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 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

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, (71 reviews)
"Great little town with a great place to stay "
United States
Todd F.
The price is ￥14,260
￥22,824 total
includes taxes & fees
Jul 22 - Jul 23
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.
The price is ￥21,245
￥25,943 total
includes taxes & fees
Jul 14 - Jul 15
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
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.
The price is ￥22,635
￥34,784 total
includes taxes & fees
Jul 12 - Jul 13
Park View Place 4 Blocks From the World's Biggest
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.
The price is ￥25,869
￥38,724 total
includes taxes & fees
Jul 15 - Jul 16
Cottage By The Park Home of The Big Things
Property grounds

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is ￥8,731
￥12,681 total
includes taxes & fees
Jul 12 - Jul 13
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, (11 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is ￥24,252
￥31,701 total
includes taxes & fees
Aug 3 - Aug 4
Cozy 2BR Loft in Downtown Charleston, 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.
The price is ￥17,785
￥29,130 total
includes taxes & fees
Jul 15 - Jul 16
Brickway Retreat
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
The price is ￥21,851
￥43,890 total
includes taxes & fees
Jul 15 - Jul 16
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
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.
The price is ￥23,541
￥39,906 total
includes taxes & fees
Jul 14 - Jul 15
The Exchange. Loft Living.
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
The price is ￥33,500
￥58,004 total
includes taxes & fees
Jul 20 - Jul 21
The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
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.
The price is ￥22,635
￥38,733 total
includes taxes & fees
Jul 19 - Jul 20
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
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

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

10/10 Excellent
"No"
Sarah 1-night trip
Posted 3 hours ago
Hilton Garden Inn Mattoon, Il

Find out more about Greenup

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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.