Greenfield Holiday 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

Holiday Rentals in Greenfield

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (43)
"The place is really comfortable, and the trails and nature around are perfect for exploring, especially with my dog. It was so easy to relax and just enjoy the quiet. Great spot if you want a break from it all and don’t want to worry about leaving your pet behind. Definitely recommend!"
The price is NZ$221
per night
9 Jun - 10 Jun
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Luxurious Otter Pointe
10.0 out of 10, Exceptional, (16)
"This met all my expectations and more! We had a wedding to attend at the Rustic Venue, and were looking for a space to share with family & friends. A large kitchen was a must have, and this was just perfect. Huge fully stocked kitchen with a massive island, plenty of indoor seating, tons of outdoor space, a garage space with ping pong and other games, huge televisions with Dish in every common space. It checked off all the boxes. The neighbor's cows even came to visit!! We had a great time....
Luxurious Otter Pointe
Home is on the original 1926-1930 Route 66 alignment
10.0 out of 10, Exceptional, (67)
"It was good"
The price is NZ$252
per night
7 Jun - 8 Jun
Home is on the original 1926-1930 Route 66 alignment
Save an average of 15% on thousands of hotels when you're signed in
The Farmhouse Loft "Greene County's Guesthouse"
9.8 out of 10, Exceptional, (45)
"My daughter and I came up to explore our geneology and visit local cemeteries. I wish I had known how steep the stairs were, but we made it. We would chiise a different venue next time."
The price is NZ$250
per night
11 Jun - 12 Jun
The Farmhouse Loft "Greene County's Guesthouse"
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
10.0 out of 10, Exceptional, (19)
"Great spot for our weekend away!"
The price is NZ$186
per night
9 Jun - 10 Jun
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
The Carlinville Cottage
10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated home with everything you could possibly need. Date of the art appliances and furnishings, beautifully decorated and so comfortable. We were visiting parents and family and everyone thoroughly enjoyed being together in such a great house! We will be back"
The Carlinville Cottage
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
10.0 out of 10, Exceptional, (1)
"We just stayed overnight, everything was clean, great communication with Becky. My wife forgot her pillow and Becky was very willing to pack it up and mail it to us."
The price is NZ$336
per night
10 Jun - 11 Jun
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Victorian Carlinville home on Rt. 66
10.0 out of 10, Exceptional, (7)
"Awesome place for a group of friends to relax and unwind for a few days after a particularly difficult holiday season!"
Victorian Carlinville home on Rt. 66
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
The price is NZ$185
per night
7 Jun - 8 Jun
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
3 Bedroom Home Away From Home
3 Bedroom Home Away From Home
Historic Home near Blackburn and Square - two king beds, washer/dryer, spacious
Historic Home near Blackburn and Square - two king beds, washer/dryer, spacious
3 bedroom 2 bath sleeps 7 comfortably with the option of 9.
3 bedroom 2 bath sleeps 7 comfortably with the option of 9.
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
The price is NZ$253
per night
11 Jun - 12 Jun
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Don't see what you're looking for?
See all available properties in Greenfield
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.

Other types of properties in Greenfield you may be interested in

Quality Inn Jacksonville near I-72
2.5 star property
8.0 out of 10, Very good, (298)
"Good experience. Easy to find. Comfortable. Good breakfast selections. Fast food restaurant across parking lot"
The price is NZ$117
per night
23 Jun - 24 Jun
Quality Inn Jacksonville near I-72
Sleep Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (384)
"Ok for the price. More then expected"
The price is NZ$159
per night
16 Jun - 17 Jun
Sleep Inn & Suites
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
2.5 star property
7.8 out of 10, Good, (340)
"We had a major issue with my mother's room and the manager took action and took care of it. We appreciate it!"
The price is NZ$161
per night
23 Jun - 24 Jun
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Greenfield holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Greenfield. 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 Greenfield. 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 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 holiday 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 Greenfield short-term rentals, that won’t be hard to do.

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?

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.: This holiday home rental outside of Greenfield is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with 1 hot tub and a selection of books.

What’s there to see and do in Greenfield?

While exploring the area, visit the sights like Cheney Mansion, Jerseyville Historic District and Beaver Dam State Park. Jersey County Historical Society and Carlinville Public Square 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.

Recent reviews of Greenfield properties
Expedia verified reviews