Compare Windsor Cottage Rentals

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Featured Cottages in Windsor

Lazy Loon: Cozy lakefront cottage with private beach & dock in Damariscotta

Lazy Loon: Cozy lakefront cottage with private beach & dock in Damariscotta

Damariscotta ME
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
The Little Grey Duck Cottage on Cobbossee Lake

The Little Grey Duck Cottage on Cobbossee Lake

Manchester ME
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Air conditioning
Charming Sand Pond Cottage Steps from Pristine Tacoma Lakes Water

Charming Sand Pond Cottage Steps from Pristine Tacoma Lakes Water

Monmouth ME
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Discover your retreat - 3-bedroom cottage in Winthrop

Discover your retreat - 3-bedroom cottage in Winthrop

Winthrop ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Updated lake cottage right on Damariscotta Lake.

Updated lake cottage right on Damariscotta Lake.

Nobleboro ME
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Lakefront Home on Togus Pond with 2 Decks, Great View & Canoe/Fire Pit

Lakefront Home on Togus Pond with 2 Decks, Great View & Canoe/Fire Pit

Augusta ME
This cottage is a smoke-free cottage.
Kitchen
Pet friendly
Lighthouse Lane

Lighthouse Lane

Manchester ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6

Edgecomb ME
$246 nightly
The price is $260 total per night
$260 total
Sep 22 - Sep 23
Total with taxes and fees
This cottage is a smoke-free cottage.
Kitchen
Air conditioning
Dog-friendly Maine 1 BR lakeside cottage with WiFi, laundry, and full kitchen.

Dog-friendly Maine 1 BR lakeside cottage with WiFi, laundry, and full kitchen.

Augusta ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has 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 Windsor

    Maine Evergreen Hotel, an Ascend Collection Hotel

    Maine Evergreen Hotel, an Ascend Collection Hotel

    65 Whitten Rd Augusta ME
    $145 nightly
    The price is $158 total per night from Oct 18 to Oct 19
    $158 total
    Oct 18 - Oct 19
    Total with taxes and fees
    Fireside Inn & Suites Waterville

    Fireside Inn & Suites Waterville

    376 Main Street Waterville ME
    $113 nightly
    The price is $123 total per night from Oct 4 to Oct 5
    $123 total
    Oct 4 - Oct 5
    Total with taxes and fees
    Senator Inn & Spa

    Senator Inn & Spa

    284 Western Ave Augusta ME
    $127 nightly
    The price is $138 total per night from Oct 19 to Oct 20
    $138 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8/10 Very Good! (1,006 reviews)

Cottages

Book a cottage in Windsor
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Windsor. 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 Windsor better.

Cottage apartments in Windsor 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 Windsor
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 Windsor 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 Windsor 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 Windsor. 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.

Windsor Cottages essential information

Accommodation
115 Cottages
Lowest Price
$123
Highest Price
$260
Popular accommodation
Lazy Loon: Cozy lakefront cottage with private beach & dock in Damariscotta, The Little Grey Duck Cottage on Cobbossee Lake, Charming Sand Pond Cottage Steps from Pristine Tacoma Lakes Water, Discover your retreat - 3-bedroom cottage in Winthrop, Updated lake cottage right on Damariscotta Lake. , Lakefront Home on Togus Pond with 2 Decks, Great View & Canoe/Fire Pit, Lighthouse Lane, Cheerful Cottage with Loft Close to Everything 6, Dog-friendly Maine 1 BR lakeside cottage with WiFi, laundry, and full kitchen.