Greenfield Vacation Rentals

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Vacation Rentals in Greenfield

Home is on the original 1926-1930 Route 66 alignment

Girard
10.0 out of 10, Exceptional, (94)
"The historic house was perfect for our vacation. "
United States
Kelly F.
$162 nightly
The price is $172
Nov 20 - Nov 21
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.

Murrayville
10.0 out of 10, Exceptional, (25)
"We had a great stay. The environment is just cuddling. "
United States
Anonymous traveler
$86 nightly
The price is $91
Dec 2 - Dec 3
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

Jacksonville
10.0 out of 10, Exceptional, (15)
"This was the cutest and most relaxing a place I have ever stayed. We've so enjoyed our stay."
United States
Linda B.
$119 nightly
The price is $126
Nov 25 - Nov 26
Total with taxes and fees
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

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

Murrayville
9.8 out of 10, Exceptional, (58)
"Exactly what we needed. Peaceful, secluded, and relaxing! The trails are an added bonus. The respect for nature, pets, and people spoke to us, which are evident in the aesthetic of the property. We come to Jacksonville often and will definitely be back!"
United States
Laura
$94 nightly
The price is $99
Dec 8 - Dec 9
Total with taxes and fees
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

The Farmhouse Loft "Greene County's Guesthouse"

Carrollton
9.8 out of 10, Exceptional, (60)
"Very cute place!!!"
United States
Debbie S.
$155 nightly
The price is $164
Dec 1 - Dec 2
Total with taxes and fees
The Farmhouse Loft "Greene County's Guesthouse"

Plainview Vineyard Retreat by StayLage

2.0 star property
Shipman
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
United States
Christopher B.
$407 nightly
The price is $433
Nov 23 - Nov 24
Total with taxes and fees
Plainview Vineyard Retreat by StayLage

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Jerseyville
10.0 out of 10, Exceptional, (21)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
$205 nightly
The price is $217
Dec 2 - Dec 3
Total with taxes and fees
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

The Carlinville Cottage

Carlinville
10.0 out of 10, Exceptional, (17)
"A very peaceful, quiet home that was perfect for our short stay. Enjoyed early morning coffee on the front porch in this newly remodeled, and beautifully decorated home. Will recommend to others traveling to Carlinville."
United States
Sue A.
$490 nightly
The price is $504
Nov 25 - Nov 26
Total with taxes and fees
The Carlinville Cottage

Light Filled Loft on Town Square

2.0 star property
Carlinville
$217 nightly
The price is $230
Nov 20 - Nov 21
Total with taxes and fees
Light Filled Loft on Town Square

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

Jacksonville
10.0 out of 10, Exceptional, (8)
"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
Dec 1 - Dec 2
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 $91 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?

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 Cheney Mansion, Carlinville Public Square, and Beaver Dam State Park. Westlake Golf Course 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.