Book Holiday Homes in Southwest Illinois

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Featured Holiday Homes in Southwest Illinois

* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

Alto Pass
With a stay at this vacation home, you'll be centrally located in Alto Pass, steps from Shawnee National Forest and 15 minutes by foot from Peachbarn ...
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
Cozy Corner Mascoutah

Cozy Corner Mascoutah

Mascoutah
The price is AU$303 per night from 1 Dec to 2 Dec
AU$303
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home in Mascoutah, you'll be within a 15-minute drive of Scott Air Force Base and Southwestern Illinois College.
Cozy Corner Mascoutah
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural

Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural

Cobden
Located in Cobden, this vacation home is in a rural location, a 1-minute drive from Shawnee National Forest and 9 minutes from StarView Vineyards.
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
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* On the Wine Trail * Near Giant City & Shawnee Forest! * Wi-Fi *

* On the Wine Trail * Near Giant City & Shawnee Forest! * Wi-Fi *

Makanda
Located in Makanda, this vacation home is in a rural location, within a 15-minute drive of Shawnee National Forest and StarView Vineyards.
* On the Wine Trail * Near Giant City & Shawnee Forest! * Wi-Fi *
Craftsman styled home in the heart of downtown Highland

Craftsman styled home in the heart of downtown Highland

Highland
A stay at this vacation home places you in the heart of Highland, and within a 5-minute drive of Korte Recreation Center.
Craftsman styled home in the heart of downtown Highland
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!
Down Time on Lake of Egypt!  Fishing, boating, wineries, hiking, relaxing!

Down Time on Lake of Egypt! Fishing, boating, wineries, hiking, relaxing!

Tunnel Hill
When you stay at this vacation home in Ozark, you'll be on the waterfront, just steps from Shawnee National Forest and Lake of Egypt.
Down Time on Lake of Egypt! Fishing, boating, wineries, hiking, relaxing!
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
With a stay at this vacation home, you'll be centrally located in Anna, within a 15-minute drive of Shawnee National Forest and Shawnee Community College.
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Sailor’s Hideaway

Sailor’s Hideaway

Creal Springs
With a stay at this vacation home in Creal Springs, you'll be steps from Shawnee National Forest and Lake of Egypt.
Sailor’s Hideaway
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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
194 Holiday Homes
Lowest Price
AU$140
Highest Price
AU$303
Popular accommodation
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *, Cozy Corner Mascoutah , Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural, * On the Wine Trail * Near Giant City & Shawnee Forest! * Wi-Fi *, Craftsman styled home in the heart of downtown Highland, Lakefront at Lake of Egypt sleeps 10! Dock/2 kayaks 2 paddleboards!, Down Time on Lake of Egypt! Fishing, boating, wineries, hiking, relaxing!, Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen, Sailor’s Hideaway

Top trending hotels in Southwest Illinois

Drury Inn & Suites Mt. Vernon

Drury Inn & Suites Mt. Vernon

3 out of 5
145 North 44th Street , Mount Vernon, IL
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 8 Dec to 9 Dec
AU$195
includes taxes & fees
8 Dec - 9 Dec
A stay at Drury Inn & Suites Mt. Vernon places you in the heart of Mount Vernon, within a 5-minute drive of King City Square Shopping Center and Crossroads Community ...
Drury Inn & Suites Mt. Vernon
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$204 per night from 24 Nov to 25 Nov
AU$204
includes taxes & fees
24 Nov - 25 Nov
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 26 Nov to 27 Nov
AU$192
includes taxes & fees
26 Nov - 27 Nov
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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Baymont by Wyndham Marion

Baymont by Wyndham Marion

2.5 out of 5
2608 W Main St, Marion, IL
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 25 Nov to 26 Nov
AU$140
includes taxes & fees
25 Nov - 26 Nov
With a stay at Baymont by Wyndham Marion in Marion, you'll be within a 5-minute drive of The Bark Park and Williamson County Historical Museum.
Baymont by Wyndham Marion
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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.