Compare Windham Cottage Rentals

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Featured Cottages in Windham

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

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

Old Orchard Beach ME
$318 nightly
The price is $346 total per night
$346 total
Jul 5 - Jul 6
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

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

Gray ME
At this cottage, guests have access to barbecue grills.
Kitchen
Free WiFi
Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage

Old Orchard Beach ME
$430 nightly
The price is $469 total per night
$469 total
Jul 5 - Jul 6
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Washer
Private Contemporary Artist's Tree House on two acres with perennial gardens.

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

Unknown Unknown
Guests staying at this cottage enjoy a hot tub, local meal delivery service, and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
Kitchen
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

Old Orchard Beach ME
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Lakefront Traditional 4-bedroom cottage in Frye Island

Lakefront Traditional 4-bedroom cottage in Frye Island

Frye Island ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
2-bedroom cottage steps from the beach in Old Orchard Beach with AC & an office

2-bedroom cottage steps from the beach in Old Orchard Beach with AC & an office

Old Orchard Beach ME
This cottage is a smoke-free cottage.
Air conditioning
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WINDHAM ME
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
100 feet from the ocean 3 bedroom cottage 420 friendly

100 feet from the ocean 3 bedroom cottage 420 friendly

Old Orchard Beach ME
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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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.

Hotel Options in Windham

    La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

    La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

    340 Park Ave Portland ME
    $149 nightly
    The price is $165 total per night from Jul 5 to Jul 6
    $165 total
    Jul 5 - Jul 6
    Total with taxes and fees
    8.6/10 Excellent! (2,181 reviews)
    Portland Harbor Hotel

    Portland Harbor Hotel

    468 Fore Street Portland ME
    $333 nightly
    The price is $369 total per night from Jul 5 to Jul 6
    $369 total
    Jul 5 - Jul 6
    Total with taxes and fees
    9.4/10 Exceptional! (1,777 reviews)
    Cambria Hotel Portland Downtown-Old Port

    Cambria Hotel Portland Downtown-Old Port

    25 HANCOCK STREET Portland ME
    $256 nightly
    The price is $283 total per night from Jul 5 to Jul 6
    $283 total
    Jul 5 - Jul 6
    Total with taxes and fees
    9.4/10 Exceptional! (1,247 reviews)

Cottages

Book a cottage in Windham
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Windham. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Windham better.

Cottage apartments in Windham range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Windham
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Windham and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Windham cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Windham. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Windham Cottages essential information

Accommodation
407 Cottages
Lowest Price
$165
Highest Price
$469
Popular accommodation
 Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach, Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout, Little Miss Cottages - One Bedroom Cottage, Private Contemporary Artist's Tree House on two acres with perennial gardens. , 15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit, Lakefront Traditional 4-bedroom cottage in Frye Island, 2-bedroom cottage steps from the beach in Old Orchard Beach with AC & an office, WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND, 100 feet from the ocean 3 bedroom cottage 420 friendly

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