Location

Dates

Guests

Vacation rentals in Illinois

Waterfront Cottage/sauna/kayaks/firepit/dock image 1

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Waterfront Cottage/sauna/kayaks/firepit/dock

1 bedroom·1 bath

Fox River Grove • Illinois

4.88(40 reviews)

$855.00 USD total for 3 nights

Nov 6 – 9, 2026

New Modern 3BR • Gym • Workspace • Quiet Location

New Modern 3BR • Gym • Workspace • Quiet Location

New Modern 3BR • Gym • Workspace • Quiet Location

New Modern 3BR • Gym • Workspace • Quiet Location

New Modern 3BR • Gym • Workspace • Quiet Location

New Modern 3BR • Gym • Workspace • Quiet Location

3 bedrooms·2 baths

Chicago • Illinois

$1,315.94 USD total for 3 nights

Nov 6 – 9, 2026

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

5 bedrooms·3 baths

Makanda • Illinois

$2,267.62 USD total for 3 nights

Nov 29 – Dec 2, 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

Living room with fireplace

Front view of the cabin

Elm Cabin 2

1 bedroom·1 bath

Carbondale • Illinois

5(6 reviews)

$1,091.78 USD total for 3 nights

Nov 10 – 13, 2026

Wind down under the cozy lighting at the end of your day. Relax in the hot tub or gather around the fire table.

Regulation size pickleball court with Sport Court surface is only shared with guests who book the Guest Quarters.

The LED lights on the corn hole boards can make playing in the evening more adventurous.

Warning! Playing these games may cause competitive natures to rise and may lead to tears and belly aches from too much laughing.

View down from the top of the stairs.Caution! Top step is more shallow than other steps.

Deer Run Log Cabin

3 bedrooms·2 baths

Yorkville • Illinois

$2,112.80 USD $2,007.17 USD total for 3 nights

Nov 6 – 9, 2026

Regulation size pickleball court with Sport Court surface on site!

Unwind on the deck under the cafe lights or around the fire pit.

There is plenty of comfortable seating so everyone in your group can have a seat without crowding each other. There are even throw blankets and pillows for additional comfort.

Relax in the 7-person hot tub under the cafe lights at night.

Everyone in your group can sit around the table together as it seats up to 12 people. There are also 2 additional seats at the kitchen island..

Deer Run Lodge

4 bedrooms·3 baths

Yorkville • Illinois

5(1 review)

$3,389.15 USD $2,880.78 USD total for 3 nights

Nov 6 – 9, 2026

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

1 bedroom·2½ baths

Goreville • Illinois

$1,111.81 USD total for 3 nights

Nov 24 – 27, 2026

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

Tulipwood Cabin

Living room with fireplace and TV

Dining area table and chairs

Tulipwood Cabin 3

1 bedroom·1 bath

Carbondale • Illinois

5(6 reviews)

$912.19 USD total for 3 nights

Nov 8 – 11, 2026

Private deck with fire table, seating, BBQ grill, hot tub, and glowing café lights—perfect for relaxing nights outdoors.

The onsite pickleball court has a Sport Court surface and is shared with the guests in the Cabin. Deer frequently pass by the court.

Relax by the fire table in the gazebo.

The corn hole boards have LED lighting that make playing at dusk more exciting.

Shared Space: Bond and laugh over some board games.

Deer Run Guest Quarters

1 bedroom·1 bath

Yorkville • Illinois

5(1 review)

$1,066.65 USD $1,024.00 USD total for 3 nights

Nov 6 – 9, 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

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)

$697.13 USD total for 3 nights

Nov 9 – 12, 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)

$1,061.34 USD total for 3 nights

Nov 8 – 11, 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)

$1,315.37 USD total for 3 nights

Nov 12 – 15, 2026

Your outdoor dream escape

Smokeless firepit surrounded by natural rock and landscape

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)

$656.27 USD total for 3 nights

Nov 30 – Dec 3, 2026

Gram's Cabin at Bald Knob

Gram's Cabin at Bald Knob

Bald Knob Cross is 4 minutes away- 1.8 miles

Gram's Cabin at Bald Knob

Gram's Cabin at Bald Knob

Gram's Cabin at Bald Knob

2 bedrooms·2 baths

Alto Pass • Illinois

5(1 review)

$891.32 USD total for 3 nights

Nov 7 – 10, 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

Main Level Living room

Main Level Living room

Welcome to Timber & Tide

Gather- a dining space for everyone.

Timber and Tide

4 bedrooms·2½ baths

Goreville • Illinois

5(1 review)

$1,985.77 USD total for 3 nights

Nov 9 – 12, 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

Ample seating for the whole family with a grill on site

Screened in back porch

Dining area overlooking the lake

King bedroom overlooking the lake

Fireplace in the screened in dining area

Lakeshore Cottage

3 bedrooms·2 baths

Goreville • Illinois

5(3 reviews)

$1,131.50 USD total for 3 nights

Nov 9 – 12, 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