Windham Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Windham hotels

Cottages in Windham

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Old Orchard Beach ME

With a stay at this cottage in Old Orchard Beach, you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.

Kitchen

Washer

Little Miss Cottages - One Bedroom Cottage

Old Orchard Beach ME

$405 nightly

$442 total

Sep 1 - Sep 2

Total with taxes and fees

With a stay at this cottage in Old Orchard Beach, you'll be just steps from Old Orchard Beach and 8 minutes by foot from Old Orchard Beach Pier.

Kitchen

Washer

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

Gray ME

Located in Gray, this cottage is on the waterfront, a 1-minute drive from Little Sebago Lake and 9 minutes from Maine Wildlife Park.

Kitchen

Free WiFi

Delightful 3-bedroom cottage in charming Biddeford Pool/Fortunes Rocks Maine.

Biddeford ME

With a stay at this cottage in Biddeford, you'll be on the waterfront, within a 10-minute drive of Saco River and Fortunes Rock Beach.

Kitchen

Pet friendly

Serene cottage with a spectacular view on charming Bailey Island.

Harpswell ME

With a stay at this cottage in Bailey Island, you'll be near the beach, just a 1-minute walk from Casco Bay and 12 minutes by foot from Bailey Island Bridge.

Kitchen

Free WiFi

Kinney Shores Beach Cottage•AC•New•Renovated•Steps to 7 Mile Sandy Beach•Parking

Saco ME

With a stay at this cottage in Saco (Kinney Shores), you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.

Kitchen

Washer

The Wee White Cottage on Tripp Lake in Poland, Maine.

Poland ME

Located in Poland, this cottage is on the waterfront, a 1-minute drive from Tripp Pond and 7 minutes from Thompson Lake.

Perfect Family Vacation Getaway

Casco ME

With a stay at this cottage in Casco, you'll be within a 5-minute drive of Sebago Lake and Sebago Lake State Park.

Relax in this fabulous 2-bedroom cottage on beautiful Thompson Lake.

Otisfield ME

Located in Oxford, this cottage is a 1-minute drive from Thompson Lake and 8 minutes from Oxford Plains Speedway.

Washer

Dryer

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WINDHAM ME

Located in Windham, this cottage is on the waterfront, within a 15-minute drive of Forest Lake and Riverside Municipal Golf Course.

Kitchen

Pet friendly

Lakefront camp with cozy cottage-style interior and board games - kayaks welcome

Casco ME

When you stay at this cottage in Casco, you'll be on the waterfront, just steps from Sebago Lake and 4 minutes by foot from Kettle Cove.

Kitchen

Free WiFi

Professionally styled waterfront cottage on Sebago. Cozy and Serene.

Sebago ME

With a stay at this cottage in Sebago (North Sebago), you'll be within a 15-minute drive of Sebago Lake and Saco River.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Windham

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.