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 total for 3 nights

Sep 7 – 10, 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 total for 3 nights

Sep 7 – 10, 2026

Free cancellation
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)
$399 – $1,343/ night(excl. fees & taxes)
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

$800.86 USD total for 3 nights

Sep 7 – 10, 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

$685.61 USD total for 4 nights

Sep 7 – 11, 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 total for 30 nights

Sep 7 – Oct 7, 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

$797.14 USD total for 4 nights

Sep 7 – 11, 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

$557.42 USD total for 3 nights

Sep 7 – 10, 2026

King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

5 bedrooms·2 baths
North Chicago • Illinois

$1,345.52 USD total for 3 nights

Sep 7 – 10, 2026

Main Floor
Master Bedroom 2nd floor
Dining area
1500Main EVANSTON
Main Floor

1500Main EVANSTON

2 bedrooms·1½ baths
Evanston • Illinois
5(166 reviews)

$1,140.42 USD total for 4 nights

Nov 1 – 5, 2026

Free cancellation
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

$1,298.30 USD total for 3 nights

Sep 7 – 10, 2026

Living Room with 65" TV
Front of House
Living Room with 65" TV
Piano Room
Indoor Swim Spa

Charming Garden Retreat

5 bedrooms·3½ baths
Evanston • Illinois

$4,583.78 USD total for 3 nights

Sep 7 – 10, 2026

Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

8 bedrooms·3 baths
Chicago • Illinois

$3,136.06 USD total for 3 nights

Sep 7 – 10, 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)

$765.00 USD total for 3 nights

Sep 7 – 10, 2026

Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)

Elmwood Park 2 BR Condo (Great for Kids!)

2 bedrooms·1 bath
Elmwood Park • Illinois

$5,473.31 USD total for 30 nights

Sep 7 – Oct 7, 2026

Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR

Top Rated Condo • 65” TV • Family-friendly 2BR

2 bedrooms·1 bath
Elmwood Park • Illinois

$5,363.31 USD total for 30 nights

Sep 7 – Oct 7, 2026

Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo

Elmwood Park 2 BR Condo

2 bedrooms·1 bath
Elmwood Park • Illinois

$5,425.04 USD total for 30 nights

Sep 7 – Oct 7, 2026

Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location

Top Rated Condo • King Bed • Safe Historic Location

2 bedrooms·1 bath
Elmwood Park • Illinois

$4,789.71 USD total for 30 nights

Sep 7 – Oct 7, 2026

Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo

Elmwood Park Remodeled Studio Condo

1 bedroom·1 bath
Elmwood Park • Illinois

$5,152.28 USD total for 30 nights

Sep 7 – Oct 7, 2026

Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number

Chicago 2BR Condo- King Sleep Number

2 bedrooms·1 bath
Elmwood Park • Illinois
4.63(8 reviews)

$1,200.00 USD $1,095.00 USD total for 7 nights

Sep 7 – 14, 2026

Chicago 2Br 90s Condo - Very Kid Friendly
Chicago 2Br 90s Condo - Very Kid Friendly
Chicago 2Br 90s Condo - Very Kid Friendly
Chicago 2Br 90s Condo - Very Kid Friendly
Chicago 2Br 90s Condo - Very Kid Friendly

Chicago 2Br 90s Condo - Very Kid Friendly

2 bedrooms·1 bath
Elmwood Park • Illinois
4.5(4 reviews)

$30,120.00 USD $18,120.00 USD total for 30 nights

Sep 7 – Oct 7, 2026

Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access

Chicago 2Br Condo -Nature Themed Downtown Access

2 bedrooms·1 bath
Elmwood Park • Illinois
5(2 reviews)

$30,150.00 USD $25,650.00 USD total for 30 nights

Sep 7 – Oct 7, 2026

Chicago 2Br Condo - Downtown Access
Chicago 2Br Condo - Downtown Access
Chicago 2Br Condo - Downtown Access
Chicago 2Br Condo - Downtown Access
Chicago 2Br Condo - Downtown Access

Chicago 2Br Condo - Downtown Access

2 bedrooms·1 bath
Elmwood Park • Illinois
5(3 reviews)

$30,150.00 USD $25,650.00 USD total for 30 nights

Sep 7 – Oct 7, 2026

Cozy up in your own private cinema, thoughtfully designed for relaxed evenings and unforgettable movie nights. With stunning 4K visuals and immersive Dolby speakers, it’s the perfect escape into your favorite films.
A vibrant, retro-style space buzzing with energy—perfect for friendly competition and late-night fun. The glowing lights and arcade charm make it a favorite hangout for guests of all ages.
Theater • Game Room • Gym • Firepit • 4BR Home
🍽️ Outdoor dining set
Stay active with a sleek indoor gym designed for convenience and style. Perfect for quick workouts or full sessions, it’s fitness reimagined at home.

Theater • Game Room • Gym • Firepit • 4BR Home

4 bedrooms·2 baths
Chicago • Illinois

$1,589.13 USD total for 3 nights

Sep 7 – 10, 2026