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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 90 Cottages in Windsor with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance
March Special, Ice Fishing, Dog Friendly
Outdoor entertaining

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (31)
"Good space for 3 adults and two kids to stay, 25 min commute to Colby college and Quarry Road trails. Couch was comfy and nice for gathering. Beds also comfy and the double bunks were helpful for our group. Plow came quickly after snowstorm. We didn’t get out on the lake due to cold but nice to have it close by. "
The price is AED 516
AED 1,079 total
includes taxes & fees
24 Feb - 25 Feb
March Special, Ice Fishing, Dog Friendly
Lighthouse Lane
Beautiful sunsets, ladies delight lighthouse

Lighthouse Lane

10.0 out of 10, Exceptional, (52)
"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. "
The price is AED 1,286
AED 1,710 total
includes taxes & fees
4 Mar - 5 Mar
Lighthouse Lane
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Miscellaneous

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

9.6 out of 10, Exceptional, (10)
"We spent a beautiful fall weekend at Cedar Estates, the house was clean and very well equipped, as described in the listing. We enjoyed a nice campfire on Saturday night at the fire pit. Our 2 dogs really enjoyed exploring and running outside as well! Clean sheets and towels, hot water - lovely overall!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Little Beans Cottage on Great Pond, Belgrade ME
Exterior

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
Cottage on Cobbosseecontee Lake. Dates available.
Loon Cottage on Cobbossecontee Lake

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (159)
" We enjoyed the view from the moon on the lake to the snowfall. Everything was close by if needed."
Cottage on Cobbosseecontee Lake. Dates available.
Quiet & Lovely Lakefront Cottage for Families!
Union Vacation Rental | 3BR | 1BA | 1-Story Cottage | Stairs Required for Access

Quiet & Lovely Lakefront Cottage for Families!

9.6 out of 10, Exceptional, (13)
"Our family loved the access to the water! We had a blast playing and fishing on the lake. We also appreciated the ease of check in and the quick response from the host to any questions or issues we had. We knew that this was a cottage or camp so did not expect something fancy or super modern. It fit our needs very well."
Quiet & Lovely Lakefront Cottage for Families!
Life on the Lake with Private Dock & Fire Pit!
Winthrop Vacation Rental | 2BR | 1BA | 1,000 Sq Ft | Steps to Enter

Life on the Lake with Private Dock & Fire Pit!

9.8 out of 10, Exceptional, (15)
"Wonderful visit. Lake was beautiful! Cottage had everything we needed. Very clean!!"
Life on the Lake with Private Dock & Fire Pit!
Cheerful Cottage with Loft 9
Private kitchen

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
Spacious 1 Bedroom Cottage Close to Everything 5
Terrace/patio

Spacious 1 Bedroom Cottage Close to Everything 5

10.0 out of 10, Exceptional, (6)
"Everything was great. We had a minor ‘blip’ when the morning of our arrival, the hot water went out in our cabin. Our host reached out and offered an alternative. No biggie and everything went well. We appreciated Jeff's willingness to find a solution. "
Spacious 1 Bedroom Cottage Close to Everything 5
Updated Tiny House: Walk to Wiscasset Village
Edgecomb Vacation Rental | 1BR | 1BA | 265 Sq Ft | Stairs Required

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
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
Nobleboro Vacation Rental | 2BR | 1BA | Steps Required | 1,000 Sq Ft

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
Springvale Farm: Freedom Home With Hiking Trail!
Property grounds

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Cheerful Cottage Close to Everything 13
Room

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."
The price is AED 331
AED 805 total
includes taxes & fees
5 Mar - 6 Mar
Cheerful Cottage Close to Everything 13
Lakeside Cottage On Tacoma lakes
Exterior

Lakeside Cottage On Tacoma lakes

Lakeside Cottage On Tacoma lakes
2 BR Lakefront Cottage in Belgrade Lakes Region
Exterior

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
Waterfront 2br/2ba cottage
Room

Waterfront 2br/2ba cottage

9.6 out of 10, Exceptional, (10)
"Clean house"
The price is AED 459
AED 1,333 total
includes taxes & fees
12 Feb - 13 Feb
Waterfront 2br/2ba cottage
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

9.6 out of 10, Exceptional, (49)
"It was OK."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
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, (63)
"My wife and I make a trip up to Maine every fall and I can state this property was one of the nicest we've ever stayed at. First the view: The cottage has an amazing view of the lake, sitting at the kitchen table there is a huge window and it feels like you are right on the water. The road that goes down to the cottage goes over a hill that has an absolutely stunning view of the entire lake and the mountains in the distance. The privacy at the cottage was great. The road the cottage was off...
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
Private Dock on Messalonskee Lake: Cozy Cottage!
Sidney Vacation Rental | 2BR | 1BA | 900 Sq Ft | Steps Required

Private Dock on Messalonskee Lake: Cozy Cottage!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great, simple lakeside cabin with privacy. "
Private Dock on Messalonskee Lake: Cozy Cottage!
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

A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
View of house from lake

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

10.0 out of 10, Exceptional, (238)
"We loved this place very much. Everything was so easy and the home/location were beautiful. We definitely plan on another trip in the future. "
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
Maine Cabin Masters Camp completely redone waiting for a Lake loving family !
Property grounds

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

2.0 star property
10.0 out of 10, Exceptional, (3)
"Wonderful hosts, they thought of everything we might need including many nice extra touches! Beautiful quiet spot with the opportunity to paddle boat, kayak, canoe, swim, fish, enjoy campfires, outdoor grilling, observe wildlife (Osprey, Bald Eagle, Deer)"
Maine Cabin Masters Camp completely redone waiting for a Lake loving family !
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 331 and AED 1,286 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 90 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.