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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 115 Cottages in Windsor with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance
Terrace/patio

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (107)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance
Little Beans Cottage on Great Pond, Belgrade ME
Smart TV

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
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (54)
"Check in and check out was super easy. Photos are super accurate and the property is beautiful. Thank you for sharing your beautiful with us!"
The price is SAR 1,501
SAR 1,988 total
includes taxes & fees
15 May - 16 May
Lighthouse Lane
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, (75)
"Scenic, remote location that’s perfectly located close to Camden, Rockport, Rockland, and Acadia. Very comfortable and had everything I needed. Highly recommend!"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
April Special, Lake Great Pond, Dog Friendly
Exterior

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is SAR 379
SAR 929 total
includes taxes & fees
18 Apr - 19 Apr
April Special, Lake Great Pond, Dog Friendly
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Smart TV, fireplace, books

"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations

9.6 out of 10, Exceptional, (56)
"Great location. fishing was awesome!! Tiffany was so nice and accommodating We had a nice few days! very nice getaway!"
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Cottage on Cobbosseecontee Lake. Dates available.
Fridge, microwave, oven, stovetop

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (163)
"Second time at this location, this time to ice fish. Amazing location... cant get any closer to the lake!! All amenities are great, furniture super comfy. To incude the bed and pillows!! Will be back again this summer!! "
Cottage on Cobbosseecontee Lake. Dates available.
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
TV, fireplace, DVD player, video library

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
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, (55)
"We loved our stay at this cottage. It had a beautiful waterfront, location, with bright big windows and a gorgeous view from everyone. The decor and comfort of the home is the best we’ve ever stayed in. There are many luxuries to enjoy and comforts everywhere you turn. The owner, David, is very accommodating and even offered us an early check-in and a late check out so we could extend our stay. He was gracious and helpful, but also respected our privacy. A nice touch was every morning when we...
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front
Steps to Your Private 100 Feet of Lake Front -
Property grounds

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 -
Updated Tiny House: Walk to Wiscasset Village
Exterior

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
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Property grounds

Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac

2.0 star property
The price is SAR 751
SAR 2,336 total
includes taxes & fees
1 May - 2 May
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Cozy Cottage with Beach & Dock on Woodbury Pond.
Exterior

Cozy Cottage with Beach & Dock on Woodbury Pond.

10.0 out of 10, Exceptional, (5)
"We loved staying here. The home was clean and the perfectly equipped with everything you need. The pond was great and my girls enjoyed swimming! It was a great value. Sasha was a great communicator. "
Cozy Cottage with Beach & Dock on Woodbury Pond.
Historic Waldoboro House Near Lakes, Boating, Etc!
Interior

Historic Waldoboro House Near Lakes, Boating, Etc!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
Historic Waldoboro House Near Lakes, Boating, Etc!
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
2 bedrooms, desk, iron/ironing board, internet

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
2 BR Lakefront Cottage in Belgrade Lakes Region
Property grounds

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
Lakeside Cottage On Tacoma lakes
Exterior

Lakeside Cottage On Tacoma lakes

Lakeside Cottage On Tacoma lakes
Springvale Farm: Freedom Home With Hiking Trail!
Interior

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Waterfront 2br/2ba cottage
Fridge, microwave, oven, stovetop

Waterfront 2br/2ba cottage

9.8 out of 10, Exceptional, (11)
"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 SAR 713
SAR 1,685 total
includes taxes & fees
5 May - 6 May
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
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

Downtown! Views! Dining! King & Queen beds!
Fridge, microwave, oven, stovetop

Downtown! Views! Dining! King & Queen beds!

2.0 star property
10.0 out of 10, Exceptional, (8)
"We had a business training in Augusta and this was the perfect place to stay! It was beautiful, clean, cozy, and had the most perfect personal touches. The hosts were available for anything we needed (though we didn’t need much with their set-up!) and we only wish we could have stayed longer. Highly recommend for anyone!"
Downtown! Views! Dining! King & Queen beds!
April Special, Lake Great Pond, Dog Friendly
Exterior

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is SAR 379
SAR 929 total
includes taxes & fees
18 Apr - 19 Apr
April Special, Lake Great Pond, Dog Friendly
Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop
Fridge, microwave, oven, stovetop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop
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.