Location

Dates

Guests

Vacation rentals in Illinois, United States

Private entrance to Cottage

Peaceful surroundings on 150+ year old farm

The Cottage at Rendleman Orchards

Entrance to the Cottage

An Instagram dream

The Cottage at Rendleman Orchards

2 bedrooms·1 bath

Alto Pass • Illinois

5(6 reviews)

$723.21 USD total for 3 nights

Nov 15 – 18, 2026

Welcome to Green Acres!

Main floor layout

Fire pit with seating

Dining room and kitchen

Cozy outdoor space

Green Acres

3 bedrooms·3 baths

Carbondale • Illinois

5(1 review)

$869.76 USD total for 3 nights

Dec 5 – 8, 2026

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 12 – Dec 10, 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

$2,129.11 USD total for 3 nights

Nov 29 – Dec 2, 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 16 – 19, 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)

$3,333.31 USD $2,833.31 USD total for 3 nights

Nov 16 – 19, 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

$510.05 USD total for 3 nights

Nov 15 – 18, 2026

So private and peaceful

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

Songbird Lane Cabin

1 bedroom·2½ baths

Goreville • Illinois

$1,128.24 USD total for 3 nights

Nov 27 – 30, 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

$3,020.77 USD total for 3 nights

Nov 15 – 18, 2026

"The Classic" on Country Club

Decorated for Christmas after Thanksgiving!

View from the water

The Classic

3 bedrooms·3 baths

Marion • Illinois

5(5 reviews)

$1,090.42 USD total for 3 nights

Nov 22 – 25, 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 16 – 19, 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

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)

$979.69 USD total for 3 nights

Nov 15 – 18, 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)

$848.24 USD total for 3 nights

Nov 29 – Dec 2, 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)

$683.25 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)

$698.83 USD total for 3 nights

Nov 22 – 25, 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)

$1,735.46 USD total for 3 nights

Nov 18 – 21, 2026

Decorated for Christmas!

Gather- a dining space for everyone.

Ample seating in Main Level

Bar in lower level

Timber and Tide

4 bedrooms·2½ baths

Goreville • Illinois

5(1 review)

$1,747.51 USD total for 3 nights

Nov 18 – 21, 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)

$1,537.32 USD total for 3 nights

Nov 15 – 18, 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

$795.56 USD total for 3 nights

Nov 15 – 18, 2026

Luxury craftsman lake house

Welcome to On The Rocks

Decorating for Christmas!

Spacious, fully equipped kitchen with bar seating

On the Rocks

6 bedrooms·3½ baths

Goreville • Illinois

5(4 reviews)

$2,742.02 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)

$1,269.49 USD total for 3 nights

Nov 12 – 15, 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)

$1,141.63 USD total for 3 nights

Nov 14 – 17, 2026

Table and chairs for 6

Fully stocked kitchen and breakfast bar

Sunset Point

2 bedrooms·2 baths

Marion • Illinois

$711.72 USD total for 3 nights

Nov 15 – 18, 2026