Compare Windsor Cottage Rentals

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Featured Cottages in Windsor

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Oakland ME
At this cottage, guests have access to features like laundry facilities. This cottage also has barbecue grills.
Kitchen
Dryer
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
Dive into swimming, fishing, and canoeing—right on the shores of North Pond!

Dive into swimming, fishing, and canoeing—right on the shores of North Pond!

Warren ME
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6

Edgecomb ME
$196 nightly
The price is $205 total per night
$205 total
Nov 9 - Nov 10
Total with taxes and fees
This cottage is a smoke-free cottage.
Kitchen
Air conditioning
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

Hope ME
Guests staying at this cottage have access to laundry facilities, a garden, and 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, a garden, and barbecue grills.
Kitchen
Washer
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
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
Bluebird Cottage - Cozy 2-bedroom with AC and WiFi on Woodbury Pond

Bluebird Cottage - Cozy 2-bedroom with AC and WiFi on Woodbury Pond

Litchfield ME
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Windsor
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.

Hotel Options in Windsor

    Fireside Inn & Suites Waterville

    Fireside Inn & Suites Waterville

    376 Main Street Waterville ME
    $111 nightly
    The price is $121 total per night from Nov 19 to Nov 20
    $121 total
    Nov 19 - Nov 20
    Total with taxes and fees
    8.8/10 Excellent! (1,010 reviews)
    Maine Evergreen Hotel, an Ascend Collection Hotel

    Maine Evergreen Hotel, an Ascend Collection Hotel

    65 Whitten Rd Augusta ME
    $127 nightly
    The price is $139 total per night from Nov 29 to Nov 30
    $139 total
    Nov 29 - Nov 30
    Total with taxes and fees
    9.4/10 Exceptional! (1,007 reviews)
    Senator Inn & Spa

    Senator Inn & Spa

    284 Western Ave Augusta ME
    $101 nightly
    The price is $111 total per night from Nov 15 to Nov 16
    $111 total
    Nov 15 - Nov 16
    Total with taxes and fees
    8/10 Very Good! (1,001 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
117 Cottages
Lowest Price
$111
Highest Price
$205
Popular accommodation
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes, Discover your retreat - 3-bedroom cottage in Winthrop, Dive into swimming, fishing, and canoeing—right on the shores of North Pond!, Cheerful Cottage with Loft Close to Everything 6, Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden, Updated lake cottage right on Damariscotta Lake. , Dog-friendly Maine 1 BR lakeside cottage with WiFi, laundry, and full kitchen., Lakefront Home on Togus Pond with 2 Decks, Great View & Canoe/Fire Pit, Bluebird Cottage - Cozy 2-bedroom with AC and WiFi on Woodbury Pond