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Cabins
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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Windsor cottages

A residential house with a paved driveway, a small front porch, and a garage.

1. Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
West Gardiner
9.8 out of 10, Exceptional, (23 reviews)
"This was the ideal Maine spot."
United States
Lisa W.
The price is £298
includes taxes & fees
10 Nov - 11 Nov
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
A grassy area with two Adirondack chairs facing a body of water, a wooden fence, and a dock extending into the water.

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

Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
Belgrade
10.0 out of 10, Exceptional, (58 reviews)
"Great place, quiet neighborhood off the lake, very comfortable. Would definitely stay again!"
United States
Steve C.
The price is £276
includes taxes & fees
9 Nov - 10 Nov
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
A small, single-story cabin with a front porch and a small attached shed, surrounded by dense trees and grass.

3. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
Tiny Cottage Near Everything 10
A wooden deck with a round table and two chairs, surrounded by trees.

4. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (19 reviews)
"Cute place and very clean will definitely stay again "
United States
Tom C.
The price is £145
includes taxes & fees
9 Nov - 10 Nov
Cheerful Cottage Close to Everything 12
A row of small, single-story cabins with attached garages, surrounded by trees and a clear sky.

5. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is £157
includes taxes & fees
9 Nov - 10 Nov
Cheerful Cottage with Loft 9
A small cabin with a wooden deck, surrounded by trees in a wooded area.

6. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is £180
includes taxes & fees
9 Nov - 10 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

7. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is £130
includes taxes & fees
9 Nov - 10 Nov
Happy Cottage Near Everything 11
A wooden deck with two chairs and a small table, surrounded by a wooden railing, set in a forested area.

8. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is £147
includes taxes & fees
9 Nov - 10 Nov
Spacious 1 Bedroom Cottage Close to Everything 5
A wooden deck with a round table and two chairs, surrounded by a wooden railing and trees.

9. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.6 out of 10, Exceptional, (27 reviews)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Canada
Christine M.
The price is £168
includes taxes & fees
10 Nov - 11 Nov
Spacious 1 Bedroom Close to Everything 4
A cabin with a deck, surrounded by dense forest.

10. Spacious 1 Bedroom Cottage Close to Everything 2

Spacious 1 Bedroom Cottage Close to Everything 2
Edgecomb
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. The cottage had everything that we needed. The cottage was clean and well stocked with the essentials for our visit. Thank you for a nice stay."
United States
Terrence F.
The price is £168
includes taxes & fees
11 Nov - 12 Nov
Spacious 1 Bedroom Cottage Close to Everything 2
Interior

11. Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6
Edgecomb
9.4 out of 10, Exceptional, (11 reviews)
"Very clean and comfortable little cottage. Host responds and communicates effectively. Very nice experience."
United States
Yaoyubai
The price is £150
includes taxes & fees
10 Nov - 11 Nov
Cheerful Cottage with Loft Close to Everything 6
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.
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Top reviews in Windsor

A field of sunflowers with a small white building in the background.
Clary Lake Bed and Breakfast

Clary Lake Bed and Breakfast

Clary Lake Bed and Breakfast
Jefferson

10/10 Excellent

This is the cutest b&b ever! Linda the host keeps her home immaculate, a great eye for detail and so quirky. Linda always makes fresh muffins for breakfast and the breakfast overlooks her beautiful garden.
United Kingdom
Anne
Reviewed May 7, 2026
Clary Lake Bed and Breakfast

Frequently Asked Questions

How much do cottages in Windsor cost?

Prices for cottages in Windsor range between £130 and £298 per night. No matter your budget, you're sure to find an ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Windsor?

Pack your suitcase and choose from cottages in Windsor. Dreaming of a place where you can relax and connect with nature? Expedia can help you find your ideal getaway in a few simple clicks.

Why book your cottage in Windsor with Expedia?

Expedia has some superb cottages in Windsor, so start packing your bags for an unforgettable holiday on nature's doorstep. If you have a budget, click on how much you want to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your getaway looks like.

How can I find cheap cottages in Windsor?

Expedia can help you easily locate cheap cottages in Windsor. To find a terrific stay in just a few clicks, try out our convenient filter tool to refine your search by budget, amenities and star rating.