Book Holiday Homes in Ossipee

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Featured Holiday Homes in Ossipee

Baby Chocorua A Frame in the mountains sleeps 9

Baby Chocorua A Frame in the mountains sleeps 9

Chocorua NH
With a stay at this vacation home in Tamworth, you'll be within a 15-minute drive of White Mountain National Forest and White Lake State Park.
Opens in a new windowBaby Chocorua A Frame in the mountains sleeps 9
Waterfront Winnipesaukee Lake House with Dock, Deck and Views

Waterfront Winnipesaukee Lake House with Dock, Deck and Views

Moultonborough NH
With a stay at this vacation home in Moultonborough, you'll be on the waterfront, within a 15-minute drive of Lake Winnipesaukee and Multonborough Town ...
Opens in a new windowWaterfront Winnipesaukee Lake House with Dock, Deck and Views
Mountain View Home with Hot Tub – Sleeps 10

Mountain View Home with Hot Tub – Sleeps 10

Conway NH
The price is AU$1,007 per night from 1 Mar to 2 Mar
AU$1,007
1 Mar - 2 Mar
includes taxes & fees
With a stay at this vacation home in North Conway, you'll be a 1-minute drive from White Mountain National Forest and 7 minutes from Saco River.
Opens in a new windowMountain View Home with Hot Tub – Sleeps 10
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Stargazer's retreat with hot tub  & decks - near Ellacoya State Beach

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

Gilford NH
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.
Opens in a new windowStargazer's retreat with hot tub & decks - near Ellacoya State Beach
Pet/Family Friendly Historic Ambrose House w/Hot Tub Near Castle in The Clouds

Pet/Family Friendly Historic Ambrose House w/Hot Tub Near Castle in The Clouds

Moultonborough NH
With a stay at this vacation home in Moultonborough, you'll be within a 5-minute drive of Lake Winnipesaukee and Ridgewood Country Club.
Opens in a new windowPet/Family Friendly Historic Ambrose House w/Hot Tub Near Castle in The Clouds
New Lakefront Home sleeps 14 with dock.

New Lakefront Home sleeps 14 with dock.

Alton NH
With a stay at this vacation home in Alton Bay, you'll be steps from Lake Winnipesaukee and a 2-minute drive from Alton Town Beach.
Opens in a new windowNew Lakefront Home sleeps 14 with 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 15-minute drive of White Mountain National Forest and Saco River.
Opens in a new windowGorgeous Mountain View, 3 BR Home!
Spacious 5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Hot Tub

Spacious 5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Hot Tub

Gilford NH
The price is AU$1,215 per night from 1 Mar to 2 Mar
AU$1,215
1 Mar - 2 Mar
includes taxes & fees
With a stay at this vacation home in Gilford, you'll be a 4-minute drive from Gunstock Mountain Resort and 9 minutes from Lake Winnipesaukee.
Opens in a new windowSpacious 5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Hot Tub
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Moultonborough NH
With a stay at this vacation home in Moultonborough, you'll be on the beach, within a 10-minute drive of Lake Winnipesaukee and Lake Kanasatka.
Opens in a new windowUltimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
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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.

Ossipee 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 Ossipee vacation homes are the perfect way for you to wing it.

Holiday houses in Ossipee 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 Ossipee 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 Ossipee adventures, obvs.

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

Ossipee Holiday Homes essential information

Accommodation
818 Holiday Homes
Lowest Price
AU$103
Highest Price
AU$1,215
Popular accommodation
Baby Chocorua A Frame in the mountains sleeps 9, Waterfront Winnipesaukee Lake House with Dock, Deck and Views, Mountain View Home with Hot Tub – Sleeps 10, Stargazer's retreat with hot tub & decks - near Ellacoya State Beach, Pet/Family Friendly Historic Ambrose House w/Hot Tub Near Castle in The Clouds, New Lakefront Home sleeps 14 with dock., Gorgeous Mountain View, 3 BR Home!, Spacious 5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Hot Tub, Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Top trending hotels in Ossipee

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$264 per night from 2 Mar to 3 Mar
AU$264
2 Mar - 3 Mar
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
Green Granite Inn, an Ascend Collection Hotel

Green Granite Inn, an Ascend Collection Hotel

2.5 out of 5
1515 White Mountain Hwy North Conway NH
Fully refundable
The price is AU$103 per night from 8 Mar to 9 Mar
AU$103
8 Mar - 9 Mar
includes taxes & fees
With a stay at Green Granite Inn, an Ascend Collection Hotel in North Conway (Settlers Green), you'll be a 1-minute drive from Settlers' Green Outlet Village ...
Opens in a new windowGreen Granite Inn, an Ascend Collection Hotel
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road Gilford NH
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 1 Mar to 2 Mar
AU$206
1 Mar - 2 Mar
includes taxes & fees
With a stay at Fireside Inn & Suites Gilford in Gilford, you'll be within a 5-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Opens in a new windowFireside Inn & Suites Gilford
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Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 1 Mar to 2 Mar
AU$152
1 Mar - 2 Mar
includes taxes & fees
Located in Laconia, Best Western Plus Landmark Inn is a 4-minute drive from Paugus Bay and 12 minutes from Tanger Outlets Tilton.
Opens in a new windowBest Western Plus Landmark 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.