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

Exterior

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$2,203
HK$4,097 total
includes taxes & fees
3 Aug - 4 Aug
Grand Victorian Carlinville home on Rt. 66.
Iron/ironing board, free WiFi, bed sheets

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, (13 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is HK$1,764
HK$2,618 total
includes taxes & fees
2 Aug - 3 Aug
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Coffee/tea maker, fridge, microwave, oven

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!"
United States
Janell M.
The price is HK$1,725
HK$3,955 total
includes taxes & fees
19 Aug - 20 Aug
The Carlinville Cottage
Property grounds

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, (107 reviews)
"Thank you again for a super easy and wonderful stay!"
United States
Courtney S.
The price is HK$627
HK$1,429 total
includes taxes & fees
4 Aug - 5 Aug
Home is on the original 1926-1930 Route 66 alignment
Terrace/patio

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, (17 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
9 Aug - 10 Aug
Cozy studio located in small town America, Bunker Hill, IL.
Exterior

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$910
HK$1,463 total
includes taxes & fees
4 Aug - 5 Aug
Harrison House; Litchfield, IL; Pets welcome
Exterior

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, (143 reviews)
"Beautiful & relaxing setting"
United States
Randy/Bev H.
The price is HK$1,242
HK$2,357 total
includes taxes & fees
30 Jul - 31 Jul
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Coffee/tea maker, fridge, microwave, oven

RAFTON INN VACATION RENTAL

RAFTON INN VACATION RENTAL
Grafton
9.4 out of 10, Exceptional, (13 reviews)
"Best place we have stayed in Grafton so far! Easy walk location to everything! We were very pleased with this VRBO!"
United States
Renee M.
The price is HK$4,705
HK$8,293 total
includes taxes & fees
5 Aug - 6 Aug
RAFTON INN VACATION RENTAL
Coffee/tea maker, fridge, microwave, oven

Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (25 reviews)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
The price is HK$933
HK$1,446 total
includes taxes & fees
31 Jul - 1 Aug
Edwards House; Litchfield, IL; Pets welcome
Exterior

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)
"We had such a great experience staying here. The property was beautiful and the hosts were very welcoming and friendly. The property was very pet friendly as well. We will definitely go back for the peace and quiet!"
United States
Mandy S.
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Exterior

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
10 Aug - 11 Aug
The Relaxing House - Quiet 2 Bedroom Home
2 bedrooms, desk, iron/ironing board, travel cot

The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (61 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$666
HK$1,288 total
includes taxes & fees
3 Aug - 4 Aug
The Farmhouse Loft "Greene County's Guesthouse"
Interior

Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!
Springfield
9.2 out of 10, Wonderful, (9 reviews)
"Hosted our second bachelor here and it’s still one of the coolest places we’ve ever stayed! George is an awesome host!"
United States
Tyler B.
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!
Front of property

Lakefront Family Home 13 Mi From Gateway Arch!

Lakefront Family Home 13 Mi From Gateway Arch!
3.0 star property
Granite City
2.0 out of 10, (1 review)
The price is HK$2,525
HK$3,601 total
includes taxes & fees
30 Jul - 31 Jul
Lakefront Family Home 13 Mi From Gateway Arch!
Exterior

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, (15 reviews)
"Was an excellent place to stay for the weekend."
United States
Amanda
The price is HK$1,011
HK$1,238 total
includes taxes & fees
2 Aug - 3 Aug
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Interior

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 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$855
HK$1,363 total
includes taxes & fees
28 Aug - 29 Aug
Route 66 house; Litchfield IL; Pets welcome
Interior

Rafton 2 Home

Rafton 2 Home
Grafton
9.6 out of 10, Exceptional, (5 reviews)
"Owner was so easy to work with and the location was perfect. Great house for our girls trip!"
United States
Michelle S.
The price is HK$3,136
HK$5,626 total
includes taxes & fees
28 Aug - 29 Aug
Rafton 2 Home
TV, fireplace, video games

Entire property in the heart of Grafton on Main

Entire property in the heart of Grafton on Main
Grafton
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great. We had a wonderful time. Great firepit area. Close to everything in town. "
United States
Timothy S.
The price is HK$6,578
HK$11,000 total
includes taxes & fees
9 Aug - 10 Aug
Entire property in the heart of Grafton on Main
Fireplace

1870's Estate Style Home with private courtyard.

1870's Estate Style Home with private courtyard.
grafton
10.0 out of 10, Exceptional, (8 reviews)
"Very close in walking distance to all the downtown attractions. "
United States
Stacey G.
The price is HK$3,755
HK$5,788 total
includes taxes & fees
6 Aug - 7 Aug
1870's Estate Style Home with private courtyard.
2 bedrooms, iron/ironing board, travel cot, free WiFi

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, (27 reviews)
"In this unique space we found everything we needed if we forgot to bring something, it was supplied with anything you needed. We have booked our next stay before we left."
United States
donald e
The price is HK$833
HK$1,705 total
includes taxes & fees
5 Aug - 6 Aug
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
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

10/10 Excellent
"Great basic hotel. Clean, friendly staff, looks nice. Great value."
Paul 1-night trip
Posted less than an hour ago
Sleep Inn Springfield West