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Cottages in Windsor

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (111)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views

9.0 out of 10, Wonderful, (2)
"Cozy cottage by the lake. Great scenery and wildlife. Great communication with host. "
Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.4 out of 10, Exceptional, (56)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Cheerful Cottage Close to Everything 12

9.4 out of 10, Exceptional, (12)
"Well appointed and comfortable cabin. Loved the retro fridge and microwave and sitting on the deck with a morning coffee. We awoke to a woodsy view every morning. The location was perfect for us; convenient to Wiscasset, Damariscotta and Pemaquid Point. Our host was fabulous with his timely communication and down east hospitality. If we pass through this way again, we will be sure to stay here again."
Cheerful Cottage Close to Everything 12

Spacious 1 Bedroom Close to Everything 4

10.0 out of 10, Exceptional, (17)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Spacious 1 Bedroom Close to Everything 4

Lighthouse Lane

10.0 out of 10, Exceptional, (58)
"Check in and check out was super easy. Photos are super accurate and the property is beautiful. Thank you for sharing your beautiful with us!"
The price is AED 1,653
AED 2,166 total
includes taxes & fees
2 Sep - 3 Sep
Lighthouse Lane

Private Dock & Deck: Tranquil Dam Pond Cottage!

10.0 out of 10, Exceptional, (4)
"Restful retreat with everything you need. From the sound of the loons, the comfortable accommodations, accessibility to so many great spots, and wonderful hosts you can't beat it. Can't wait to come back. "
Private Dock & Deck: Tranquil Dam Pond Cottage!

Unique Cottage

10.0 out of 10, Exceptional, (26)
"The property was very nice meeting all our needs. The view of the lake from the gorgeous screened porch and the gas fire log were great! A highly recommed cottage! "
Unique Cottage

Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

10.0 out of 10, Exceptional, (77)
"Such a great place to go to , and had perfect weather all week , love it there !"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

10.0 out of 10, Exceptional, (70)
"Our stay at the cottage was peaceful and relaxing. The entire area is beautiful and has many outdoor activities. The owners are very welcoming and clearly take a lot of pride in the property."
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

Private Dock on Messalonskee Lake: Cozy Cottage!

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great spot right on the lake, True to what was listed. The beds weren’t very comfortable but otherwise everything was great."
Private Dock on Messalonskee Lake: Cozy Cottage!

Peaceful.... Lakefront Cottage... Kayakers Paradise....

10.0 out of 10, Exceptional, (53)
"Beautiful, peaceful location. Great fishing. Comfortable, immaculate cabin."
Peaceful.... Lakefront Cottage... Kayakers Paradise....

Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit

6.4 out of 10, (7)
"The listing stated there were upstairs tenants. Long story short, on Thanksgiving when they arrived home to me enjoying an outdoor fire, the accused me of using their firewood, I had brought my own. Then another night I left to do an activity with my kids and returned to not being able to park, due to them taking up three spaces with their truck. They were noisy every night until midnight and up every morning by 7a. In have no living family besides my kids and I was looking for a relaxing...
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.2 out of 10, Wonderful, (15)
"Great location and wonderful hosts!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

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

10.0 out of 10, Exceptional, (58)
"Maine Waterfront Cottage was perfect in all ways. The cottage was beautiful, no detail was left out. From the spectacular views to the spacious accommodations, it was the perfect retreat. So easy to get to town for great food and shopping. David was the perfect host, he went above and beyond, was so welcoming, and made sure we had everything we needed for our stay. We can’t wait to come back. "
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front

Maine Cottage w/ Dock & Kayaks, Near Augusta!

9.6 out of 10, Exceptional, (19)
"We enjoyed our stay very much. The property was spotless . We would definitely stay there again."
Maine Cottage w/ Dock & Kayaks, Near Augusta!

Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.

2.0 star property
10.0 out of 10, Exceptional, (13)
"Very relaxing. Beautiful property. Exactly as advertised!!"
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.

Quiet - Romantic - Secluded Cottage on Lake

9.6 out of 10, Exceptional, (28)
"It was beautifull"
Quiet - Romantic - Secluded Cottage on Lake

WATERSEDGE GREAT VIEWS

10.0 out of 10, Exceptional, (42)
"Beautiful view right on the edge of the lake. Very clean, simple decor of a vacation property, Owner very responsive. Overall highest praise for our visit. Hope to return."
WATERSEDGE GREAT VIEWS

Spacious 1 Bedroom Cottage Close to Everything 2

9.2 out of 10, Wonderful, (15)
"Nice small older cottage that has been updated nicely. The location was perfect for exploring local State Parks and the marine area."
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

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between AED 1,653 and AED 1,653 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 122 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.