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, (113 reviews)
"You will love this comfort old but homey house. With lots of interesting route 66 memorabilia. Hosts was very responsive and helpful. Country market is well stocked with all you can eat brunch on Saturday and Sunday. Also very good Mexican close by."
United States
Ryan
The price is HK$628
HK$1,422 total
includes taxes & fees
8 Nov - 9 Nov
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, (23 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 HK$1,726
HK$3,957 total
includes taxes & fees
16 Nov - 17 Nov
The Carlinville Cottage
A spacious room with a large bed, a dining table, and a television.

3. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (19 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is HK$1,765
HK$2,619 total
includes taxes & fees
2 Nov - 3 Nov
Light Filled Loft on Town Square.
A patio area with wicker furniture, a striped umbrella, and potted plants.

4. 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 HK$565
HK$973 total
includes taxes & fees
2 Nov - 3 Nov
Cozy studio located in small town America, Bunker Hill, IL.
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

5. 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 HK$3,020
HK$5,281 total
includes taxes & fees
3 Nov - 4 Nov
Grand Victorian Carlinville home on Rt. 66.
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
10.0 out of 10, Exceptional, (1 review)
"We stayed only two nights, but we really liked the place! . It is extremely clean, nicely decorated, and quite cozy. We definitely plan to come back!"
United States
Toni G.
The price is HK$1,236
HK$1,476 total
includes taxes & fees
31 Oct - 1 Nov
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 HK$934
HK$1,546 total
includes taxes & fees
4 Nov - 5 Nov
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
9.8 out of 10, Exceptional, (22 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is HK$1,302
HK$2,012 total
includes taxes & fees
13 Nov - 14 Nov
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, (21 reviews)
"Great place in a quiet charming town."
United States
William
The price is HK$1,687
HK$2,577 total
includes taxes & fees
2 Nov - 3 Nov
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.

10. 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 HK$1,137
HK$1,812 total
includes taxes & fees
14 Nov - 15 Nov
Route 66 house; Litchfield IL; Pets welcome
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, (3 reviews)
"Lovely house, clean, good location, and very comfortable for our stay"
United States
Trudy K M.
The price is HK$1,020
HK$1,596 total
includes taxes & fees
15 Nov - 16 Nov
The Relaxing House - Quiet 2 Bedroom Home
A coffee and tea station with a coffee maker, mugs, and a tea kettle.

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, (33 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 HK$785
HK$998 total
includes taxes & fees
29 Nov - 30 Nov
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, (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 HK$868
HK$1,087 total
includes taxes & fees
2 Nov - 3 Nov
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
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.

14. 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 HK$883
HK$1,858 total
includes taxes & fees
2 Nov - 3 Nov
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
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 HK$667
HK$1,289 total
includes taxes & fees
18 Nov - 19 Nov
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.

16. 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 HK$855
HK$1,073 total
includes taxes & fees
2 Nov - 3 Nov
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A living room with a fireplace, a television, and a sofa.

17. 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 HK$2,354
HK$4,481 total
includes taxes & fees
2 Nov - 3 Nov
Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,
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.

18. 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, (22 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 HK$1,244
HK$1,418 total
includes taxes & fees
1 Nov - 2 Nov
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

19. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.6 out of 10, Exceptional, (8 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is HK$1,318
HK$2,985 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful Spaulding Orchard Home
A white house with a porch and a large tree in front.

20. 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, (154 reviews)
"Great place to get away and unwind."
United States
Rex P.
The price is HK$1,327
HK$2,461 total
includes taxes & fees
4 Nov - 5 Nov
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
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
"We go to this hotel once a year for an event and have not been disappointed. It’s not the Hilton it’s basic hotel but definitely fits our our needs. The beds were great, staff were amazing too! We’ve stayed here for the last 4 yrs and know we are safe and have convenient access to the highway whatever we may need! Just know the only room amenities will be a bar of soap. They would gladly provide you a hairdryer if asked. We know what we need to bring so it’s not a big deal for us. Would like to thank the staff for always being so friendly and welcoming helpful. We will continue to return next year and the year after."
Michele 2-night trip
Posted 2 days ago
Motel 6 Springfield, IL