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Featured Cottages in Windham

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

Little Miss Cottages - One Bedroom Cottage

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

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

Serene cottage with a spectacular view on charming Bailey Island.

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

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

Perfect Family Vacation Getaway

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

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

Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Top trending hotels in Windham

Portland Regency Hotel & Spa
Windham Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Windham that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Windham is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Windham Cottages essential information
Accommodation | 410 Cottages |
|---|---|
Lowest Price | CA $116 |
Highest Price | CA $587 |
Popular accommodation | Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach, Little Miss Cottages - One Bedroom Cottage, Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout, Delightful 3-bedroom cottage in charming Biddeford Pool/Fortunes Rocks Maine., Serene cottage with a spectacular view on charming Bailey Island., Kinney Shores Beach Cottage•AC•New•Renovated•Steps to 7 Mile Sandy Beach•Parking, The Wee White Cottage on Tripp Lake in Poland, Maine., Perfect Family Vacation Getaway, WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND, Lakefront camp with cozy cottage-style interior and board games - kayaks welcome, Professionally styled waterfront cottage on Sebago. Cozy and Serene., Cottage by the Sea #3 by Bayley Vacation Rentals |






