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 wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

1. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (79 reviews)
"Great stay !"
United States
chris H.
The price is NZ$237
includes taxes & fees
6 Nov - 7 Nov
Vintage Charmer on Main Street
A small, rustic building with a metal roof, a porch with two chairs, and a gravel driveway.

2. 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 NZ$761
includes taxes & fees
25 Nov - 26 Nov
Family Friendly Cottage in the Countryside
A modern living room with two leather sofas, a dining area, and a kitchen in the background.

3. 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, (69 reviews)
"Very clean and comfortable. Host communicated effectively and property was in a convenient location."
United States
C S.
The price is NZ$425
includes taxes & fees
16 Nov - 17 Nov
Cottage By The Park Home of The Big Things
A modern kitchen with dark cabinets, stainless steel appliances, and a granite countertop.

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, (10 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 NZ$381
includes taxes & fees
4 Dec - 5 Dec
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.

5. 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 NZ$303
includes taxes & fees
8 Nov - 9 Nov
The Exchange. Cozy Studio., XCHNG Studio
A dining area with a wooden table and chairs, a rug, a window with red curtains, a black office chair, and a wall-mounted shelf with framed pictures.

6. 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 NZ$305
includes taxes & fees
8 Nov - 9 Nov
Brickway Retreat
A spacious loft with exposed brick walls, large windows, a central kitchen island, and a cozy seating area.

7. XCHNG 4 Apartments Downtown. Side by Side.

XCHNG 4 Apartments Downtown. Side by Side.
Effingham
10.0 out of 10, Exceptional, (1 review)
"We had an excellent stay! Our group rented all four lofts, and each one was spotless, modern, and incredibly comfortable. Communication from the host was absolutely on point. check-in was super easy and everything was exactly as described.What really stood out were the little touches. They’ve done such a thoughtful job supporting the local community, which made the whole experience feel even more welcoming. There were so many little special touches throughout the lofts that I won’t give them...
United States
joanna d.
The price is NZ$1,757
includes taxes & fees
22 Nov - 23 Nov
XCHNG 4 Apartments Downtown. Side by Side.
A modern kitchen with a brick wall, a bar area with stools, and a large island.

8. 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, (15 reviews)
"Loved the atmosphere very unique and comfortable. Would highly recommend and will definitely stay the next time we travel this way"
United States
Roger
The price is NZ$354
includes taxes & fees
16 Nov - 17 Nov
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
A reception area with a wooden counter, a chair, a television, and a clock on the wall.

9. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (4 reviews)
"Lobby had clear signs and felt straightforward on arrival."
United States
Anonymous traveller
The price is NZ$118
includes taxes & fees
7 Nov - 8 Nov
1 King Bed | Non-Smoking, Micfridge
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)
"Very cool space in a great location "
United States
Stewart T.
The price is NZ$334
includes taxes & fees
4 Dec - 5 Dec
Cozy 2BR Loft in Downtown Charleston, IL
A bar area with a wooden ceiling and bar stools.

11. 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 NZ$365
includes taxes & fees
8 Nov - 9 Nov
The Exchange. Loft Living.
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, (47 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is NZ$439
includes taxes & fees
30 Nov - 1 Dec
Prairieview Cabin - with Hot Tub
A cozy living room with a dark green wall, a wooden chair with a white macrame throw, a potted plant, and a framed picture.

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, (17 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 NZ$373
includes taxes & fees
9 Nov - 10 Nov
Luxury 1BR/BA Loft in the Heart of Downtown Marshall
A compact kitchen with wooden cabinets, a refrigerator, a stove, and two bar stools.

14. 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 NZ$504
includes taxes & fees
23 Nov - 24 Nov
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
A frozen lake surrounded by leafless trees under a cloudy sky.

15. 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 NZ$745
includes taxes & fees
23 Nov - 24 Nov
Binion Lodge: Wooded Privacy Near Lake Shelbyville
An aerial view of Lake Shelbyville with RVs, a large building, and a bridge in the background.

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

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (72 reviews)
"The house was clean. Beds and couches were very comfortable. Great for our dogs."
United States
Vince S.
The price is NZ$411
includes taxes & fees
2 Dec - 3 Dec
Fish, boat, grill, chill, pets, relax
A modern kitchen with a central island, dark cabinetry, and a ceiling fan.

17. 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 NZ$607
includes taxes & fees
1 Dec - 2 Dec
Prairieview Cottage Retreat - Hot Tub Sunsets
A kitchen with a marble countertop, stainless steel refrigerator, and wooden cabinets.

18. 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)
"Me and my family loved this place. Very clean. We enjoyed our stay and would stay again."
United States
terri m.
The price is NZ$441
includes taxes & fees
6 Nov - 7 Nov
Eagle's Nest near Eagle Creek State Park
A cozy cabin interior with a wooden staircase, a fireplace, a Christmas tree, and a leather sofa.

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

Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Paris
9.8 out of 10, Exceptional, (16 reviews)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
The price is NZ$817
includes taxes & fees
15 Nov - 16 Nov
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
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

Best Western Delta Inn

Best Western Delta Inn

8/10 Good
"All staff were friendly & helpful! Our only struggle was that the carpet in our room was damp, which we discovered when our socks were wet from walking on it, and my pants were wet from sitting down on the carpet. Come to find out, all room carpets had been professionally cleaned that day! We’re thankful they were cleaned, but that would have been nice to have been forewarned!"
Joni 1-night trip
Posted 6 hours ago
Best Western Delta Inn

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 favorite 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 depends 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 selected for you start as low as NZ$237 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.