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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Greenup vacation rentals

Interior

1. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (75 reviews)
"Great stay !"
United States
chris H.
The price is ￥14,041
￥22,474 total
includes taxes & fees
Aug 30 - Aug 31
Vintage Charmer on Main Street
Living area

2. 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 ￥22,288
￥34,755 total
includes taxes & fees
Aug 31 - Sep 1
Park View Place 4 Blocks From the World's Biggest
Living area

3. 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, (66 reviews)
"The house is lovely and super clean. The beds were comfortable and there's lots of room to move in the bathrooms. The house is located across the street from the park, which was lovely for morning and evening walks. Casey is a cute town to visit. We enjoyed our stay!"
United States
Meg B.
The price is ￥25,472
￥38,636 total
includes taxes & fees
Aug 31 - Sep 1
Cottage By The Park Home of The Big Things
Private kitchen

4. 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, (5 reviews)
"Great off the beat cabin. Absolutely fell in love with the cabin itself and the location!!!! Maggie was awesome to talk too. Very pleasant- we will be back!"
United States
Jeremy
The price is ￥28,656
￥34,755 total
includes taxes & fees
Aug 30 - Aug 31
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
Exterior

5. Family Friendly Cottage in the Countryside

Family Friendly Cottage in the Countryside
Toledo
10.0 out of 10, Exceptional, (2 reviews)
"Very nice very quiet peaceful surroundings"
United States
Tony P.
Family Friendly Cottage in the Countryside
Exterior detail

6. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (51 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 ￥17,512
￥29,021 total
includes taxes & fees
Aug 30 - Aug 31
Brickway Retreat
Private kitchen

7. 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
Cozy 2BR Loft in Downtown Charleston, IL
Property grounds

8. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is ￥8,597
￥12,486 total
includes taxes & fees
Aug 28 - Aug 29
Bell Tent Under the Stars
Living area

9. 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 ￥21,516
￥43,048 total
includes taxes & fees
Sep 9 - Sep 10
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Dining

10. The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (33 reviews)
"Wonderful place, love the location. "
United States
Dawn K.
The price is ￥16,047
￥28,294 total
includes taxes & fees
Sep 13 - Sep 14
The Exchange. Cozy Studio., XCHNG Studio
Interior

11. 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 ￥18,722
￥33,688 total
includes taxes & fees
Aug 30 - Aug 31
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
Bar (on property)

12. 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 Exchange. Loft Living.
Interior

13. 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 ￥26,746
￥49,198 total
includes taxes & fees
Aug 30 - Aug 31
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

Unique Suites Hotel

Unique Suites Hotel

8/10 Good
"Was a nice stay. The breakfast was wanting."
Joseph 1-night trip
Posted 8 hours ago
Unique Suites Hotel

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 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.