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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Windsor cottages

Cottage (2 Bedrooms) | Interior

1. 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
$298 nightly
The price is $324
Sep 25 - Sep 26
Total with taxes and fees
Private Dock on Messalonskee Lake: Cozy Cottage!
Exterior

2. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
Sidney
8.8 out of 10, Excellent, (13 reviews)
"Great place to stay for our annual fishing weekend in the Belgrade Lakes region! "
United States
Shawn H.
$303 nightly
The price is $330
Sep 25 - Sep 26
Total with taxes and fees
Private Dock on Messalonskee Lake: Cozy Cottage!
Exterior

3. 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.
$447 nightly
The price is $487
Oct 12 - Oct 13
Total with taxes and fees
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
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, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$239 nightly
The price is $252
Sep 21 - Sep 22
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
Outdoor dining

5. 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.
$366 nightly
The price is $399
Sep 20 - Sep 21
Total with taxes and fees
Rustic Retreat Across from Lake; Family Friendly!
Exterior

6. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.6 out of 10, Excellent, (4 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
$216 nightly
The price is $218
Sep 21 - Sep 22
Total with taxes and fees
Tiny Cottage Near Everything 10
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.
$240 nightly
The price is $253
Sep 28 - Sep 29
Total with taxes and fees
Cheerful Cottage with Loft 9
Property grounds

8. 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.
$453 nightly
The price is $493
Sep 24 - Sep 25
Total with taxes and fees
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
Exterior

9. 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.
$289 nightly
The price is $306
Sep 28 - Sep 29
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
Outdoor dining

10. 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.
$261 nightly
The price is $276
Sep 22 - Sep 23
Total with taxes and fees
Spacious 1 Bedroom Close to Everything 4
Cottage (2 Bedrooms) | Interior

11. 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
$358 nightly
The price is $391
Sep 20 - Sep 21
Total with taxes and fees
Rustic Retreat Across From Lake; Family Friendly!
Outdoor dining

12. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (18 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
$229 nightly
The price is $241
Sep 21 - Sep 22
Total with taxes and fees
Cheerful Cottage Close to Everything 12
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
$247 nightly
The price is $261
Sep 22 - Sep 23
Total with taxes and fees
Cheerful Cottage with Loft Close to Everything 6
Outdoor dining

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
$202 nightly
The price is $204
Sep 28 - Sep 29
Total with taxes and fees
Happy Cottage Near Everything 11
Exterior

15. 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.
$287 nightly
The price is $304
Oct 18 - Oct 19
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 2
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

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent
"Great price, Great room and the Best Free Breakfast ever!!!"
Robert 1-night trip
Posted 12 hours ago
Holiday Inn Express & Suites Waterville - North by IHG

Find out more about Windsor

Windsor Cottages information

Number of reviews
217
Accommodation
120 Cottages
Lowest Price
$204
Highest Price
$493

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between $204 and $493 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 120 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 vacay 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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