Location

Dates

Guests

Vacation rentals in Illinois

3 Lake homes on private drive

Chairs and umbrella by serene lake.

A cozy backyard with a fire pit surrounded by chairs, perfect for gathering and enjoying outdoor warmth and relaxation.

Dock with slide

Playground for kids on site

The Sunset Drive Houses

11 bedrooms·7½ baths

Marion • Illinois

$2,743.04 USD total for 3 nights

Sep 27 – 30, 2026

Living Room with 65" TV

Living Room with 65" TV

Indoor Swim Spa

Charming Garden Retreat

5 bedrooms·3½ baths

Evanston • Illinois

$683 – $2,275/ night(excl. fees & taxes)

Hot tub- private backs up to woods

Beautiful living room

Owners club pool- gorgeous indoor, year round pool.

Primary bedroom with memory foam king bed, TV, connects to bathroom

Bunk room- full over full bunks with steps

Galena Haven Cabin

3 bedrooms·3 baths

Galena • Illinois

$221 – $900/ night(excl. fees & taxes)

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

1 bedroom·2½ baths

Goreville • Illinois

$703.25 USD $634.80 USD total for 3 nights

Sep 22 – 25, 2026

Tulipwood Cabin

Living room with fireplace and TV

Dining area table and chairs

Tulipwood Cabin 3

1 bedroom·1 bath

Carbondale • Illinois

5(5 reviews)

$724.51 USD total for 3 nights

Oct 4 – 7, 2026

Nectar Mattress, King bed

Layered lighting, soft touches and a great desk area set Studio 604 above and beyond other rental options.

Studio on left, private residence on the right.

Pickleball and Basketball available

Studio 604- Bloomington, IL

Studio 604- Bloomington, IL

1 bedroom·1 bath

Bloomington • Illinois

5(7 reviews)

$334.56 USD total for 3 nights

Oct 4 – 7, 2026

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

4 bedrooms·1 bath

Loves Park • Illinois

5(1 review)

$159/ night(excl. fees & taxes)

Shawnee Apple Shack

Shawnee Apple Shack

Shawnee Apple Shack

Shawnee Apple Shack

Shawnee Apple Shack

Shawnee Apple Shack

1 bedroom·1 bath

Simpson • Illinois

5(1 review)

$500.79 USD total for 3 nights

Sep 22 – 25, 2026

View of the night sky from the dome

Natural light throughout

View of the hot tub

Welcome to the Glamping Dome!

Fire pit with seating

Shawnee Hills Glamping

1 bedroom·1 bath

Simpson • Illinois

5(7 reviews)

$1,110.75 USD $953.99 USD total for 3 nights

Oct 25 – 28, 2026

Welcome to High Country

Breakfast bar that seats 5

Open floor plan with amazing details

The patio -room for everyone

Ample parking space

High Country

4 bedrooms·2 baths

Goreville • Illinois

5(1 review)

$846.33 USD $766.02 USD total for 3 nights

Sep 29 – Oct 2, 2026

Aerial of short walk to dock

Dining for all 10!

Asphalt drive and room for a boat trailer

KOA Campground to the right- with food, drinks and fun!

Upper level deck

Pharaoh's Retreat

4 bedrooms·3 baths

Creal Springs • Illinois

5(1 review)

$985.51 USD $889.15 USD total for 3 nights

Sep 22 – 25, 2026

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

4 bedrooms·3 baths

Goreville • Illinois

5(1 review)

$813.77 USD total for 3 nights

Sep 22 – 25, 2026

View from the water

"The Classic" on Country Club

Fully covered for rainy days

Hello peaceful retreat

The Classic

3 bedrooms·3 baths

Marion • Illinois

5(5 reviews)

$975.89 USD $876.71 USD total for 3 nights

Sep 26 – 29, 2026

Micro cabin with everything you need

Spacious kitchen countertops

Spacious living area with patio walkout

Queen Bed in bedroom

The Yellow Door Micro Cabin

1 bedroom·1 bath

Marion • Illinois

5(3 reviews)

$432.70 USD total for 3 nights

Sep 22 – 25, 2026

Living room with fireplace

Front view of the cabin

Elm Cabin 2

1 bedroom·1 bath

Carbondale • Illinois

5(6 reviews)

$635.79 USD total for 3 nights

Oct 4 – 7, 2026

Couple's Retreat

The Couple's Retreat

Living Room Fireplace

Front porch rocking chairs

Outdoor cabin view

Couple's Retreat

1 bedroom·1 bath

Carbondale • Illinois

5(4 reviews)

$661.74 USD total for 3 nights

Sep 28 – Oct 1, 2026

Master Bedroom Second Floor

Family Room First Floor open to Loft Second Floor two story family room with skylights

Master Bedroom Second Floor

Kitchen First Floor

Beautiful spacious gem Oasis Manor 6 BR 4 1/2 BA

6 bedrooms·4 baths

East Dundee • Illinois

5(9 reviews)

$2,766.75 USD total for 3 nights

Sep 22 – 25, 2026

Plenty of seating in Living Room

Comfy outdoor seating options

Stairs to the balcony deck with seating

Open floor plan

Temperature controlled garage/game room

Whippoorwill Valley Lodge

4 bedrooms·3 baths

Simpson • Illinois

5(3 reviews)

$1,004.59 USD total for 3 nights

Sep 27 – 30, 2026

Comfy outdoor seating options

Living room with gas fireplace

Stairs to the balcony deck with seating

Open floor plan

Temperature controlled garage/game room

Whippoorwill 3BR

3 bedrooms·2 baths

Simpson • Illinois

$731.50 USD total for 3 nights

Sep 27 – 30, 2026

Breathtaking countryside

Firepit overlooking pond- BYO firewood

Roundhouse Retreat

4 person hot tub on site overlooking wheat field

Garage is locked but outdoor use for all

The Round House

2 bedrooms·1 bath

Elizabethtown • Illinois

5(1 review)

$753.95 USD total for 3 nights

Sep 22 – 25, 2026

Welcome to The Blue Heron Cabin!

Relax in the hot tub

Enjoy the night views

Adirondack chairs around the fire pit. Grill on site

The Blue Heron Cabin at Sunrise Hill

2 bedrooms·1 bath

Makanda • Illinois

5(2 reviews)

$626.26 USD total for 3 nights

Sep 28 – Oct 1, 2026

Deck with lighting

Breathtaking views from the cabin

Deck with table and chairs plus a grill

The White Oak Cabin at Sunrise Hill

2 bedrooms·1 bath

Makanda • Illinois

5(1 review)

$139 – $585/ night(excl. fees & taxes)

Welcome to The Wildflower Cabin

Hot tub and fire pit with seating

Well lit outdoor area

The Wildflower Cabin at Sunrise Hill

2 bedrooms·1 bath

Makanda • Illinois

5(2 reviews)

$634.13 USD total for 3 nights

Sep 22 – 25, 2026

Smokeless firepit surrounded by natural rock and landscape

Your outdoor dream escape

Hot tub overlooking woods and wildlife

King bed with own heating/air unit

Shawnee Creek Cottage

1 bedroom·1 bath

Tunnel Hill • Illinois

5(1 review)

$668.31 USD $608.12 USD total for 3 nights

Oct 12 – 15, 2026