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

$ 876,00 USD totaal voor 3 nachten

28 sep – 1 okt 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

$ 1.151,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

balcony
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)

$ 2.840,25 USD totaal voor 3 nachten

24–27 sep 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

$ 4.142,00 USD totaal voor 3 nachten

1–4 okt 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
$91 – $452/ nacht(excl. kosten & belastingen)
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)

$ 2.171,09 USD $ 2.073,11 USD totaal voor 3 nachten

24–27 sep 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

$ 1.144,00 USD totaal voor 3 nachten

5–8 okt 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)

$ 2.635,88 USD $ 2.483,53 USD totaal voor 3 nachten

27–30 sep 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

$ 1.543,01 USD $ 1.459,86 USD totaal voor 3 nachten

27–30 sep 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)

$ 998,28 USD $ 967,10 USD totaal voor 3 nachten

27–30 sep 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)
$93/ nacht(excl. kosten & belastingen)
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)
$220 – $250/ nacht(excl. kosten & belastingen)
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
$249/ nacht(excl. kosten & belastingen)
Living Room
Dining Room
Kitchen
Family Room
Family Room

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

4 bedrooms·3 baths
Western Springs • Illinois
$185/ nacht(excl. kosten & belastingen)
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

$ 1.568,00 USD totaal voor 3 nachten

29 sep – 2 okt 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)
$100/ nacht(excl. kosten & belastingen)
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
$71 – $189/ nacht(excl. kosten & belastingen)
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
$85 – $266/ nacht(excl. kosten & belastingen)
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
$60 – $1.000/ nacht(excl. kosten & belastingen)
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
$105 – $3.000/ nacht(excl. kosten & belastingen)
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
$139 – $491/ nacht(excl. kosten & belastingen)
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
$200/ nacht(excl. kosten & belastingen)
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(130 reviews)

$ 1.418,00 USD totaal voor 3 nachten

27–30 sep 2026