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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Popular amenities for Ossipee vacation rentals

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

Alpen Suite in Ossipee - Ossipee, NH

$191 avg / night 4.37 (19)
Bayside Sunshine
2 Bedroom | 1 Bath | Sleeps 6 (4 Adults Max)

Bayside Sunshine - Ossipee, NH

$248 avg / night 4.69 (26)
Bayside Dreams
3 Bedroom | 2 Bath | Sleeps 8

Bayside Dreams - Ossipee, NH

$329 avg / night 4.55 (22)
Cassie Cove Escape
3 Bedroom | 2 Bath | Sleeps 8

Cassie Cove Escape - Ossipee, NH

$354 avg / night 3.33 (3)
Leavitt Bay Shores
5 Bedroom | 1.5 Bath | Sleeps 12

Leavitt Bay Shores - Ossipee, NH

$513 avg / night 4.33 (3)

View 6 more homes

Recent Ossipee guest reviews

We had a fantastic stay in this secluded and peaceful cabin surrounded by woods. We loved having the 2 porches and particularly the separate screened in room. With a picnic bench, firepit and grill, as well as a spacious and comfortable interior, we had everything we needed for a quiet geataway. We plan to return soon!
Diya B. | Sep 2024
This delightful two day stay was a perfect getaway. The hosts provide a very well appointed kitchen, plenty of towels and comfortable beds. Loved listening to the loons as the sun rose over the lake while enjoying my morning tea. What a treat to start our day with a swim and finish the day with cocktails and appetizers by the fire pit. Missed our chance to use the kayaks but that will be an incentive to return.
Jeff B. | Sep 2024
We loved having a drink by the fire pit each night. It was so quiet which we enjoyed! We enjoyed being basically in the middle of nowhere but only an hour or so from Portland Maine.
Timothy F. | Sep 2024
Ossipee vacation rental FAQ

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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.