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.
Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6

Edgecomb ME
$260 nightly
The price is $275 total per night
$275 total
Aug 5 - Aug 6
Total with taxes and fees
This cottage is a smoke-free cottage.
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.
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.
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.
Vacation on a beautiful lake in Maine Convenient location to the coast of Maine.

Vacation on a beautiful lake in Maine Convenient location to the coast of Maine.

Hope ME
Guests staying at this cottage have access to a garden and barbecue grills.
Historic Maine Farmhouse w A/C on 14 Acres-Near Beaches, Lakes & Coastal Towns

Historic Maine Farmhouse w A/C on 14 Acres-Near Beaches, Lakes & Coastal Towns

Waldoboro ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb ME
$235 nightly
The price is $248 total per night
$248 total
Aug 11 - Aug 12
Total with taxes and fees
This cottage is a smoke-free cottage.
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.
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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
    $140 nightly
    The price is $153 total per night from Aug 30 to Aug 31
    $153 total
    Aug 30 - Aug 31
    Total with taxes and fees
    9.2/10 Wonderful! (1,002 reviews)
    Senator Inn & Spa

    Senator Inn & Spa

    284 Western Ave Augusta ME
    $125 nightly
    The price is $137 total per night from Aug 30 to Aug 31
    $137 total
    Aug 30 - Aug 31
    Total with taxes and fees
    Fireside Inn & Suites Waterville

    Fireside Inn & Suites Waterville

    376 Main Street Waterville ME
    $112 nightly
    The price is $122 total per night from Aug 23 to Aug 24
    $122 total
    Aug 23 - Aug 24
    Total with taxes and fees

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
104 Cottages
Lowest Price
$122
Highest Price
$275
Popular accommodation
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes, Cheerful Cottage with Loft Close to Everything 6, Updated lake cottage right on Damariscotta Lake. , Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden, Dog-friendly Maine 1 BR lakeside cottage with WiFi, laundry, and full kitchen., Vacation on a beautiful lake in Maine Convenient location to the coast of Maine., Historic Maine Farmhouse w A/C on 14 Acres-Near Beaches, Lakes & Coastal Towns, Spacious 1 Bedroom Cottage Close to Everything 5, Discover your retreat - 3-bedroom cottage in Winthrop