Greenup Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Greenup vacation rentals

Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (67 reviews)
"Host very kind and responsive, nice place to stay."
United States
JEREMY W.
The price is CA $122
CA $195 total
includes taxes & fees
Jun 4 - Jun 5
Vintage Charmer on Main Street

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (47 reviews)
"It was a wonderful experience. The accommodations were perfect for our family of 7. It was so much better than booking multiple hotel rooms. "
United States
VINCENT
The price is CA $152
CA $249 total
includes taxes & fees
Jun 8 - Jun 9
Brickway Retreat

The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (30 reviews)
"Clean well kept loft that was close to everything we wanted to do had a good time "
United States
Bob F.
The price is CA $163
CA $275 total
includes taxes & fees
Jun 21 - Jun 22
The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Loft Living.

The Exchange. Loft Living.
Effingham
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful stay! Second time we've stayed with them & it's great! "
United Kingdom
Erica C.
The price is CA $155
CA $283 total
includes taxes & fees
Jun 4 - Jun 5
The Exchange. Loft Living.

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, (61 reviews)
"Fantastic stay from start to finish. "
United States
Rebecca F.
The price is CA $221
CA $334 total
includes taxes & fees
Jun 21 - Jun 22
Cottage By The Park Home of The Big Things

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, (43 reviews)
"Host was good and house was as advertised"
United States
Raynond M.
The price is CA $194
CA $299 total
includes taxes & fees
Jun 9 - Jun 10
Park View Place 4 Blocks From the World's Biggest

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)
"Host was very helpful and the space was very nice and clean!"
United States
Cole F.
The price is CA $155
CA $280 total
includes taxes & fees
Jun 7 - Jun 8
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is CA $75
CA $109 total
includes taxes & fees
Jun 7 - Jun 8
Bell Tent Under the Stars

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 CA $187
CA $374 total
includes taxes & fees
Jun 8 - Jun 9
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (11 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is CA $208
CA $273 total
includes taxes & fees
Jun 17 - Jun 18
Cozy 2BR Loft in Downtown Charleston, IL

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, (24 reviews)
"Place is super nice, very close to everything in town "
United States
BK5000
The price is CA $233
CA $423 total
includes taxes & fees
Jun 7 - Jun 8
The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.

The Hideaway

The Hideaway
Charleston
9.6 out of 10, Exceptional, (4 reviews)
"Great place to stay while back at EIU for an event. Close enough to campus to be easy to get there but in a nice, quiet neighborhood."
United States
Eric C.
The price is CA $187
CA $477 total
includes taxes & fees
Jun 7 - Jun 8
The Hideaway
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greenup Hotel Reviews

Find out more about Greenup

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenup. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Greenup?

Yes, we give you a choice of vacation rentals close to popular attractions in Greenup, or you can go with a more remote option if you'd like a relaxing place to stay. Greenup is known for its coffeehouses and parks. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best vacation home rentals that Greenup has to offer?

Vintage Charmer on Main Street: This highly rated vacation home rental in Greenup offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Greenup?

While you're exploring the area, Haughton Park and Sam Parr State Fish and Wildlife Area are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Lincoln Log Cabin and World's Largest Wooden Shoes.

What are vacation rentals like in Greenup?

Vacation rentals are privately owned accommodations you can book for several days or more in Greenup. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for small groups.