Pinckneyville Vacation Rentals

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Our top choices for Pinckneyville vacation rentals

Vacation Home in Pinckneyville

Fit and Fueled Studio
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Kitchen not real well stocked and no WiFi but perfect for what we needed. "
United States
Brandon H.
The price is ¥20,276
¥31,408 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fit and Fueled Studio
9.0 out of 10, Wonderful, (2)
"If used for hunting, maybe have a set up for cleaning of game ."
United States
john l.
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay. house mattress
10.0 out of 10, Exceptional, (55)
"Great location and good host "
United States
Jared T.
The price is ¥18,712
¥37,188 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Lake & Oaks Hideaway- Hidden Cabin on Private Lake
9.8 out of 10, Exceptional, (21)
"Super easy check in. The place was clean and comfortable. Really enjoyed the stay. Make sure you try St Nicholas Brewing, just down the street!"
United States
Shane W.
The price is ¥12,493
¥21,505 total
includes taxes & fees
Jan 1 - Jan 2, 2026
30 West · The Den ·Downtown Hideaway near Fairground
10.0 out of 10, Exceptional, (21)
"Wonderful quiet place for some of my family to stay during a family weekend."
United States
Nancy M.
The price is ¥17,937
¥29,920 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cozy home with the right amenities for your visit to our sweet town.

Vacation Home in Du Quoin

Du Quoin Fairgrounds
9.6 out of 10, Exceptional, (14)
"Overall great place to stay"
United States
Terry Z.
The price is ¥18,950
¥27,522 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Du Quoin Fairgrounds
The price is ¥16,221
¥27,275 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fishing Cabin next to Kinkaid Lake
9.0 out of 10, Wonderful, (4)
"The house is adorable. Very clean. We stayed for our anniversary and the hosts were sweet to leave us a gift card. Highly recommend. Will be staying here again."
United States
James and Winter C.
The price is ¥23,396
¥39,119 total
includes taxes & fees
Jan 6 - Jan 7, 2026
KOOPERS LANDING TREEHOUSE-Brand New build! Casino, Wine trails, National Parks
9.6 out of 10, Exceptional, (21)
"We enjoyed our visit"
United States
Tim P.
The price is ¥18,950
¥31,986 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Lab! Come stay in our brand new space.
10.0 out of 10, Exceptional, (3)
"Comfortable beds clean great place to getaway from everything "
United States
Ryan W.
The price is ¥19,496
¥36,366 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
10.0 out of 10, Exceptional, (3)
"This is our second stay at Pine Manor, once in one of the larger homes with our extended family and this time in the carriage house. Both stays were perfect. The accommodations are exception quality and the location idea for our days at Southern Illinois University and the area."
United States
adaire p.
The price is ¥27,919
¥66,731 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Located in the Luxurious Pine Manor Estates!

Vacation Home in Marissa

Peaceful Country Home
10.0 out of 10, Exceptional, (48)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
The price is ¥22,319
¥41,028 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Peaceful Country Home
9.8 out of 10, Exceptional, (18)
"Small little set up was perfect!"
United States
Caitlyn H.
The price is ¥12,493
¥21,505 total
includes taxes & fees
Jan 1 - Jan 2, 2026
30 West · The View · Scenic Escape near Fairground

Vacation Home in Marissa

Farmstead home w/hot tub
10.0 out of 10, Exceptional, (15)
"Cozy country setting. We had everything we needed for our stay. The hosts made our it easy and enjoyable for our family of 7."
United States
Alan P.
The price is ¥23,162
¥43,059 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Farmstead home w/hot tub
9.8 out of 10, Exceptional, (8)
"Such a comfortable place to stay and great communication."
United States
Marina C.
The price is ¥58,489
¥142,337 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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Top Pinckneyville Hotel Reviews

Find out more about Pinckneyville

Search for holiday rentals in Pinckneyville on Expedia! You can easily find your home rentals, villas, holiday apartments in Pinckneyville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pinckneyville!

Frequently asked questions

Are there vacation rentals in Pinckneyville?

Yes, we give you a choice of vacation rentals in Pinckneyville close to Pinckneyville Fairgrounds, or you can select a more remote option if you're looking for extra privacy while you relax. Pinckneyville is known for its seafood restaurants and architecture. Make sure you have time to check out the coffeehouses and sporting events during your trip.

What are some of the best vacation home rentals that Pinckneyville has to offer?

5 Star Cabin LUXURY AMMENITIES W/POOL HTUB close to WINE TRAIL, HIKING, FISHING: This vacation home rental outside of Pinckneyville is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

What can I see and do in Pinckneyville?

Pine Lake and Spring Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Pinckneyville Fairgrounds and Pyramid State Recreation Area.

What are vacation rentals like in Pinckneyville?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Pinckneyville. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for families.