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)

3.339,01 $ USD 2.838,16 $ USD gesamt für 3 Nächte

4.–7. Nov. 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 gesamt für 3 Nächte

3.–6. Nov. 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 gesamt für 3 Nächte

4.–7. Nov. 2026

Make smores while you relax around a cozy fire!
Everything is within easy reach for the chef of the house.
Comfortable seating for eight.
For your convenience, there are hardwired ethernet connections in select spots on the main level.
Gaze at this unique Chicago skyline, handcrafted by the artist from scraps of wood.

NEW Comfy Suburban Chicago Oasis w/ River Access!

5 bedrooms·2½ baths
Bolingbrook • Illinois
5(8 reviews)

1.948,66 $ USD 1.861,81 $ USD gesamt für 3 Nächte

3.–6. Nov. 2026

Family&Pet Friendly-No Stairs-Kingbeds-Peaceful. image 1
Gather, dine and unwind. Kids are welcome at the table too!
Cook , connect and savor meals ina space where modern kitchen meets no fuss chilling.
Dream in king sized comfort, along with the convenience of an ensuite
Unpack without having to reach for the floor with the luggage racks. Connect your laptop to the provided monitor for work with a corner desk and ergonomic chair.

Single-Family Home. Fully Furnished

3 bedrooms·2 baths
Minooka • Illinois
5(16 reviews)

1.935,00 $ USD gesamt für 6 Nächte

3.–9. Nov. 2026

6 bedroom! Pool Table, Gaming Area, Firepit & More image 1
6 bedroom! Pool Table, Gaming Area, Firepit & More image 2
6 bedroom! Pool Table, Gaming Area, Firepit & More image 3
6 bedroom! Pool Table, Gaming Area, Firepit & More image 4
6 bedroom! Pool Table, Gaming Area, Firepit & More image 5

6 bedroom! Pool Table, Gaming Area, Firepit & More

6 bedrooms·3 baths
Joliet • Illinois
4.92(24 reviews)

2.390,00 $ USD gesamt für 3 Nächte

3.–6. Nov. 2026

Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home

Walk to Downtown! 6-Bedroom Home

6 bedrooms·3 baths
St. Charles • Illinois

1.228,00 $ USD gesamt für 3 Nächte

5.–8. Nov. 2026

Modern Oasis in Glen Ellyn
Modern Oasis in Glen Ellyn
Modern Oasis in Glen Ellyn
Modern Oasis in Glen Ellyn
Modern Oasis in Glen Ellyn

Modern Oasis in Glen Ellyn

3 bedrooms·2½ baths
Glen Ellyn • Illinois

2.920,00 $ USD gesamt für 3 Nächte

3.–6. Nov. 2026

Front of the house
Entrance to the unit
Backyard
Bedroom 1
Bedroom 1

Middle Level of the House with Working Space

2 bedrooms·1 bath
Darien • Illinois
4.73(44 reviews)

494,76 $ USD gesamt für 4 Nächte

3.–7. Nov. 2026

Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn

Modern Boho Entire Home in Glen Ellyn

4 bedrooms·2 baths
Glen Ellyn • Illinois

766,00 $ USD gesamt für 3 Nächte

3.–6. Nov. 2026

Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb

Cozy Home Sleeps 10 Lombard Chicago Suburb

3 bedrooms·2 baths
Lombard • Illinois

915,96 $ USD gesamt für 3 Nächte

3.–6. Nov. 2026

Hobbit Home at The Shire of Marseilles -Coming Soo
Hobbit Home at The Shire of Marseilles -Coming Soo
Hobbit Home at The Shire of Marseilles -Coming Soo
Hobbit Home at The Shire of Marseilles -Coming Soo
Hobbit Home at The Shire of Marseilles -Coming Soo

Hobbit Home at The Shire of Marseilles -Coming Soo

1 bedroom·1 bath
Marseilles • Illinois

15.075,00 $ USD gesamt für 3 Nächte

3.–6. Nov. 2026

Cozy Retreat Near Oakbrook Center
Cozy Retreat Near Oakbrook Center
Cozy Retreat Near Oakbrook Center
Cozy Retreat Near Oakbrook Center
Cozy Retreat Near Oakbrook Center

Cozy Retreat Near Oakbrook Center

4 bedrooms·2 baths
Oakbrook Terrace • Illinois

917,00 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026