Ossipee Vacation Rentals & Cabins

Compare 11 vacation rentals.
USA > New Hampshire > Ossipee

Make Ossipee your next getaway

Explore Our Ossipee, NH vacation rentals

Explore Ossipee house rentals, cottages, cabins, and more

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House rentals

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Cottages

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Cabins

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Ossipee vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Alpen Suite in Ossipee
3 Bed | 1.5 Bath | Sleeps 10

Alpen Suite in Ossipee - Ossipee, NH

$268 avg / night
4.25 (20)
Bayside Sunshine
2 Bed | 1 Bath | Sleeps 6 (4 Adults Max)

Bayside Sunshine - Ossipee, NH

$325 avg / night
4.67 (30)
Bayside Dreams
3 Bed | 2 Bath | Sleeps 8

Bayside Dreams - Ossipee, NH

$457 avg / night
4.55 (22)
Leavitt Bay Shores
5 Bed | 1.5 Bath | Sleeps 12

Leavitt Bay Shores - Ossipee, NH

$712 avg / night
4.33 (3)
Lake House Retreat
4 Bed | 1 Bath | Sleeps 8

Lake House Retreat - Ossipee, NH

$734 avg / night
4.57 (14)

View 6 more homes

Recent Ossipee vacation rental reviews

We booked this cottage last minute and were pleased with our stay. We loved the location and kayaks. Truly breathtaking beach with beautiful sunset views. Make sure to bring water beforehand though!
Emily S. | Nov 2024
The cabin is right on the lake, so we had full access to go swimming, row boating, or just sit on the deck and enjoy the scenery with a coffee. An eagle even visited one of the trees in the backyard when we were there! The cabin is in a great location - near the main road with a grocery store, Walgreens, and gas station minutes away; about 15 minutes from the cute town of Wolfeboro, and about 40 minutes from Conway. We even took a day trip during our visit to Portland, Maine, which was a little over an hour away. The cabin itself was clean and comfortable with plenty of sleeping options and a well stocked kitchen with more than enough plates, cups, silverware, etc. The couch was especially comfortable and cozy! The cabin had everything we needed to make our trip fun and relaxing. We loved our visit and can’t wait to stay there again next year!
Kathy C. | Nov 2024
The location is superb and the home is clean and the check in was easy. The home is not large but feels larger with the outdoor space very relaxing. Would rent again for sure.
Jim F. | Oct 2024
Ossipee Frequently Asked Questions

Yes, 28 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. 64 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.