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

Vacation Rentals in Macoupin County

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Our top choices for Macoupin County vacation rentals

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.

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, 14, (14 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is ￥34,562
￥51,281 total
includes taxes & fees
Sep 15 - Sep 16
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
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, 110, (110 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
The price is ￥12,289
￥26,699 total
includes taxes & fees
Sep 15 - Sep 16
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.

3. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, 21, (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 ￥33,794
￥77,000 total
includes taxes & fees
Sep 16 - Sep 17
The Carlinville Cottage
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, 13, (13 reviews)
"Great place to stay"
United States
Adam M.
The price is ￥49,923
￥88,399 total
includes taxes & fees
Sep 20 - Sep 21
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, 20, (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 ￥11,060
￥19,048 total
includes taxes & fees
Sep 20 - Sep 21
Cozy studio located in small town America, Bunker Hill, IL.
A modern kitchen with dark wood flooring, a white refrigerator, a black countertop, and a wooden dining table with two black bar stools.

6. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, 22, (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 ￥18,587
￥27,839 total
includes taxes & fees
Oct 5 - Oct 6
Route 66 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.

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, 18, (18 reviews)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is ￥28,418
￥42,977 total
includes taxes & fees
Sep 15 - Sep 16
State Street House; 3-br house; PETS WELCOME; Litchfield
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, 21, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is ￥19,493
￥30,753 total
includes taxes & fees
Sep 15 - Sep 16
Harrison House; Litchfield, IL; Pets welcome
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

9. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, 28, (28 reviews)
"Very cozy, cute house!"
United States
Star
The price is ￥18,280
￥28,328 total
includes taxes & fees
Sep 15 - Sep 16
Edwards 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, 1, (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 ￥19,201
￥30,281 total
includes taxes & fees
Sep 15 - Sep 16
The Relaxing House - Quiet 2 Bedroom Home
A house surrounded by a field of yellow flowers.

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, 31, (31 reviews)
"Exactly as described, wonderful experience."
United States
Petraborg P.
The price is ￥14,101
￥18,201 total
includes taxes & fees
Sep 15 - Sep 16
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".

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, 69, (69 reviews)
"Kevin was a great host. Responsive when I had issues with the lock. Great homemade cookies. "
United States
Anonymous traveler
The price is ￥17,005
￥21,278 total
includes taxes & fees
Sep 15 - Sep 16
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.

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

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, 63, (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 ￥13,057
￥25,234 total
includes taxes & fees
Sep 15 - Sep 16
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.

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, 28, (28 reviews)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
The price is ￥16,313
￥33,407 total
includes taxes & fees
Sep 17 - Sep 18
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A bedroom with a bed, bedside tables, a ceiling fan, a window with curtains, and a wall-mounted artwork.

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 ￥53,764
￥97,028 total
includes taxes & fees
Oct 2 - Oct 3
Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,
An outdoor patio area with a round table and chairs, wooden benches, and a pergola providing shade.

16. Historic Alton duplex! Upper unit

Historic Alton duplex! Upper unit
Alton
6.0 out of 10, 2, (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 ￥21,198
￥43,791 total
includes taxes & fees
Sep 19 - Sep 20
Historic Alton duplex! Upper unit
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

17. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.2 out of 10, 5, (5 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is ￥22,734
￥54,699 total
includes taxes & fees
Sep 20 - Sep 21
Peaceful Spaulding Orchard Home
A spacious kitchen with wooden cabinets, a dining area with chairs, and a staircase leading to another level.

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, 19, (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 ￥42,919
￥78,859 total
includes taxes & fees
Sep 21 - Sep 22
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

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, 26, (26 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is ￥15,207
￥19,373 total
includes taxes & fees
Sep 15 - Sep 16
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
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, 149, (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 ￥24,885
￥46,301 total
includes taxes & fees
Sep 16 - Sep 17
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

Crowne Plaza Springfield by IHG

Crowne Plaza Springfield by IHG

8/10 Good
"The room seemed clean. They had painted the bathroom and replaced the floor tiile. For a mop board they played the floor tiles on edge. The unfinished edge made the baseboard look dirty. The Montgomery elevators were slow. One was not working. That combined with the check in desk and restaurants being on the second floor created a bottle neck because people getting on there habitually rode te elevator down before going up. This caused full elevators to reach the people waiting on one. We also had problems with keycards. They didn’t work Staff tested to tell us it was our fault for storing them next to our phones."
Daniel 1-night trip
Posted 3 hours ago
Crowne Plaza Springfield by IHG

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Vacation Apartments in Macoupin County

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