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Featured Windsor Cottages

Thainy House, 6-Acre Retreat: Gardiner, ME

Thainy House, 6-Acre Retreat: Gardiner, ME

2 out of 5
Gardiner ME
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage

West Gardiner ME
$273 nightly
The price is $297 total per night
$297 total
Dec 1 - Dec 2
Total with taxes and fees
Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden.
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.
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.
Spacious 1 Bedroom Cottage Close to Everything 2

Spacious 1 Bedroom Cottage Close to Everything 2

Edgecomb ME
At this cottage, guests have access to features like laundry facilities.
Kitchen
Laundry
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Belgrade ME
$262 nightly
The price is $285 total per night
$285 total
Dec 1 - Dec 2
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills. Transportation is made easy with limo/town car service.
Kitchen
Washer
Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb ME
At this cottage, guests have access to features like laundry facilities.
Kitchen
Free WiFi
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.
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

Mt Vernon 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
    $115 nightly
    The price is $125 total per night from Dec 7 to Dec 8
    $125 total
    Dec 7 - Dec 8
    Total with taxes and fees
    9.2/10 Wonderful! (1,005 reviews)
    Senator Inn & Spa

    Senator Inn & Spa

    284 Western Ave Augusta ME
    $112 nightly
    The price is $123 total per night from Nov 28 to Nov 29
    $123 total
    Nov 28 - Nov 29
    Total with taxes and fees
    7.8/10 Good! (1,006 reviews)
    Fireside Inn & Suites Waterville

    Fireside Inn & Suites Waterville

    376 Main Street Waterville ME
    $101 nightly
    The price is $111 total per night from Dec 25 to Dec 26
    $111 total
    Dec 25 - Dec 26
    Total with taxes and fees
    8.6/10 Excellent! (1,000 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
106 Cottages
Lowest Price
$111
Highest Price
$297
Popular accommodation
Thainy House, 6-Acre Retreat: Gardiner, ME, Waterfront 2br/2ba cottage , Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes, Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden, Spacious 1 Bedroom Cottage Close to Everything 2, Ice Fishing, Dog Friendly, Lake Great Pond, Spacious 1 Bedroom Cottage Close to Everything 5, Discover your retreat - 3-bedroom cottage in Winthrop, One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge