Ossipee Vacation Rentals & Cabins

Compare 12 vacation rentals.
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Make Ossipee your next getaway

Explore Our Ossipee, NH vacation rentals

Top Ossipee property types

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House rentals

View 8 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

$122 avg / night
(excludes fees and taxes)
4.03 (29)
Bayside Sunshine
2 Bedroom | 1 Bath | Sleeps 6 (4 Adults Max)

Bayside Sunshine - Ossipee, NH

$207 avg / night
(excludes fees and taxes)
4.68 (38)
Bayside Dreams
3 Bedroom | 2 Bath | Sleeps 8

Bayside Dreams - Ossipee, NH

$248 avg / night
(excludes fees and taxes)
4.56 (25)
Bayside Haven
2 Bedroom | 1 Bath | Sleeps 6

Bayside Haven - Ossipee, NH

$222 avg / night
(excludes fees and taxes)
4.53 (15)
White Mountain Getaway
3 Bedroom | 2.5 Bath | Sleeps 8

White Mountain Getaway - Ossipee, NH

$346 avg / night
(excludes fees and taxes)

View 7 more homes

Browse more vacation rental amenities in Ossipee

Lake view | Lakefront | Sound view | Soundfront | Water view | Waterfront | A/C | Fireplace | Washer/dryer | Balcony

Recent Ossipee guest reviews

We had 3 kids and two dogs for a weekend. The game room was a huge hit with the kids. The woodstove made for a cozy movie night. We went hiking and visiting the local attractions during the day. Home was easy to find, well setup and overall great experience.
JAMES, W. | Nov 2025
Beautiful, quiet location (at least in November)! Very pleasant space to hang out. Would recommend!
Ryan S. | Nov 2025
Lots of space and the chalet was well stocked and clean. Upstairs bedroom could have used another outlet near the bed. Otherwise, great place.
Michael G. | Nov 2025
Ossipee vacation rental FAQ

Yes. 52 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Ossipee, log in to Trip Manager to explore the 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.

Nearby destinations

Appalachian Mountains   |   New England   |   Lake Ossipee   |   Tuftonboro   |   Wolfeboro   |   Freedom   |   Wakefield   |   West Newfield   |   Parsonsfield   |   Newfield   |   Tamworth   |   Moultonborough   |   Middleton   |   Madison   |   Eaton   |   Limerick   |   Alton Bay   |   Shapleigh   |   Alton   |   New Durham   |   Gilford   |   Hiram   |   Center Sandwich   |   Center Harbor   |   Albany   |   North Waterboro   |   Meredith   |   Conway   |   Brownfield   |   Laconia   |   Center Conway   |   Waterboro   |   Gilmanton   |   Fryeburg   |   Holderness   |   Belmont   |   Center Barnstead   |   Denmark   |   Sanford   |   North Conway   |   New Hampton   |   Waterville Valley   |   Intervale   |   Sanbornton   |   Sebago   |   Bartlett   |   Tilton   |   Campton   |   Standish   |   Pittsfield   |   Plymouth   |   Northfield   |   Glen   |   Hart's Location   |   New Hampshire
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