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 two-story house with a covered porch and a well-maintained lawn.

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 ￥12,605
￥26,050 total
includes taxes & fees
Nov 8 - Nov 9
Home is on the original 1926-1930 Route 66 alignment
A patio area with wicker furniture, a striped umbrella, and potted plants.

2. 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 ￥11,344
￥18,201 total
includes taxes & fees
Nov 8 - Nov 9
Cozy studio located in small town America, Bunker Hill, IL.
A room with a wooden wall, a sofa, a round table, a chair, a window with curtains, and a door.

3. Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

Beaver Inn - 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 ￥24,816
￥28,638 total
includes taxes & fees
Nov 2 - Nov 3
Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

4. 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 ￥34,663
￥75,473 total
includes taxes & fees
Nov 16 - Nov 17
The Carlinville Cottage
A spacious room with a large bed, a dining table, and a television.

5. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (20 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is ￥35,451
￥49,929 total
includes taxes & fees
Nov 2 - Nov 3
Light Filled Loft on Town Square.
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 ￥60,661
￥101,064 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥18,750
￥29,724 total
includes taxes & fees
Nov 4 - Nov 5
Edwards House; Litchfield, IL; Pets welcome
A single-story house with a front door, two windows, a small porch, and a paved driveway.

8. 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 ￥20,483
￥30,559 total
includes taxes & fees
Nov 8 - Nov 9
The Relaxing House - Quiet 2 Bedroom Home
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".

9. 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 traveler
The price is ￥17,442
￥20,489 total
includes taxes & fees
Nov 2 - Nov 3
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A two-story house with a front porch, a green door, and the number 408 on the right side.

10. 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 ￥26,155
￥38,574 total
includes taxes & fees
Nov 6 - Nov 7
Harrison House; Litchfield, IL; Pets welcome
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 ￥22,846
￥34,398 total
includes taxes & fees
Nov 14 - Nov 15
Route 66 house; Litchfield IL; Pets welcome
A compact kitchen with a stove, microwave, and dishwasher.

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 ￥14,653
￥17,533 total
includes taxes & fees
Dec 1 - Dec 2
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
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.

13. 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 ￥33,875
￥49,261 total
includes taxes & fees
Nov 5 - Nov 6
State Street House; 3-br house; PETS WELCOME; Litchfield
Exterior detail

14. 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 ￥17,174
￥20,205 total
includes taxes & fees
Nov 2 - Nov 3
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
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 ￥13,393
￥23,378 total
includes taxes & fees
Nov 18 - Nov 19
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.

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, (29 reviews)
"So nice we already booked for next year!"
United States
Libby W.
The price is ￥17,726
￥35,652 total
includes taxes & fees
Nov 2 - Nov 3
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A room with a bed, a TV, a desk, and a chair.

17. 2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
4.6 out of 10, (8 reviews)
"The bedrooms were a little smaller than I thought they wood be, but still great overall. Also, when we arrived it was raining and I parked in the driveway near the back door. I triedto go in through the back door, but the code for the front door didn't work for the back door."
United States
David V.
The price is ￥10,635
￥18,619 total
includes taxes & fees
Nov 2 - Nov 3
2-bedroom house in Springfield
A living room with a gray sofa, round coffee table, and two armchairs. There is a round mirror on the wall and a window with blinds.

18. Newly Renovated Unit in Central Spfld! #203

Newly Renovated Unit in Central Spfld! #203
Springfield
The price is ￥10,241
￥33,082 total
includes taxes & fees
Nov 2 - Nov 3
Newly Renovated Unit in Central Spfld! #203
A white house with a porch and a large tree in front.

19. 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 ￥26,659
￥46,994 total
includes taxes & fees
Nov 4 - Nov 5
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

20. 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 ￥24,107
￥52,433 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful Spaulding Orchard Home
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

10/10 Excellent
"always stay here when in town. top notch place staff very friendly rooms clean. bar area excellent a++++++"
Eric 1-night trip
Posted less than an hour ago
Crowne Plaza Springfield by IHG

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Vacation Apartments in Macoupin County

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