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

Holiday Rentals in Macoupin County

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Our top choices for Macoupin County holiday rentals

A patio area with wicker furniture, a striped umbrella, and potted plants.

1. 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, (20 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 €113
includes taxes & fees
5 Oct - 6 Oct
Cozy studio located in small town America, Bunker Hill, IL.
A garden with a bench, various plants, and a house in the background.

2. 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, (110 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
The price is €162
includes taxes & fees
27 Oct - 28 Oct
Home is on the original 1926-1930 Route 66 alignment
A modern kitchen with white cabinets, stainless steel appliances, a wooden staircase, and a dining area with a wooden table and chairs.

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 €169
includes taxes & fees
11 Oct - 12 Oct
Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
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.

4. 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, (17 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is €299
includes taxes & fees
30 Sept - 1 Oct
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

5. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (21 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 €436
includes taxes & fees
30 Oct - 31 Oct
The Carlinville Cottage
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 €587
includes taxes & fees
30 Sept - 1 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 €168
includes taxes & fees
30 Sept - 1 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 €179
includes taxes & fees
30 Sept - 1 Oct
Harrison House; Litchfield, IL; Pets welcome
A single-story house with a front door, two windows, a small porch, and a paved driveway.

9. 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 €180
includes taxes & fees
11 Oct - 12 Oct
The Relaxing House - Quiet 2 Bedroom Home
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.

10. 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 €256
includes taxes & fees
1 Oct - 2 Oct
State Street House; 3-br house; PETS WELCOME; Litchfield
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

11. 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 €168
includes taxes & fees
5 Oct - 6 Oct
Route 66 house; Litchfield IL; Pets welcome
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 €120
includes taxes & fees
30 Sept - 1 Oct
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
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, (69 reviews)
"Kevin was a great host. Responsive when I had issues with the lock. Great homemade cookies. "
United States
Anonymous traveller
The price is €126
includes taxes & fees
4 Oct - 5 Oct
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A bedroom with a wooden headboard, a large bed with white bedding, a bench, and a dresser with a mirror.

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

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (63 reviews)
"Stayed at the Farmhouse Loft for a local wedding. It met all our expectations. Great location on the town square. Will definitely stay there again "
United States
Gregory D.
The price is €148
includes taxes & fees
27 Oct - 28 Oct
The Farmhouse Loft "Greene County's Guesthouse"
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

15. 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, (27 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is €115
includes taxes & fees
6 Oct - 7 Oct
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
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, (28 reviews)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
The price is €215
includes taxes & fees
7 Oct - 8 Oct
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A white house with a porch and a large tree in front.

17. 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, (151 reviews)
"Great place to get away and unwind."
United States
Rex P.
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
A bedroom with two beds, a desk, and a chair.

18. Rafton Inn Vacation Cottage 19

Rafton Inn Vacation Cottage 19
Grafton
10.0 out of 10, Exceptional, (7 reviews)
"Everything was great!"
United States
Barbara A.
The price is €288
includes taxes & fees
12 Oct - 13 Oct
Rafton Inn Vacation Cottage 19
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

19. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.2 out of 10, Wonderful, (5 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is €331
includes taxes & fees
4 Oct - 5 Oct
Peaceful Spaulding Orchard Home
A marina with boats docked, a waterfront restaurant, and a building with a green roof.

20. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (73 reviews)
"It is a very nice place to stay. Rooms were clean and the place is in a very good location."
United States
Tanmoy D.
The price is €282
includes taxes & fees
30 Sept - 1 Oct
Riverside Home - Modern meets comfort
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

Motel 6 Springfield, IL

Motel 6 Springfield, IL

8/10 Good
"Love their policy on allowing dogs. Great blessing. Hard covered flooring addressed my cleanliness concerns. Staff was great. Microwave in fridge in the room we're great to have. Just a solid basic place to stay, few frills."
Gregg 4-night trip
Posted less than an hour ago
Motel 6 Springfield, IL

Find out more about Macoupin County

Holiday Homes in Macoupin County

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