Southern Illinois Vacation Rentals

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Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
In one month
Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

Browse Select Southern Illinois Vacation Homes

Notting Hill Cottage
Exterior

Notting Hill Cottage

9.6 out of 10, Exceptional, (301)
"Great repeat stay for us at this property. Secluded, quiet location with a number of close outdoor activities and wineries. Communication with owners is easy and helpful. We'll stay here again for sure. "
Notting Hill Cottage
* On the Wine Trail * Hot Tub * Wi-Fi *
TV

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

9.8 out of 10, Exceptional, (217)
"Had the best stay and enjoyed everything! We had everything in the kitchen that we needed and the hot tub was perfect "
* On the Wine Trail * Hot Tub * Wi-Fi *
Standard Suite - Bungalow overlooking the River
Exterior

Standard Suite - Bungalow overlooking the River

9.8 out of 10, Exceptional, (9)
"We're absolutely loved "
The price is CA $85
CA $165 total
includes taxes & fees
Feb 24 - Feb 25
Standard Suite - Bungalow overlooking the River
Wine Trail, Cozy Cabin plus hot tub
Terrace/patio

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (85)
"The home was exactly as described. We really enjoyed the hot tub and the bed was comfortable. The property was very clean. Thank you for everything. We will rent the property again. "
Wine Trail, Cozy Cabin plus hot tub
Lakefront escape! Boat Dock, Fishing, Kayaks! Near Hiking, Wineries, Marinas!!
Terrace/patio

Lakefront escape! Boat Dock, Fishing, Kayaks! Near Hiking, Wineries, Marinas!!

10.0 out of 10, Exceptional, (3)
"This house was well appointed, super clean, plenty of towels, lots of space, and a bit of fun with the two arcade games. "
Lakefront escape! Boat Dock, Fishing, Kayaks! Near Hiking, Wineries, Marinas!!
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
TV, fireplace, DVD player, books

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

10.0 out of 10, Exceptional, (115)
"My husband and I stayed with our dog at this property and had a wonderful time! We have been to the trail many times during peak season, but decided we wanted to do something a little more lowkey and bring our dog. We spent quite a bit of time in the house, reading, watching TV cooking, and all of the amenities that we needed were there. Communication with the property owner, Steve, was also very easy and he was very responsive.Would recommend this cozy home! "
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Charming 4-bedroom house in delightful Belleville with AC, WiFi
Smart TV, fireplace

Charming 4-bedroom house in delightful Belleville with AC, WiFi

Charming 4-bedroom house in delightful Belleville with AC, WiFi
Brickway Retreat
Fridge, microwave, oven, stovetop

Brickway Retreat

9.8 out of 10, Exceptional, (25)
"Everything about the stay from start to finish was convenient and the house was spotless! The affordable price made it much more economical for a family to stay versus a hotel. The main bedroom bed was unusually hard but the couch was very comfortable. Would recommend for sure!!"
The price is CA $156
CA $242 total
includes taxes & fees
Feb 25 - Feb 26
Brickway Retreat
Lake Front home Sleeps 10 Overlooking deck for perfect lake views & a coffee bar
Living area

Lake Front home Sleeps 10 Overlooking deck for perfect lake views & a coffee bar

9.0 out of 10, Wonderful, (22)
"I had booked this property in Jan 2025. We had unexpected sickness with family and couldn't travel and the Property Manager worked with us to reschedule. Then when it was time to go again we got 10 inches of snow and couldn't go, once again the Property Management worked with us!! Amazing and easy PM. The stay was very nice as well. Location is pretty. We enjoyed our stay."
Lake Front home Sleeps 10 Overlooking deck for perfect lake views & a coffee bar
Large Lake front, split level home. Sleeps 18, fully remodeled & coffee bar.
Outdoor dining

Large Lake front, split level home. Sleeps 18, fully remodeled & coffee bar.

8.8 out of 10, Excellent, (13)
"Huge , clean property "
Large Lake front, split level home. Sleeps 18, fully remodeled & coffee bar.
Castle Cove Lakefront Home
Exterior

Castle Cove Lakefront Home

9.8 out of 10, Exceptional, (17)
"Good accommodation and mesmerizing views"
Castle Cove Lakefront Home
Lake of Egypt 4 bedroom home sleeps 8 with dock and flat yard and lakefront!
Fridge, microwave, oven, stovetop

Lake of Egypt 4 bedroom home sleeps 8 with dock and flat yard and lakefront!

