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

$270 avg / night
4.29 (21)
Bayside Sunshine
2 Bed | 1 Bath | Sleeps 6 (4 Adults Max)

Bayside Sunshine - Ossipee, NH

$330 avg / night
4.67 (30)
Bayside Dreams
3 Bed | 2 Bath | Sleeps 8

Bayside Dreams - Ossipee, NH

$462 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

$725 avg / night
4.57 (14)

View 6 more homes

Recent Ossipee vacation rental reviews

We rented this cottage for a last minute girls weekend. It was so clean when we entered the cottage. It had everything we needed in the kitchen to cook. We sat by the lake and it was so peaceful and relaxing, exactly what we were looking for. There were 3 off us and it was the perfect size. We all said we would definitely stay here again.
sharon b. | Nov 2024
The cottage was immaculate. We had so much fun on our trip, and we would 100% get this place again when we come back out. We hope to come again in the summer when we can get out on the lake.
Nick S. | Nov 2024
The pictures are true to the residence amazing layout and space for everyone . Big enough for multiple people , cozy enough to still feel like you’re getting family time in . Would absolutely stay again .
Azmyr T. | Nov 2024
Ossipee Frequently Asked Questions

Yes, 29 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. 65 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.