Holiday Rentals Greenup from £62: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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In two weeks

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Our top choices for Greenup holiday 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

Greenup

chris H.

includes taxes & fees

3 Oct - 4 Oct

A modern living room with two leather sofas, a dining area, and a kitchen in the background.

2. Cottage By The Park Home of The Big Things

Casey

Meg B.

includes taxes & fees

27 Oct - 28 Oct

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.

3. Park View Place 4 Blocks From the World's Biggest

Casey

Angie R.

includes taxes & fees

12 Oct - 13 Oct

A small, rustic building with a metal roof, a porch with two chairs, and a gravel driveway.

4. Family Friendly Cottage in the Countryside

Toledo

Richard

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with dark cabinets, stainless steel appliances, and a granite countertop.

5. Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL

Martinsville

Jeremy

includes taxes & fees

5 Oct - 6 Oct

A camper parked in a grassy area with a picnic table, a red umbrella, and a fire pit.

6. Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

Charleston

"Becca met me upon my arrival and helped take my things to the camper. She made sure I had everything I needed and said if there was anything I forgot or needed, to just ask. I didn't get to enjoy the trails as much as I wanted, because this was a working retreat for me. I would remind guests to bring bug repellent in case you do walk the trails to keep mosquitoes at bay. There are many friendly chickens in the area and there were two deer outside the camper this morning. The kitchen had...

Wendy D.

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with a round dining table, chairs, a potted orchid, and a stainless steel refrigerator.

7. Cozy 2BR Loft in Downtown Charleston, IL

Charleston

Thomas

includes taxes & fees

28 Oct - 29 Oct

A tent set up on a wooden platform surrounded by trees.

8. Bell Tent Under the Stars

Charleston

includes taxes & fees

5 Oct - 6 Oct

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Top Greenup Hotel Reviews

Country Inn & Suites by Radisson, Effingham, IL

10/10 Excellent

"Clean room, friendly staff good breakfast"

Quality Inn Effingham North

10/10 Excellent

"The breakfast was excellent - a lot of choices both jot and cold. There were things to grab an go and some things that could be enjoyed at a table. The attendant who checked us in was outstanding. Super welcoming. He also helkped me resolve a small issue I had prior to check0n. I had called and spoke with him and he was very helpful. I wish that I could remember his name."

Eighteen-Ninety Sleepover

8/10 Good

"The hotel was in a good location in Casey. Short walks to see the "big things" , and nearby restaurants. Railroad tracks are very close so there was train noise at times. Currently the hotel is being renovated. The hotel building was built in 1890. The entry is a little rough looking. But appears clean. The desk clerk is virtual, on a screen, when you enter. He is located remotely. Always helpful if anything needed. Our room was on the first floor (an ADA room). There was plenty of space. A downside for some might be that the TV is a ROKU. So no TV available, unless you have a ROKU app."

Holiday Inn Express & Suites Mattoon by IHG

10/10 Excellent

"This property is nice and quiet and not too close to the road for road noise. The check in experience was pretty good. The young lady working the desk was hospitable and cordial. The room was comfortable and spacious. Breakfast was great and the options were very nice. We encountered a few issues on our trip with the pool being out of order and the elevator being out of service. There were some other issues, but the staff did a great job of taking care of us and getting us back on the road. The breakfast hostess seemed a bit frazzled as I mentioned how warm the orange juice was and immediately got upset and said it's not her fault. I'm sorry that she was having a bad morning and probably doesn't get the praise she probably needs. Overall though... I do plan to come back and try again with all amenities in full operation."

Best Western Delta Inn

10/10 Excellent

"Receptionist did an excellent job at check in. Was very knowledgeable and enthusiastic. Don't usually see that these days. Swimming pool was a little cold and was not able to handle that. Could have had some laundry facilities on the property and that would raise the level of the facility. I will always stay there every time I vome to visit my daughter in Charleston"

Find out more about Greenup

Everything you need to know about Greenup holiday rentals

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

Greenup holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenup holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenup holiday rentals we have selected for you start as low as £62 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenup rentals

At Expedia, we put the best Greenup holiday 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 holiday.

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 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 Wooden Shoes.

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.

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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Greenup holiday rentals

1. Vintage Charmer on Main Street

2. Cottage By The Park Home of The Big Things

3. Park View Place 4 Blocks From the World's Biggest

4. Family Friendly Cottage in the Countryside

5. Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL

6. Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

7. Cozy 2BR Loft in Downtown Charleston, IL

8. Bell Tent Under the Stars

9. Brickway Retreat

10. The Exchange. Cozy Studio., XCHNG Studio

11. The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.

12. Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

13. The Exchange. Loft Living.

14. 1 King Bed | Non-Smoking, Micfridge

15. The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed

16. 2 Queen Beds | Non-Smoking, Micfridge

17. 1 King Bed | Smoking, Micfridge

18. 3 Queen Beds | Non-Smoking, Kitchen

19. 1 Queen Bed | Non-Smoking, Micfridge

20. 1 Queen Bed | Smoking, Micfridge

Find holiday rentals that suit your style

Top Greenup Hotel Reviews

Country Inn & Suites by Radisson, Effingham, IL

Budget Host Inn Greenup

Quality Inn Effingham North

Eighteen-Ninety Sleepover

Comfort Suites Effingham Central

Best Western Heartland Inn

Holiday Inn Express & Suites Mattoon by IHG

Best Western Delta Inn

Quality Inn & Suites Mattoon South

Find out more about Greenup

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Greenup

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenup holiday rentals

1. Vintage Charmer on Main Street

2. Cottage By The Park Home of The Big Things

3. Park View Place 4 Blocks From the World's Biggest

4. Family Friendly Cottage in the Countryside

5. Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL

6. Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

7. Cozy 2BR Loft in Downtown Charleston, IL

8. Bell Tent Under the Stars

9. Brickway Retreat

10. The Exchange. Cozy Studio., XCHNG Studio

11. The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.

12. Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

13. The Exchange. Loft Living.

14. 1 King Bed | Non-Smoking, Micfridge

15. The Exchange. Downtown Luxury for Two, XCHNG. Industrial Executive Loft w/ King Bed

16. 2 Queen Beds | Non-Smoking, Micfridge

17. 1 King Bed | Smoking, Micfridge

18. 3 Queen Beds | Non-Smoking, Kitchen

19. 1 Queen Bed | Non-Smoking, Micfridge

20. 1 Queen Bed | Smoking, Micfridge

Find holiday rentals that suit your style

Top Greenup Hotel Reviews

Country Inn & Suites by Radisson, Effingham, IL

Find out more about Greenup

Frequently asked questions

Go further with the Expedia app