Greenfield Vacation Rentals from CA $101: Short-Term Rentals for 2025

Q: 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.

Check Greenfield vacation rental availability

Vacation Rentals in Greenfield

"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."

CA $223 total

includes taxes & fees

Jan 15 - Jan 16

"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!"

"Upfront with the fact there is no WiFi, but still slightly inconvenient."

CA $230 total

includes taxes & fees

Jan 12 - Jan 13

"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. "

CA $196 total

includes taxes & fees

Jan 10 - Jan 11

"Loved the accommodations. It was great. Would definitely try to stay there again."

CA $676 total

includes taxes & fees

Jan 10 - Jan 11

"Awesome"

CA $173 total

includes taxes & fees

Jan 10 - Jan 11

"This place was great! We were close to the town of Jerseyville but also had the peace of the country. The house had everything we needed for a comfortable stay! I would definitely stay here again and recommend to anyone going to the Jerseyville area!"

CA $299 total

includes taxes & fees

Jan 13 - Jan 14

"We will stay there again if we're in the area."

"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! "

CA $165 total

includes taxes & fees

Jan 10 - Jan 11

CA $596 total

includes taxes & fees

Jan 12 - Jan 13

"If you’re looking for a peaceful place to rest and recharge, look no further! We thoroughly enjoyed our short stay at Audrey’s Abode! The cabin had everything we needed. The property is quiet and relaxing. We woke up Sunday morning to a beautiful buck right outside the kitchen window. If I could live there, I totally would to get away from the hustle and bustle of our everyday! The town of Jacksonville has everything you want. We did a college tour with our son while we were here and found it...

CA $225 total

includes taxes & fees

Jan 10 - Jan 11

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Other types of properties in Greenfield you may be interested in

"Our go to hotel. Great breakfast and friendly staff"

CA $131 total

includes taxes & fees

Feb 5 - Feb 6

"It smelled clean n easy parking"

CA $139 total

includes taxes & fees

Jan 16 - Jan 17

"Clean, quiet, comfortable. "

CA $75 total

includes taxes & fees

Jan 31 - Feb 1

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenfield vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenfield vacation rentals we have selected for you start as low as CA $101 per night. Entering your travel dates in the search wizard 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.

Recent reviews of Greenfield properties

5/5 Excellent

Great hotel!

"Our go to hotel. Great breakfast and friendly staff"

A verified traveller stayed at Sleep Inn & Suites

Posted 2 days ago

The Farmhouse Loft "Greene County's Guesthouse"

5/5 Excellent

Perfect Stay

"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."

A verified traveller stayed at The Farmhouse Loft "Greene County's Guesthouse"

Posted 1 month ago

McClusky Trail Guesthouse
Convenient Access to Jerseyville, Grafton & Alton

5/5 Excellent

Cozy county stay

"This place was great! We were close to the town of Jerseyville but also had the peace of the country. The house had everything we needed for a comfortable stay! I would definitely stay here again and recommend to anyone going to the Jerseyville area!"

A verified traveller stayed at McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Posted 2 months ago

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

5/5 Excellent

Excellent

"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. "

A verified traveller stayed at Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

Posted 2 months ago

5/5 Excellent

Best little getaway!

"If you’re looking for a peaceful place to rest and recharge, look no further! We thoroughly enjoyed our short stay at Audrey’s Abode! The cabin had everything we needed. The property is quiet and relaxing. We woke up Sunday morning to a beautiful buck right outside the kitchen window. If I could live there, I totally would to get away from the hustle and bustle of our everyday! The town of Jacksonville has everything you want. We did a college tour with our son while we were here and found it to be a very inviting campus and small town. Our hosts were great with communication and has everything perfectly ready for us! "

A verified traveller from United States stayed at Audrey's Abode

Posted 3 months ago

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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, Carlinville Public Square, and American Legion Fairgrounds. Cheney Mansion 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.

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Greenfield Vacation Rentals

Plan, book, stay with confidence

Check Greenfield vacation rental availability

Vacation Rentals in Greenfield

The Farmhouse Loft "Greene County's Guesthouse"

Luxurious Otter Pointe

Home is on the original 1926-1930 Route 66 alignment

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

The Carlinville Cottage

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

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Victorian Carlinville home on Rt. 66

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

Plainview Vineyard Retreat Sleeps 8

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

3 Bedroom Home Away From Home

Other types of properties in Greenfield you may be interested in

Sleep Inn & Suites

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel

Quality Inn Jacksonville near I-72

Find out more about Greenfield

Recent reviews of Greenfield properties

Sleep Inn & Suites

Quality Inn Jacksonville near I-72

The Farmhouse Loft "Greene County's Guesthouse"

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

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

Home is on the original 1926-1930 Route 66 alignment

Super 8 by Wyndham Jerseyville

Audrey's Abode

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Frequently asked questions