Default HTG hotel image

Search Cottages in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Windsor cottages

A deck with a round table and chairs, a small potted plant, and a view of a house with a window and siding.

1. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is €339
includes taxes & fees
2 Oct - 3 Oct
Rustic Retreat Across From Lake; Family Friendly!
A residential house with a paved driveway, a small front porch, and a garage.

2. 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, (21 reviews)
"Great property with two showers and two bathrooms Great location in Gardiner"
United States
Robert M.
The price is €375
includes taxes & fees
29 Oct - 30 Oct
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.

3. 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.
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
A deck with a round table and chairs, a small potted plant, and a view of a house with a window and siding.

4. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (23 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is €344
includes taxes & fees
2 Oct - 3 Oct
Rustic Retreat Across from Lake; Family Friendly!
A small, single-story cabin with a front porch and a small attached shed, surrounded by dense trees and grass.

5. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.8 out of 10, Excellent, (5 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is €203
includes taxes & fees
27 Oct - 28 Oct
Tiny Cottage Near Everything 10
A wooden deck with a round table and two chairs, surrounded by trees.

6. Cheerful Cottage Close to Everything 13

Cheerful Cottage Close to Everything 13
Edgecomb
9.2 out of 10, Wonderful, (18 reviews)
"Clean, close to everything, great communication from the host, cozy!"
United States
Crystal B.
Cheerful Cottage Close to Everything 13
A row of small, single-story cabins with attached garages, surrounded by trees and a clear sky.

7. 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 €241
includes taxes & fees
15 Oct - 16 Oct
Cheerful Cottage with Loft 9
A small cabin with a wooden deck, surrounded by trees in a wooded area.

8. 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 €266
includes taxes & fees
1 Nov - 2 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
A wooden deck with two chairs and a small table, surrounded by a wooden railing, set in a forested area.

9. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is €236
includes taxes & fees
4 Oct - 5 Oct
Spacious 1 Bedroom Cottage Close to Everything 5
A wooden deck with a round table and two chairs, surrounded by trees.

10. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (18 reviews)
"Cute place and very clean will definitely stay again "
United States
Tom C.
The price is €233
includes taxes & fees
15 Oct - 16 Oct
Cheerful Cottage Close to Everything 12
A cabin with a deck, surrounded by dense forest.

11. 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)
"Easy to find, very near the highway. Entry code sent promptly to access the property. Cottage was cozy and welcoming. Nicely thought out outdoor areas. Would highly recommend."
United States
jillian s.
The price is €228
includes taxes & fees
27 Oct - 28 Oct
Spacious 1 Bedroom Cottage Close to Everything 2
A wooden deck with a round table and two chairs, surrounded by a wooden railing and trees.

12. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (25 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 €236
includes taxes & fees
27 Oct - 28 Oct
Spacious 1 Bedroom Close to Everything 4
Interior

13. 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 €218
includes taxes & fees
5 Oct - 6 Oct
Cheerful Cottage with Loft Close to Everything 6
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

14. 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
Happy Cottage Near Everything 11
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"The front desk folks were helpful and personable.The bartender was fun.The breakfast and coffee was great.The room had everything that we needed."
Gloria 1-night trip
Posted 10 hours ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Find out more about Windsor

Windsor Cottages information

Number of reviews
225
Accommodation
124 Cottages
Lowest Price
€203
Highest Price
€375

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between €203 and €375 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 124 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.