Location

Dates

Guests

Vacation rentals in Illinois

Safe, Walkable Streets! 1/2 mile to downtown

Color Me Home

2 bedrooms·1 bath

Marion • Illinois

$2,903.04 USD total for 28 nights

Nov 6 – Dec 4, 2026

King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

5 bedrooms·2 baths

North Chicago • Illinois

$1,609.10 USD total for 3 nights

Nov 6 – 9, 2026

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

$3,644.03 USD total for 3 nights

Nov 8 – 11, 2026

Chicago Getaway | Cozy 2BR Near Downtown

Thoughtful extras: coffee bar, games, full cookware & pet-friendly perks

Chicago Getaway | Cozy 2BR Near Downtown

Chicago Getaway | Cozy 2BR Near Downtown

Bright living space with hardwood floors and wall-mounted streaming TV

Chicago Getaway | Cozy 2BR Near Downtown

2 bedrooms·1 bath

Chicago • Illinois

$79 – $796/ night(excl. fees & taxes)

Bring the pickle ball set! Nice flat space

View from the water

"The Classic" on Country Club

The Classic

3 bedrooms·3 baths

Marion • Illinois

5(5 reviews)

$1,036.42 USD total for 3 nights

Nov 6 – 9, 2026

Additional view of outdoor area

Covered hot tub

Seating around the fire pit

Ample seating for all

Front view of home

Sunset Ridge

3 bedrooms·2 baths

Carbondale • Illinois

5(1 review)

$911.93 USD total for 3 nights

Nov 8 – 11, 2026

Ruby’s Retreat - 4BD/3BA+Office in Western Springs

4 bedrooms·3 baths

Western Springs • Illinois

$6,506.85 USD $5,908.67 USD total for 30 nights

Aug 28 – Sep 27, 2027

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)

$1,061.34 USD total for 3 nights

Nov 8 – 11, 2026

Unique craftsman custom home on Lake of Egypt

Outdoor space ready for you

Dock with seating

Lake toys ready for you

Fire pit for the whole family

Lotus Lodge

3 bedrooms·4½ baths

Goreville • Illinois

5(3 reviews)

$1,693.42 USD total for 3 nights

Nov 6 – 9, 2026

Dining for all 10!

Large kitchen and gas stove

Aerial of short walk to dock

Asphalt drive and room for a boat trailer

Pharaoh's Retreat

4 bedrooms·3 baths

Creal Springs • Illinois

5(1 review)

$1,404.47 USD total for 3 nights

Nov 8 – 11, 2026

Easy steps to the lake- with landings for rest and entertainment

Large swim platform and a boat slip for your boat or boat rental (one slip will have owner's boat).

Deck overlooking the water

4 Kayaks are ready for you!

Gas fireplace for warm cozy evenings

Lakeview Landing

5 bedrooms·3 baths

Creal Springs • Illinois

5(2 reviews)

$2,201.65 USD total for 3 nights

Nov 8 – 11, 2026

Hot tub overlooks the water

Easy steps to the lake- with landings for rest and entertainment

Lakeview Landing – The Retreat

Gas fireplace for warm cozy evenings

Main level bedroom

Lakeview Landing – The Retreat

2 bedrooms·2 baths

Creal Springs • Illinois

$964.58 USD total for 3 nights

Nov 8 – 11, 2026

Welcome to On The Rocks

Luxury craftsman lake house

Spacious, fully equipped kitchen with bar seating

Front of the home featuring a play set for the kids to enjoy

On the Rocks

6 bedrooms·3½ baths

Goreville • Illinois

5(4 reviews)

$3,064.79 USD total for 3 nights

Nov 22 – 25, 2026

Welcome to the Lookout at the Lake

Fire Pit and 4 kayaks for you to enjoy

Lookout at the Lake

Gather all for evening sunsets

Ping Pong in the garage

Lookout at the Lake

4 bedrooms·2½ baths

Creal Springs • Illinois

5(1 review)

$1,402.10 USD total for 3 nights

Nov 6 – 9, 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)

$1,243.75 USD total for 3 nights

Nov 8 – 11, 2026

Suite featuring a queen size bed and cozy sofa

Multiple seating options for guests

Door to enter the suites

Suite 4 at Wall Street Boutique Suites

1 bedroom·1 bath

Carbondale • Illinois

5(1 review)

$645.59 USD total for 3 nights

Nov 6 – 9, 2026

Dining room with pantry

Just Right on Johnson

Outdoor space with privacy fence

Just Right on Johnson

2 bedrooms·1½ baths

Marion • Illinois

$2,854.02 USD total for 28 nights

Nov 17 – Dec 15, 2026

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 1

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 2

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 3

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 4

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 5

The Kozy Keep! 1500 Sq.ft. - Sleeps 8!

2 bedrooms·2 baths

Olney • Illinois

4.86(56 reviews)

$465.00 USD total for 3 nights

Nov 15 – 18, 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)

$1,062.91 USD total for 3 nights

Nov 9 – 12, 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

$1,007.51 USD total for 3 nights

Nov 9 – 12, 2026

Fire pit, playground and gazebo all on flat ground next to the water

Side view of the home

Slide on the dock

Natural light throughout

Sunset Bay

4 bedrooms·2 baths

Marion • Illinois

5(1 review)

$1,527.79 USD total for 3 nights

Nov 8 – 11, 2026

Fire pit with ample seating

Water access and seating nearby

An unobstructed view from the hot tub

Sunset Shores

5 bedrooms·3½ baths

Marion • Illinois

5(2 reviews)

$2,488.06 USD total for 3 nights

Nov 8 – 11, 2026

Unobstructed views from the hot tub

Ample sun room seating

Master bedroom with lake view

Propane fireplace

Sunset Shores main level

1 bedroom·1½ baths

Marion • Illinois

$824.47 USD total for 3 nights

Nov 8 – 11, 2026

The Picket Fence

The Picket Fence

The Picket Fence

The Picket Fence

The Picket Fence

The Picket Fence

2 bedrooms·2 baths

Marion • Illinois