A rural road curving through fields with trees on both sides.

Macoupin County Holiday Rentals

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Our top choices for Macoupin County holiday rentals

A garden with a bench, various plants, and a house in the background.

1. 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, (112 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
The price is AU$261
includes taxes & fees
12 Nov - 13 Nov
Home is on the original 1926-1930 Route 66 alignment
A patio area with wicker furniture, a striped umbrella, and potted plants.

2. Cozy studio located in small town America, Bunker Hill, IL.

Cozy studio located in small town America, Bunker Hill, IL.
Bunker Hill
10.0 out of 10, Exceptional, (21 reviews)
"The apartment was very comfortable and cozy. We slept great and it was very nice to have a place to stay in Bunker Hill. "
United States
Erica L.
The price is AU$180
includes taxes & fees
22 Oct - 23 Oct
Cozy studio located in small town America, Bunker Hill, IL.
A room with a wooden wall, a sofa, a round table, a chair, a window with curtains, and a door.

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

Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
The price is AU$273
includes taxes & fees
18 Oct - 19 Oct
Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

4. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (22 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 AU$697
includes taxes & fees
30 Oct - 31 Oct
The Carlinville Cottage
A spacious room with a large island kitchen, a cozy seating area with a sofa and armchairs, and a bed with a view of the city through arched windows.

5. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Carlinville
10.0 out of 10, Exceptional, (18 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is AU$462
includes taxes & fees
20 Oct - 21 Oct
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

6. 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 AU$967
includes taxes & fees
20 Oct - 21 Oct
Grand Victorian Carlinville home on Rt. 66.
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

7. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (29 reviews)
"Very cozy, cute house!"
United States
Star
The price is AU$268
includes taxes & fees
18 Oct - 19 Oct
Edwards House; Litchfield, IL; Pets welcome
A two-story house with a front porch, a green door, and the number 408 on the right side.

8. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is AU$288
includes taxes & fees
16 Oct - 17 Oct
Harrison House; Litchfield, IL; Pets welcome
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

9. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (23 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is AU$271
includes taxes & fees
16 Oct - 17 Oct
Route 66 house; Litchfield IL; Pets welcome
A single-story house with a front door, two windows, a small porch, and a paved driveway.

10. The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (2 reviews)
"This brand new home was perfect for our holiday vacation. Kristin and Terry were wonderful hosts, and there were many lovely personal touches throughout the home. The space was comfortable and we had everything we needed during our stay. Check-in was easy and the entire experience was stress free. We highly recommend this property! "
United States
Janelle P.
The price is AU$287
includes taxes & fees
25 Oct - 26 Oct
The Relaxing House - Quiet 2 Bedroom Home
A two-story building with a balcony on the upper floor, a front door, and a sign that reads "Peace on the Prairie Klein Prairie".

11. 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)
"Kevin was a great host. Responsive when I had issues with the lock. Great homemade cookies. "
United States
Anonymous traveller
The price is AU$202
includes taxes & fees
15 Oct - 16 Oct
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A house surrounded by a field of yellow flowers.

12. 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, (32 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 AU$186
includes taxes & fees
19 Oct - 20 Oct
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
A living room with a black leather couch, a wooden coffee table, and a bookshelf. There is a dining area visible through an archway with a wooden table and chairs.

13. State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, Exceptional, (20 reviews)
"Great place in a quiet charming town."
United States
William
The price is AU$401
includes taxes & fees
18 Oct - 19 Oct
State Street House; 3-br house; PETS WELCOME; Litchfield
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

14. 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 AU$183
includes taxes & fees
22 Oct - 23 Oct
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A bedroom with a wooden headboard, a bed with white bedding, a bench, a dresser, a mirror, and a sign that reads "ARMHOUSE".

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

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (63 reviews)
"Very cute place!!!"
United States
Debbie S.
The price is AU$239
includes taxes & fees
15 Oct - 16 Oct
The Farmhouse Loft "Greene County's Guesthouse"
A laundry room with a front-loading washer and dryer, a bedroom with a bed and a nightstand, and a hallway leading to another room.

16. 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 AU$346
includes taxes & fees
21 Oct - 22 Oct
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A room with a bed, a TV, a desk, and a chair.

17. 2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
4.6 out of 10, (7 reviews)
"The bedrooms were a little smaller than I thought they wood be, but still great overall. Also, when we arrived it was raining and I parked in the driveway near the back door. I triedto go in through the back door, but the code for the front door didn't work for the back door."
United States
David V.
The price is AU$196
includes taxes & fees
27 Oct - 28 Oct
2-bedroom house in Springfield
Private kitchen

18. Newly Renovated Unit in Central Spfld! #301

Newly Renovated Unit in Central Spfld! #301
Springfield
The price is AU$363
includes taxes & fees
15 Oct - 16 Oct
Newly Renovated Unit in Central Spfld! #301
A white house with a porch and a large tree in front.

19. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Grafton
10.0 out of 10, Exceptional, (153 reviews)
"Great place to get away and unwind."
United States
Rex P.
The price is AU$429
includes taxes & fees
15 Oct - 16 Oct
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

20. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.4 out of 10, Exceptional, (6 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is AU$584
includes taxes & fees
26 Oct - 27 Oct
Peaceful Spaulding Orchard 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 Macoupin County Hotel Reviews

Drury Inn & Suites Springfield IL

Drury Inn & Suites Springfield IL

10/10 Excellent
"This property was very clean. The breakfast was fantastic and the staff was extremely friendly."
Kathryn 1-night trip
Posted 4 hours ago
Drury Inn & Suites Springfield IL

Find out more about Macoupin County

Everything you need to know about Macoupin County 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 Macoupin County 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 Macoupin County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Macoupin County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Macoupin County. 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 Macoupin County 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 Macoupin County holiday rentals we have chosen for you start as low as AU$229 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Macoupin County rentals

At Expedia, we put the best Macoupin County 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 Macoupin County 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 Macoupin County 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 Macoupin County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.