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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Windsor cottages

Cottage (2 Bedrooms) | Interior

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 £289
includes taxes & fees
31 Aug - 1 Sept
Rustic Retreat Across From Lake; Family Friendly!
Outdoor dining

2. Quiet & Lovely Lakefront Cottage for Families!

Quiet & Lovely Lakefront Cottage for Families!
Union
9.8 out of 10, Exceptional, (16 reviews)
"Evocative of my youth and going to the family lake camp in the summer. We had great weather and a great time. The cabin is a ‘Mainer’s’ memories wrapped in eclectic reminders. What a joy!"
United States
Venise B.
The price is £382
includes taxes & fees
7 Sept - 8 Sept
Quiet & Lovely Lakefront Cottage for Families!
Outdoor dining

3. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (22 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is £292
includes taxes & fees
31 Aug - 1 Sept
Rustic Retreat Across from Lake; Family Friendly!
Outdoor dining

4. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is £195
includes taxes & fees
1 Sept - 2 Sept
Spacious 1 Bedroom Cottage Close to Everything 5
Exterior

5. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
Sidney
9.0 out of 10, Wonderful, (12 reviews)
"Great place to stay for our annual fishing weekend in the Belgrade Lakes region! "
United States
Shawn H.
The price is £243
includes taxes & fees
16 Sept - 17 Sept
Private Dock on Messalonskee Lake: Cozy Cottage!
Exterior

6. 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)
"The place was spacious and plenty of room for our family to stay in. Pet friendly was very important to us. The beds were extremely comfortable!The coffee maker with the freshly gound beans every morning was a delight! The place is on a nice country road with beautiful views. Area restaurants and a bike/walking path only a couple miles away."
United States
heather w.
The price is £404
includes taxes & fees
5 Sept - 6 Sept
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
Exterior

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 £189
includes taxes & fees
7 Sept - 8 Sept
Cheerful Cottage with Loft 9
Exterior

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 £220
includes taxes & fees
31 Aug - 1 Sept
Spacious 1 Bedroom Cottage Close to Everything 3
Outdoor dining

9. Lighthouse Lane

Lighthouse Lane
Manchester
10.0 out of 10, Exceptional, (77 reviews)
"Great and clean place, wonderful location, would love to comeback again."
United States
Alexey L.
The price is £318
includes taxes & fees
1 Sept - 2 Sept
Lighthouse Lane
Exterior

10. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.0 out of 10, Very good, (3 reviews)
"We recently stayed at the Tiny Cottage in Edgecomb, Maine, and truly enjoyed our visit. Except for a small initial issue, which was promptly and professionally addressed, everything was wonderful. The location is perfect for exploring the area, and the cottage itself was spotless, comfortable, and well-maintained. A lovely and relaxing getaway spot!"
United States
Elaine
The price is £171
includes taxes & fees
7 Sept - 8 Sept
Tiny Cottage Near Everything 10
Cottage (2 Bedrooms) | Interior

11. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
3.0 star property
Augusta
10.0 out of 10, Exceptional, (1 review)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
United States
John
The price is £240
includes taxes & fees
16 Sept - 17 Sept
Private Dock on Messalonskee Lake: Cozy Cottage!
Property grounds

12. 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, (56 reviews)
"Great place, quiet neighborhood off the lake, very comfortable. Would definitely stay again!"
United States
Steve C.
The price is £362
includes taxes & fees
20 Sept - 21 Sept
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
Outdoor dining

13. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (24 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 £209
includes taxes & fees
31 Aug - 1 Sept
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

14. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.2 out of 10, Wonderful, (17 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is £186
includes taxes & fees
28 Sept - 29 Sept
Cheerful Cottage Close to Everything 12
Outdoor dining

15. 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 £156
includes taxes & fees
28 Sept - 29 Sept
Happy Cottage Near Everything 11
Interior

16. Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6
Edgecomb
9.2 out of 10, Wonderful, (10 reviews)
"It was so adorable!! Decorated beautifully and very clean- enjoyed it very much!! Hosts were fantastic and so easy to communicate with!!"
United States
Jackie A.
The price is £200
includes taxes & fees
29 Sept - 30 Sept
Cheerful Cottage with Loft Close to Everything 6
House (3 Bedrooms) | Interior

17. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is £362
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
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 Windsor Hotel Reviews

The Elmwood

The Elmwood

10/10 Excellent
"The room was very clean and comfortable. My only problem is that the refrigerator didn’t have a freezer section. I use ice packs for my medical needs. Ice cubes from an ice maker are a problem for me when they melt."
Alan 1-night trip
Posted 4 hours ago
The Elmwood

Find out more about Windsor

Windsor Cottages information

Number of reviews
256
Accommodation
123 Cottages
Lowest Price
£156
Highest Price
£404

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between £156 and £404 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 123 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.

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