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Waterfront Cottage/sauna/kayaks/firepit/dock

1 bedroom·1 bath
Fox River Grove • Illinois
4.88(40 reviews)
$220 – $250/ night(excl. fees & taxes)
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 bedrooms·2 baths
Chicago • Illinois
$187 – $2,000/ night(excl. fees & taxes)
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
$94 – $3,000/ night(excl. fees & taxes)
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace

2 bedrooms·1 bath
Chicago • Illinois
$61 – $1,000/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater

7 bedrooms·3 baths
Chicago • Illinois
$338 – $3,000/ night(excl. fees & taxes)
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
$86 – $170/ night(excl. fees & taxes)
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

2 bedrooms·1 bath
Chicago • Illinois
$82 – $3,000/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace

Sleeps 4 • Stylish Stay with Workspace

1 bedroom·1 bath
Chicago • Illinois
$53 – $1,000/ night(excl. fees & taxes)
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit

2BR w/ Workspace + Coffee Bar • Near Transit

2 bedrooms·1 bath
Chicago • Illinois
$82 – $3,000/ night(excl. fees & taxes)
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace

Sleeps 4 • New Modern 1BR • Workspace

1 bedroom·1 bath
Chicago • Illinois
$52 – $1,000/ night(excl. fees & taxes)
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
$280 – $3,000/ night(excl. fees & taxes)
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/ 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
$105 – $3,000/ night(excl. fees & taxes)
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown

Budget-Friendly Room| Free Coffee | Downtown

1 bedroom·2 baths
Chicago • Illinois
$38 – $2,000/ night(excl. fees & taxes)
Cozy private deck with cushioned seating and a stylish fire table
Prime Chicago base—minutes to Mag Mile, Navy Pier, parks & airports.
Bright living room with recliners, fireplace, TV, and abundant natural light
Spa-style jetted soaking tub for a relaxing, luxurious stay
Cozy fire table patio with wine—perfect for relaxing evening nights

Chicago Oasis | Spa Bath, Patio & Fireplace

1 bedroom·1 bath
Chicago • Illinois
$149 – $642/ night(excl. fees & taxes)
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
$90 – $150/ night(excl. fees & taxes)
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
$90 – $170/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
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
$180 – $3,000/ night(excl. fees & taxes)
The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 1
The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 2
The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 3
The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 4
The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 5

The Kozy Keep! 1500 Sq.ft. - Sleeps 8!

2 bedrooms·2 baths
Olney • Illinois
4.86(56 reviews)

$465.00 USD total for 3 nights

Sep 22 – 25, 2026

Charming Getaway in Homewood Near Chicago
Spacious Living Room, opened up to the Dining Room
Modern Fully Stocked Kitchen
Upstairs Living Room, off the Master Bedroom
Private workspace

Charming Getaway in Homewood Near Chicago

3 bedrooms·1½ baths
Homewood • Illinois

$1,195.00 USD total for 3 nights

Oct 10 – 13, 2026