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Vacation Rentals in Macoupin County

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Top Cities in Macoupin County

Top Vacation Rentals in Macoupin County

Vacation Home in Girard

10.0 out of 10, Exceptional, (96)
"The historic house was perfect for our vacation. "
United States
Kelly F.
$162 nightly
The price is $172
Dec 7 - Dec 8
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment

Apartment in Bunker Hill

10.0 out of 10, Exceptional, (14)
"Great location, felt like it was home "
United States
Dawn L.
$117 nightly
The price is $124
Dec 7 - Dec 8
Total with taxes and fees
Cozy studio located in small town America, Bunker Hill, IL.

Vacation Home in Carlinville

10.0 out of 10, Exceptional, (17)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
United States
Casey C.
$490 nightly
The price is $504
Dec 8 - Dec 9
Total with taxes and fees
The Carlinville Cottage

Apartment in Carlinville

2.0 star property
$230 nightly
The price is $244
Dec 7 - Dec 8
Total with taxes and fees
Light Filled Loft on Town Square

Apartment in Murrayville

10.0 out of 10, Exceptional, (25)
"We had a great stay. The environment is just cuddling. "
United States
Anonymous traveler
$79 nightly
The price is $83
Dec 8 - Dec 9
Total with taxes and fees
Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Cabin in Jacksonville

10.0 out of 10, Exceptional, (15)
"This was the cutest and most relaxing a place I have ever stayed. We've so enjoyed our stay."
United States
Linda B.
$119 nightly
The price is $126
Dec 8 - Dec 9
Total with taxes and fees
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Cottage in Granite City

3.0 star property
$193 nightly
The price is $211
Dec 8 - Dec 9
Total with taxes and fees
12 Mi to St Louis: Pet-friendly Metro East Home

Vacation Home in Murrayville

9.8 out of 10, Exceptional, (58)
"Exactly what we needed. Peaceful, secluded, and relaxing! The trails are an added bonus. The respect for nature, pets, and people spoke to us, which are evident in the aesthetic of the property. We come to Jacksonville often and will definitely be back!"
United States
Laura
$61 nightly
The price is $64
Dec 8 - Dec 9
Total with taxes and fees
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

Vacation Home in Springfield

2.0 star property
$115 nightly
The price is $122
Dec 7 - Dec 8
Total with taxes and fees
2-bedroom house in Springfield

Vacation Home in Litchfield

9.8 out of 10, Exceptional, (18)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
$159 nightly
The price is $169
Dec 14 - Dec 15
Total with taxes and fees
Route 66 house; Litchfield IL; Pets welcome

Apartment in Carrollton

9.8 out of 10, Exceptional, (61)
"Very cute place!!!"
United States
Debbie S.
$155 nightly
The price is $164
Dec 7 - Dec 8
Total with taxes and fees
The Farmhouse Loft "Greene County's Guesthouse"

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (21)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
$159 nightly
The price is $169
Dec 12 - Dec 13
Total with taxes and fees
Edwards House; Litchfield, IL; Pets welcome

Vacation Home in Grafton

10.0 out of 10, Exceptional, (130)
"I loved this stay it's something so different every detail was covered and really enjoyed the trails and all the thought behind them. "
United States
Misty S.
$227 nightly
The price is $241
Dec 17 - Dec 18
Total with taxes and fees
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (15)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
$175 nightly
The price is $185
Jan 3 - Jan 4, 2026
Total with taxes and fees
Harrison House; Litchfield, IL; Pets welcome

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (17)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
United States
Anonymous traveler
$170 nightly
The price is $180
Dec 7 - Dec 8
Total with taxes and fees
Jackson House; Pets Welcome

Vacation Home in Jerseyville

10.0 out of 10, Exceptional, (21)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
$204 nightly
The price is $216
Dec 7 - Dec 8
Total with taxes and fees
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (13)
"Great location. Wonderful owner"
United States
David E.
$209 nightly
The price is $222
Jan 1 - Jan 2, 2026
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield

Cottage in Granite City

3.0 star property
$315 nightly
The price is $347
Dec 8 - Dec 9
Total with taxes and fees
Lakefront Family Home 13 Mi From Gateway Arch!

Apartment in Springfield

2.0 star property
10.0 out of 10, Exceptional, (8)
"Will stay here again when visiting Springfield "
United States
David U.
$197 nightly
The price is $198
Dec 7 - Dec 8
Total with taxes and fees
Historic Luxury Stay | Downtown Springfield | Step-Free Access

Cottage in Grafton

8.4 out of 10, Very Good, (5)
"It was very relaxing"
United States
Dyana S.
$288 nightly
The price is $310
Dec 7 - Dec 8
Total with taxes and fees
Private deck with hot tub and fire pit.
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

Find out more about Macoupin County

Discover your perfect Macoupin County vacation rental with Expedia

How many vacation rentals are available in Macoupin County?


Expedia has plenty of vacation rentals to choose from in and around  Macoupin County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Macoupin County?


The selection of Macoupin County vacation rentals we have selected for you start as low as $83 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Macoupin County?


Vacation rentals in Macoupin County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Macoupin County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Macoupin County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Macoupin County?


Find vacation rentals in Macoupin County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Macoupin County.  


What amenities are available in a vacation rental in Macoupin County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Macoupin County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Macoupin County?   


Everytime is a great time to head to Macoupin County! Staying in a Macoupin County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Macoupin County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Macoupin County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Macoupin County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Macoupin County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.