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Compare 93 Cottages in Windsor with updated reviews, rates, and availability.

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 Cottage Close to Everything 2
9.8 out of 10, Exceptional, (11)
"Adorable little cottage, so cute and comfortable. Big enough for 2 only. Doesn't have a stove tho."
Spacious 1 Bedroom Cottage Close to Everything 2
Peaceful.... Lakefront Cottage... Kayakers Paradise....
10.0 out of 10, Exceptional, (50)
"Great "
Peaceful.... Lakefront Cottage... Kayakers Paradise....
Cheerful Cottage Close to Everything 12
9.4 out of 10, Exceptional, (6)
"Cute place and very clean will definitely stay again "
The price is SAR 338
SAR 822 total
includes taxes & fees
26 Sep - 27 Sep
Cheerful Cottage Close to Everything 12
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (92)
"Very quant and quiet location. Very clean and well kept! The owner was easy to contact and even toured the property with us so we knew where everything was! 5 star!! "
A Charming Waterfront Cottage with Touches of Elegance
Cozy Lake House on Cobbosseeconte Lake
10.0 out of 10, Exceptional, (46)
"Thoroughly enjoyed our stay and accommodations. "
The price is SAR 1,501
SAR 1,980 total
includes taxes & fees
24 Sep - 25 Sep
Cozy Lake House on Cobbosseeconte Lake
Spacious 1 Bedroom Close to Everything 4
10.0 out of 10, Exceptional, (12)
"The cottage is very comfortable and very clean. It is centrally located to take in several of the coastal towns around. "
The price is SAR 402
SAR 899 total
includes taxes & fees
1 Oct - 2 Oct
Spacious 1 Bedroom Close to Everything 4
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
9.6 out of 10, Exceptional, (9)
"House was spacious and had all the necessities. The location was nice. Good for a relaxing trip near the water "
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
2.0 star property
10.0 out of 10, Exceptional, (4)
"Very relaxing. Beautiful property. Exactly as advertised!!"
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
Waterfront 2br/2ba cottage
9.6 out of 10, Exceptional, (8)
"This was a nice quiet spot to relax with family. The stream is on the property, and Gardiner was a great location to make as the base for our adventures around Maine. The owners couldn’t have been nicer"
The price is SAR 600
SAR 1,538 total
includes taxes & fees
25 Sep - 26 Sep
Waterfront 2br/2ba cottage
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 -
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
9.6 out of 10, Exceptional, (47)
"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
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
Waterfront ! Beautiful *Biscay Sunsets*Swim, Boat, Fish,Fun
9.8 out of 10, Exceptional, (40)
"Sounds of loons and nighttime owls, even indoors as well as over dinner on the deck. We rented kayaks which we could put in right there and paddle either direction on the beautiful pond, away from tourist sounds. This peninsula, the Pemaquid, is an ideal location, just 1-1/4 hrs from the Portland Airport, and a world apart, in lovely lobster-coves Maine. Mary Berger, your hostess is The Best, and you ‘ll love everything about her and this rental house. "
Waterfront ! Beautiful *Biscay Sunsets*Swim, Boat, Fish,Fun
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
Spacious 1 Bedroom Cottage Close to Everything 3
9.8 out of 10, Exceptional, (7)
"This property was recommended to us by our daughter and son-in-law and we weren’t disappointed. After a brief hiccup on check in, which the host took care of right away, the stay was fantastic. The property was clean, bright and inviting, and the bed was fantastic. The location was perfect for exploring the Maine coast and it was only minutes from Booth Bay with its dozens of shops, restaurants and things to do. It’s nestled in the woods which made it a very calming place to relax after a busy...
The price is SAR 447
SAR 948 total
includes taxes & fees
28 Sep - 29 Sep
Spacious 1 Bedroom Cottage Close to Everything 3
Spacious 1 Bedroom Cottage Close to Everything 5
10.0 out of 10, Exceptional, (4)
"My husband and I had a great time in Edgecomb at the cottage. We were in town for a family wedding and the cottage was in a great location to all of the events. Also close to Wicasset, Boothbay Harbor, Pemaquid Lighthouse Park, Fort Edgecomb and Damariscotta. Had fun exploring all those great places! Jeff was a wonderful host; very attentive and accessible. Thank you for a wonderful experience!"
Spacious 1 Bedroom Cottage Close to Everything 5
Springvale Farm: Freedom Home With Hiking Trail!
3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Cozy Cottage on Ellis Pond-Cabin #1 at Kozy Cove
10.0 out of 10, Exceptional, (6)
"We had a lovely time at your beautiful cottage. It was so quiet and peaceful there. My husband and Dad really enjoyed fishing and caught some nice bass. We just wish there were some instructions. As we couldn’t get the gas fireplace going I tried to reach out to property manager, but we had very limited service. Then for the trash we put in the dumpster, but weren’t sure if we were supposed to. Also we forgot one of our chairs there, didn’t know if it could be mailed to us and we pay...
Cozy Cottage on Ellis Pond-Cabin #1 at Kozy Cove
Lakeside Cottage On Tacoma lakes
Lakeside Cottage On Tacoma lakes
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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

Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
9.8 out of 10, Exceptional, (23)
"This was an amazing experience and the vision that the owners have is amazing I highly recommend this place"
The price is SAR 375
SAR 614 total
includes taxes & fees
8 Oct - 9 Oct
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Peaceful.... Lakefront Cottage... Kayakers Paradise....
10.0 out of 10, Exceptional, (50)
"Great "
Peaceful.... Lakefront Cottage... Kayakers Paradise....
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.0 out of 10, Very Good, (14)
"Beautiful place. Loons, eagles, Ospreys, and good fishing. No A/C made a couple of days miserable when heat and humidity was in the mid-nineties. Many fans available, though. Would be more ethical to let people know before booking that tap water is not drinkable. Saying a kayak is available is a bit of a stretch (small plastic boat)."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
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 SAR193 and SAR469 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 93 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.