Greenfield Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Greenfield

Luxurious Otter Pointe

10.0 out of 10, Exceptional, (22)
"We loved the open indoor kitchen and living room space for gathering. The kids and adults enjoyed the various games in the gameroom and loft. It was also lovely to sit on the back porch in the morning and evening. Jason’s place is well-stocked and beautiful!"
Luxurious Otter Pointe

The Carlinville Cottage

10.0 out of 10, Exceptional, (6)
"Loved the accommodations. It was great. Would definitely try to stay there again."
The price is CA $314
CA $711 total
includes taxes & fees
Feb 23 - Feb 24
The Carlinville Cottage

The Farmhouse Loft "Greene County's Guesthouse"

9.8 out of 10, Exceptional, (53)
"We had an overnight stay during a very long roadtrip, the loft was perfect and we were able to have a very relaxing night after eating some of the best pizza I have ever had, highly recommend the place just a few hundred feet away. Communication with owners was perfect."
The price is CA $121
CA $221 total
includes taxes & fees
Feb 23 - Feb 24
The Farmhouse Loft "Greene County's Guesthouse"

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

10.0 out of 10, Exceptional, (11)
"The property was very clean and comfortable. They Bbq restaurant around the corner was so good. Get the peanut butter pie. The house had a ton of extras to ensure you would have everything you could possibly need. "
The price is CA $169
CA $290 total
includes taxes & fees
Feb 13 - Feb 14
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Home is on the original 1926-1930 Route 66 alignment

9.8 out of 10, Exceptional, (80)
"Very pleasant well kept property, near the Whirl-a-whip!"
The price is CA $94
CA $223 total
includes taxes & fees
Feb 13 - Feb 14
Home is on the original 1926-1930 Route 66 alignment

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

10.0 out of 10, Exceptional, (3)
"Absolutely loved our stay! Comfortable and cozy! Felt like we were staying in the Ingalls little house, but with modern conveniences. It really was a hidden gem! Can’t recommend enough! My only feedback is that the master bed wasn’t super comfy. Great stay and great host"
The price is CA $184
CA $224 total
includes taxes & fees
Feb 14 - Feb 15
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

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

10.0 out of 10, Exceptional, (2)
"Perfect spot for my spouse and I for an overnight stay. Clean and comfortable and just on the outskirts of town. We appreciated and loved the surprise coffee cake! "
The price is CA $127
CA $164 total
includes taxes & fees
Feb 13 - Feb 14
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

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

9.8 out of 10, Exceptional, (48)
"Cozy quiet location as described. The trails seem to be substantial, more than I had time for in a single evening. Very well-maintained accommodations. "
The price is CA $157
CA $195 total
includes taxes & fees
Feb 16 - Feb 17
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

10.0 out of 10, Exceptional, (21)
"It was so peaceful and quiet. It was nice have hhe friendly cat i believe name is Nibs welcome us and even help us unpack. Wish we could have enjoyed it more as we were not there much as to only sleep. The only thing i would say is it was real hot sleeping that night and wasnt sure how to keep the fans on without the.light being left on in living room. Otherwise very nice thank you and God bless."
The price is CA $136
CA $172 total
includes taxes & fees
Feb 13 - Feb 14
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

Plainview Vineyard Retreat Sleeps 8

2.0 star property
The price is CA $154
CA $622 total
includes taxes & fees
Mar 2 - Mar 3
Plainview Vineyard Retreat Sleeps 8

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (8)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66

3 Bedroom Home Away From Home

3 Bedroom Home Away From Home
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.
Don't see what you're looking for?
See all available properties in Greenfield
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Greenfield you may be interested in

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (473)
"Nice, clean place. No funny odors or mold. Seems fairly new. Reasonably priced. I’d stay again."
The price is CA $121
CA $135 total
includes taxes & fees
Feb 24 - Feb 25
Sleep Inn & Suites

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (355)
"Nice & clean, excellent amenities in the room. Very comfortable."
The price is CA $90
CA $100 total
includes taxes & fees
Mar 9 - Mar 10
Quality Inn Jacksonville near I-72

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (376)
"It smelled clean n easy parking"
The price is CA $99
CA $109 total
includes taxes & fees
Feb 16 - Feb 17
Holiday Inn Express Hotel & Suites Jacksonville by IHG
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.

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, Cheney Mansion, and American Legion Fairgrounds. Jerseyville Historic District 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.