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Find Vacation Homes in Macoupin County, IL from $64

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Top Cities in Macoupin County

Vacation Homes in Macoupin County

Charming Escape in Grafton!

Grafton
10.0 out of 10, Exceptional, (22)
"The house is wonderful! Clean, modern and close to everything! Wonderful little town. "
United States
Tabbatha H.
Charming Escape in Grafton!

Guest House 632 Summit Street

Alton
10.0 out of 10, Exceptional, (202)
"Beautiful historic home! Fantastic location with amazing views! Very clean with all the amenities needed for a great stay. "
United States
Jessica W.
Guest House 632 Summit Street

Charming 2-bedroom townhome with a cozy fireplace in the heart of Grafton

Grafton
9.8 out of 10, Exceptional, (7)
"Beautiful home.. rooms were clean... host was easy and readily available.. had issues with gate but host cleared up issues promptly. Overall we were very impressed and recommend for anyone staying in grafton area"
United States
William
Charming 2-bedroom townhome with a cozy fireplace in the heart of Grafton

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

Springfield
8.8 out of 10, Excellent, (5)
"The house was very clean "
United States
Lance C.
$490 nightly
The price is $520
Dec 10 - Dec 11
Total with taxes and fees
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

The Relaxing House - Quiet 2 Bedroom Home

Raymond
$185 nightly
The price is $196
Dec 10 - Dec 11
Total with taxes and fees
The Relaxing House - Quiet 2 Bedroom Home

The River Stables in St. Charles, MO

2.0 star property
Saint Charles
9.8 out of 10, Exceptional, (12)
"Was a great family visit!"
United States
Amy B.
The River Stables in St. Charles, MO

Elm Street Escape- Easy Access to Alton & STL

Alton
9.6 out of 10, Exceptional, (15)
"The house was super clean, super comfortable, awesome communication from the owner and well worth the fee. Highly recommend if you are staying in that Alton Ill area. "
United States
Robert D.
Elm Street Escape- Easy Access to Alton & STL

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

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

Route 66 house; Litchfield IL; Pets welcome

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

Spacious Home w/Game Room, Firepit & Entertainment

Spanish Lake Township
7.6 out of 10, Good, (4)
"I enjoyed my stay. Everything met my expectations all were just like the pictures. Easy breezy check-in, great communication with host, plenty of sleep space and sheets covers. Game room was awesome my 4year grandson enjoyed the game room, TVs, and nice backyard for him and all to enjoy. I would definitely stay there again. I do wish it was pet-friendly other than that 5 stars thanks for providing a nice, comfortable, and easy stay for myself and family."
United States
Latonya D.
Spacious Home w/Game Room, Firepit & Entertainment

Confluence Cabin Grafton, IL

Grafton
9.6 out of 10, Exceptional, (43)
"Adorable cottage with a wraparound porch. Clean, quiet, comfortable. Wi"
United States
Mary
Confluence Cabin Grafton, IL

Riverside Home - Modern meets comfort

Grafton
10.0 out of 10, Exceptional, (56)
"Wife and I both loved the outside seating in front and back. Very nice place to stay"
United States
David C.
$271 nightly
The price is $287
Dec 8 - Dec 9
Total with taxes and fees
Riverside Home - Modern meets comfort

Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

Grafton
10.0 out of 10, Exceptional, (75)
"We had an excellent stay the house was very roomy, close to everything. "
United States
Elizabeth A.
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

Home is on the original 1926-1930 Route 66 alignment

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 8 - Dec 9
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

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.

Plainview Vineyard Retreat by StayLage

2.0 star property
Shipman
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
United States
Christopher B.
Plainview Vineyard Retreat by StayLage

Sunflower Cottage

Springfield
10.0 out of 10, Exceptional, (3)
"Clean home and worked out well for our trip "
United States
Caleb H.
Sunflower Cottage

RAFTON INN VACATION RENTAL

Grafton
9.2 out of 10, Wonderful, (12)
"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.
RAFTON INN VACATION RENTAL

Family Friendly Home Centrally Located with Private Yard

Springfield
10.0 out of 10, Exceptional, (11)
"This is a cute home in a very convenient location. The owners were very responsive. "
United States
Julie H.
Family Friendly Home Centrally Located with Private Yard

Rainbow Retreat ~ 3-bedroom fun loving home full of color!

Springfield
9.8 out of 10, Exceptional, (6)
"Great location. Wonderful home. Lots of neighborhood roads to walk the dog on. "
United States
Linda F.
Rainbow Retreat ~ 3-bedroom fun loving home full of color!
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

Booking Tips to Find the Best Macoupin County Vacation Homes


How much does it cost to rent a vacation home in Macoupin County?

You can find incredible Macoupin County vacation homes for all types of budgets: between $64 and $520 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Macoupin County?

If you are looking for a great deal on your vacation home in Macoupin County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Macoupin County?

There are 87 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Macoupin County?

Begin by entering your trip dates to see what type of Macoupin County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Macoupin County?

Booking Macoupin County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Macoupin County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Macoupin County along with your vacation property, into a Macoupin County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Macoupin County Vacation Homes information

Number of reviews
653
Accommodation
87 Vacation Homes
Lowest Price
$64
Highest Price
$520

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