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

Cumberland County Holiday Rentals

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Our top choices for Cumberland County holiday rentals

A small, rustic building with a metal roof, a porch with two chairs, and a gravel driveway.

1. 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 AU$589
includes taxes & fees
7 Oct - 8 Oct
Family Friendly Cottage in the Countryside
A wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

2. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (77 reviews)
"Great stay !"
United States
chris H.
The price is AU$205
includes taxes & fees
7 Oct - 8 Oct
Vintage Charmer on Main Street
A spacious living area with a large window, a television, and a dining table.

3. 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 AU$386
includes taxes & fees
7 Oct - 8 Oct
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
A modern living room with two leather sofas, a dining area, and a kitchen in the background.

4. 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 AU$366
includes taxes & fees
31 Oct - 1 Nov
Cottage By The Park Home of The Big Things
A modern kitchen with dark cabinets, stainless steel appliances, and a granite countertop.

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, (8 reviews)
"Simple easy quite in the woods brand new clean nice fire pit perfect for a short stay would be awesome to rent for hunting season"
United States
J M.
The price is AU$312
includes taxes & fees
11 Oct - 12 Oct
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
An open-plan office with exposed brick walls, wooden floors, and large windows.

6. The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful place, love the location. "
United States
Dawn K.
The price is AU$249
includes taxes & fees
8 Oct - 9 Oct
The Exchange. Cozy Studio., XCHNG Studio
A cozy living room with a sofa, a small side table, and a dining area with a table and chairs. A kitchen is visible in the background.

7. 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 AU$344
includes taxes & fees
12 Oct - 13 Oct
Park View Place 4 Blocks From the World's Biggest
A spacious kitchen with a large island, exposed brick walls, and large windows offering views of the city.

8. The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.

The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
Effingham
10.0 out of 10, Exceptional, (26 reviews)
"Place is super nice, very close to everything in town "
United States
BK5000
The price is AU$405
includes taxes & fees
8 Oct - 9 Oct
The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
A brick house with a white door, a mailbox, and a wooden porch.

9. 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 AU$261
includes taxes & fees
7 Oct - 8 Oct
Brickway Retreat
A modern kitchen with a round dining table, chairs, a potted orchid, and a stainless steel refrigerator.

10. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (15 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is AU$284
includes taxes & fees
27 Oct - 28 Oct
Cozy 2BR Loft in Downtown Charleston, IL
A cozy living room with a dark green wall, a wooden chair with a white macrame throw, a potted plant, and a framed picture.

11. 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, (16 reviews)
"It was beautifully decorated and had everything that you would need for a stay away from home. "
United States
Anonymous traveller
The price is AU$341
includes taxes & fees
11 Oct - 12 Oct
Luxury 1BR/BA Loft in the Heart of Downtown Marshall
A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

12. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (45 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is AU$400
includes taxes & fees
3 Nov - 4 Nov
Prairieview Cabin - with Hot Tub
A bar area with a wooden ceiling and bar stools.

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 AU$283
includes taxes & fees
11 Oct - 12 Oct
The Exchange. Loft Living.
A living room with a sofa, a television, a Christmas tree, and a wall clock.

14. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (62 reviews)
"Very nice everything was perfect couldn't have asked for a better time recommend very much"
United States
Ben D.
The price is AU$543
includes taxes & fees
2 Nov - 3 Nov
Prairieview Cottage Retreat - Hot Tub Sunsets
An aerial view of Lake Shelbyville with RVs, a large building, and a bridge in the background.

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

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (72 reviews)
"It was excellent!"
United States
Samuel D S.
The price is AU$405
includes taxes & fees
11 Oct - 12 Oct
Fish, boat, grill, chill, pets, relax
A rustic cabin with a porch, surrounded by a well-maintained lawn and trees.

16. Binion Lodge: Wooded Privacy Near Lake Shelbyville

Binion Lodge: Wooded Privacy Near Lake Shelbyville
Sullivan Township
10.0 out of 10, Exceptional, (20 reviews)
"Very nice and secluded property! Hosts are outstanding as well!"
United States
John
The price is AU$658
includes taxes & fees
11 Oct - 12 Oct
Binion Lodge: Wooded Privacy Near Lake Shelbyville
A log cabin with a porch, large windows, and a snow-covered roof.

17. 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, (15 reviews)
"Knowing we were checking in to a log cabin, we were not expecting it to be so clean and nice! The cabin is spacious, with plenty of comfortable seating, as well as lots of work space and storage, especially in the kitchen. The place seems to be new and is well cared for. Loved the setting! It is a beautiful, wooded property with plenty of privacy, but yet only 15-20 minutes from town. We enjoyed our stay very much!"
United States
Barbara A.
The price is AU$690
includes taxes & fees
7 Oct - 8 Oct
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
A compact kitchen with wooden cabinets, a refrigerator, a stove, and two bar stools.

18. 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
9.4 out of 10, Exceptional, (3 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 AU$396
includes taxes & fees
7 Oct - 8 Oct
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
A covered outdoor seating area with a glass table, cushioned chairs, and a sofa.

19. FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Marshall
9.8 out of 10, Exceptional, (29 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 AU$673
includes taxes & fees
7 Oct - 8 Oct
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
A kitchen with a marble countertop, stainless steel refrigerator, and wooden cabinets.

20. Eagle's Nest near Eagle Creek State Park

Eagle's Nest near Eagle Creek State Park
Findlay
9.6 out of 10, Exceptional, (26 reviews)
"The house was perfect. We will would definitely stay here again. "
United States
Michelle B.
The price is AU$371
includes taxes & fees
20 Oct - 21 Oct
Eagle's Nest near Eagle Creek State Park
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

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

10/10 Excellent
"Had a great experience"
Maudlyn 1-night trip
Posted 2 days ago
Hilton Garden Inn Mattoon, Il

Find out more about Cumberland County

Everything you need to know about Cumberland County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cumberland County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Cumberland County holiday rentals we have chosen for you start as low as AU$205 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Cumberland County rentals

At Expedia, we put the best Cumberland County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.