A covered bridge with 'JACKSON, N.H.' sign, speed limit 15, and 'NO PARKING ANY TIME' sign.

Greenup Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Greenup vacation rentals

Interior

Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (72 reviews)
"Great little town with a great place to stay "
United States
Todd F.
$133 nightly
The price is $141
Jul 17 - Jul 18
Total with taxes and fees
Vintage Charmer on Main Street
Fridge, microwave, oven, stovetop

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, (2 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.
$155 nightly
The price is $164
Jul 16 - Jul 17
Total with taxes and fees
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
Exterior detail

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (49 reviews)
"Place wa exactly as described and the owner was a great communicator. Highly recommend this place and when we return will see if it’s available ! "
United States
Angela C.
$171 nightly
The price is $181
Jul 15 - Jul 16
Total with taxes and fees
Brickway Retreat
Dining

The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful place, love the location. "
United States
Dawn K.
$187 nightly
The price is $201
Jul 16 - Jul 17
Total with taxes and fees
The Exchange. Cozy Studio., XCHNG Studio
Smart TV, fireplace

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, (63 reviews)
"Fantastic stay from start to finish. "
United States
Rebecca F.
$226 nightly
The price is $240
Jul 27 - Jul 28
Total with taxes and fees
Cottage By The Park Home of The Big Things
TV

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
$255 nightly
The price is $270
Jul 15 - Jul 16
Total with taxes and fees
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Interior

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.
$223 nightly
The price is $240
Jul 26 - Jul 27
Total with taxes and fees
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
Smart TV

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, (44 reviews)
"Cozy and clean. Enjoyed our stay. Kids loved that the park was so close!"
United States
Angie R.
$203 nightly
The price is $215
Jul 15 - Jul 16
Total with taxes and fees
Park View Place 4 Blocks From the World's Biggest
Bar (on property)

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.
$230 nightly
The price is $247
Jul 27 - Jul 28
Total with taxes and fees
The Exchange. Loft Living.
Property grounds

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
$74 nightly
The price is $78
Jul 15 - Jul 16
Total with taxes and fees
Bell Tent Under the Stars
Fridge, microwave, oven, stovetop

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
$185 nightly
The price is $196
Aug 3 - Aug 4
Total with taxes and fees
Cozy 2BR Loft in Downtown Charleston, IL
Interior

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
$334 nightly
The price is $359
Jul 20 - Jul 21
Total with taxes and fees
The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
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 Greenup Hotel Reviews

Best Western Delta Inn

Best Western Delta Inn

10/10 Excellent
"We enjoyed our stay at BW. Room was clean and order free."
Linda 1-night trip
Posted 1 hour ago
Best Western Delta Inn

Find out more about Greenup

Everything you need to know about Greenup vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenup vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Greenup vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenup vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $78 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenup rentals

At Expedia, we put the best Greenup vacation 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 Greenup 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 Greenup vacation.

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

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 Bird Cage.

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.