9.0 out of 10, Wonderful, (80)
"Four of us got together to watch the National Championship. The location was central to all of us. The house was clean and comfortable. Not too far from a dollar store and then a short drive to Marion if you want restaurants and shopping. Too cold for the lake but nice view and would probably be a great summer stay."
Lake of Egypt 4 bedroom home sleeps 8 with dock and flat yard and lakefront!
Craftsman styled home in the heart of downtown Highland
Fridge, microwave, oven, stovetop

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (48)
"It was a perfect space for us during my wedding weekend. The home was open and nice and easy to gather in "
Craftsman styled home in the heart of downtown Highland
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
Fridge, microwave, oven, stovetop

Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.

10.0 out of 10, Exceptional, (35)
"Stayed at this property during a weekend hunting trip to Ballard WMA. Perfect for what we needed. Older farm house, not perfect but had good heat, hot water and room for 4 adults. Owner was very nice and communicated very well. Checked to make sure we had everything needed. Very accommodating!"
The price is CA $185
CA $242 total
includes taxes & fees
Feb 24 - Feb 25
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
Cozy Corner Mascoutah
Fridge, microwave, oven, stovetop

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (56)
"Very clean and cozy"
The price is CA $149
CA $273 total
includes taxes & fees
Feb 24 - Feb 25
Cozy Corner Mascoutah
Lake Front Luxury-5 beds, 3 baths, Tiki Bar, 2 slip dock
Exterior

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

Lake Front Luxury-5 beds, 3 baths, Tiki Bar, 2 slip dock
Sweet Farm Stay
Exterior detail

Sweet Farm Stay

10.0 out of 10, Exceptional, (27)
"Jill and her husband were so nice. From the snacks they brought to being flexible when we needed to add days. We especially appreciated being able to bring our dogs, and they loved Dexter. The farmhouse was cozy and comfortable. It felt like being at home. I highly recommend the farmhouse."
The price is CA $213
CA $244 total
includes taxes & fees
Feb 24 - Feb 25
Sweet Farm Stay
Beautiful location in the secluded woods
Outdoor dining

Beautiful location in the secluded woods

9.8 out of 10, Exceptional, (22)
"This property is wonderful for BBQs and having family in town. "
The price is CA $164
CA $263 total
includes taxes & fees
Feb 24 - Feb 25
Beautiful location in the secluded woods
Lakefront, amazing views, boat rental
Miscellaneous

Lakefront, amazing views, boat rental

10.0 out of 10, Exceptional, (25)
"Beautiful home and property looking out to wonderful lake view. Host is great, everything was cozy and welcoming. Fenced yard down to dock is terrific if you are traveling with pets. Very clean house, stocked with everything needed. Thank you!"
Lakefront, amazing views, boat rental
Relaxing escape or fishing getaway! Central location for hiking, wineries, fun
Property grounds

Relaxing escape or fishing getaway! Central location for hiking, wineries, fun

10.0 out of 10, Exceptional, (274)
"Quick weekend trip for my son's graduation. Very clean with a spacious kitchen. Penty of room for sleeping and very pretty view from the kitchen. Worked out great for us. "
Relaxing escape or fishing getaway! Central location for hiking, wineries, fun
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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Other property types in Southern Illinois

New cabin in the woods with private hot tub
Outdoor spa tub

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (104)
"Perfect property for a couples getaway. The kitchen had everything we needed. The beds were soft and clean. Very centrally located to get to the different wineries. Loved the hot tub!! I would stay here again."
New cabin in the woods with private hot tub
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Exterior

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

10.0 out of 10, Exceptional, (115)
"This was our second time staying here & I cannot recommend it enough! The cabin is very well kept & clean. We will definitely be back again! "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior

Rest, Relax and Renew. Our log cabin experience awaits your arrival.

10.0 out of 10, Exceptional, (372)
"Intimate small space to relax "
The price is CA $166
CA $276 total
includes taxes & fees
Feb 26 - Feb 27
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
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.