Vacation rentals in Cumberland County

Updated Farmhouse with private pond

Get away from it all when you stay at this beautifully updated circa 1902 Farmhouse with your own 5 Acre pond for fishing, canoeing, swimming! Cook your fish down by the pond at the rustic outdoor fireplace or on the charcoal grill. Relax by a fire around the fire pit or go out in the canoe. Take a float out on the spring fed pond to cool off and swim. Or grab some fishing poles and try to catch some bass or sunfish for a fish fry. This is the perfect place to unplug and relax for a few days.

Charming Little Red Shed in the Country

Come stay on our farm! Enjoy this small but mighty home for a night or week! Life doesn't get any slower then this! Small but perfect for a getaway. Sit and enjoy watching the cows roam in the pasture, hearing Festus, the donkey hee-haw, and relax. Sit out and enjoy the firepit, roast hot dogs or even have smores! ***We love long term renters*** if we don't have open availabilty, message us anyway! We may just have it blocked off. Travel nurses, contract workers, etc. we have wi-fi!

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.

The Candy Kitchen

Take a step back in time as you enter this authentic 1930's Soda Fountain located in downtown Greenup Village of the Porches situated on the Historic National Road. The Loomis Family immigrated from Greece and operated the Soda Fountain and Confectionary until the 1960's. It has since been transformed into a spacious and comfortable living area with the original Soda Fountain still intact, beautiful tin ceiling, and also includes a large kitchen, a separate shower room & powder room.

Lake Mattoon Lake House

Relax with the whole family at this peaceful place to stay. Property has lakefront access with a dock for renter's boat on Lake Mattoon. The property has an open floor plan on both the first and second floors. Full size kitchen upstairs and a small kitchenette in the basement. 8 people can sleep comfortably in the four bedrooms. Plenty of fishing opportunities off the dock or just relax sitting on the back patio. You don't want to miss an opportunity to stay on this property

Woodland Trails

Quiet get away on 200 acres of wooded property. Gated and fenced. Enjoy fishing, swimming or just relax. Enjoy your morning coffee on the covered porch or sit by an evening campfire located only 10 minutes from Historic Greenup, where there is award-winning, Cameo Vineyards. 20 minutes to Effingham’s Lakes Sara. 20 minutes from Casey, home of the “world’s biggest”. Close to canoeing on the Embarras River.

Grandpa Kings' Southern Illinois Farm House

Relax and Rejuvenate in the middle of cornfields, birds chirping, and fresh air. Recently remodeled home with new kitchen, new showers, and new flooring. The basement has a ping-pong table, and extra bedroom, sitting area, washer and dryer. House can comfortably house 6 adults. Whether you are in the area for work or simply to relax come stay in Grandpa Kings home.

Riverbottom Retreat

Come relax in this nice quiet 1 bedroom 1 bath cabin located 3 miles from Greenup and I-70. Less than 10 miles from Lincoln trail motocross track and less than 15 miles from Casey, home of the world’s largest things. We offer discounts for long term rentals like traveling nurses, construction workers etc.

Classic Cabin and Tiny Home in Toledo

You won’t forget your time in this romantic, memorable place. We have an old two seat out house in the rear of the property it’s more of a conversation piece! The bed has romantic LED lighting. You are also 10 minutes from the Lincoln Log Cabin Historical site and 15 minutes from Fox Ridge State Park.

Family-Friendly Lodge Sleeps 15+

Escape to this spacious rustic cabin on private acreage with a pond, dock, waterslide, and firepit. Features a large kitchen, cozy living room with fireplace. Basement: game room with pool and ping-pong. Enjoy the swingset, covered patio, and peaceful views—perfect for family getaways!

Cumberland Road Guesthouse 1 mile from I-70

Welcome to Cumberland Road Guesthouse. Vintage 1930 LINCO Filling Station completely renovated and nicely decorated with a touch of Urban Industrial including memorabilia. Clean, Comfortable, and Handicap Friendly. We hope you relax and enjoy your stay.

Village Vacation

Located in downtown Greenup, this apartment is perfect for your upcoming stay. Explore the village of covered porches or take a 10 minute drive to Casey to see the Worlds Largest items!