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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Greenup vacation rentals

A wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

1. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (77 reviews)
"Great stay !"
United States
chris H.
The price is AED 324
AED 519 total
includes taxes & fees
8 Oct - 9 Oct
Vintage Charmer on Main Street
A cozy living room with a sofa, a small side table, and a dining area with a table and chairs. A kitchen is visible in the background.

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, (45 reviews)
"Cozy and clean. Enjoyed our stay. Kids loved that the park was so close!"
United States
Angie R.
The price is AED 551
AED 876 total
includes taxes & fees
13 Oct - 14 Oct
Park View Place 4 Blocks From the World's Biggest
A modern living room with two leather sofas, a dining area, and a kitchen in the background.

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, (68 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 AED 624
AED 923 total
includes taxes & fees
27 Oct - 28 Oct
Cottage By The Park Home of The Big Things
A tent set up on a wooden platform surrounded by trees.

4. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is AED 198
AED 288 total
includes taxes & fees
11 Oct - 12 Oct
Bell Tent Under the Stars
A small, rustic building with a metal roof, a porch with two chairs, and a gravel driveway.

5. Family Friendly Cottage in the Countryside

Family Friendly Cottage in the Countryside
Toledo
10.0 out of 10, Exceptional, (3 reviews)
"Super clean and quiet was a great place to get away while visiting family and friends."
United States
Richard
The price is AED 1,035
AED 1,653 total
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Cottage in the Countryside
A brick house with a white door, a mailbox, and a wooden porch.

6. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (53 reviews)
"Great place for a stay. Nice amenities and very clean. Would absolutely stay again"
United States
Kevin F.
The price is AED 404
AED 662 total
includes taxes & fees
8 Oct - 9 Oct
Brickway Retreat
A modern kitchen with dark cabinets, stainless steel appliances, and a granite countertop.

7. 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, (8 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 AED 661
AED 798 total
includes taxes & fees
13 Oct - 14 Oct
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
An open-plan office with exposed brick walls, wooden floors, and large windows.

8. The Exchange. Cozy Studio., XCHNG Studio

The Exchange. Cozy Studio., XCHNG Studio
Effingham
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful place, love the location. "
United States
Dawn K.
The price is AED 350
AED 630 total
includes taxes & fees
8 Oct - 9 Oct
The Exchange. Cozy Studio., XCHNG Studio
A spacious living area with a large window, a television, and a dining table.

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 AED 496
AED 997 total
includes taxes & fees
12 Oct - 13 Oct
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
A modern kitchen with a brick wall, a bar area with stools, and a large island.

10. 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 AED 432
AED 777 total
includes taxes & fees
13 Oct - 14 Oct
The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed
A modern kitchen with a round dining table, chairs, a potted orchid, and a stainless steel refrigerator.

11. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (15 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is AED 551
AED 724 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 2BR Loft in Downtown Charleston, IL
A bar area with a wooden ceiling and bar stools.

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.
A hotel room with a bed, a desk, a chair, a television, and a door.

13. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (4 reviews)
"Lobby had clear signs and felt straightforward on arrival."
United States
Anonymous traveler
The price is AED 217
AED 243 total
includes taxes & fees
9 Oct - 10 Oct
1 King Bed | Non-Smoking, Micfridge
A clean, well-lit kitchen area with a wooden counter, a sink, and a dining table with chairs.

14. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (4 reviews)
"There was ample room for our group to spread out with easy parking nearby. Location felt perfect for visiting local attractions."
United States
Anonymous traveler
The price is AED 233
AED 261 total
includes taxes & fees
6 Nov - 7 Nov
2 Queen Beds | Non-Smoking, Micfridge
A hotel room with a large bed, two bedside lamps, a nightstand, and a telephone.

15. 1 King Bed | Smoking, Micfridge

1 King Bed | Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed the double king bed, ideal for two. Plenty of space and comfortable enough for a good rest."
United States
Anonymous traveler
The price is AED 282
AED 316 total
includes taxes & fees
9 Oct - 10 Oct
1 King Bed | Smoking, Micfridge
A person at a desk with a telephone, a notebook, and a wall with a number sign.

16. 3 Queen Beds | Non-Smoking, Kitchen

3 Queen Beds | Non-Smoking, Kitchen
Effingham
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 355
AED 398 total
includes taxes & fees
8 Oct - 9 Oct
3 Queen Beds | Non-Smoking, Kitchen
A spacious kitchen with a large island, exposed brick walls, and large windows offering views of the city.

17. 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, (26 reviews)
"Place is super nice, very close to everything in town "
United States
BK5000
The price is AED 555
AED 1,059 total
includes taxes & fees
8 Oct - 9 Oct
The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
A hotel room with a bed, a desk, a chair, a television, and a door.

18. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 191
AED 214 total
includes taxes & fees
6 Nov - 7 Nov
1 Queen Bed | Non-Smoking, Micfridge
A hotel room with a bed, two bedside lamps, a desk with a chair, and a window.

19. 1 Queen Bed | Smoking, Micfridge

1 Queen Bed | Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (4 reviews)
"A calm spot ideal for a quick stopover."
United States
Anonymous traveler
The price is AED 255
AED 286 total
includes taxes & fees
9 Oct - 10 Oct
1 Queen Bed | Smoking, Micfridge
A hotel room with a bed, a desk with a television, a wardrobe, and a lamp.

20. 2 Queen Beds | Smoking, Micfridge

2 Queen Beds | Smoking, Micfridge
Effingham
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 299
AED 335 total
includes taxes & fees
9 Oct - 10 Oct
2 Queen Beds | Smoking, Micfridge
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

Country Inn & Suites by Radisson, Effingham, IL

Country Inn & Suites by Radisson, Effingham, IL

10/10 Excellent
"N/A"
RICHARD 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Effingham, IL

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.