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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Cottages in Windsor

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

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

10.0 out of 10, Exceptional, (59)
"Beautiful, peaceful location. Great fishing. Comfortable, immaculate cabin."
Peaceful.... Lakefront Cottage... Kayakers Paradise....
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

Spacious 1 Bedroom Close to Everything 4

9.8 out of 10, Exceptional, (21)
"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!"
Spacious 1 Bedroom Close to Everything 4
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
Spacious 1 Bedroom Cottage Close to Everything 1
Outdoor dining

Spacious 1 Bedroom Cottage Close to Everything 1

9.8 out of 10, Exceptional, (6)
"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
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, (5)
"A wonderful property. Perfect for a small family. Right on the lake and close to fun activities. "
Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C
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, (61)
"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
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 AED 1,488
AED 1,954 total
includes taxes & fees
28 Sep - 29 Sep
Lighthouse Lane
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, (5)
Cozy Lakefront Cottage with Stunning Views, Deck, BBQ Grill, and Outdoor Firepit
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
Exterior

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

10.0 out of 10, Exceptional, (70)
"The view was spectacular the cabin was beautiful hope to come back next year"
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
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 12
Outdoor dining

Cheerful Cottage Close to Everything 12

9.6 out of 10, Exceptional, (15)
"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."
The price is AED 305
AED 781 total
includes taxes & fees
14 Oct - 15 Oct
Cheerful Cottage Close to Everything 12
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
Discover your retreat - 3-bedroom cottage in Winthrop
Fridge, microwave, oven, stovetop

Discover your retreat - 3-bedroom cottage in Winthrop

10.0 out of 10, Exceptional, (173)
"We have a great time staying here each spring!"
Discover your retreat - 3-bedroom cottage in Winthrop
Tiny Cottage Near Everything 10
Property grounds

Tiny Cottage Near Everything 10

9.0 out of 10, Wonderful, (2)
"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
Happy Cottage Near Everything 11
Outdoor dining

Happy Cottage Near Everything 11

5.0 out of 10, (2)
"Very comfortable, clean small cottage. We slept great in the bed that was provided and it had a futon in the living area . We recommend that only 2 people stay there. They had a toaster oven , a full refrigerator and a coffee maker. It is very close to Route 1, Boothbay Harbor and Damariscotta. "
Happy Cottage Near Everything 11
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
Exterior

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

10.0 out of 10, Exceptional, (82)
"This was the perfect little cabin! We loved how close it was to everything and yet was a secluded little piece of heaven away from the crowds. It was pretty, spotless and so comfortable. It had everything we needed and more! Gus the dog was so sweet we loved his little visits and Laura was so wonderful in sharing lots of ideas and information about the area. We can't wait to return!!"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
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, (43)
"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
Updated lake cottage right on Damariscotta Lake.
Property grounds

Updated lake cottage right on Damariscotta Lake.

10.0 out of 10, Exceptional, (148)
"Great place to unplug and enjoy what Maine has to offer!"
Updated lake cottage right on Damariscotta Lake.
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

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"Always use this Hotel when I'm up this way, pleasant and friendly staff at check-in and as we leave. Best place to stay."
Shawn 1-night trip
Posted 2 days ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between AED 781 and AED 1,954 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 106 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.