What are the top rated Cottage Rentals in Ossipee?

There are a lot of options in Ossipee. If you plan on staying in the Ossipee area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Ossipee: <a href="/property/peaceful-waterfront-getaway-full-of-attractions-year-round/HA-3211394281" class="class="static-page-link"">Peaceful waterfront getaway full of attractions year round!</a> <a href="/property/four-seasons-of-fun-shop-hike-golf-ski-ride-relax-and-bring-the-pups-too/HA-3212104012" class="class="static-page-link"">Four Seasons of FUN! Shop, Hike, Golf, Ski, Ride, Relax and bring the Pups too!</a> <a href="/property/4-season-cozy-log-cabin-lake-fire-pit-game-room/HA-3211833528" class="class="static-page-link"">4 Season Cozy log Cabin/Lake/fire pit/game room/</a> <a href="/property/lakeside-retreat-a-hidden-gem/HA-3212089487" class="class="static-page-link"">LAKESIDE RETREAT! A HIDDEN GEM!</a> <a href="/property/lake-mountain-retreat-summer-adventures-winter-escape/HA-3212544015" class="class="static-page-link"">Lake &amp; Mountain Retreat - Summer Adventures &amp; Winter Escape</a> <a href="/property/cozy-tuftonboro-home-w-deck-walk-to-beaches/HA-1219810984" class="class="static-page-link"">Cozy Tuftonboro Home w/Deck - Walk to Beaches!</a> <a href="/property/storybook-pines-a-lakefront-family-reunion-retreat/HA-3213888970" class="class="static-page-link"">Storybook Pines — A Lakefront Family Reunion Retreat</a> <a href="/property/lakefront-escape-hot-tub-views-fireplace-snowmobile-trails/HA-3214615505" class="class="static-page-link"">LAKEFRONT ESCAPE-💦Hot Tub🌅Views🔥Fireplace❄️Snowmobile Trails</a> <a href="/property/lakeside-5bed-hot-tub-game-room-fast-wifi-4-tvs-ski-snowmobile-ski-n-conway/HA-3214468812" class="class="static-page-link"">Lakeside 5bed HOT TUB Game Room Fast WiFi 4 TVs SKI SNOWMOBILE SKI ~N. Conway</a> <a href="/property/heart-of-the-lakes-region-pine-river-pond/HA-3214738961" class="class="static-page-link"">Heart of the Lakes Region- Pine River Pond</a>

How much does it cost to rent a cottage in Ossipee?

The average cost for a cottage rental in Ossipee is $282 per night. Wintersvacationsrentals has a wide list of great cottages near Ossipee that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Ossipee that allow pets?

Yes, here are the top cottage rentals in Ossipee that allow you to bring your pet: Duncan Cottage Waterfront Home for Summer/Winter Fun The Beech Cottage Charming & private lakefront cottage Your Home Away From Home LAKESIDE RETREAT! A HIDDEN GEM! The Wolfeboro House Lake & Mountain Retreat - Summer Adventures & Winter Escape <a href="/all/usa/new-hampshire/ossipee" class="class="static-page-link"">See all pet-friendly vacation rentals in Ossipee on Wintersvacationsrentals</a>

Do you have any rental cottages in Ossipee that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Ossipee to find one that works for you.

Are there quality cottages in Ossipee that have indoor swimming pools?

As of 2026, the data from Wintersvacationsrentals shows that there are Over 11 private swimming pools or cottages with indoor pools in the Ossipee area along with other great amenities.