Greenfield Holiday Rentals

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Holiday Rentals in Greenfield

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

10.0 out of 10, Exceptional, (24)
"We had a great stay. The environment is just cuddling. "
The price is AU$154
includes taxes & fees
6 Oct - 7 Oct
Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (90)
"Great Stay with family a couple of blocks away"
The price is AU$266
includes taxes & fees
30 Sept - 1 Oct
Home is on the original 1926-1930 Route 66 alignment

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

9.8 out of 10, Exceptional, (55)
"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!"
The price is AU$161
includes taxes & fees
7 Oct - 8 Oct
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

Plainview Vineyard Retreat by StayLage

2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
The price is AU$681
includes taxes & fees
30 Sept - 1 Oct
Plainview Vineyard Retreat by StayLage

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

10.0 out of 10, Exceptional, (19)
"Nicely appointed space, comfy beds, convenient location."
The price is AU$329
includes taxes & fees
5 Oct - 6 Oct
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

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

10.0 out of 10, Exceptional, (14)
"Very nice and cozy cabin in the middle of a cornfield. This place is close to town but completely isolated. We sat on the front porch and enjoyed our morning coffee in almost complete silence. Not sure if this is the place for everyone, but it was perfect for us."
The price is AU$196
includes taxes & fees
5 Oct - 6 Oct
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

The Carlinville Cottage

10.0 out of 10, Exceptional, (13)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is AU$780
includes taxes & fees
30 Sept - 1 Oct
The Carlinville Cottage

Luxurious Otter Pointe

10.0 out of 10, Exceptional, (25)
"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

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

10.0 out of 10, Exceptional, (8)
"The cabin is perfect for creating a relaxing atmosphere. We always like our stay there."
The price is AU$244
includes taxes & fees
30 Sept - 1 Oct
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Victorian Carlinville home on Rt. 66

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

The Farmhouse Loft "Greene County's Guesthouse"

9.8 out of 10, Exceptional, (59)
"Very cute place!!!"
The price is AU$254
includes taxes & fees
19 Oct - 20 Oct
The Farmhouse Loft "Greene County's Guesthouse"

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.
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Top Greenfield Hotel Reviews

Find out more about Greenfield

Find out more about Greenfield

Everything you need to know about Greenfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenfield holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greenfield holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenfield holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenfield holiday rentals we have selected for you start as low as AU$154 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenfield rentals

At Expedia, we put the best Greenfield holiday 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 holiday.

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 holiday rentals in Greenfield?

Yes, there are holiday rentals close to the most popular sights in Greenfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Greenfield has to offer?

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton: This holiday home rental outside of Greenfield is located in a rural location, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Jerseyville Historic District are a couple of places you'll find in the wider area.

What’s a holiday rental in Greenfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenfield. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.