Vacation rentals in Little Ossipee Pond

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Little Ossipee Pond

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Waterboro

Scenic Little Ossipee Lake Retreat w/ Grill!

Experience the natural beauty of the Southern Maine Coast at this lakefront East Waterboro home, close to outdoor adventures the whole family can enjoy! This 3-bedroom, 2-bathroom vacation rental boasts a fully equipped kitchen, ample outdoor space, a fire pit, and a grill. A public boat launch and beach lie just steps away too! When you’re not on Little Ossipee Lake, hit a hike in the local nature preserves or take a day trip to Portland. You’ll return home feeling refreshed and relaxed.

$255 per night

Place to stay in Shapleigh

Schoolhouse c1866 I Pets OK I Lake Front I Hot Tub

We are located on the private 80-acre Shapleigh Pond in the Southern Maine lake region, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool, pond and tennis court. A rare find that will be sure to impress.

$255 per night

SUPERHOST

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

$138 per night