Vacation rentals in Windsor

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Popular amenities for Windsor vacation rentals

Stay near Windsor's top sights

Hussey's General Store12 locals recommend
Aunt Gin's Restaurant6 locals recommend
Elmer's Barn4 locals recommend

Other great vacation rentals in Windsor

Guest favorite

Apartment in Cornville

4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars2 weeks ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Guest favorite

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars1 month ago
This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!
Guest favorite

Home in Harpswell

5 out of 5 average rating, 6 reviews

The Hideaway, In Harpswell Maine

NikkiRating, 5 stars2 months ago
We had a great long weekend at The Hideaway! The house was clean and very comfortable for 5 adults. There is a fire pit in the backyard, but plan ahead for firewood as the closest market does not sell it (we found some at Zach's Country Store in Brunswick). It's a great location with beautiful views and great restaurants nearby. We would definitely stay here again!
Guest favorite

Home in Gray

4.97 out of 5 average rating, 62 reviews

cozy 3 bedroom ranch with deck and screen porch

VirginiaRating, 5 stars1 month ago
Diana's home was absolutely gorgeous! It was more than spacious for myself and 3 family members. The beds are amazingly comfortable, we had every amenity could think of. Perfect location for trips to Portland, North Conway, Freeport and Windham! Very quiet and beautiful surroundings. Could not have been more pleased!
Superhost

Home in Otisfield

4.74 out of 5 average rating, 19 reviews

Log Cabin *15 acres*hunting* snowmobile*skiing

LuisRating, 5 stars2 months ago
Very nice and comfy place in Otisfield. Exaclty as shown, and ideal for large groups. Totally recomended!!
Superhost

Apartment in Mexico

4.86 out of 5 average rating, 63 reviews

Spacious Maine getaway, with amazing attractions

PaulaRating, 5 stars4 months ago
This place took our two dogs which we appreciated. Large apartment on the second floor. We did not do any sight seeing as we were there for an Ironman race in Augusta. Our host was very responsive.
Superhost

Home in Hartland

5 out of 5 average rating, 3 reviews

The Great Moose: lake kayaking in stunning Maine

KevinRating, 5 stars3 months ago
My kids and I had an amazing time during our Labor Day weekend stay. The neighbors were so friendly and nice. The house was beautiful and had everything we needed. A market nearby for quick things. Beautiful area, access to water was great. We even got to enjoy the Harmony Free Fair and fireworks! Great weekend thank you!
Guest favorite

Cabin in Rome

4.97 out of 5 average rating, 35 reviews

Maine Belgrade Lakes Waterfront - Great Pond

TraceyRating, 5 stars2 months ago
We had a fantastic stay at Tod and Cathy's home and are so glad we found this gem! The house was super clean, and I loved the authentic feel—real hardwood floors, a beautiful river rock surround for the gas fireplace, and plenty of space to spread out. At night, we slept with just the screen door closed, and it was so quiet and peaceful, with the occasional sound of a loon. The house is right on the water, and the dock makes you feel like you’re sitting right on it! The water was clear —not too cold for a swim in September. I really can’t thank Tod enough. He was incredibly kind and went out of his way to help with everything we needed. Thank you, Tod—we can’t wait to book again!

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  5. Windsor