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

Greenup Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Greenup holiday rentals

Interior

Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (72 reviews)
"Great stay !"
United States
chris H.
The price is HK$769
HK$1,189 total
includes taxes & fees
10 Aug - 11 Aug
Vintage Charmer on Main Street
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 HK$1,098
HK$1,687 total
includes taxes & fees
29 Jul - 30 Jul
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, (64 reviews)
"Fantastic stay from start to finish. "
United States
Rebecca F.
The price is HK$1,255
HK$1,878 total
includes taxes & fees
29 Jul - 30 Jul
Cottage By The Park Home of The Big Things
Coffee/tea maker, fridge, microwave, oven

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, (3 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 HK$1,009
HK$1,236 total
includes taxes & fees
28 Jul - 29 Jul
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.
The price is HK$863
HK$1,413 total
includes taxes & fees
29 Jul - 30 Jul
Brickway Retreat
Coffee/tea maker, fridge, microwave, oven

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
The price is HK$1,176
HK$1,546 total
includes taxes & fees
9 Aug - 10 Aug
Cozy 2BR Loft in Downtown Charleston, IL
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 HK$966
HK$1,716 total
includes taxes & fees
2 Aug - 3 Aug
The Exchange. Loft Living.
Property grounds

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is HK$424
HK$615 total
includes taxes & fees
28 Jul - 29 Jul
Bell Tent Under the Stars
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, (25 reviews)
"Place is super nice, very close to everything in town "
United States
BK5000
The price is HK$1,625
HK$2,814 total
includes taxes & fees
3 Aug - 4 Aug
The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
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 HK$1,060
HK$2,129 total
includes taxes & fees
28 Jul - 29 Jul
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.
The price is HK$878
HK$1,603 total
includes taxes & fees
2 Aug - 3 Aug
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

8/10 Good
"Hotel was very nice and clean. Only issues were the toilet not working properly in our room. Would gladly stay here again."
Danielle 1-night trip
Posted 1 hour ago
Hilton Garden Inn Mattoon, Il

Find out more about Greenup

Search for holiday rentals in Greenup on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenup using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greenup!

Frequently asked questions

Can I find a holiday rental in Greenup?

Yes, there are holiday rentals close to the most popular sights in Greenup, or you can select a more secluded option if you're looking for a relaxing stay. Greenup is known for its coffee shops and parks. Make sure you have time to check out the restaurants while you're in the area.

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

Vintage Charmer on Main Street: This highly rated holiday home rental in Greenup offers a selection of games, a BBQ 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 wider area, you’ll find Lincoln Log Cabin and World's Largest Bird Cage.

What are holiday rentals like in Greenup?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenup. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.