Bright and inviting living room with a spacious sectional sofa, perfect for relaxing after a day of exploring Chicago. Floor-to-ceiling mirrored walls create an open, airy feel, while large windows fill the space with natural light.
3BR Vintage Apt • Back Yard• Walk to McKinley Park image 2
3BR Vintage Apt • Back Yard• Walk to McKinley Park image 3
Hand-painted vine and fruit mural along the upper wall near the ceiling, adding a distinctive decorative accent to the space.
3BR Vintage Apt • Back Yard• Walk to McKinley Park

3BR Vintage Apt • Back Yard• Walk to McKinley Park

3 bedrooms·1 bath
Chicago • Illinois
5(24 reviews)

$646.25 USD total for 3 nights

Nov 8 – 11, 2026

Spacious family home, Hot tub image 1
Spacious family home, Hot tub image 2
Spacious family home, Hot tub image 3
Spacious family home, Hot tub image 4
Spacious family home, Hot tub image 5

Spacious family home, Hot tub

6 bedrooms·4 baths
Rockford • Illinois
5(7 reviews)

$3,100.00 USD total for 3 nights

Nov 6 – 9, 2026

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

$4,040.74 USD total for 3 nights

Nov 6 – 9, 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

$2,177.92 USD total for 3 nights

Nov 6 – 9, 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

$1,315.94 USD total for 3 nights

Nov 6 – 9, 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

$4,957.63 USD total for 3 nights

Nov 6 – 9, 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

$772.80 USD total for 4 nights

Nov 6 – 10, 2026

Chicago Getaway | Cozy 2BR Near Downtown
Thoughtful extras: coffee bar, games, full cookware & pet-friendly perks
Chicago Getaway | Cozy 2BR Near Downtown
Chicago Getaway | Cozy 2BR Near Downtown
Bright living space with hardwood floors and wall-mounted streaming TV

Chicago Getaway | Cozy 2BR Near Downtown

2 bedrooms·1 bath
Chicago • Illinois
$79 – $796/ night(excl. fees & taxes)
Beautiful living room
Beautiful new table
Primary bedroom with memory foam king bed
Screened in porch with propane fire pit
Beautiful living room

Galena Haven Gorgeous cabin 3bdrm/3bth, hot tub, k

3 bedrooms·3 baths
Galena • Illinois
5(34 reviews)

$2,226.00 USD total for 3 nights

Nov 16 – 19, 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 total for 4 nights

Nov 6 – 10, 2026

Motorcycle bar in the "Secret" room
Inviting living room, gas fireplace, frame smart TV
Fun basement bar! Snow cone machine, cotton candy machine
Community pool- 8 min drive away, open year round
Primary bedroom, king bed, main floor with ensuite bedroom

Galena Haven Hideaway

4 bedrooms·4½ baths
Galena • Illinois

$2,442.00 USD total for 3 nights

Nov 6 – 9, 2026

Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!
Movie Room, Garden Oasis in Central Manor
Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!
check out what people are saying!
Enjoy the natural light, and artwork while enjoying your stay in Chicago!

Movie Room, Garden Oasis in Central Manor

3 bedrooms·2 baths
Chicago • Illinois

$2,096.00 USD total for 3 nights

Nov 6 – 9, 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 total for 3 nights

Nov 6 – 9, 2026