Ossipee Vacation Rentals & Cabins

Compare 616 vacation rentals with savings up to 30% off this summer.
USA > New Hampshire > Ossipee

Make Ossipee your next getaway

Explore Our Ossipee, NH vacation rentals

Explore Ossipee house rentals, cottages, and more


House rentals

View 4 House rentals


View 3 Cottages

Ossipee vacation rentals for every getaway

Dog-friendly Hot tub Internet
Bayside Haven
2 Bed | 1 Bath | Sleeps 4

Bayside Haven - Ossipee, NH

$293 avg / night
Alpen Suite in Ossipee
3 Bed | 1.5 Bath | Sleeps 10

Alpen Suite in Ossipee - Ossipee, NH

$247 avg / night
Bayside Dreams
3 Bed | 1 Bath | Sleeps 6

Bayside Dreams - Ossipee, NH

$407 avg / night
Oakwood Grove
3 Bed | 2 Bath | Sleeps 8

Oakwood Grove - Ossipee, NH

$243 avg / night
Lake House Retreat
4 Bed | 1 Bath | Sleeps 8

Lake House Retreat - Ossipee, NH

$419 avg / night

View 2 more homes

Recent Ossipee vacation rental reviews

Wowee! That was our first words out of the car. Beautiful home, wonderful location , beautiful lake and beach. We brought too much stuff not quite knowing. Next time , and there will be a next time we will travel lighter! To the owners .. thank you for sharing this with us!
Marlene B. | May 2023
The neighborhood was nice and quite the home was clean and as advertised. Close to N. Conway Center and the slopes . We will be staying again for sure.
Rick S. | Feb 2023
Very cozy cabin, kids loved the game room, plenty of beds and lots of comfortable seating options. Assume several hours for temp to rise from the wood stove, especially if the place has been empty prior to your arrival. Three things would have made it even better: 1. Kitchen: Frying pan needs to be replaced. The current one is not flat and chipping metal off. Not enough coffee mugs. Plastic Mixing bowl was cracked—we got by but cabin needs a new one. 2. Wood stove: given this was the main heating source, please provide matches or long lighters. We founds some matches but they were damp and the box with the sand paper was gone so they never lit for us. Ended up buying a lighter at the gas station. 3: driveway: very slippery. There was ice melt on the deck but this did nothing for us on arrival. Overall, cabin was great—just needs a few minor fixes.
ARIN C. | Feb 2023
Ossipee Frequently Asked Questions

Yes, 33 of our Ossipee homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 75 of our Ossipee vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Ossipee vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Ossipee team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Ossipee, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Home to small-town charms and Lake Ossipee lakefront rentals, the town of Ossipee draws lake-loving visitors from far and near. Find your perfect Ossipee lakefront vacation rental on the water or tucked away in the nearby woods; either way, you’re never far from lake activities. Bring your own boat and cruise the lake, or spend your afternoons fishing for bass. Whatever your vacation style, an Ossipee, NH vacation rental is the perfect setting for your next lake trip.