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

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars2 months 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 Gray

4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars1 month ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Superhost

Home in Otisfield

4.74 out of 5 average rating, 19 reviews

Log Cabin *15 acres*hunting* snowmobile*skiing

LuisRating, 5 stars3 months ago
Very nice and comfy place in Otisfield. Exaclty as shown, and ideal for large groups. Totally recomended!!
Guest favorite

Home in Dallas Plantation

4.92 out of 5 average rating, 26 reviews

Ski/snowmobile retreat-hot tub

MatthewRating, 5 stars3 days ago
Beautiful home with modern amenities. Spacious rooms with great views off the back of the house. Close to Saddleback and downtown Rangeley. This place fit 10 adults comfortably.
Superhost

Home in Hartland

5 out of 5 average rating, 3 reviews

The Great Moose: lake kayaking in stunning Maine

KevinRating, 5 stars4 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

Home in Bath

5 out of 5 average rating, 100 reviews

Waterfront Farmhouse with Modern Flair!

AliciaRating, 5 stars4 weeks ago
This was absolutely the perfect spot to spend a cozy New Year's visit. The views all around are breathtaking and the house is set far back from the road and very quiet. And the house was absolutely pristine. If you are like me and are picky about your bedding I can assure you that you won't be disappointed! The mattresses and pillows were super comfy and the sheets were lovely! You will rest so well! Also - if you have the opportunity, definitely visit Reid State park. It's about 25 minutes away and absolutely worth the trip.
Guest favorite

Cabin in Madison

4.93 out of 5 average rating, 43 reviews

Single family on 30 acre in ME,ski,snowmobil,trail

IrinaRating, 5 stars1 week ago
Great location and place for short stay. The house is equipped with all necessary tools for comfort staying.
Guest favorite

Home in Windham

4.92 out of 5 average rating, 13 reviews

Sebago Lake Beach Paradise

AnnalisaRating, 5 stars1 month ago
We had an absolutely wonderful stay at this house! The location was perfect, offering easy access to all the local attractions and amenities. The house itself was clean, comfortable, and beautifully decorated, making it feel like a home away from home. The hosts were fantastic—always responsive and ready to answer any questions we had, which made our stay even more enjoyable. Their hospitality truly stood out, and we felt well taken care of throughout our visit. We wouldn’t hesitate to stay here again and highly recommend it to anyone looking for a great place to stay in the area. Thank you for a memorable experience!

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  5. Windsor