A wooden covered bridge over a river surrounded by dense green trees.

Vacation Rentals in Cumberland County

Our top choices for Cumberland County vacation rentals

Interior

1. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (72 reviews)
"Great stay !"
United States
chris H.
The price is ￥13,883
￥22,220 total
includes taxes & fees
Aug 4 - Aug 5
Vintage Charmer on Main Street
TV

2. Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Neoga
The price is ￥21,273
￥42,728 total
includes taxes & fees
Aug 4 - Aug 5
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Property grounds

3. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is ￥8,500
￥12,345 total
includes taxes & fees
Aug 6 - Aug 7
Bell Tent Under the Stars
Coffee/tea maker, fridge, microwave, oven

4. Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL

Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
Martinsville
10.0 out of 10, Exceptional, (4 reviews)
"Great off the beat cabin. Absolutely fell in love with the cabin itself and the location!!!! Maggie was awesome to talk too. Very pleasant- we will be back!"
United States
Jeremy
The price is ￥24,791
￥29,611 total
includes taxes & fees
Aug 9 - Aug 10
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
Exterior detail

5. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (50 reviews)
"Place wa exactly as described and the owner was a great communicator. Highly recommend this place and when we return will see if it’s available ! "
United States
Angela C.
The price is ￥17,314
￥28,526 total
includes taxes & fees
Aug 11 - Aug 12
Brickway Retreat
Dining

6. The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (33 reviews)
"Wonderful place, love the location. "
United States
Dawn K.
The price is ￥18,510
￥30,899 total
includes taxes & fees
Aug 30 - Aug 31
The Exchange. Cozy Studio., XCHNG Studio
Interior

7. Luxury 1BR/BA Loft in the Heart of Downtown Marshall

Luxury 1BR/BA Loft in the Heart of Downtown Marshall
Marshall
10.0 out of 10, Exceptional, (12 reviews)
"It was beautifully decorated and had everything that you would need for a stay away from home. "
United States
Anonymous traveler
The price is ￥19,675
￥28,359 total
includes taxes & fees
Aug 7 - Aug 8
Luxury 1BR/BA Loft in the Heart of Downtown Marshall
Smart TV

8. Park View Place 4 Blocks From the World's Biggest

Park View Place 4 Blocks From the World's Biggest
Casey
9.8 out of 10, Exceptional, (44 reviews)
"Cozy and clean. Enjoyed our stay. Kids loved that the park was so close!"
United States
Angie R.
The price is ￥22,036
￥34,197 total
includes taxes & fees
Aug 11 - Aug 12
Park View Place 4 Blocks From the World's Biggest
Smart TV, fireplace

9. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (40 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is ￥24,874
￥41,349 total
includes taxes & fees
Sep 2 - Sep 3
Prairieview Cabin - with Hot Tub
Interior

10. The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed

The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
Effingham
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, quiet, and comfortable! The hosts thought of everything you could ask for. Will definitely stay again the next time we are in town. "
United States
Amanda J.
The price is ￥22,036
￥37,541 total
includes taxes & fees
Aug 4 - Aug 5
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
Smart TV, fireplace

11. Cottage By The Park Home of The Big Things

Cottage By The Park Home of The Big Things
Casey
10.0 out of 10, Exceptional, (64 reviews)
"The house is lovely and super clean. The beds were comfortable and there's lots of room to move in the bathrooms. The house is located across the street from the park, which was lovely for morning and evening walks. Casey is a cute town to visit. We enjoyed our stay!"
United States
Meg B.
The price is ￥25,184
￥38,033 total
includes taxes & fees
Aug 11 - Aug 12
Cottage By The Park Home of The Big Things
Coffee/tea maker, fridge, microwave, oven

12. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (12 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is ￥23,610
￥31,028 total
includes taxes & fees
Aug 9 - Aug 10
Cozy 2BR Loft in Downtown Charleston, IL
Bar (on property)

13. The Exchange. Loft Living.

The Exchange. Loft Living.
Effingham
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful stay! Second time we've stayed with them & it's great! "
United Kingdom
Erica C.
The price is ￥22,917
￥38,849 total
includes taxes & fees
Aug 9 - Aug 10
The Exchange. Loft Living.
Interior

14. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (61 reviews)
"Very clean and cute place! We enjoyed our stay very much. The hosts were wonderful, and we even got the blessing of a visit by the 2 puppies that live on the property. Definitely recommend staying here! "
United States
Lisa S.
The price is ￥32,487
￥59,835 total
includes taxes & fees
Aug 4 - Aug 5
Prairieview Cottage Retreat - Hot Tub Sunsets
Exterior detail

15. Cozy 1-bedroom with AC and WiFi in charming Shelbyville

Cozy 1-bedroom with AC and WiFi in charming Shelbyville
Shelbyville
8.6 out of 10, Excellent, (16 reviews)
"It was very nice. I've stayed in both their 1st floor apartments now and have felt comfortable. "
United States
Rosanne D.
The price is ￥16,684
￥24,189 total
includes taxes & fees
Aug 9 - Aug 10
Cozy 1-bedroom with AC and WiFi in charming Shelbyville
Dining

16. Off grid cabin adjacent to Corp of Engineers ground. Perfect Deer Camp

Off grid cabin adjacent to Corp of Engineers ground. Perfect Deer Camp
Windsor
The price is ￥15,740
￥28,692 total
includes taxes & fees
Aug 9 - Aug 10
Off grid cabin adjacent to Corp of Engineers ground. Perfect Deer Camp
Exterior

17. Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (70 reviews)
"We had a great night here. We stayed after attending our grandson's 1st birthday party in Decatur. We and our other family from Chicago spent the night. Everything was very clean. The kitchen is fully stocked with plates, cups, utensils, bowls and even cooking tools should you need them. We loved the plastic children's cups and plates as well. I really appreciated the coffee, creamer and sugar provided!If you have your pet with you, there is a side by side food and water dish in the dining area...
United States
Brian P.
The price is ￥28,332
￥50,544 total
includes taxes & fees
Sep 1 - Sep 2
Fish, boat, grill, chill, pets, relax
Dining

18. FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Marshall
9.8 out of 10, Exceptional, (28 reviews)
"We had a blast!!! Thank you!!!"
United States
Theresa
The price is ￥39,193
￥75,066 total
includes taxes & fees
Aug 6 - Aug 7
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Smart TV, fireplace

19. Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Paris
9.6 out of 10, Exceptional, (13 reviews)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
The price is ￥42,498
￥75,232 total
includes taxes & fees
Aug 4 - Aug 5
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Microwave, oven, stovetop, dishwasher

20. Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds

Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
Sullivan
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. It was close proximity to the beach on Lake Shelbyville and the property was clean."
United States
aubrey m.
The price is ￥28,332
￥43,871 total
includes taxes & fees
Aug 4 - Aug 5
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland County Hotel Reviews

Country Inn & Suites by Radisson, Effingham, IL

Country Inn & Suites by Radisson, Effingham, IL

8/10 Good
"Room was good sized. Bed was decent. If your a light sleeper you will hear every one in the hallway or next door or above you. Parking was ok. Walkable to convention center, shopping area and some restaurants."
Christina 2-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Effingham, IL

Find out more about Cumberland County

Vacation Apartments in Cumberland County

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