Vacation rentals in Windsor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Guest favorite
Cottage in Belgrade
5 out of 5 average rating, 103 reviewsLakefront 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 reviewscozy 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 reviewsLog 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 reviewsSki/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 reviewsThe 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 reviewsWaterfront 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 reviewsSingle 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 reviewsSebago 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!
Destinations to explore
- China Vacation rentals
- Portland Vacation rentals
- Bar Harbor Vacation rentals
- Mid-Coast Vacation rentals
- Southern Maine Coast Vacation rentals
- Old Orchard Beach Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Cape Cod Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom