Greenfield Vacation Rentals from CA $86: Short-Term Rentals for 2025

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

Stroll through the beautifully maintained garden, surrounded by a variety of flowering plants and lush greenery.

"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!"

CA $209 total

includes taxes & fees

Jul 23 - Jul 24

Enjoy cooking in the well-equipped kitchen with stainless steel appliances and ample counter space, plus a convenient island for extra workspace and seating.

"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"

CA $685 total

includes taxes & fees

Jul 22 - Jul 23

Welcome to the charming Fasting Room of Plainview Vineyard, featuring a traditional design with a cozy porch and a unique wine bottle sculpture.

CA $626 total

includes taxes & fees

Jul 15 - Jul 16

Enjoy cooking in this well-equipped kitchen with a microwave, oven, and dishwasher.

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

CA $171 total

includes taxes & fees

Jul 15 - Jul 16

Compact kitchen with appliances, including a microwave, stove, and sink, and a small dining area with two chairs.

"Adorable place and great communication with the owner! "

CA $281 total

includes taxes & fees

Jul 20 - Jul 21

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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, cottages, 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 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 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 Greenfield vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenfield vacation rentals we have selected for you start as low as CA $86 per night. Entering your travel dates in the search wizard 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 traveller 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 traveller stayed at McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Posted 3 weeks 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 traveller 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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Check prices for these dates

Vacation Rentals in Greenfield

Home is on the original 1926-1930 Route 66 alignment

The Carlinville Cottage

Plainview Vineyard Retreat by StayLage

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

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

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

The Carlinville Cottage

Explore a world of travel with Expedia

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Frequently asked questions