Location

Dates

Guests

Vacation rentals in St. Charles, Illinois, United States

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

910,00 $ USD totalt för 3 nätter

15–18 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

797,00 $ USD totalt för 3 nätter

15–18 nov. 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 totalt för 3 nätter

15–18 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

975,00 $ USD totalt för 3 nätter

15–18 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

894,63 $ USD totalt för 3 nätter

15–18 nov. 2026

Luxe Home with Michelin Star Kitchen & King Beds image 1

Luxe Home with Michelin Star Kitchen & King Beds image 2

Luxe Home with Michelin Star Kitchen & King Beds image 3

Luxe Home with Michelin Star Kitchen & King Beds image 4

Luxe Home with Michelin Star Kitchen & King Beds image 5

Luxe Home with Michelin Star Kitchen & King Beds

5 bedrooms·2 baths

Bolingbrook • Illinois

5(7 reviews)

2 449,00 $ USD totalt för 3 nätter

15–18 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)

1 930,22 $ USD 1 844,28 $ USD totalt för 3 nätter

15–18 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

1 279,00 $ USD totalt för 3 nätter

20–23 nov. 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)

3 066,65 $ USD 2 606,65 $ USD totalt för 3 nätter

16–19 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

1 784,60 $ USD 1 695,37 $ USD totalt för 3 nätter

16–19 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 totalt för 3 nätter

16–19 nov. 2026

Front of the house

Entrance to the unit

Middle Level of the House with Working Space

2 bedrooms·1 bath

Darien • Illinois

4.73(44 reviews)

494,76 $ USD totalt för 4 nätter

15–19 nov. 2026

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

Waterfront Cottage/sauna/kayaks/firepit/dock image 2

Waterfront Cottage/sauna/kayaks/firepit/dock image 3

Waterfront Cottage/sauna/kayaks/firepit/dock image 4

Waterfront Cottage/sauna/kayaks/firepit/dock image 5

Waterfront Cottage/sauna/kayaks/firepit/dock

1 bedroom·1 bath

Fox River Grove • Illinois

4.88(40 reviews)

795,00 $ USD totalt för 3 nätter

15–18 nov. 2026

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

1 bedroom·1 bath

Arlington Heights • Illinois

806,76 $ USD totalt för 3 nätter

15–18 nov. 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 totalt för 30 nätter

28 aug.–27 sep. 2027

Spacious Home with 4 Full Baths

Spacious Home with 4 Full Baths

Spacious Home with 4 Full Baths

Spacious Home with 4 Full Baths

Spacious Home with 4 Full Baths

Spacious Home with 4 Full Baths

4 bedrooms·4 baths

Willowbrook • Illinois

1 103,00 $ USD totalt för 3 nätter

15–18 nov. 2026

Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

1 bedroom·1 bath

Chicago • Illinois

4.46(28 reviews)

3 600,00 $ USD totalt för 30 nätter

15 nov.–15 dec. 2026

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

1 bedroom·1 bath

Chicago • Illinois

586,82 $ USD totalt för 4 nätter

15–19 nov. 2026

Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

1 bedroom·1 bath

Chicago • Illinois

604,46 $ USD totalt för 3 nätter

15–18 nov. 2026

Near O'hare • Personal Gym & Balcony • Safe Area

Near O'hare • Personal Gym & Balcony • Safe Area

Near O'hare • Personal Gym & Balcony • Safe Area

Near O'hare • Personal Gym & Balcony • Safe Area

Near O'hare • Personal Gym & Balcony • Safe Area

Near O'hare • Personal Gym & Balcony • Safe Area

1 bedroom·1 bath

Chicago • Illinois

655,96 $ USD totalt för 4 nätter

15–19 nov. 2026

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare

2 bedrooms·1 bath

Chicago • Illinois

700,90 $ USD totalt för 3 nätter

15–18 nov. 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

912,58 $ USD totalt för 3 nätter

15–18 nov. 2026

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 1

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 2

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 3

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 4

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 5

Stylish, Sun-Filled Retreat - Minutes to O’Hare!

2 bedrooms·2 baths

Wheeling • Illinois

625,00 $ USD totalt för 3 nätter

15–18 nov. 2026

Charming ranch home with vibrant fall views and glowing sunset curb appeal

*King bed *Outdoor Living *Sought-After Area

*King bed *Outdoor Living *Sought-After Area

Charming backyard lounge with cozy deck seating and private garden vibe

Cozy boho lounge with greenery, armchairs, and warm natural accents

King bed Outdoor Living *Sought-After Area

3 bedrooms·1½ baths

Northbrook • Illinois

5(135 reviews)

1 499,00 $ USD totalt för 3 nätter

19–22 nov. 2026