Holiday Rentals in Southwest Illinois

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Southwest Illinois

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

Beautiful location in the secluded woods

9.8 out of 10, Exceptional, (23)
"This was a great house for us! We were able to bring our dog, she’s old, the house had only a few steps for her to get in and out. The property was flat with lots of space for her to roam. There’s lots of hiking trails near and the area is beautiful! The house isn’t fancy, but it was very homey and comfort. We really enjoyed our long weekend there!"
The price is €175
includes taxes & fees
17 Mar - 18 Mar
Beautiful location in the secluded woods

WIFI FLEXCATION & RELAXATION! Cozy fireplace, reading, movies, fire pit & more!

10.0 out of 10, Exceptional, (302)
"The view, the layout, the lake, all perfect. "
WIFI FLEXCATION & RELAXATION! Cozy fireplace, reading, movies, fire pit & more!

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

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

10.0 out of 10, Exceptional, (117)
"Super sweet cabin with privacy and a hot tub. Very clean and well kept property. Spacious enough for 2 couples but cozy enough for just one. Very close to Star View. Cant wait to come back!"
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.

10.0 out of 10, Exceptional, (374)
"This was our second stay at this quiet out of the way cabin. Will most definitely return!"
The price is €196
includes taxes & fees
16 Mar - 17 Mar
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

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

9.4 out of 10, Exceptional, (42)
"Amazing property and host."
Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock

Private Cabin with Pond on Family Farm

10.0 out of 10, Exceptional, (64)
"We truly enjoyed our stay at this charming little cabin. It is clean, comfortable, and the location is so so beautiful. Also, Tom is an amazing and responsive host! We will absolutely stay here again in the future. "
Private Cabin with Pond on Family Farm

Notting Hill Cottage

9.6 out of 10, Exceptional, (304)
"We stayed here previously but it was under different ownership. The new owners have done a great job of making it really comfortable. It was a perfect spot for us to visit family and have our own space close by."
Notting Hill Cottage

Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

10.0 out of 10, Exceptional, (30)
"My sisters and I spent the week in the cabin during a 7 1/2 inch snow event, with temperatures in the single digits. The cabin was as described and we were very comfortable. We cooked all our meals in the kitchen everyday and greatly enjoyed the hot tub. Would come back in the future and hopefully would be able to visit some wineries and do some hiking. Great host!! "
The price is €232
includes taxes & fees
26 Mar - 27 Mar
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Shawnee Tiny Cabin near Ferne Clyffe with Hot Tub

10.0 out of 10, Exceptional, (32)
"My wife and I had the pleasure of spending one night away from the kids in this charming little cabin. We loved everything about it. I wish the weather had been warmer so we could have enjoyed a little fire by the creek. The hosts are very friendly and responsive. They’ve done a great job creating a lovely cabin. I hope we can stay again the future. "
The price is €212
includes taxes & fees
17 Mar - 18 Mar
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, (351)
"Great stay!"
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub

Deep Water | French Country Chic Cottage

10.0 out of 10, Exceptional, (21)
"Very nicely decorated. Appreciated layout providing upstair bedrooms for adults with sleeping arrangements for teenagers on the lower level with their own bathroom, TV, & sofa. Wasn't able to enjoy the outdoors due to weather, but enjoyed great window views of the lake."
The price is €312
includes taxes & fees
6 Apr - 7 Apr
Deep Water | French Country Chic Cottage

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

ALL SEASONS Retreat! Memories*Family*Friends*Fire Pit*Fish*Deep Water*Kayaks

10.0 out of 10, Exceptional, (192)
"Great location, great place and great hosts."
ALL SEASONS Retreat! Memories*Family*Friends*Fire Pit*Fish*Deep Water*Kayaks

On the Shawnee Wine Trail

10.0 out of 10, Exceptional, (204)
"Well constructed, clean, secluded, super cool lil cabin! Hot tub was great, grill worked, fireplace heated the joint up! Absolutely loved it here, will be visiting again!!"
On the Shawnee Wine Trail

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

9.8 out of 10, Exceptional, (219)
"Thank you for your hospitality and quick assistance to any need. The apartment was cozy, clean and comfortable. We enjoy very much our stay and would love to be back for sure."
* On the Wine Trail * Hot Tub * Wi-Fi *

Maple Ridge Cabin at Panther's Rest

9.6 out of 10, Exceptional, (14)
"This is our second time staying with the Phillips family. It was, once again, an incredible time. We love the location. The property is beautiful. So much to do and see. We will be back! "
The price is €151
includes taxes & fees
1 Apr - 2 Apr
Maple Ridge Cabin at Panther's Rest

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

fully Remodeled explorers luxury suite

10.0 out of 10, Exceptional, (1)
"The house was beautiful alot of space and cozy!!! kitchen was huge and nice great for family & Friend’s!!!!"
The price is €169
includes taxes & fees
18 Mar - 19 Mar
fully Remodeled explorers luxury suite
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.
Don't see what you're looking for?
See all available properties in Southwest Illinois
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Southwest Illinois you may be interested in

Drury Plaza Hotel Mt. Vernon

3.0 star property
9.6 out of 10, Exceptional, (1250)
"The room was clean , bed comfortable, rain shower head great. Only thing missing was body lotion after my shower. "
The price is €108
includes taxes & fees
6 Apr - 7 Apr
Drury Plaza Hotel Mt. Vernon

Super 8 by Wyndham O'Fallon

2.0 star property
7.6 out of 10, Good, (1004)
"Nice big bed with lots of pillows, good shower pressure and a quiet nite except for the fridge which I had to unplug to sleep "
The price is €55
includes taxes & fees
20 Mar - 21 Mar
Super 8 by Wyndham O'Fallon

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

3.0 star property
9.6 out of 10, Exceptional, (1002)
"It was amazing Great food great people "
The price is €120
includes taxes & fees
23 Mar - 24 Mar
Drury Inn & Suites St. Louis O'Fallon, IL
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.