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Compare 92 Cottages in Windsor with updated reviews, rates, and availability.

Cozy Lake House on Cobbosseeconte Lake

10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
Cozy Lake House on Cobbosseeconte Lake

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (96)
"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "
A Charming Waterfront Cottage with Touches of Elegance

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

9.6 out of 10, Exceptional, (49)
"It was OK."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (158)
"Incredible location, perfect choice for a small group to spend a little time on the lake shore."
Cottage on Cobbosseecontee Lake. Dates available.

Steps to Your Private 100 Feet of Lake Front -

8.4 out of 10, Very Good, (16)
"Bill was so very nice and 100% accommodating. His place was very neat and clean. The property is very well maintained, private and peaceful. His cousin , Darcy, lives 2 doors down and is readily available should there be any questions or concerns.We enjoyed the lions at night and the stars were mesmerizing along with the fireflies. Thank you for a lovely stay and we look forward to returning next year."
Steps to Your Private 100 Feet of Lake Front -

Quiet & Lovely Lakefront Cottage for Families!

9.6 out of 10, Exceptional, (13)
"Loved this spot. The lake was beautiful. We had a wonderful time even though the weather was bad a few days. The cabin was so cute and decorated very nice. The kitchen was stocked well. We had everything we needed. Loved hearing the loons at night. It wasn't too far from Camden that we visited frequently. I hope to come back there some day."
Quiet & Lovely Lakefront Cottage for Families!

Unique Cottage

10.0 out of 10, Exceptional, (25)
"Had a really great time while in the area for a wedding. Pond location with access to kayaks, small beach front, and fire pit was perfect for our occasion. Love listening to the loons while sipping coffee and watching the sunrise! "
Unique Cottage

Little Beans Cottage on Great Pond, Belgrade ME

10.0 out of 10, Exceptional, (38)
"It was a delight, with beautiful Great Pond and inlet close by. The house itself is rustic, spacious and comfortable. Its L.L. Bean history added to the charm. The space heaters were welcome. The location, on a spit of land near the end of a long dirt road, but convenient to the Belgrade Lakes town center, was most enjoyable. We'd definitely recommend it."
Little Beans Cottage on Great Pond, Belgrade ME

Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

7.4 out of 10, Good, (3)
"We had a great stay at Depatsy’s camp with our 10mo old son and pup. The house was cozy, spacious and had everything we needed. The house was in a perfect location with access to the water and kayaks/paddle boards. We spent a lot of time on the patio enjoying the view and using the fire pit. Would definitely return for another trip! "
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

Cheerful Cottage Close to Everything 13

9.6 out of 10, Exceptional, (9)
"Cozy, clean, and conveniently located for accessing many peninsulas. Just off Rt 1- noise not a problem."
Cheerful Cottage Close to Everything 13

Spacious 1 Bedroom Close to Everything 4

10.0 out of 10, Exceptional, (15)
"My sister and I stayed for almost a month in this lovely place. We were in Maine on some extended family business. The extended business meant we extended our stay a couple of times. Jeff was always accommodating and very responsive. The cottage was just the perfect “home away from home” for us. It is comfortably furnished. We had everything we needed. Very cozy and relaxing. Thanks Jeff for being there for us. And Mike too!"
Spacious 1 Bedroom Close to Everything 4

Updated Tiny House: Walk to Wiscasset Village

8.0 out of 10, Very Good, (5)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village

Cheerful Cottage Close to Everything 12

9.2 out of 10, Wonderful, (9)
"Such a cozy cabin that made for a wonderful couple of nights relaxing and doing class work. I loved the location and that it was just so peaceful! Jeff was really easy to reach and very kind! I'm looking forward to staying again soon! "
Cheerful Cottage Close to Everything 12

Cheerful Cottage with Loft Close to Everything 6

8.8 out of 10, Excellent, (6)
"Cute, clean and small. Wish it was a little further from the road. Owner very responsive."
Cheerful Cottage with Loft Close to Everything 6

2 BR Lakefront Cottage in Belgrade Lakes Region

10.0 out of 10, Exceptional, (23)
"If you are considering this cabin, do not hesitate to book it. It is absolutely beautiful, perfect spot on the lake and still close to many local venues. We enjoyed a beautiful fall weekend and cannot wait to go back. Denise was the most gracious host and made us feel at home. We were able to fish off the dock which is just steps from the front porch. Beautiful sunsets and listening for the loons was a favorite. Wish we could give more than 5 stars! "
2 BR Lakefront Cottage in Belgrade Lakes Region

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!

Lakeside Cottage On Tacoma lakes

Lakeside Cottage On Tacoma lakes

Cheerful Cottage with Loft 9

10.0 out of 10, Exceptional, (2)
"We had a lovely weekend stay at this cozy cabin. Super clean, all the amenities needed for our small family, 2 adults + 3 year old. Convenient location, we would book here again when we are back in the area. "
Cheerful Cottage with Loft 9

Close to Colby, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (30)
"Accurate listing, great location (easy drive to Augusta for dinner), really peaceful and quiet. GPS had a minor problem right at the end trying to send us through a neighbor's trailer, but we figured it out (the external pictures helped). Loved our stay there, even though it was just overnight on the way to somewhere else. Next time, we'll stay for a week."
The price is AED 757
AED 1,393 total
includes taxes & fees
15 Dec - 16 Dec
Close to Colby, Lake Great Pond, Dog Friendly

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

7.6 out of 10, Good, (22)
"The camp was quaint, great kitchen! Unfortunately there was confusion & communication issues with our host not being notified that we had booked property. We received a refund from the host for the nights we didn't stay due to propane running out. The host had intended to have camp closed up the week we had booked."
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
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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Other property types in Windsor

Sunfish Cove is the perfect year round getaway.

10.0 out of 10, Exceptional, (39)
"We had a great time staying at sunfish cove! Very spacious home with great views of the water! Really enjoyed the fire pit and the outdoor amenities!"
Sunfish Cove is the perfect year round getaway.

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (96)
"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "
A Charming Waterfront Cottage with Touches of Elegance
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.

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between AED 757 and AED 757 per night. These properties offer a chance to soak up nature’s beauty — at a price you can afford. 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?
Choose from 92 cottages in Windsor. No matter if you’re taking a trip with the kids or organizing a weekend break with your pals, Expedia will help you find the right place to get in touch with nature.
Why book your cottage in Windsor with Expedia?
Expedia has some wonderful cottages in Windsor, so get ready for a memorable vacay close to nature. If you have a certain budget, click on how much you want to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Windsor?
Expedia can help you easily track down cheap cottages in Windsor. To book a fantastic stay in a couple of clicks, simply use the filter tool to refine your search results by star rating, budget and amenities.