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

Iron/ironing board, free WiFi, bed sheets

1. 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, (14 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is HK$1,765
HK$2,618 total
includes taxes & fees
14 Sept - 15 Sept
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Property grounds

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 HK$627
HK$1,430 total
includes taxes & fees
14 Sept - 15 Sept
Home is on the original 1926-1930 Route 66 alignment
Coffee/tea maker, fridge, microwave, oven

3. 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 HK$1,725
HK$3,956 total
includes taxes & fees
15 Sept - 16 Sept
The Carlinville Cottage
Exterior

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 HK$2,549
HK$4,513 total
includes taxes & fees
20 Sept - 21 Sept
Grand Victorian Carlinville home on Rt. 66.
Terrace/patio

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, (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 HK$565
HK$972 total
includes taxes & fees
20 Sept - 21 Sept
Cozy studio located in small town America, Bunker Hill, IL.
Interior

6. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (22 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$949
HK$1,421 total
includes taxes & fees
5 Oct - 6 Oct
Route 66 house; Litchfield IL; Pets welcome
Living area

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.4 out of 10, Exceptional, (16 reviews)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is HK$1,451
HK$2,202 total
includes taxes & fees
14 Sept - 15 Sept
State Street House; 3-br house; PETS WELCOME; Litchfield
Exterior

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 HK$995
HK$1,570 total
includes taxes & fees
14 Sept - 15 Sept
Harrison House; Litchfield, IL; Pets welcome
Coffee/tea maker, fridge, microwave, oven

9. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (28 reviews)
"Very cozy, cute house!"
United States
Star
The price is HK$933
HK$1,446 total
includes taxes & fees
14 Sept - 15 Sept
Edwards House; Litchfield, IL; Pets welcome
Exterior

10. The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (1 review)
"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 HK$980
HK$1,546 total
includes taxes & fees
14 Sept - 15 Sept
The Relaxing House - Quiet 2 Bedroom Home
Property grounds

11. 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, (31 reviews)
"Exactly as described, wonderful experience."
United States
Petraborg P.
The price is HK$720
HK$929 total
includes taxes & fees
14 Sept - 15 Sept
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
Exterior

12. 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 HK$868
HK$1,086 total
includes taxes & fees
14 Sept - 15 Sept
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
2 bedrooms, desk, iron/ironing board, travel cot

13. 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 HK$667
HK$1,288 total
includes taxes & fees
14 Sept - 15 Sept
The Farmhouse Loft "Greene County's Guesthouse"
2 bedrooms, iron/ironing board, travel cot, free WiFi

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, (28 reviews)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
The price is HK$833
HK$1,706 total
includes taxes & fees
14 Sept - 15 Sept
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Iron/ironing board, WiFi, bed sheets

15. 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$2,745
HK$4,987 total
includes taxes & fees
2 Oct - 3 Oct
Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,
Outdoor dining

16. Historic Alton duplex! Upper unit

Historic Alton duplex! Upper unit
Alton
6.0 out of 10, (2 reviews)
"The downtown Alton location is cozy, quiet, and comfy. It is just a few blocks from excellent food and shops on the riverfront. The apartment is cozy and we cooked a meal there every day over the week stay. Love the bathroom!"
United States
Budd H.
The price is HK$1,082
HK$2,236 total
includes taxes & fees
19 Sept - 20 Sept
Historic Alton duplex! Upper unit
Microwave, oven, stovetop, dishwasher

17. 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 HK$1,169
HK$2,826 total
includes taxes & fees
20 Sept - 21 Sept
Peaceful Spaulding Orchard Home
Interior

18. Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Springfield
9.4 out of 10, Exceptional, (19 reviews)
"This was a lovely, clean home in a quiet neighborhood. The house has a lot to offer in the way of entertainment. Very close to everything that Springfield has to offer. Would definitely stay here again!"
United States
Caryn F.
The price is HK$2,191
HK$4,026 total
includes taxes & fees
21 Sept - 22 Sept
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Dining

19. 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, (26 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is HK$776
HK$989 total
includes taxes & fees
14 Sept - 15 Sept
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Exterior

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, (149 reviews)
"My wife and I stayed there for a few days for her birthday. It was so peaceful there. The host keeps the place very clean and includes many additional thoughtful items. The trail is a nice touch and worth exploring. It was super hot during our stay and the A/C kept us nice and cool."
United States
Alex
The price is HK$1,270
HK$2,364 total
includes taxes & fees
15 Sept - 16 Sept
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

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville

8/10 Good
"The staff was friendly but the place has outdated carpet in the rooms and is dirty . The breakfast was n the first day was good but then after that they gas were burned and not much to choose from. The exercise room could use some free weights and loos the carpet again. I’m glad I brought a yoga towel for the floor! Overall good for what I needed but the amenities and updated floors would make it great!"
Michelle 6-night trip
Posted 8 hours ago
Sleep Inn & Suites South Jacksonville