov
includes taxes & fees
Located in Wolfeboro, The Windrifter Resort is in the historical district, within a 5-minute drive of Brewster Beach and Wright Museum.
Opens in a new windowThe Windrifter Resort
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Amazing lakefront retreat with stunning views - near skiing & golf

Amazing lakefront retreat with stunning views - near skiing & golf

Wolfeboro
With a stay at this vacation home in Wolfeboro, you'll be on the waterfront, within a 5-minute drive of Lake Winnipesaukee and Libby Museum.
Opens in a new windowAmazing lakefront retreat with stunning views - near skiing & golf
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See all available properties in Wolfeboro
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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.