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
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

Belgrade ME
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Hot Tub
Kitchen
Historic Maine Farmhouse on 14 Acres – Fireplaces, Forest, Dark Skies

Historic Maine Farmhouse on 14 Acres – Fireplaces, Forest, Dark Skies

Waldoboro ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond

Boat launch and Trailer parking, Dog Friendly, Lake Great Pond

Belgrade ME
$300 nightly
The price is $327 total per night
$327 total
May 27 - May 28
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden. Transportation is made easy with limo/town car service.
Kitchen
Washer
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.
Kitchen
Washer
Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage

West Gardiner ME
$325 nightly
The price is $354 total per night
$354 total
May 25 - May 26
Total with taxes and fees
Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden.
Kitchen
Washer
Thainy House, 6-Acre Retreat: Gardiner, ME

Thainy House, 6-Acre Retreat: Gardiner, ME

Gardiner ME
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front

Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front

Newcastle ME
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
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 Maine
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
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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
    $134 nightly
    The price is $147 total per night from May 31 to Jun 1
    $147 total
    May 31 - Jun 1
    Total with taxes and fees
    9.2/10 Wonderful! (1,003 reviews)
    Holiday Inn Express & Suites Waterville - North by IHG

    Holiday Inn Express & Suites Waterville - North by IHG

    332 Main St Waterville ME
    $105 nightly
    The price is $114 total per night from May 31 to Jun 1
    $114 total
    May 31 - Jun 1
    Total with taxes and fees
    8.6/10 Excellent! (927 reviews)
    Fireside Inn & Suites Waterville

    Fireside Inn & Suites Waterville

    376 Main Street Waterville ME
    $109 nightly
    The price is $119 total per night from May 27 to May 28
    $119 total
    May 27 - May 28
    Total with taxes and fees
    8.8/10 Excellent! (1,002 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
110 Cottages
Lowest Price
$114
Highest Price
$354
Popular accommodation
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes, Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks, Historic Maine Farmhouse on 14 Acres – Fireplaces, Forest, Dark Skies, Boat launch and Trailer parking, Dog Friendly, Lake Great Pond, One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge, Waterfront 2br/2ba cottage , Thainy House, 6-Acre Retreat: Gardiner, ME, Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front, Dive into swimming, fishing, and canoeing—right on the shores of North Pond!