
Holiday rentals near Cave Hollow Trailhead
We found 218 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Cave Hollow Trailhead that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Cave Hollow Trailhead
Showing deals for:26 Sept - 3 Oct
Image gallery for Experience Carterville Charm near Southern IL University

1010 out of 10 rating
Exceptional
(23 reviews)
Experience Carterville Charm near Southern IL University
Carterville, IL
21% off
Price is AU$2,598
AU$2,598
AU$371 per night
includes taxes & fees
Image gallery for Water|Woods|Wildlife|Wonders Abound--The Only Lakefront Rental on Kinkaid in SNF

1010 out of 10 rating
Exceptional
(6 reviews)
Water|Woods|Wildlife|Wonders Abound--The Only Lakefront Rental on Kinkaid in SNF
Murphysboro, IL
8% off
Price is AU$2,415
AU$2,415
AU$345 per night
includes taxes & fees
Image gallery for Come sleep where Abraham Lincoln slept

1010 out of 10 rating
Exceptional
(16 reviews)
Come sleep where Abraham Lincoln slept
Anna, IL
8% off
Price is AU$1,404
AU$1,404
AU$201 per night
includes taxes & fees
Image gallery for Experience Glamping in style. Private Hot tub spa! Private lake -Pet Friendly

9.89.8 out of 10 rating
Exceptional
(27 reviews)
Experience Glamping in style. Private Hot tub spa! Private lake -Pet Friendly
Carterville, IL
8% off
Price is AU$1,478
AU$1,478
AU$211 per night
includes taxes & fees
Image gallery for Embers of Cambria - NEW Hot Tub! National parks and Wine Trails - SLEEPS 8

1010 out of 10 rating
Exceptional
(13 reviews)
Embers of Cambria - NEW Hot Tub! National parks and Wine Trails - SLEEPS 8
Carterville, IL
8% off
Price is AU$3,331
AU$3,331
AU$476 per night
includes taxes & fees
Image gallery for On the Shawnee Wine Trail

1010 out of 10 rating
Exceptional
(214 reviews)
On the Shawnee Wine Trail
Carbondale, IL
11% off
Price is AU$1,886
AU$1,886
AU$269 per night
includes taxes & fees
Image gallery for Reece Ridge Cabins. Enjoy A Relaxing, Quiet Stay At The Area's Premier Cabin.

1010 out of 10 rating
Exceptional
(192 reviews)
Reece Ridge Cabins. Enjoy A Relaxing, Quiet Stay At The Area's Premier Cabin.
Murphysboro, IL
9% off
Price is AU$3,049
AU$3,049
AU$436 per night
includes taxes & fees
Image gallery for Winetrail Cabin - Giant City SP, SIU, Cedar Lake, & Shawnee Forest minutes away!

9.89.8 out of 10 rating
Exceptional
(34 reviews)
Winetrail Cabin - Giant City SP, SIU, Cedar Lake, & Shawnee Forest minutes away!
Makanda, IL
17% off
Price is AU$1,563
AU$1,563
AU$223 per night
includes taxes & fees
Image gallery for Historic Hull House INN - House

1010 out of 10 rating
Exceptional
(24 reviews)
Historic Hull House INN - House
Murphysboro, IL
18% off
Price is AU$2,509
AU$2,509
AU$358 per night
includes taxes & fees
Image gallery for New cabin in the woods with private hot tub

1010 out of 10 rating
Exceptional
(115 reviews)
New cabin in the woods with private hot tub
Anna, IL
8% off
Price is AU$2,267
AU$2,267
AU$324 per night
includes taxes & fees
Image gallery for Contemporary Glamping with Native American Appeal

9.89.8 out of 10 rating
Exceptional
(148 reviews)
Contemporary Glamping with Native American Appeal
Anna, IL
9% off
Price is AU$2,631
AU$2,631
AU$376 per night
includes taxes & fees
Image gallery for Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching

9.89.8 out of 10 rating
Exceptional
(280 reviews)
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
Buncombe, IL
7% off
Price is AU$1,791
AU$1,791
AU$256 per night
includes taxes & fees
Image gallery for Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

1010 out of 10 rating
Exceptional
(43 reviews)
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Makanda, IL
17% off
Price is AU$2,476
AU$2,476
AU$354 per night
includes taxes & fees
Image gallery for Charming Brick House in Quiet Carbondale Neighborhood

9.49.4 out of 10 rating
Exceptional
(86 reviews)
Charming Brick House in Quiet Carbondale Neighborhood
Carbondale, IL
16% off
Price is AU$2,819
AU$2,819
AU$403 per night
includes taxes & fees
Image gallery for Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

9.89.8 out of 10 rating
Exceptional
(54 reviews)
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Makanda, IL
17% off
Price is AU$1,715
AU$1,715
AU$245 per night
includes taxes & fees
Image gallery for Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

9.69.6 out of 10 rating
Exceptional
(32 reviews)
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
Makanda, IL
17% off
Price is AU$1,661
AU$1,661
AU$237 per night
includes taxes & fees
Image gallery for Victorian home brought back to life on the Shawnee Hills wine trail.

1010 out of 10 rating
Exceptional
(17 reviews)
Victorian home brought back to life on the Shawnee Hills wine trail.
Cobden, IL
17% off
Price is AU$3,241
AU$3,241
AU$463 per night
includes taxes & fees
Image gallery for Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub

9.89.8 out of 10 rating
Exceptional
(361 reviews)
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Buncombe, IL
12% off
Price is AU$2,071
AU$2,071
AU$296 per night
includes taxes & fees
Image gallery for Cozy Cottage On The Shawnee Hills Wine Trail

1010 out of 10 rating
Exceptional
(156 reviews)
Cozy Cottage On The Shawnee Hills Wine Trail
Cobden, IL
9% off
Price is AU$2,034
AU$2,034
AU$291 per night
includes taxes & fees
Image gallery for Maple Ridge Cabin at Panther's Rest

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Maple Ridge Cabin at Panther's Rest
Makanda, IL
8% off
Price is AU$1,377
AU$1,377
AU$197 per night
includes taxes & fees
Image gallery for 3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

1010 out of 10 rating
Exceptional
(45 reviews)
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Makanda, IL
17% off
Price is AU$1,456
AU$1,456
AU$208 per night
includes taxes & fees
Image gallery for * On the Wine Trail * Hot Tub * Wi-Fi *

9.89.8 out of 10 rating
Exceptional
(229 reviews)
* On the Wine Trail * Hot Tub * Wi-Fi *
Alto Pass, IL
17% off
Price is AU$2,014
AU$2,014
AU$288 per night
includes taxes & fees
Image gallery for Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch

1010 out of 10 rating
Exceptional
(182 reviews)
Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch
Makanda, IL
17% off
Price is AU$2,160
AU$2,160
AU$309 per night
includes taxes & fees
Image gallery for Experience Glamping in style. Private Lake - Pet Friendly!

1010 out of 10 rating
Exceptional
(25 reviews)
Experience Glamping in style. Private Lake - Pet Friendly!
De Soto, IL
8% off
Price is AU$1,113
AU$1,113
AU$159 per night
includes taxes & fees
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Find the best place to stay - Cave Hollow Trailhead
New cabin in the woods with private hot tub
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
115 reviews(115 reviews)
Beautiful location in the secluded woods
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
132 reviews(132 reviews)
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
255 reviews(255 reviews)
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location
Sleeps 6 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
215 reviews(215 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value