Book Holiday Homes in Ossipee

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Featured Holiday Homes in Ossipee

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

Alton Bay
Book a stay at this family-friendly vacation home in Alton Bay. Enjoy free WiFi, a garden, and patios. Popular attractions Sunset Lake and Mount Major are located ...
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Gorgeous Mountain View, 3 BR Home!

Gorgeous Mountain View, 3 BR Home!

Madison
Stay at this vacation home in Madison. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the property condition in our reviews. Popular ...
Gorgeous Mountain View, 3 BR Home!
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+

AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+

Wakefield
Stay at this vacation home in Wakefield. Enjoy a garden, patios, and in-room fireplaces. Popular attractions BLPOA Beach and Balch Pond are located nearby.
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+
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Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

Meredith
Book a stay at this family-friendly vacation home in Meredith. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Cascade ...
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
NEW Lakeside Haven: Sleeps12| HotTub |Private Dock

NEW Lakeside Haven: Sleeps12| HotTub |Private Dock

Alton
The price is NZ$1,157 per night from 3 Mar to 4 Mar
NZ$1,157
includes taxes & fees
3 Mar - 4 Mar
Book a stay at this family-friendly vacation home in Alton Bay. Enjoy free WiFi, a pool table, and patios. Popular attractions Alton Town Beach and Sunset Lake ...
NEW Lakeside Haven: Sleeps12| HotTub |Private Dock
Stargazer's retreat with hot tub  & decks - near Ellacoya State Beach

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

Gilford
Stay at this vacation home in Gilford. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Gunstock Mountain Resort and Bank of New Hampshire ...
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
White Mountains NH- family friendly— located within Chocorua Ski and Beach

White Mountains NH- family friendly— located within Chocorua Ski and Beach

Tamworth
Stay at this vacation home in Tamworth. Enjoy air conditioning. Popular attractions White Lake State Park and Bearcamp River are located nearby.
White Mountains NH- family friendly— located within Chocorua Ski and Beach
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
Stay at this vacation home in Alton Bay. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Gunstock Mountain Resort and Mount ...
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
?Unique space?Hot tub?King bed?Games Room?

?Unique space?Hot tub?King bed?Games Room?

Conway
The price is NZ$755 per night from 3 Mar to 4 Mar
NZ$755
includes taxes & fees
3 Mar - 4 Mar
Book a stay at this family-friendly vacation home in Conway. Enjoy free WiFi, a garden, and a pool table. Popular attractions Cranmore Mountain Resort and Saco ...
?Unique space?Hot tub?King bed?Games Room?
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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
696 Holiday Homes
Lowest Price
NZ$105
Highest Price
NZ$1,157
Popular accommodation
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock , Gorgeous Mountain View, 3 BR Home!, AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+, Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome , NEW Lakeside Haven: Sleeps12| HotTub |Private Dock, Stargazer's retreat with hot tub & decks - near Ellacoya State Beach, White Mountains NH- family friendly— located within Chocorua Ski and Beach, Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette, ?Unique space?Hot tub?King bed?Games Room?

Top trending hotels in Ossipee

Green Granite Inn, Ascend Hotel Collection

Green Granite Inn, Ascend Hotel Collection

2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is NZ$105 per night from 26 Feb to 27 Feb
NZ$105
includes taxes & fees
26 Feb - 27 Feb
Book a stay at this family-friendly hotel in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Green Granite Inn, Ascend Hotel Collection
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 NZ$296 per night from 25 Feb to 26 Feb
NZ$296
includes taxes & fees
25 Feb - 26 Feb
Book a stay at this business-friendly hotel in Gilford. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Fireside Inn & Suites Gilford
Mill Falls at the Lake

Mill Falls at the Lake

3 out of 5
312 Daniel Webster Hwy, Meredith, NH
The price is NZ$294 per night from 2 Mar to 3 Mar
NZ$294
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star spa hotel in Meredith. Enjoy a full-service spa, 4 restaurants, and a marina. Our guests praise the clean rooms in our reviews. Popular attractions ...
Mill Falls at the Lake
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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 NZ$200 per night from 2 Mar to 3 Mar
NZ$200
includes taxes & fees
2 Mar - 3 Mar
Book a stay at this business-friendly hotel in Laconia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Plus Landmark Inn
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See all available properties in Ossipee
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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.