Greenfield Vacation Rentals

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Our top choices for Greenfield vacation rentals

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, (97 reviews)
"Lovely retreat. Great for spending time with family!"
United States
valerie b.
$162 nightly
The price is $172
Jan 15 - Jan 16
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.
Murrayville
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay. The environment is just cuddling. "
United States
Anonymous traveler
$92 nightly
The price is $98
Jan 19 - Jan 20
Total with taxes and fees
Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

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

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville
10.0 out of 10, Exceptional, (15 reviews)
"Always a nice place to stay."
United States
Pete D.
$119 nightly
The price is $126
Jan 18 - Jan 19
Total with taxes and fees
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

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
Jan 15 - Jan 16
Total with taxes and fees
The Farmhouse Loft "Greene County's Guesthouse"

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)
"Very clean, newly remodeled, very well stocked."
United States
Mary W.
$201 nightly
The price is $213
Jan 16 - Jan 17
Total with taxes and fees
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

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

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Murrayville
9.8 out of 10, Exceptional, (60 reviews)
"A most restful place, simple, yet filled with all you need. What joy in hearing a rain shower pass through. Bonus: The cookies are amazing!"
United States
Mark
$131 nightly
The price is $139
Jan 17 - Jan 18
Total with taxes and fees
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

Light Filled Loft on Town Square

Light Filled Loft on Town Square
2.0 star property
Carlinville
10.0 out of 10, Exceptional, (2 reviews)
"The loft was amazing as well as the views looking out to the town square!"
United States
Gerry G.
$231 nightly
The price is $245
Jan 15 - Jan 16
Total with taxes and fees
Light Filled Loft on Town Square

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was perfect and convenient. We will definitely be back. Thank you!"
United States
Gary D.
$490 nightly
The price is $504
Jan 15 - Jan 16
Total with taxes and fees
The Carlinville Cottage

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, (8 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
Jan 19 - Jan 20
Total with taxes and fees
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
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

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 $98 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.

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?

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.: This vacation home rental outside of Greenfield is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a library.

What’s there to see and do in Greenfield?

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