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

Macoupin County Vacation Rentals

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Our top choices for Macoupin County vacation 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)
"Great,quiet,lovely"
United States
Patti H.
The price is CA $113
CA $255 total
includes taxes & fees
Oct 18 - Oct 19
Home is on the original 1926-1930 Route 66 alignment
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

2. 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 CA $311
CA $713 total
includes taxes & fees
Oct 30 - Oct 31
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.

3. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (18 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is CA $318
CA $472 total
includes taxes & fees
Oct 18 - Oct 19
Light Filled Loft on Town Square.
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

4. 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 CA $544
CA $954 total
includes taxes & fees
Nov 3 - Nov 4
Grand Victorian Carlinville home on Rt. 66.
A patio area with wicker furniture, a striped umbrella, and potted plants.

5. 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 CA $102
CA $175 total
includes taxes & fees
Oct 18 - Oct 19
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.

6. 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 CA $223
CA $266 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
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 CA $168
CA $279 total
includes taxes & fees
Oct 23 - Oct 24
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 CA $235
CA $367 total
includes taxes & fees
Oct 19 - Oct 20
Harrison House; Litchfield, IL; Pets welcome
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.

9. 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 CA $304
CA $465 total
includes taxes & fees
Oct 22 - Oct 23
State Street House; 3-br house; PETS WELCOME; Litchfield
A house surrounded by a field of yellow flowers.

10. 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 CA $142
CA $180 total
includes taxes & fees
Oct 19 - Oct 20
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
A single-story house with a front door, two windows, a small porch, and a paved driveway.

11. 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 CA $177
CA $283 total
includes taxes & fees
Oct 27 - Oct 28
The Relaxing House - Quiet 2 Bedroom Home
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

12. 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 CA $205
CA $322 total
includes taxes & fees
Nov 14 - Nov 15
Route 66 house; Litchfield IL; Pets welcome
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".

13. 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 CA $157
CA $196 total
includes taxes & fees
Oct 21 - Oct 22
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
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 CA $140
CA $178 total
includes taxes & fees
Oct 18 - Oct 19
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A bedroom with a wooden headboard, a large bed with white bedding, a bench, and a dresser with a mirror.

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 CA $120
CA $232 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $159
CA $333 total
includes taxes & fees
Oct 18 - Oct 19
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

17. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.6 out of 10, Exceptional, (7 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is CA $250
CA $561 total
includes taxes & fees
Oct 25 - Oct 26
Peaceful Spaulding Orchard Home
A rustic log cabin with a porch and a chimney.

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

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Jacksonville
10.0 out of 10, Exceptional, (17 reviews)
"The place was really neat and the host was incredibly friendly"
United States
Dylan
The price is CA $182
CA $223 total
includes taxes & fees
Oct 18 - Oct 19
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
A two-story Victorian-style house with a wrap-around porch, a prominent tower with a conical roof, and a well-maintained front yard with flowering plants.

19. Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Springfield
10.0 out of 10, Exceptional, (20 reviews)
"It was a very nicely located and clean property large enough for a family to stay in as they visit the sites in Springfield."
United States
Joseph
The price is CA $233
CA $266 total
includes taxes & fees
Oct 21 - Oct 22
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a painting on the wall.

20. Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,

Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,
Chatham
The price is CA $424
CA $814 total
includes taxes & fees
Oct 19 - Oct 20
Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,
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

Sleep Inn Springfield West

Sleep Inn Springfield West

8/10 Good
"Breakfast was OK not great"
David 1-night trip
Posted 12 hours ago
Sleep Inn Springfield West

Find out more about Macoupin County

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

Macoupin County vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Macoupin County 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 Macoupin County vacation rentals we have selected for you start as low as CA $223 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 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 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 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 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.