Book Holiday Homes in Southwest Illinois

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Featured Holiday Homes in Southwest Illinois

* On the Wine Trail * Hot Tub * Wi-Fi *

* On the Wine Trail * Hot Tub * Wi-Fi *

Alto Pass
A stay at this vacation home places you in the heart of Alto Pass, steps from Shawnee National Forest and 15 minutes by foot from Peachbarn Winery.
* On the Wine Trail * Hot Tub * Wi-Fi *
Notting Hill Cottage

Notting Hill Cottage

Alto Pass
With a stay at this vacation home in Alto Pass, you'll be a 1-minute drive from Shawnee National Forest and 6 minutes from Peachbarn Winery.
Notting Hill Cottage
Wine Trail, Cozy Cabin plus hot tub

Wine Trail, Cozy Cabin plus hot tub

Cobden
With a stay at this vacation home in Cobden, you'll be within a 10-minute drive of Shawnee National Forest and Owl Creek Vineyard.
Wine Trail, Cozy Cabin plus hot tub
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Lakefront at Lake of Egypt sleeps 10! Dock/2 kayaks 2 paddleboards!

Lakefront at Lake of Egypt sleeps 10! Dock/2 kayaks 2 paddleboards!

Marion
With a stay at this vacation home in Creal Springs, you'll be steps from Shawnee National Forest and Lake of Egypt.
Lakefront at Lake of Egypt sleeps 10! Dock/2 kayaks 2 paddleboards!
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Anna
A stay at this vacation home places you in the heart of Anna, within a 10-minute walk of Shawnee Community College and Anna City Park.
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Skip the City- Bachelorette Lake House in So ILL!

Skip the City- Bachelorette Lake House in So ILL!

Creal Springs
The price is AU$443 per night from 22 Jan to 23 Jan
AU$443
includes taxes & fees
22 Jan - 23 Jan 2025
When you stay at this vacation home in Creal Springs, you'll be on the waterfront, just steps from Shawnee National Forest and Lake of Egypt.
Skip the City- Bachelorette Lake House in So ILL!
Sweet Farm Stay

Sweet Farm Stay

Freeburg
The price is AU$277 per night from 1 Jan to 2 Jan
AU$277
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at this vacation home in Freeburg, you'll be on a river, and 30.2 mi (48.5 km) from St. Louis Union Station and 29 mi (46.7 km) from Dome at America’s ...
Sweet Farm Stay
Lake Front Luxury-5 beds, 3 baths, Tiki Bar, 2 slip dock

Lake Front Luxury-5 beds, 3 baths, Tiki Bar, 2 slip dock

Creal Springs
With a stay at this vacation home in Creal Springs, you'll be just steps from Shawnee National Forest and Lake of Egypt.
Lake Front Luxury-5 beds, 3 baths, Tiki Bar, 2 slip dock
Relaxation at its Best with Hot Tub and Game Room

Relaxation at its Best with Hot Tub and Game Room

West Frankfort
The price is AU$447 per night from 28 Dec to 29 Dec
AU$447
includes taxes & fees
28 Dec - 29 Dec
With a stay at this vacation home in West Frankfort, you'll be within a 5-minute drive of Coal Miner's Memorial Park and Veterans Military Museum.
Relaxation at its Best with Hot Tub and Game Room
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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.

Southwest Illinois Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Southwest Illinois vacation homes are the perfect way for you to wing it.

Holiday houses in Southwest Illinois let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Southwest Illinois in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Southwest Illinois adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Southwest Illinois with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Southwest Illinois vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Southwest Illinois Holiday Homes essential information

Accommodation
206 Holiday Homes
Lowest Price
AU$89
Highest Price
AU$447
Popular accommodation
* On the Wine Trail * Hot Tub * Wi-Fi *, Notting Hill Cottage, Wine Trail, Cozy Cabin plus hot tub, Lakefront at Lake of Egypt sleeps 10! Dock/2 kayaks 2 paddleboards!, Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen, Skip the City- Bachelorette Lake House in So ILL!, Sweet Farm Stay, Lake Front Luxury-5 beds, 3 baths, Tiki Bar, 2 slip dock , Relaxation at its Best with Hot Tub and Game Room

Top trending hotels in Southwest Illinois

Super 8 by Wyndham O'Fallon

Super 8 by Wyndham O'Fallon

2 out of 5
1100 Eastgate Dr, O'Fallon, IL
Fully refundableReserve now, pay when you stay
The price is AU$89 per night from 30 Dec to 31 Dec
AU$89
includes taxes & fees
30 Dec - 31 Dec
Located in O'Fallon, Super 8 by Wyndham O'Fallon is within a 10-minute drive of Shiloh Dog Park and Scott Air Force Base.
Super 8 by Wyndham O'Fallon
Walker's Bluff Casino Resort

Walker's Bluff Casino Resort

4.5 out of 5
777 Walkers Bluff Way, Carterville, IL
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 6 Jan to 7 Jan
AU$228
includes taxes & fees
6 Jan - 7 Jan 2025
With a stay at Walker's Bluff Casino Resort in Carterville, you'll be 11.4 mi (18.4 km) from Shawnee National Forest and 6 mi (9.7 km) from Cannon Park Dog ...
Walker's Bluff Casino Resort
Drury Inn & Suites St. Louis O'Fallon, IL

Drury Inn & Suites St. Louis O'Fallon, IL

3 out of 5
1118 Central Park Drive, O'Fallon, IL
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 29 Dec to 30 Dec
AU$192
includes taxes & fees
29 Dec - 30 Dec
A stay at Drury Inn & Suites St. Louis O'Fallon, IL places you in the heart of O'Fallon, within a 5-minute drive of HSHS St. Elizabeth's Hospital and Clayton ...
Drury Inn & Suites St. Louis O'Fallon, IL
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Super 8 by Wyndham Marion

Super 8 by Wyndham Marion

2 out of 5
2601 Vernell Rd, Marion, IL
Fully refundableReserve now, pay when you stay
The price is AU$105 per night from 25 Dec to 26 Dec
AU$105
includes taxes & fees
25 Dec - 26 Dec
When you stay at Super 8 by Wyndham Marion in Marion, you'll be in the business district, within a 5-minute drive of Kokopelli Golf Club and Marion Stadium.
Super 8 by Wyndham Marion
Don't see what you're looking for?
See all available properties in Southwest Illinois
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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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^Subject to availability and chosen travel dates.