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Compare 34 Vacation Homes in Pinckneyville with updated reviews, rates, and availability.

Southern Charm in the Heart of the Midwest!

10.0 out of 10, Exceptional, (9)
"We are a group of ladies who have been friends for many years and have stayed many places. We loved it!!! "
Southern Charm in the Heart of the Midwest!

One of Our Newest Properties That Has Quickly Become a Guest Favorite!

10.0 out of 10, Exceptional, (12)
"Possibly one of the best vrbos my family has stayed in. Kitchen is fully equipped and we cooked every night. The bedrooms offer comfy beds and linens with plenty of privacy. The outdoor area is great…nice grill, firepit, and hot tub. "
One of Our Newest Properties That Has Quickly Become a Guest Favorite!

Cozy home with the right amenities for your visit to our sweet town.

10.0 out of 10, Exceptional, (11)
"The house was cozy and warm. It was on the small side, but it was just big enough for my family of 3. We are keeping this property in mind for our yearly trips to the area to visit family."
The price is AED 404
AED 600 total
includes taxes & fees
28 Dec - 29 Dec
Cozy home with the right amenities for your visit to our sweet town.

Stylish 3 BR house. Downtown Carbondale with fenced in yard.

9.4 out of 10, Exceptional, (24)
"We have stayed here many times. It is the perfect location for our SIU visits. We will be back!"
Stylish 3 BR house. Downtown Carbondale with fenced in yard.

Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!

9.8 out of 10, Exceptional, (21)
"We absolutely loved the property. It sits right on a pond that my two sons fished on everyday. They caught bass crappie and blue gill. The house was very spacious and clean. I was shocked to not see ANY bugs since it is in a wooded area. Major plus!!! The kitchen had everything we needed. The host very responsive when we needed her. The lakes were about 15 min away, shopping was about 25 min away. There are plenty of wineries and hikes. I do recommend going to giant city and eating at the lodge...
Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!

Upscale Designer Studio Across from SIUC Campus

10.0 out of 10, Exceptional, (15)
"Small but cute! I would stay again and recommend!"
The price is AED 447
AED 609 total
includes taxes & fees
26 Dec - 27 Dec
Upscale Designer Studio Across from SIUC Campus

Country getaway on 5 acres. Five minutes from Fairgrounds. Clean and new!

9.6 out of 10, Exceptional, (4)
"We were in town for a family wedding. The location was perfect, the property was more than what we had hoped for. Communication with the host was great. We will definitely considering staying again. "
Country getaway on 5 acres. Five minutes from Fairgrounds. Clean and new!

Brick Estate with pool in Quiet Carbondale Neighborhood

9.4 out of 10, Exceptional, (83)
"This property was perfect for visiting during Thanksgiving week. The house was spacious, clean and the beds were comfortable! The teenagers loved the ping pong table and pool table most of all. And the kitchen was very well stocked with more than enough kitchen essentials to prep some dishes for Thanksgiving dinner. The only disappointment was that we could not enjoy the outdoor patio and swimming pool. We will definitely be making a return trip during the summer months. This house and...
Brick Estate with pool in Quiet Carbondale Neighborhood

Country Home for the Family

10.0 out of 10, Exceptional, (30)
"We loved having room indoors to gather and outdoors to play."
Country Home for the Family

Beautiful Views from Every Direction

10.0 out of 10, Exceptional, (35)
"This property is beautiful. The area is peaceful and the house is just as listed. Lots of special touches, charging ports in each bedroom, TV in each bedroom and lots more. They say the little things matter. Five stars "
Beautiful Views from Every Direction

Contemporary & Charismatic 5 Bedroom Home

10.0 out of 10, Exceptional, (25)
"Lovely home with plenty of room for 5 couples! Very clean. Close to town. Fit our needs perfectly."
Contemporary & Charismatic 5 Bedroom Home

On the Lake & Wine Trail & a Perfect Getaway for16 + With an ADA Suite!

10.0 out of 10, Exceptional, (13)
"We so enjoyed this home for our family reunion!! Family from Georgia, California, Ohio and Oregon stayed in the home. We had our reunion at the home on Saturday. Other family from near hear in Illinois gathered from around. We had almost 50 family from 2-year-olds through 88-year-olds! Got to celebrate my only living uncle's birthday! The wrap around porch was perfect all day long. Weather was good all weekend for us. When the sun got a little too hot we just kept moving around the porch to find...
On the Lake & Wine Trail & a Perfect Getaway for16 + With an ADA Suite!

