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Greenfield Vacation Rentals

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Our top choices for Greenfield vacation rentals

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

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (64 reviews)
"Very cute place!!!"
United States
Debbie S.
The price is CA $119
CA $218 total
includes taxes & fees
Dec 1 - Dec 2
The Farmhouse Loft "Greene County's Guesthouse"

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, (33 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
The price is CA $127
CA $153 total
includes taxes & fees
Dec 7 - Dec 8
Peace on the Prairie — Quiet Nature Retreat on 23 Acres

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, (70 reviews)
"We had such a great experience staying here. The property was beautiful and the hosts were very welcoming and friendly. The property was very pet friendly as well. We will definitely go back for the peace and quiet!"
United States
Mandy S.
The price is CA $172
CA $200 total
includes taxes & fees
Dec 6 - Dec 7
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

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

Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
10.0 out of 10, Exceptional, (2 reviews)
"We were able to return to stay a few more days, and the cabin work perfectly for us. The kitchen has everything you need and all of the cookware was cleaned in great condition. The fridge, oven and dishwasher looked like they were brand new and everything worked exactly as expected. The bathroom has a tub which has a large "rain" type of shower head and there is plenty of hot water. The proximity to Beaver Dam is probably one of my favorite things about the house because my family loves to...
United States
Toni G.
The price is CA $221
CA $255 total
includes taxes & fees
Nov 15 - Nov 16
Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

5. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
The price is CA $308
CA $640 total
includes taxes & fees
Nov 16 - Nov 17
The Carlinville Cottage

6. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (20 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is CA $314
CA $443 total
includes taxes & fees
Dec 7 - Dec 8
Light Filled Loft on Town Square.

7. 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, (28 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is CA $153
CA $180 total
includes taxes & fees
Nov 8 - Nov 9
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

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, (114 reviews)
"The house is very well maintained and cared for, the story and its relation to preserving R66 history is wonderful. The hosts were flexible with check-in timing, there is plenty of space for parking and the front porch swing adds a great vibe. Overall, a reasonably priced and comfortable stay! Would definitely recommend."
United States
Cory
The price is CA $112
CA $241 total
includes taxes & fees
Nov 8 - Nov 9
Home is on the original 1926-1930 Route 66 alignment

9. 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.
The price is CA $538
CA $898 total
includes taxes & fees
Dec 6 - Dec 7
Grand Victorian Carlinville home on Rt. 66.

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)
"So nice we already booked for next year!"
United States
Libby W.
The price is CA $157
CA $318 total
includes taxes & fees
Nov 15 - Nov 16
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

11. 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, (19 reviews)
"The place was really neat and the host was incredibly friendly"
United States
Dylan
The price is CA $180
CA $209 total
includes taxes & fees
Dec 7 - Dec 8
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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.