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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 205 Vacation Homes in Southwest Illinois with updated reviews, rates, and availability.

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 *
Living area

* 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 *
Wine Trail, Cozy Cabin plus hot tub
Exterior

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!!
Sunroom view

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
Exterior

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

10.0 out of 10, Exceptional, (115)
"We enjoyed our stay! House was perfect for us, location was great for the planned visits. Great communication from host along with a nice welcome basket on the table. Looking forward to our return trip in April!!"
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Charming 4-bedroom house in delightful Belleville with AC, WiFi
Living area

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

Charming 4-bedroom house in delightful Belleville with AC, WiFi
Lake Front home Sleeps 10 Overlooking deck for perfect lake views & a coffee bar
Outdoor dining

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

9.2 out of 10, Wonderful, (21)
"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.
Living area

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!
Exterior

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
Exterior

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
Cozy Corner Mascoutah
kitchen

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (56)
"Very clean and cozy"
The price is AED 386
AED 705 total
includes taxes & fees
17 Feb - 18 Feb
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

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 AED 551
AED 629 total
includes taxes & fees
17 Feb - 18 Feb
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 AED 422
AED 680 total
includes taxes & fees
18 Feb - 19 Feb
Beautiful location in the secluded woods
Lakefront, amazing views, boat rental
Exterior

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
Covered sitting area with a view!

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
Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock
All newly remodeled kitchen.

Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock

9.4 out of 10, Exceptional, (41)
"Nice area steps away from the lake. Very quiet and peaceful. Nice house and very responsive host."
Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock
Secluded Lodge with Private Lake Minutes from St. Louis
Sunset on the lake

Secluded Lodge with Private Lake Minutes from St. Louis

10.0 out of 10, Exceptional, (199)
"Great weekend getaway"
Secluded Lodge with Private Lake Minutes from St. Louis
Lakehouse property with private pool + bonus space sleeps 14
Indoor pool, heated. Max depth 5ft.

Lakehouse property with private pool + bonus space sleeps 14

10.0 out of 10, Exceptional, (18)
"9 of us stayed very comfortably in this house. We enjoyed the pool and hot tub very much."
Lakehouse property with private pool + bonus space sleeps 14
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 Southwest 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
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Cabin #1 @ Stone Creek - Outside photo

Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

9.8 out of 10, Exceptional, (45)
"It was a great stay! As advertised. Comfortable and homey. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
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
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.