Upscale, Luxurious Home with Lake View and Fountains!

10.0 out of 10, Exceptional, (28)
"Very relaxing and enjoyable. SUPER clean!"
Upscale, Luxurious Home with Lake View and Fountains!

Shady Lakes Escape-w/n minutes from Wineries & Lakes!

10.0 out of 10, Exceptional, (6)
"It was so clean and peaceful! It was perfect for our family of 10.. "
Shady Lakes Escape-w/n minutes from Wineries & Lakes!

Peaceful Country Home

10.0 out of 10, Exceptional, (41)
"My family had a weekend trip to the area for a wedding. This was our second time staying. We enjoy the little pond and porch swing. Having easy access to kitchen and open concept living room is great for kids."
The price is AED 584
AED 953 total
includes taxes & fees
5 Jan - 6 January 2025
Peaceful Country Home

Creekside Valley: secluded, spacious home for 8!

9.6 out of 10, Exceptional, (17)
"The property was nice. We had no issues at all. The property manager was very accommodating and communicated with us promptly. Definitely a great place to stay if you like the feeling of being at a clubhouse. The cabin itself was nice. It could use a few updates. The front porch and back deck was a little rough looking, but the inside was nice and clean. The one bedroom is huge. You could fit a few full size air-mattresses on there along with the bed, and the bathroom attached is also huge....
Creekside Valley: secluded, spacious home for 8!

°4Bdrmsw/EnSuites*Plus1/2bath°

9.8 out of 10, Exceptional, (12)
"We had an amazing time at the house, the host was very thoughtful about everything they had in the house! Perfect getaway! "
°4Bdrmsw/EnSuites*Plus1/2bath°

Embers of Murphysboro - 5 Star Cabin Sleeps up to 12 - GREAT AMMENITIES!

10.0 out of 10, Exceptional, (8)
"This location was absolutely perfect for a combination of winery tours and hiking. It is tucked away off the road for a wonderful sense of privacy. The overall house was immaculately clean and sparkled just like in the photos. Kitchen was very large with two sink areas for prep. The professional stove took a minute to figure out but then cooking was a breeze. The only issue we had in the kitchen is that we never did figure out how to turn on the lights above the stove. All the bedrooms and...
Embers of Murphysboro - 5 Star Cabin Sleeps up to 12 - GREAT AMMENITIES!

Hilltop Retreat, a modernly-rustic getaway!

10.0 out of 10, Exceptional, (39)
"Ashley was always quick to respond with questions that I had! We had everything we needed and the house was ready for us! The kitchen was an open concept with the living room, which was very nice! The house situated on a dead end and it was very quiet and peaceful! Nice to set on the front porch where you could see the lake and watch the deer! Would definitely recommend this nice home!"
Hilltop Retreat, a modernly-rustic getaway!

Beautiful, Upscale, and Waiting For You!

10.0 out of 10, Exceptional, (5)
"The VRBO location exceeded all of our expectations!! It’s by far the nicest one we’ve ever stayed at and we’ve being doing this for years. Would definitely recommend!!"
Beautiful, Upscale, and Waiting For You!
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 Pinckneyville

Southern Charm in the Heart of the Midwest!

10.0 out of 10, Exceptional, (9)
"We are a group of ladies who have been friends for many years and have stayed many places. We loved it!!! "
Southern Charm in the Heart of the Midwest!

30 West..The View #1

10.0 out of 10, Exceptional, (7)
"Good"
The price is AED 327
AED 511 total
includes taxes & fees
30 Dec - 31 Dec
30 West..The View #1

Lake & Oaks Hideaway- Hidden Cabin on Private Lake

10.0 out of 10, Exceptional, (32)
"Stayed here once already this year and she went out of her way to help me with another stay i was requesting. The place is very secluded , neat,beautiful and just what is needed for some time away"
The price is AED 474
AED 886 total
includes taxes & fees
26 Dec - 27 Dec
Lake & Oaks Hideaway- Hidden Cabin on Private Lake
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.