Macoupin County Vacation Rentals

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Top cities in Macoupin County

A large, historic building with a prominent tower and columns, surrounded by a parking lot and a street.
Vacation Rentals

Carlinville

Carlinville

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Macoupin County vacation 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, (114 reviews)
"The house is very well maintained and cared for, the story and its relation to preserving R66 history is wonderful. The hosts were flexible with check-in timing, there is plenty of space for parking and the front porch swing adds a great vibe. Overall, a reasonably priced and comfortable stay! Would definitely recommend."
United States
Cory
The price is CA $114
CA $245 total
includes taxes & fees
Nov 19 - Nov 20
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, (22 reviews)
"Cute loft. Like staying at grandma's. In a little rural community. It's a nice option to hotels and for me it was a central location to family I wanted to visit."
United States
Kennetta M.
The price is CA $116
CA $166 total
includes taxes & fees
Nov 16 - Nov 17
Cozy studio located in small town America, Bunker Hill, IL.
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, (20 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is CA $328
CA $460 total
includes taxes & fees
Nov 16 - Nov 17
Light Filled Loft on Town Square.
A room with a wooden wall, a sofa, a round table, a chair, a window with curtains, and a door.

4. 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, (3 reviews)
"The cabin was amazing! It was clean, cozy, and had everything I needed. The host was accommodating in every way! We will definitely be back. We truly enjoyed our stay. Such a peaceful place!"
United States
Jennifer W.
The price is CA $225
CA $256 total
includes taxes & fees
Nov 16 - Nov 17
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.

5. 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 CA $314
CA $684 total
includes taxes & fees
Nov 16 - Nov 17
The Carlinville Cottage
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 CA $549
CA $917 total
includes taxes & fees
Nov 16 - Nov 17
Grand Victorian Carlinville home on Rt. 66.
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".

7. 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)
"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.
The price is CA $158
CA $186 total
includes taxes & fees
Nov 22 - Nov 23
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A coffee and tea station with a coffee maker, mugs, and a tea kettle.

8. 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 CA $109
CA $134 total
includes taxes & fees
Nov 22 - Nov 23
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

9. 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, (30 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is CA $156
CA $183 total
includes taxes & fees
Nov 16 - Nov 17
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

10. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (30 reviews)
"Very cozy, cute house!"
United States
Star
The price is CA $221
CA $331 total
includes taxes & fees
Nov 16 - Nov 17
Edwards 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 CA $186
CA $277 total
includes taxes & fees
Nov 22 - Nov 23
The Relaxing House - Quiet 2 Bedroom Home
A two-story house with a front porch, a green door, and the number 408 on the right side.

12. 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 CA $237
CA $336 total
includes taxes & fees
Nov 20 - Nov 21
Harrison House; Litchfield, IL; Pets welcome
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, Exceptional, (64 reviews)
"Very cute place!!!"
United States
Debbie S.
The price is CA $121
CA $212 total
includes taxes & fees
Nov 18 - Nov 19
The Farmhouse Loft "Greene County's Guesthouse"
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

14. 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 CA $207
CA $299 total
includes taxes & fees
Nov 16 - Nov 17
Route 66 house; Litchfield IL; Pets welcome
Private kitchen

15. Newly Renovated Unit in Central Spfld! #301

Newly Renovated Unit in Central Spfld! #301
Springfield
The price is CA $140
CA $370 total
includes taxes & fees
Dec 13 - Dec 14
Newly Renovated Unit in Central Spfld! #301
A room with a bed, a TV, a desk, and a chair.

16. 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 CA $98
CA $182 total
includes taxes & fees
Nov 17 - Nov 18
2-bedroom house in Springfield
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.

17. 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 CA $161
CA $309 total
includes taxes & fees
Nov 22 - Nov 23
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
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.

18. 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 CA $307
CA $446 total
includes taxes & fees
Nov 19 - Nov 20
State Street House; 3-br house; PETS WELCOME; Litchfield
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.

19. 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, (23 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 CA $220
CA $238 total
includes taxes & fees
Nov 16 - Nov 17
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
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 CA $267
CA $475 total
includes taxes & fees
Nov 16 - Nov 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

A building with a covered entrance, stone pillars, and a bench outside.
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG
Litchfield

8/10 Good

My only complaint is the internet as a customer it should connect as soon as I come on the property As with many holiday inn sites you have to continually reconnect, very annoying
Canada
Scott
Reviewed May 8, 2019
Holiday Inn Express & Suites Litchfield West by IHG

Find out more about Macoupin County

Everything you need to know about Macoupin County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Macoupin County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Macoupin County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Macoupin County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Macoupin County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Macoupin County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Macoupin County vacation rentals we have selected for you start as low as CA $97 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Macoupin County rentals

At Expedia, we put the best Macoupin County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Macoupin County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Macoupin County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Macoupin County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.