Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Sullivan
4.99 out of 5 average rating, 143 reviews

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.

Top guest favourite
Home in Neoga
5.0 out of 5 average rating, 19 reviews

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!

Guest favourite
The exterior of the Elk Ridge cabin is showcased from across the pond, surrounded by lush greenery. A spacious deck is visible, offering seating options and access to the waterfront. Two water buffalo are seen grazing nearby, highlighting the natural wildlife setting.
Cabin in Arcola
4.98 out of 5 average rating, 128 reviews

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!

Top guest favourite
Home in Sullivan
4.99 out of 5 average rating, 88 reviews

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.

Superhost
Home in Neoga
4.75 out of 5 average rating, 8 reviews

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.

Top guest favourite
Cabin in Shelbyville
5.0 out of 5 average rating, 25 reviews

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

Top guest favourite
A modern kitchen is showcased with wooden cabinets and quartz countertops. Stainless steel appliances include a refrigerator, oven, and microwave. A large island features three black stools, while pendant lights hang above, illuminating the space. The flooring is a warm wooden finish.
Home in Findlay
5.0 out of 5 average rating, 67 reviews

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.

Top guest favourite
Farm stay in Lerna
5.0 out of 5 average rating, 20 reviews

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.

Top guest favourite
Farm stay in Shelbyville Township
5.0 out of 5 average rating, 95 reviews

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!

Superhost
Home in Sullivan
4.93 out of 5 average rating, 15 reviews

Lakeside Haven

Relaxing property whether your enjoying a family vacation or hunting, fishing, or a day on the lake. This beautiful home rests beside Corp grounds.Come enjoy the quiet mornings drinking coffee on the porch with the birds and Watching the deer right in the front yard. Walk down the trail and you'll enjoy a lake front view.. enjoying a beautiful sunrise or sunset relaxing by the lake. 2 miles from Findlay boat ramp 2.5 miles from Cole shaft boat ramp and much more.

Guest favourite
The living area features a comfortable seating arrangement with two plush sofas facing each other. A small circular coffee table with a decorative item sits in the center. Large windows allow natural light to fill the space, framed by light curtains.
Home in Findlay
5.0 out of 5 average rating, 11 reviews

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.

Top guest favourite
The cabin features a covered porch with rocking chairs, offering a shaded area surrounded by lush greenery. A sloped metal roof and large windows enhance the natural light. The setting is serene, framed by tall trees and a stone chimney, creating a tranquil outdoor space.
Cabin in Strasburg
4.98 out of 5 average rating, 64 reviews

Rocky Springs Cabin: A Secluded Cabin On 40 Acres

Rocky Springs Cabin became a home away from home for many beginning in 2013. We have now just joined Airbnb! You can also find us on Google. The cabin is just 10 minutes from Lake Shelbyville and is surrounded by the Hidden Springs State Forest! This cabin rental sets on 40 acres with a pond right outside the front door. It is surrounded by trees and walking trails. The pond has a variety of fish, including, Catfish, Bluegill, and Bass.

Popular amenities for Windsor holiday rentals