
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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Game Room | Hot Tub | Fire Pit @ Lake Shelbyville
Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

Emerald Shores Cabin On Lake Mattoon with a dock!
Emerald Shores is located on beautiful Lake Mattoon. We are conveniently located less than 20 minutes from Emerald Acres Sports Complex in Mattoon. Relax and unwind in the summer sun. Lake Mattoon is a hidden gem and a fisherman's paradise! Make memories at our fun family friendly cabin. We are located 2 minutes away from a newly remodeled public beach and marina. We are a short walk from a new campground that sells just about anything you need and they also have gaming if you're feeling lucky!

Elk Ridge
Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

Asa Creek Cottage
This open concept cottage offers the perfect blend of nature and modern comfort for families and small group gatherings. Enjoy the creek side deck, and listen to the gentle sound of the little waterfall nearby. On cooler evenings, gather around the fire to warm up. The interior boasts a spacious design, close to The Little Theatre on the Square, walking trails, and Lake Shelbyville with boating, fishing and swimming. Relax with a modern kitchen, 3 bedrooms, 2 bathrooms and a rainfall shower.

Cute As A Button! Mattoon Lake, Neoga IL.
Cute as a button tiny house is the perfect lake getaway. It has a boat dock, an outdoor living area and a stunning lake view and access. Inside the cabin it has one dedicated bedroom and a separate sleeping area in the living room. Great for fishing, boating, swimming or just relaxing on beautiful Lake Mattoon located just north of Neoga, Illinois. This Tiny cabin has everything you will need to enjoy your stay on the lake. ONLY 15 minutes from the Sports Complex at Mattoon, Illinois.

A Novel Stay
Enjoy peace and nature in this 3 bd 2 bath log cabin located on 3.5 acres of wooded property just a few minutes from Lithia Marina at Lake Shelbyville, IL. This home features a fully stocked kitchen, Blackstone, 6 person hot tub and large solo fire pit. It comfortably sleeps 8 and can flex up to 11, if needed. There are 3 Roku Tv's, bluetooth speakers and many family friendly games for your use. Come stay at a Novel Stay "Into the forest I go, to lose my mind and find my soul".- John Muir

Ultimate Country Home!
The Hideaway at Lake Shelbyville LLC is a privately owned, secluded shed house. This house can accommodate multiple boats and trailers of any size. It is a perfect house for a weekend getaway or a weeks' vacation in the heart of Lake Shelbyville. This country home is only 2 miles from Lone Point, 2.8 miles for Coon Creek, and 6 miles for Eagle Creek Boat Launch. This amazing house also has a 4,800 sq ft shed with a pickle ball court, badminton, corn hole, basketball hoop, and much more.

The Farmington Church
Welcome to the Farmington Church. Located near the Lincoln Log Cabin State Historic Site, where Abraham Lincoln's Father and Step-Mother lived, and Abe frequently visited before his presidency. The Farmington Church has been converted to a quaint and relaxing flat. The interior offers spacious layout and design with every a home offers. The outside offers country living at its finest with plenty of parking and easy highway access. Centrally located to many state parks/historic sites.

The Bin at No Bad Days farm
The Bin at No Bad Days farm is a newly constructed grain bin. As you walk in checkout the beautiful craftsmanship on the ceiling! There is a loft upstairs where you will find a king size bed. There is also an oversized chair that converts to a small bed as well. Main floor has a sofa sleeper for two. There is a kitchenette and full bath. We know you will enjoy the rustic look of this unique property. We are 5 minutes from Lithia Springs Marina and we have room to park a boat!

Down to Earth Findlay apartment
This upstairs apartment is located in downtown Findlay, the heart of Lake shelbyville. It’s within walking distance to tailwinds steak house, the winery, and the R&K one stop. Just minutes to Findlay marina or the Eagle Creek golf course. There is plenty of parking for a truck and boat across the alley from the apartment. The apartment has been renovated and has a that country charm. It’s a great place to stay while visit family or enjoying the surrounding lake and golf course

The Little Homestead Haven
Welcome to the Little Homestead Haven! Whether you are looking for an anniversary getaway or if you are traveling through the area and looking for a relaxing spot to rest, you will thoroughly enjoy your stay here. Relax and take a soak in the hot tub, while the soothing jets work the tension out of your muscles. It is located less than 2 miles east of Arcola and just off Interstate 57 on Rt. 133, 30 minutes to Champaign airport and right outside of Amish country.

Eagle's Nest
Relax with the whole family or friends at this peaceful place to stay. This vacation rental can satisfy all of your outdoor and Lake Shelbyville adventures. Whether you are fishing, hunting, boating, hiking, or just wanting to get in the country to the outdoors, this is the place for you! Come spend a great weekend and enjoy our friendly village of Findlay which is only a 5 minute drive. We have a quaint downtown with restaurants and a winery.
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Farmhouse Getaway, Sleeps 8

Lake Shelbyville Home with a View

Shingle Oaks Loft

Cozy lakefront A‑frame w/ hot tub & dock

Evergreen Pond

Lakeside Haven

The Lake House @ Lake Sara Effingham IL

Poppy’s Place- cozy home centrally located
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