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

Vacation Rentals in Cumberland County

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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, (75 reviews)
"Great stay !"
United States
chris H.
The price is ￥13,784
￥22,062 total
includes taxes & fees
Sep 21 - Sep 22
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 ￥21,077
￥42,335 total
includes taxes & fees
Sep 21 - Sep 22
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Exterior

3. Family Friendly Cottage in the Countryside

Family Friendly Cottage in the Countryside
Toledo
10.0 out of 10, Exceptional, (3 reviews)
"Super clean and quiet was a great place to get away while visiting family and friends."
United States
Richard
The price is ￥39,840
￥65,487 total
includes taxes & fees
Sep 19 - Sep 20
Family Friendly Cottage in the Countryside
Exterior detail

4. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (53 reviews)
"Great place for a stay. Nice amenities and very clean. Would absolutely stay again"
United States
Kevin F.
The price is ￥17,155
￥28,098 total
includes taxes & fees
Oct 12 - Oct 13
Brickway Retreat
Coffee/tea maker, fridge, microwave, oven

5. 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, (6 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 ￥28,071
￥33,220 total
includes taxes & fees
Oct 18 - Oct 19
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
Dining

6. The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful place, love the location. "
United States
Dawn K.
The price is ￥15,720
￥27,883 total
includes taxes & fees
Oct 18 - Oct 19
The Exchange. Cozy Studio., XCHNG Studio
Smart TV, fireplace

7. 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, (68 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 ￥26,512
￥39,501 total
includes taxes & fees
Oct 19 - Oct 20
Cottage By The Park Home of The Big Things
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, (45 reviews)
"Cozy and clean. Enjoyed our stay. Kids loved that the park was so close!"
United States
Angie R.
The price is ￥23,393
￥35,699 total
includes taxes & fees
Oct 19 - Oct 20
Park View Place 4 Blocks From the World's Biggest
Interior

9. 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 ￥16,628
￥29,477 total
includes taxes & fees
Sep 23 - Sep 24
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
Bar (on property)

10. 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 ￥17,503
￥30,612 total
includes taxes & fees
Sep 23 - Sep 24
The Exchange. Loft Living.
Coffee/tea maker, fridge, microwave, oven

11. 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 ￥23,393
￥30,743 total
includes taxes & fees
Oct 2 - Oct 3
Cozy 2BR Loft in Downtown Charleston, IL
Smart TV, fireplace

12. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is ￥25,705
￥41,070 total
includes taxes & fees
Sep 29 - Sep 30
Prairieview Cabin - with Hot Tub
Interior

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

Luxury 1BR/BA Loft in the Heart of Downtown Marshall
Marshall
9.8 out of 10, Exceptional, (13 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 ￥19,494
￥28,098 total
includes taxes & fees
Oct 18 - Oct 19
Luxury 1BR/BA Loft in the Heart of Downtown Marshall
Exterior

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

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (71 reviews)
"It was excellent!"
United States
Samuel D S.
The price is ￥23,911
￥44,387 total
includes taxes & fees
Oct 1 - Oct 2
Fish, boat, grill, chill, pets, relax
Interior

15. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (61 reviews)
"Very nice everything was perfect couldn't have asked for a better time recommend very much"
United States
Ben D.
The price is ￥32,425
￥59,744 total
includes taxes & fees
Sep 22 - Sep 23
Prairieview Cottage Retreat - Hot Tub Sunsets
Property grounds

16. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is ￥8,421
￥12,231 total
includes taxes & fees
Sep 20 - Sep 21
Bell Tent Under the Stars
Property grounds

17. Cozy, and private apartment near Lake Shelbyville

Cozy, and private apartment near Lake Shelbyville
Shelbyville
9.8 out of 10, Exceptional, (24 reviews)
"Excellent stay. Very nice accommodations. Will absolutely be staying there again the next time we are in town. "
United States
Brandon S.
The price is ￥15,595
￥23,140 total
includes taxes & fees
Oct 4 - Oct 5
Cozy, and private apartment near Lake Shelbyville
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)
"The house was clean and stocked with everything we needed for our 2 night stay. Beds were comfortable. Host was very quick to answer questions."
United States
Melani S.
The price is ￥38,832
￥74,375 total
includes taxes & fees
Sep 26 - Sep 27
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
WiFi (free)

19. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Effingham
The price is ￥11,882
￥13,309 total
includes taxes & fees
Oct 18 - Oct 19
1 King Bed | Non-Smoking, Kitchen
Exterior detail

20. 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, (17 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 ￥16,531
￥23,967 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 1-bedroom with AC and WiFi in charming Shelbyville
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

Baymont by Wyndham Effingham

Baymont by Wyndham Effingham

8/10 Good
"While the room was showing its age a bit, it was exceptionally clean and we found the bed to be comfortable. What was outstanding however was the help from Makenzi at the front desk. Initially, we had a bit of trouble locating our lodging. A call, which Makenzi answered, solved the issue. After determining exactly where we were, she navigated us to her location with no further issues. She greeted us with such enthusiasm one would have thought we were old lost friends. To her boss: SHE MADE A GOOD FIRST IMPRESSION!!! You have a good employee here. Bill & Barbara B."
william 1-night trip
Posted 2 hours ago
Baymont by Wyndham Effingham

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Vacation Apartments in Cumberland County

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