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Cottages in Windsor

Our top choices for Windsor cottages

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

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

9.4 out of 10, Exceptional, (60)
"Great family camp right on the water with great views and paddle boats to play and fish the lake. Nice host, it was a peaceful stay!"
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Updated lake cottage right on Damariscotta Lake.
Property grounds

Updated lake cottage right on Damariscotta Lake.

10.0 out of 10, Exceptional, (145)
"Best location on lake. House was warm and recently updated. Fun time "
Updated lake cottage right on Damariscotta Lake.
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (64)
"Had another great time at Jenn and Brian's property. Exactly as advertised and Jenn is quick to respond to any questions. "
The price is ￥59,673
￥79,016 total
includes taxes & fees
Sep 19 - Sep 20
Lighthouse Lane
Cheerful Cottage Close to Everything 12
Outdoor dining

Cheerful Cottage Close to Everything 12

9.6 out of 10, Exceptional, (14)
"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
Outdoor dining

Spacious 1 Bedroom Close to Everything 4

9.8 out of 10, Exceptional, (19)
"This unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
The price is ￥18,565
￥39,372 total
includes taxes & fees
Sep 12 - Sep 13
Spacious 1 Bedroom Close to Everything 4
Tiny Cottage Near Everything 10
Property grounds

Tiny Cottage Near Everything 10

10.0 out of 10, Exceptional, (1)
"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!"
Tiny Cottage Near Everything 10
Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C
Property grounds

Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great getaway with the family. Swimable lake off of the dock and a nice quiet place for relaxation. "
The price is ￥29,836
￥92,265 total
includes taxes & fees
Sep 15 - Sep 16
Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit
Exterior

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

6.4 out of 10, (7)
"First the key touch pad didn’t work , the deadbolt was hard to work the key would spin and spin when trying to lock or unlock door, the water smelled of sly, there wasn’t drinkable water the did send some, dirty areas, ants, had to use a stepping stool to get in & out of the shower, at 5ish in the morning got bit by ants in my bed, I left a day early"
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit
Cheerful Cottage Close to Everything 13
Outdoor dining

Cheerful Cottage Close to Everything 13

9.0 out of 10, Wonderful, (12)
"Nice and quiet even though it was right next to major travel routes "
Cheerful Cottage Close to Everything 13
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front
Property grounds

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

10.0 out of 10, Exceptional, (59)
"Fabulous we will definitely be going back."
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front
Cheerful Cottage with Loft Close to Everything 6
Interior

Cheerful Cottage with Loft Close to Everything 6

9.0 out of 10, Wonderful, (7)
"This is a good location to explore the Booth Bay area. The Highway is near enough for loud trucks to be heard"
Cheerful Cottage with Loft Close to Everything 6
Quiet - Romantic - Secluded Cottage on Lake
Exterior

Quiet - Romantic - Secluded Cottage on Lake

9.6 out of 10, Exceptional, (28)
"Great place to reconnect with yourself. "
Quiet - Romantic - Secluded Cottage on Lake
Little Beans Cottage on Great Pond, Belgrade ME
Exterior

Little Beans Cottage on Great Pond, Belgrade ME

10.0 out of 10, Exceptional, (42)
"We really enjoyed our stay at the bean cottage. Cozy, and charming and well-equipped with kayaks etc to get out on great pond. Convenient to days and the dam there which is a bit of a spot for fishing. Michelle very responsive. "
Little Beans Cottage on Great Pond, Belgrade ME
Lakeside Cottage On Tacoma lakes
Exterior

Lakeside Cottage On Tacoma lakes

Lakeside Cottage On Tacoma lakes
Spacious 1 Bedroom Cottage Close to Everything 1
Outdoor dining

Spacious 1 Bedroom Cottage Close to Everything 1

9.6 out of 10, Exceptional, (5)
"Super cute, cozy cabin. Just the type of place we were looking to stay. We were very happy to find a cabin at this price point for the holiday weekend, as well! "
Spacious 1 Bedroom Cottage Close to Everything 1
Beachfront Cottage Nestled in a Cove
Exterior

Beachfront Cottage Nestled in a Cove

10.0 out of 10, Exceptional, (2)
"Enjoyed our stay in the cottage. Loved the view of the lake. Nice to get away from it all and enjoy a relaxing few days on the water."
Beachfront Cottage Nestled in a Cove
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
Exterior

Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks

10.0 out of 10, Exceptional, (45)
"Very clean and comfortable."
The price is ￥26,340
￥51,195 total
includes taxes & fees
Sep 28 - Sep 29
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
Cozy Lakefront Cottage with Stunning Views, Deck, BBQ Grill, and Outdoor Firepit
Terrace/patio

Cozy Lakefront Cottage with Stunning Views, Deck, BBQ Grill, and Outdoor Firepit

10.0 out of 10, Exceptional, (3)
"Quiet, calm and lovely views of lake. Plenty of space and nice layout of basement room and bathroom as well as 1 st floor living dining kitchen and bath"
Cozy Lakefront Cottage with Stunning Views, Deck, BBQ Grill, and Outdoor Firepit
Waterfront 2br/2ba cottage
Exterior

Waterfront 2br/2ba cottage

9.8 out of 10, Exceptional, (15)
"This property was wonderful. It had everything renters could ever need including an instant pot pressure cooker and excellent coffee machine that was stocked and ready to make good coffee. The cleanliness of the property was exceptional. The beds were very comfortable. We were in the area for cross country ski races and had a great stay. "
The price is ￥20,555
￥47,622 total
includes taxes & fees
Sep 21 - Sep 22
Waterfront 2br/2ba cottage
Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views
3 bedrooms, WiFi, bed sheets

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
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

Comfort Inn Augusta

Comfort Inn Augusta

10/10 Excellent
"Fantastic No complaints "
Nicholas 3-night trip
Posted 18 hours ago
Comfort Inn Augusta

Find out more about Windsor

Find out more about Windsor

Windsor Cottages information

Number of reviews
Accommodation
122 Cottages
Lowest Price
￥18,565
Highest Price
￥59,673

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between ￥18,565 and ￥59,673 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.