Plan your trip

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

Greenup Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

  • Check prices for these dates

    Check prices for these dates, December 13 – 14, 2026

    View in a map

    Our top choices for Greenup vacation rentals

    1. Vintage Charmer on Main Street

    A rustic, weathered wooden building with a metal roof, adorned with hanging flower baskets and a large wheel decoration.

    2. Cottage By The Park Home of The Big Things

    A red golf cart with two seats and a storage compartment, parked in a garage with wooden walls and a concrete floor.

    3. Family Friendly Cottage in the Countryside

    A modern wooden cabin with a covered porch, a gravel driveway, and a surrounding grassy area.

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

    A small, single-story building with a red roof and a white door, featuring two windows and a porch with chairs.

    5. 1 King Bed | Non-Smoking, Micfridge

    A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

    6. Brickway Retreat

    A brick house with a white door, a mailbox, and a wooden porch.

    7. The Exchange. Cozy Studio., XCHNG Studio

    A bar area with a wooden ceiling and bar stools.

    8. 1 Queen Bed | Smoking, Micfridge

    A hotel with a covered entrance, multiple floors, and a parking lot.

    9. Cozy 2BR Loft in Downtown Charleston, IL

    A hallway with wooden flooring, white walls, and a radiator. There are two white doors with metal handles, one labeled 'Laundry' and the other 'Bath.' A white ceiling light hangs from the ceiling.

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

    A kitchen with a brick wall, a sign reading "EFFINGHAM," a wine bottle, and a knife block.

    11. The Exchange. Loft Living.

    A bar area with a wooden ceiling and bar stools.

    12. 1 Queen Bed | Non-Smoking, Micfridge

    A hotel lobby with a glass door entrance, a fire alarm, and a tiled floor.

    13. 2 Queen Beds | Non-Smoking, Micfridge

    A person in a blue shirt and black jacket walking through a doorway with a child in a red and black shirt.

    14. 1 King Bed | Smoking, Micfridge

    A hotel with a covered entrance, multiple floors, and a parking lot.

    15. 2 Queen Beds | Smoking, Micfridge

    A hotel with a covered entrance, multiple floors, and a parking lot.

    16. 3 Queen Beds | Non-Smoking, Kitchen

    A modern bathroom with a built-in microwave, a vanity with a mirror, and a shelf above the sink.

    17. XCHNG 4 Apartments Downtown. Side by Side.

    A spacious loft with exposed brick walls, large windows, a central kitchen island, and a cozy seating area.

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

    A spacious kitchen with a large island, exposed brick walls, and large windows offering views of the city.

    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.

    View all properties

    Find vacation rentals that suit your style

    Apartments

    Condos

    Top Greenup Hotel Reviews

    Eighteen-Ninety Sleepover

    A bedroom with a loft bed, a wooden staircase, a small bedside table, and a patterned rug.

    Budget Host Inn Greenup

    A white convertible car parked in a covered parking area at night.

    La Quinta Inn & Suites by Wyndham Effingham

    A modern hotel lobby with a large sun-shaped artwork, multiple seating areas, and a patterned rug.

    Days Inn & Suites by Wyndham Casey

    A hotel room with a bed, a desk, a chair, a red sofa, a mirror, and a picture of industrial buildings on the wall.

    Best Western Delta Inn

    A bar area with a long counter, multiple bar stools, and overhead lighting.

    Comfort Suites Mattoon East

    A hotel room with a large bed, a separate desk with a chair, a TV, a bathroom with a bathtub, and a window with curtains.

    Quality Inn Effingham North

    A large indoor swimming pool with a wooden interior, multiple windows, and a view of the outdoors.

    Hilton Garden Inn Mattoon, Il

    A Hilton Garden Inn with a modern design, featuring a prominent entrance and multiple floors.

    Holiday Inn Effingham by IHG

    A Holiday Inn sign with a green logo and the name in white.

    Quality Inn & Suites Mattoon South

    A hotel lobby with a check-in counter, seating area, and a decorative floor pattern.

    Comfort Suites Effingham Central

    A spacious lobby with a fireplace, a staircase, and seating areas.

    Best Western Heartland Inn

    A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

    Clarion Pointe Mattoon near University

    A modern lounge area with a sofa, armchairs, and a coffee table. There is a refrigerator stocked with beverages and a counter with a beverage dispenser.

    Find out more about Greenup

    Everything you need to know about Greenup vacation rentals

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

    Greenup vacation 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 low season months. For more hustle and bustle, you may prefer to visit Greenup in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $57 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Greenup rentals

    At Expedia, we put the best Greenup vacation 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 vacation.

    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 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.