Cumberland County Holiday Rentals

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Top Holiday Rentals Destinations in Cumberland County

Vintage Charmer on Main Street
Interior

Vintage Charmer on Main Street

10.0 out of 10, Exceptional, (46)
"Place was well located for where we wanted to visit towns around, especially Casey to look at large objects of the town very nice."
The price is NZ$236
includes taxes & fees
27 Aug - 28 Aug
Vintage Charmer on Main Street
Lake Mattoon Lakehouse
Microwave, oven, stovetop, dishwasher

Lake Mattoon Lakehouse

9.4 out of 10, Exceptional, (13)
"We gathered together for a graduation weekend and had a relaxing time in a roomy house right next to the lake cove. Very pleased "
Lake Mattoon Lakehouse
The Redbud Cottage--Beach & Quiet. Lake Sara Waterfront & Wood Fires.
Property grounds

The Redbud Cottage--Beach & Quiet. Lake Sara Waterfront & Wood Fires.

9.8 out of 10, Exceptional, (453)
"Wonderful location on the lake. It was a perfect spot to spend our family get away. The cottage was very comfortable. When we arrived it was a downpour, we appreciated being able to park in the garage. I would definitively stay here again!"
The Redbud Cottage--Beach & Quiet. Lake Sara Waterfront & Wood Fires.
Cozy Retreat on Gypsy Cove!
Outdoor dining

Cozy Retreat on Gypsy Cove!

8.8 out of 10, Excellent, (33)
"Great place and had a wonderful weekend would stay again!"
Cozy Retreat on Gypsy Cove!
Cozy Country Cabin - Sleeps 6 - with Hot Tub
Exterior

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (17)
"Great place! "
The price is NZ$457
includes taxes & fees
28 Aug - 29 Aug
Cozy Country Cabin - Sleeps 6 - with Hot Tub
Eagle's Nest near Eagle Creek State Park
Fridge, microwave, oven, stovetop

Eagle's Nest near Eagle Creek State Park

9.4 out of 10, Exceptional, (13)
"Amazing host and property. "
The price is NZ$421
includes taxes & fees
22 Sept - 23 Sept
Eagle's Nest near Eagle Creek State Park
A frame getaway on the Embarrass River in Charleston, Illinois
Exterior

A frame getaway on the Embarrass River in Charleston, Illinois

2.0 star property
10.0 out of 10, Exceptional, (6)
"That the nature was amazing and hosts are the best"
A frame getaway on the Embarrass River in Charleston, Illinois
Park View Place 4 Blocks From the World's Biggest
Smart TV

Park View Place 4 Blocks From the World's Biggest

10.0 out of 10, Exceptional, (34)
"It was lovely little house. We enjoyed having the park across the street. "
The price is NZ$361
includes taxes & fees
2 Sept - 3 Sept
Park View Place 4 Blocks From the World's Biggest
Family Home w/ Deck on Lake Sara: Pets are Welcome
Fridge, microwave, stovetop, dishwasher

Family Home w/ Deck on Lake Sara: Pets are Welcome

9.4 out of 10, Exceptional, (65)
"Very nice, clean my family really enjoyed the stay"
Family Home w/ Deck on Lake Sara: Pets are Welcome
Paradise Found in Illinois
Fridge, microwave, oven, stovetop

Paradise Found in Illinois

10.0 out of 10, Exceptional, (171)
"We always look forward to staying at this location. Very cozy and comfortable!"
Paradise Found in Illinois
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Outdoor dining

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (36)
"This is definitely a repeat location for a girls’ getaway weekend. Quiet, clean, and equipped with all of the amenities. "
The price is NZ$602
includes taxes & fees
28 Aug - 29 Aug
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Cozy, and private apartment near Lake Shelbyville
Interior

Cozy, and private apartment near Lake Shelbyville

9.6 out of 10, Exceptional, (14)
"We were pleasantly surprised with our stay in Shelbyville. The property is very nice and newly renovated. The manager was very responsive to all our needs. We would not hesitate to stay here again."
The price is NZ$253
includes taxes & fees
31 Aug - 1 Sept
Cozy, and private apartment near Lake Shelbyville
Historic 1850's downtown home, located downtown, very close to Lake Shelbyville.
Interior

Historic 1850's downtown home, located downtown, very close to Lake Shelbyville.

9.4 out of 10, Exceptional, (44)
"Clean, nice house, two separate apartments in the home… good food nearby! "
Historic 1850's downtown home, located downtown, very close to Lake Shelbyville.
A Novel Stay 3bd log cabin with Hot tub in amazing Shelbyville, IL. 3.5 acres.
Exterior

A Novel Stay 3bd log cabin with Hot tub in amazing Shelbyville, IL. 3.5 acres.

9.4 out of 10, Exceptional, (3)
"Such a cute cabin. So many well thought out and helpful amenities. Comfortable bedroom spaces and beds. Best part is that its not far from our favorite place, lake Shelbyville!"
A Novel Stay 3bd log cabin with Hot tub in amazing Shelbyville, IL. 3.5 acres.
Lake Sara Dream
Exterior

Lake Sara Dream

9.6 out of 10, Exceptional, (82)
"Our extended family has spent a fall weekend at Lake Sara Dream for the last three years. The house is so cute and it is just perfect for us to relax and visit with each other. "
Lake Sara Dream
XCHNG Unit B. 3 Bedroom Luxury Loft., XCHNG. Modern Loft in the heart of Effingham.
TV, fireplace

XCHNG Unit B. 3 Bedroom Luxury Loft., XCHNG. Modern Loft in the heart of Effingham.

10.0 out of 10, Exceptional, (15)
"We will absolutely stay here again when in the area. One of the nicer places we have rented."
The price is NZ$536
includes taxes & fees
31 Aug - 1 Sept
XCHNG Unit B. 3 Bedroom Luxury Loft., XCHNG. Modern Loft in the heart of Effingham.
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!
Game room

Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!

10.0 out of 10, Exceptional, (21)
"Great place to stay. Kids had a fun time with the indoor games and the location is very close to the boat ramps on the lake. Would definitely come back."
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!
Family Home on Lake Sara
Smart TV, DVD player, books, video library

Family Home on Lake Sara

10.0 out of 10, Exceptional, (128)
"Stayed at this property to see family near by and attend the Indy 500. It was the perfect place! There is lots of space. It is decorated very cute and has everything you need to make your stay enjoyable. It was private and secluded in the woods. It’s a quiet and peaceful place, wish we could’ve stayed longer, but hope to come back again!!"
Family Home on Lake Sara
Cozy Lake Sara Year-Round Cottage- Amazing beach and lake-side restaurants.
Smart TV, fireplace, DVD player, books

Cozy Lake Sara Year-Round Cottage- Amazing beach and lake-side restaurants.

10.0 out of 10, Exceptional, (17)
"Great rental, nicely decorated and very clean. Owners responded promptly to all questions and were very helpful."
Cozy Lake Sara Year-Round Cottage- Amazing beach and lake-side restaurants.
THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW PARK
Property grounds

THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW PARK

9.8 out of 10, Exceptional, (40)
"Great property for a stay in Casey. Communication was great, property was great and renting the golf cart was so much fun!!"
The price is NZ$473
includes taxes & fees
15 Sept - 16 Sept
THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW 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

Find out more about Cumberland County

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$236 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.