Greenfield Vacation Rentals from $124: Search Short-Term Rentals

Q: What's the top vacation rental that Greenfield has to offer?

Home is on the original 1926-1930 Route 66 alignment : This vacation home rental outside of Greenfield is located next to a golf course and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Vacation Rentals in Greenfield

"Very nice and cozy cabin in the middle of a cornfield. This place is close to town but completely isolated. We sat on the front porch and enjoyed our morning coffee in almost complete silence. Not sure if this is the place for everyone, but it was perfect for us."

$119 nightly

Jul 20 - Jul 21

Total includes taxes and fees

"We had a great stay. The environment is just cuddling. "

$118 nightly

Jul 16 - Jul 17

Total includes taxes and fees

"Adorable place and great communication with the owner! "

$205 nightly

Jul 20 - Jul 21

Total includes taxes and fees

"A weekend stay at the Madison House is like a step back in time. The cute and cozy furnishings offer a comforting nostalgia nestled in a quiet neighborhood. The location was perfect for the purpose of our visit. Thanks for the sweet little time warp!"

$160 nightly

Aug 5 - Aug 6

Total includes taxes and fees

"House was clean with lots of stuff to do! Very quiet get away"

$119 nightly

Jul 17 - Jul 18

Total includes taxes and fees

"We loved the open indoor kitchen and living room space for gathering. The kids and adults enjoyed the various games in the gameroom and loft. It was also lovely to sit on the back porch in the morning and evening. Jason’s place is well-stocked and beautiful!"

"Absolutely loved our stay! Comfortable and cozy! Felt like we were staying in the Ingalls little house, but with modern conveniences. It really was a hidden gem! Can’t recommend enough! My only feedback is that the master bed wasn’t super comfy. Great stay and great host"

$149 nightly

Jul 17 - Jul 18

Total includes taxes and fees

"We will stay there again if we're in the area."

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Find out more about Greenfield

Everything you need to know about Greenfield 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 Greenfield 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 Greenfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenfield. 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 Greenfield 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 $124 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 Greenfield rentals

At Expedia, we put the best Greenfield 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 Greenfield 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 Greenfield 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 Greenfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Greenfield properties

5/5 Excellent

"Very clean , polite staff , very quick and easy check in ! "

A verified traveler stayed at Carlin Villa Motel

Posted 2 days ago

McClusky Trail Guesthouse
Convenient Access to Jerseyville, Grafton & Alton

5/5 Excellent

Nice place nice location

"Property is located just out of town and is on the end of a horseshoe of houses. We had plans in Jerseyville, Alton, and Grafton and this location made it easy to get to all three. The house is very neat and clean and comfy. It's a 2 bedroom house with queen beds and a pull out sofa in the living room that has a queen bed. The hosts communicated very well. We had no problems finding the place or checking in. It was a very nice stay and I would highly recommend it."

A verified traveler stayed at McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Posted 3 weeks ago

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

5/5 Excellent

"Very nice and cozy cabin in the middle of a cornfield. This place is close to town but completely isolated. We sat on the front porch and enjoyed our morning coffee in almost complete silence. Not sure if this is the place for everyone, but it was perfect for us."

A verified traveler stayed at Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Posted 1 month ago

5/5 Excellent

"We were in town for my daughters wedding, it was only 4 minutes away from them, perfect location. Everything was nice and clean, loved the master bathroom double shower and the ac had me sleeping like a baby!! Neighbors were friendly, one even stopped and asked my husband if he needed help when he was struggling with a box. Great place to stay in Carlinville. "

A verified traveler stayed at The Carlinville Cottage

Posted 1 month ago

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Frequently asked questions

Can I find vacation rentals in Greenfield?

Yes, we give you a choice of vacation rentals close to top points of interest in Greenfield, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Greenfield has to offer?

Home is on the original 1926-1930 Route 66 alignment: This vacation home rental outside of Greenfield is located next to a golf course and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Greenfield?

While exploring the area, visit the sights like Beaver Dam State Park, Carlinville Public Square, and Cheney Mansion. Jersey County Historical Society and American Legion Fairgrounds are a couple of places you'll find in the larger area.

What’s a vacation rental in Greenfield like?

A vacation rental is a private property you can book for a couple of days or more in Greenfield. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.

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Greenfield Vacation Rentals

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Vacation Rentals in Greenfield

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Home is on the original 1926-1930 Route 66 alignment

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

Luxurious Otter Pointe

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Victorian Carlinville home on Rt. 66

The Carlinville Cottage

Plainview Vineyard Retreat by StayLage

The Farmhouse Loft "Greene County's Guesthouse"

3 Bedroom Home Away From Home

Find out more about Greenfield

Recent reviews of Greenfield properties

Carlin Villa Motel

Sleep Inn & Suites

Home is on the original 1926-1930 Route 66 alignment

Super 8 by Wyndham Jerseyville

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Baymont by Wyndham Jacksonville

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

The Carlinville Cottage

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