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

Little Miss Cottages - One Bedroom Cottage

Old Orchard Beach ME

$432 nightly

$471 total

Jun 23 - Jun 24

Total with taxes and fees

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

Kitchen

Washer

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.

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

Private Contemporary Artist's Tree House on two acres with perennial gardens.

Unknown Unknown

With a stay at this cottage, you'll be centrally located in Cape Elizabeth, within a 10-minute drive of Portland Head Light and State Theatre.

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

Gray ME

Located in Gray, this cottage is on the waterfront, within a 15-minute drive of Maine Wildlife Park and Sabbathday Lake.

Kitchen

Free WiFi

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Naples ME

With a stay at this cottage in Naples, you'll be on the waterfront, within a 15-minute drive of Sebago Lake and Brandy Pond.

Kitchen

Washer

Glamorous cottage-glamping at Sebago Lake

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.

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

Poland ME

Located in Poland, this cottage is on the waterfront, within a 15-minute drive of Upper Range Pond and The Willows Flea Market.

Kitchen

Washer

A coastal cottage steps from Pine Point Beach!

Scarborough ME

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

Maine Lakefront Cottage Rental with Sandy Beach

Limerick ME

When you stay at this cottage in Limerick, you'll be on the waterfront, within a 5-minute drive of Limerick Ballfield and Limerick Public Library.

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WINDHAM ME

When you stay at this cottage in Windham, you'll be on the waterfront and 15 minutes by car from Sebago Lake Basin.

THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

Harpswell ME

When you stay at this cottage in Bailey Island, you'll be on the beach, within a 5-minute walk of Mackerel Cove and Land's End Gift Shop.

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.