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Greenfield Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Greenfield vacation rentals

A bedroom with a wooden headboard, a large bed with white bedding, a bench, and a dresser with a mirror.

1. The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (63 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
Oct 12 - Oct 13
Total with taxes and fees
The Farmhouse Loft "Greene County's Guesthouse"
A house surrounded by a field of yellow flowers.

2. Peace on the Prairie — Quiet Nature Retreat on 23 Acres

Peace on the Prairie — Quiet Nature Retreat on 23 Acres
Murrayville
10.0 out of 10, Exceptional, (32 reviews)
"My wife and I spent a relaxing weekend at this property. The walking trail was a 10/10 for our pups. Everything about this place was amazing and we could not recommend it enough. Kevin went out of his way to make our check in as easy as possible."
United States
Catherine
$123 nightly
The price is $130
Oct 5 - Oct 6
Total with taxes and fees
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
A two-story building with a balcony on the upper floor, a front door, and a sign that reads "Peace on the Prairie Klein Prairie".

3. 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, (69 reviews)
"Kevin was a great host. Responsive when I had issues with the lock. Great homemade cookies. "
United States
Anonymous traveler
$131 nightly
The price is $139
Oct 11 - Oct 12
Total with taxes and fees
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

4. Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Adam M.
$514 nightly
The price is $567
Oct 6 - Oct 7
Total with taxes and fees
Grand Victorian Carlinville home on Rt. 66.
A spacious room with a large island kitchen, a cozy seating area with a sofa and armchairs, and a bed with a view of the city through arched windows.

5. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
$315 nightly
The price is $334
Oct 4 - Oct 5
Total with taxes and fees
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

6. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
$490 nightly
The price is $504
Oct 30 - Oct 31
Total with taxes and fees
The Carlinville Cottage
A rustic log cabin with a porch and a chimney.

7. 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, (17 reviews)
"The place was really neat and the host was incredibly friendly"
United States
Dylan
$149 nightly
The price is $158
Oct 4 - Oct 5
Total with taxes and fees
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
A garden with a bench, various plants, and a house in the background.

8. Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (110 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
$172 nightly
The price is $182
Oct 3 - Oct 4
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment
A small, single-story building with a gravel driveway, a front door, and a bench outside.

9. Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
$178 nightly
The price is $188
Oct 4 - Oct 5
Total with taxes and fees
Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
A laundry room with a front-loading washer and dryer, a bedroom with a bed and a nightstand, and a hallway leading to another room.

10. 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, (29 reviews)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
$225 nightly
The price is $238
Oct 7 - Oct 8
Total with taxes and fees
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

11. 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, (27 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
$119 nightly
The price is $126
Oct 4 - Oct 5
Total with taxes and fees
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
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

Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

10/10 Excellent
"Clean room and property. Helpful staff."
Sandra 2-night trip
Posted 2 hours ago
Super 8 by Wyndham Jerseyville

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 $126 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?

Cozy little house in town with country view on backdeck.: This vacation home rental outside of Greenfield offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books.

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. American Legion Fairgrounds and Jersey County Historical Society 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.