
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
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Other great vacation rentals in Windsor

Home in Neoga
4.7 out of 5 average rating, 27 reviewsGlampers Corner at Lake Mattoon
ColleenRating, 5 stars2 weeks ago
I would definitely stay here again. Walking distance to Lake Mattoon marina and the small beach they have. Yard is a great relaxing area. Plenty of parking. Beds were comfortable, shower had plenty of water pressure and plenty of hot water.
Top guest favorite

Home in Findlay
5 out of 5 average rating, 54 reviewsUltimate Country Home!
JoyceRating, 5 stars2 weeks ago
this house is fabulous! Open floor plan, spacious bedrooms and bathrooms made it the perfect place to host multiple families together. The very amazing "gym" as our grandkids called it is a spectacular treat on its own!
Top guest favorite

Home in Sullivan
5 out of 5 average rating, 7 reviewsAsa Creek Cottage
JesseRating, 5 stars1 week ago
We had such a great time at Asa Creek Cottage in Sullivan. The house was clean, spacious, and really comfortable—perfect for our group of friends. It had everything we needed to unwind after a long day out on Lake Shelbyville. One of our favorite parts was the back deck overlooking the creek—super peaceful and a great spot to hang out. We also enjoyed using the fire pit in the evenings. It made for a nice, laid-back end to each day. If you’re looking for a quiet place to relax with friends and enjoy nature, this is a great spot. We’d definitely stay here again.

Tiny home in Arcola
4.82 out of 5 average rating, 17 reviewsThe Little Homestead Haven
JonathanRating, 5 stars2 weeks ago
She was a great host! east to communicative and very friendly. I also had a special request to have flowers ordered for my wife, she went above and beyond to pick up the flowers and deliver it to the homestead. We hope to stay again soon.
Top guest favorite

Home in Neoga
5 out of 5 average rating, 10 reviewsTranquil Lakefront Home on Lake Mattoon
CaleyRating, 5 stars1 week ago
This is a must stay! Super beautiful home with a great view of the lake. Lake access via 2 docks/a boat lift. We enjoyed the easter eggs hidden around the house;) and the welcome basket! Beds are very comfortable and they had hair dryers, laundry pods, etc. which you are likely to forget. We will be back!
Guest favorite

Home in Mattoon
5 out of 5 average rating, 7 reviewsCharming Lumpkin Heights Historic District Retreat
SandiRating, 5 stars4 weeks ago
We came to town for a graduation. Natalie's place was in a great location on a beautiful street in a beautiful neighborhood. It was centrally located. This house was beautifully decorated and had a lot of really nice touches. I loved the Mickey Mouse dishes myself. There was plenty of room for our party of 6. Natalie very accommodating with our request. And very quick to respond with my questions. We will be booking this home again this fall.

Home in Neoga
4.73 out of 5 average rating, 11 reviewsLake Mattoon Lakehouse
KristinRating, 5 stars8 months ago
Lovely, peaceful location. Spacious and well furnished home. Comfy beds and bedding, plush bathroom towels. Erin was an accomodating host and replied quickly to our messages. Will definitely stay again.
Top guest favorite

Home in Sullivan
5 out of 5 average rating, 14 reviewsKas Villa Lake Side Getaway
TheresaRating, 5 stars1 week ago
Our annual summer lake vacation with our kids and grandkids was a big success thanks to Shelby and Dan’s wonderful accommodations. The house is beautiful, had everything we needed for a comfortable stay, and was the cleanest lake house rental we’ve ever stayed in (and we’ve stayed in many). They live close enough to be super helpful but without being intrusive. Our entire family gives this place an A+ and we would definitely book again.
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