Greenfield Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Greenfield vacation rentals

Property grounds

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
10.0 out of 10, Exceptional, (101 reviews)
"Very clean, host stayed in contact Really nice place just to get together and visit. The only thing beds were little to firm for our liking and the trains coming through at night!"
United States
Marilyn
$171 nightly
The price is $181
Apr 10 - Apr 11
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment
2 bedrooms, iron/ironing board, travel crib, free WiFi

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Jerseyville
10.0 out of 10, Exceptional, (22 reviews)
"We had a wonderful New Year’s Eve stay, everything was clean and as described. The space is very nicely renovated and decorated, highly recommended."
United States
Valerie L.
$201 nightly
The price is $213
Apr 10 - Apr 11
Total with taxes and fees
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Exterior

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

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Jacksonville
10.0 out of 10, Exceptional, (11 reviews)
"The cabin is perfect for creating a relaxing atmosphere. We always like our stay there."
United States
James Z.
$149 nightly
The price is $158
Apr 21 - Apr 22
Total with taxes and fees
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Exterior

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Murrayville
9.8 out of 10, Exceptional, (64 reviews)
"Kevin was an excellent host and the house on the prairie was exactly what we needed after a long day of travel. We were surprised with fresh baked cookies upon arrival.The house was very cozy and walking the trails of the prairie was great for our pup. We would definitely stay here again the future!"
United States
David S.
$131 nightly
The price is $139
Apr 14 - Apr 15
Total with taxes and fees
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
2 bedrooms, desk, iron/ironing board, travel crib

The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (61 reviews)
"Stayed at the Farmhouse Loft for a local wedding. It met all our expectations. Great location on the town square. Will definitely stay there again "
United States
Gregory D.
$155 nightly
The price is $164
Apr 12 - Apr 13
Total with taxes and fees
The Farmhouse Loft "Greene County's Guesthouse"
Iron/ironing board, free WiFi, bed sheets

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (9 reviews)
"The loft was amazing as well as the views looking out to the town square!"
United States
Gerry G.
$315 nightly
The price is $334
Apr 12 - Apr 13
Total with taxes and fees
Light Filled Loft on Town Square
Exterior

Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay"
United States
Adam M.
$527 nightly
The price is $559
Apr 10 - Apr 11
Total with taxes and fees
Grand Victorian Carlinville home on Rt. 66.
Fridge, microwave, oven, stovetop

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!"
United States
Janell M.
$471 nightly
The price is $484
Apr 17 - Apr 18
Total with taxes and fees
The Carlinville Cottage
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 Greenfield Hotel Reviews

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

10/10 Excellent
"This stop was well worth the drive off the main road! The host was very communicative before and during our stay, and had a plate of freshly baked cookies waiting for us upon arrival! We found everything clean, welcoming, pet-friendly and comfortable! The kids all thought the yard art was cool, our dogs were thankful for a spacious place to walk, and we enjoyed the peaceful and quiet sounds of nature. Two things to be mindful of for future travelers - if arriving after dark, the roads are a bit narrow and winding; stop for provisions in Jacksonville or other nearby town before going to the cabin. Both minor details but hopefully helpful tips for future guests! "
Tiffany V. 1-night trip
Posted 14 hours ago
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

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 $139 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.

Explore a world of travel with Expedia

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?

The Carlinville Cottage: This vacation home rental outside of Greenfield has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Greenfield?

While exploring the area, visit the sights like Beaver Dam State Park, Jerseyville Historic District, and American Legion Fairgrounds. Cheney Mansion and Carlinville Public Square 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.