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Vacation rentals in Windsor

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Popular amenities for Windsor vacation rentals

Other great vacation rentals in Windsor

A spacious kitchen is equipped with modern appliances, including a black refrigerator and stainless steel microwave. A round wooden dining table is surrounded by six chairs, while light green walls and natural light enhance the open layout. Indoor plants add a touch of greenery to the space.
Home in Neoga
4.7 out of 5 average rating, 27 reviews

Glampers 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
A spacious interior is revealed, featuring a multipurpose area with a high ceiling. Tables for activities are arranged alongside various game setups, including a ping pong table, cornhole boards, and a badminton net. Natural light enters through the large openings, enhancing the open feel.
Home in Findlay
5 out of 5 average rating, 54 reviews

Ultimate 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
A wooden deck overlooks a gently flowing creek, surrounded by lush greenery. Two metal chairs are positioned on the deck, offering a relaxing view of the natural landscape. The sound of water can be heard, complemented by the presence of nearby trees.
Home in Sullivan
5 out of 5 average rating, 7 reviews

Asa 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 reviews

The 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
The exterior of a charming lake house is illuminated at dusk, highlighting large glass windows that reflect warm indoor lighting. A wooden deck wraps around the house, and cozy outdoor seating is visible. The peaceful ambiance suggests a welcoming retreat.
Home in Neoga
5 out of 5 average rating, 10 reviews

Tranquil 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
The kitchen showcases modern cabinetry in two-tone grey, complemented by a patterned tile backsplash. A window allows natural light to illuminate the space, while a dishwasher and coffee maker are conveniently positioned within reach. The countertop offers ample space for food preparation.
Home in Mattoon
5 out of 5 average rating, 7 reviews

Charming 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.
A dock with a red-roofed shelter is visible, providing space for a boat and seating. The two-story house, located on a grassy lot, features a large deck and exterior steps leading to the upper level, surrounded by lush greenery and trees.
Home in Neoga
4.73 out of 5 average rating, 11 reviews

Lake 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
A bright, four seasons room is showcased, featuring large glass windows that offer expansive views of the lake and surrounding greenery. A small round table with a potted plant occupies one corner, enhancing the serene ambiance of the space.
Home in Sullivan
5 out of 5 average rating, 14 reviews

Kas 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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  5. Windsor