Search Holiday Rentals in Southwest Illinois

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Top Holiday Rentals in Southwest Illinois

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
10.0 out of 10, Exceptional, (101)
"Everything was perfect! Beautiful, clean, close to town and so peaceful. We had an amazing time!"
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (90)
"It was very clean, cute, and peaceful! We enjoyed hitting the nearby wineries during the day and then coming back to relax in the hot tub. We would definitely stay here again!"
New cabin in the woods with private hot tub
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
10.0 out of 10, Exceptional, (364)
"This was a very nice small cabin close to the wineries. "
The price is £153
includes taxes & fees
4 Nov - 5 Nov
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
9.8 out of 10, Exceptional, (268)
"Came in on a Friday evening - hit a nearby winery for a drink and light dinner. Everything in the cabin was perfect. Very clean and had everything we needed - we cooked breakfast and grilled steaks (did have to bring charcoal but we knew that in advance). The hot tub was amazing - beautiful sunsets and wildlife added the perfect touch! Hosts were very helpful and got back to us immediately when we reached out. Can’t wait to visit again!"
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
10.0 out of 10, Exceptional, (37)
"It was just what we needed. "
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Hidden Gem- with the best view of Lake of Egypt! - Kayaks included/1 bed/1 bath!
9.0 out of 10, Wonderful, (16)
"Great property dock was good for fishing "
Hidden Gem- with the best view of Lake of Egypt! - Kayaks included/1 bed/1 bath!
On the Shawnee Wine Trail
10.0 out of 10, Exceptional, (192)
"Overall our visit was fantastic! We've stayed at this cabin 3 times and it is perfectly located on the Southern Illinois wine trail. Our only complaint would be the beds are small, full sized mattresses, that are a bit squeaky. We knew this going into the cabin and rented again. It wasn't a deal breaker for us. "
On the Shawnee Wine Trail
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
9.6 out of 10, Exceptional, (23)
"What a great property located in a perfect spot, quiet and close enough to be convenient to SIU. We stayed with our daughter and I hate to be repetitive but I can't stress how great it was for us. Everything we needed was here and it was super clean. We will 100 per cent hope to stay here every visit over the years! Thank you Steve!"
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
9.6 out of 10, Exceptional, (27)
"Pros: convenient location; quiet; clean cabin; very comfortable Cons: hard to find in dark of night; not informed of change in entry key code, but quickly solved with phone call to owner."
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Deep Water | French Country Chic Cottage
10.0 out of 10, Exceptional, (20)
"We booked this location for a 70th birthday celebration. It was perfect for our needs- well appointed and spacious enough for 3 adult couples and a teen. We prepared two meals at the cottage and found the kitchen to be stocked with all the appliances, dishes and utensils we needed. The view of the lake was beautiful. It was especially hot the weekend we visited- all three generations were grateful for the exceptional air conditioning unit. We will definitely consider booking this property again...
Deep Water | French Country Chic Cottage
Shawnee Tiny Cabin near Ferne Clyffe with Hot Tub
10.0 out of 10, Exceptional, (21)
"This little cabin is tucked into a hillside and is very cute. It was extremely clean and had all the amenities of home, down to the salt and pepper. This was a test run mostly for our dog and worked out well. We did not use the hot tub, so I cannot comment on that, but I'm sure it would have been amazing. It is in a residential area very near Lake Egypt and the road was busy at times, but all the people in the area seemed very friendly and waved as they drove by. So fun! The cabin is close...
Shawnee Tiny Cabin near Ferne Clyffe with Hot Tub
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
9.8 out of 10, Exceptional, (343)
"Used as a base of operations during the trip - PERFECT! Very quite, good beds, great location. Can only say "Thanks" and wish all my trips and stays could go as well. "
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Millers 2 lakehouse. Pontoon available to rent
9.8 out of 10, Exceptional, (96)
"beautiful early Oct weather. the house was clean and very functional ( nicely equipped kitchen ). the porch overlooking the lake is a great way to spend time with friends and family."
Millers 2 lakehouse. Pontoon available to rent
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
9.8 out of 10, Exceptional, (140)
"This was a lovely cabin. Perfect locations. Clean. It was the best place to just getaway and have a relaxing weekend. Thank you so much for this lovely property. "
The price is £274
includes taxes & fees
3 Nov - 4 Nov
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Lakefront property with private heated indoor pool and hot tub!
10.0 out of 10, Exceptional, (88)
"This place is awesome! We were looking for a quick autumn getaway and it did not disappoint! The house, property, and all of the amenities are top notch. There is so much to do in and around the property. We spent a lot of time in the pool and it was perfect. The weather was cooling off outside. I kayaked one day and would like to return during the warmer season to explore the lake a bit more. We utilized the kitchen mainly for breakfast and lunch. It had everything we needed. Great...
Lakefront property with private heated indoor pool and hot tub!
Feels like your in a Tree House!On the Wine 🍷Trail! 🔥Hot Tub Private Location
9.8 out of 10, Exceptional, (206)
"Property was as described and reviewed. Cabin was clean. Water pressure was definitely an issue but it was fine for a short stay. Great location. "
Feels like your in a Tree House!On the Wine 🍷Trail! 🔥Hot Tub Private Location
Relaxing escape or fishing getaway! Central location for hiking, wineries, fun
10.0 out of 10, Exceptional, (267)
"Beautiful setting in a great location with well stocked kitchen and comfortable beds. We enjoyed our stay and would definitely return."
Relaxing escape or fishing getaway! Central location for hiking, wineries, fun
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
10.0 out of 10, Exceptional, (41)
"We enjoyed our visit in the clean and cozy cabin. The weather was beautiful and provided the opportunity to gaze at stars not often seen at home. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Secluded Lodge with Private Lake Minutes from St. Louis
10.0 out of 10, Exceptional, (195)
"My best friend of 50 years and I spent four days at this lovely house. The hosts were wonderful; answered any questions we had very promptly. We are both in our 70s and the stairs were more of a challenge than I had anticipated from the pictures, but we managed. The house is lovely, the grounds are great and the fishing was awesome. We would definitely recommend this or a quiet getaway, especially if you like to fish."
Secluded Lodge with Private Lake Minutes from St. Louis
Brick Estate with pool in Quiet Carbondale Neighborhood
9.4 out of 10, Exceptional, (80)
"This house was perfect for three (or four) couples. The kitchen was extremely well stocked and the house was beautifully decorated. Unfortunately the pool was already closed and it rained the whole weekend. But we still had a great time playing games and watching football. The neighborhood is very quiet. I would definitely recommend this property and look forward to visiting again. "
Brick Estate with pool in Quiet Carbondale Neighborhood
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 types of properties in Southwest Illinois you may be interested in

Drury Inn & Suites St. Louis O'Fallon, IL
3.0 star property
9.6 out of 10, Exceptional, (1001)
"Great service and a nice location with many restaurant options"
The price is £101
includes taxes & fees
11 Nov - 12 Nov
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Baymont by Wyndham Marion
2.5 star property
8.2 out of 10, Very good, (1008)
"Great place! Renovated beautifully, but carpet still smelled of glue"
The price is £61
includes taxes & fees
17 Nov - 18 Nov
Baymont by Wyndham Marion
Drury Inn & Suites Marion
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Very convenient, clean, welcoming. Dinner and drinks are included with the hotel fee. Dinner ends at 7:00 PM, and is pretty good. Very good breakfast too. Definitely one I will come back to. "
The price is £100
includes taxes & fees
24 Nov - 25 Nov
Drury Inn & Suites Marion
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.