Gorgeous 5 BR Gem with Games

16 guests · 5 bedrooms · 6 baths

Soak up the beauty of Chicago in our Apartment, Sleep 25 - Huge Downtown Vintage Lofts. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

Go Grand in This Massive Old Town Mansion - Sleeps 22! apts

16 guests · 8 bedrooms · 4 baths

Free WiFi/internet · Air conditioning

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $1,524 per night for your next great vacation.

You can save with One Key

10 / 10

Outstanding(2 Ratings)

Sleep 25 - Huge Downtown Vintage Lofts

16 guests · 5 bedrooms · 6 baths

The best choice in Chicago for Apartment, for $1,281 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

2 / 10

(1 Rating)

High-End 2BR Apartments in West Loop

20 guests · 8 bedrooms · 8 baths

Looking for a Apartment in Chicago, this Apartment for $1,552 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9 / 10

Outstanding(18 Ratings)

The Twin Lions: Bespoke Travel Lodge w/ Speakeasy*

Villa

19 guests · 8 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Bar

This Villa for $1,472 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(3 Ratings)

Unique Luxury Fulton Market Penthouse - Sleeps 32

32 guests · 9 bedrooms · 7 baths

Nestled in Chicago, this Apartment is perfect for your next vacation. Enjoy Unique Luxury Fulton Market Penthouse - Sleeps 32's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

3 / 10

(1 Rating)

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

18 guests · 7 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

This House in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

You can save with One Key

10 / 10

Outstanding(3 Ratings)

Unique Luxury Fulton Market Penthouse - Sleeps 32

32 guests · 9 bedrooms · 7 baths

The best choice in Chicago for Apartment, for $1,577 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

New to Vogo

Luxury Loft Collection COMBO 901/902 | Terrace

20 guests · 6 bedrooms · 6 baths

This Apartment in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

The Addison Art Deco Manor Garage

22 guests · 9 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Outdoor Cooking

This House for $1,647 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

New to Vogo

Luxury Loft Collection COMBO 901/902 | Terrace

20 guests · 6 bedrooms · 6 baths

This attractive Apartment in Chicago, $1,374 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Luxury Loft Collection 1, 2, 3

42 guests · 9 bedrooms · 9 baths

Experience the best of Chicago with this Apartment available for $1,671. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Sleeps 26 • Modern Multi-Unit • Gym • Workspaces

26 guests · 7 bedrooms · 5 baths

Free WiFi/internet

Discover the beauty of Chicago with a stay at Sleeps 26 • Modern Multi-Unit • Gym • Workspaces, a top rated House with amenities such as Free Parking, Pets allowed and WiFi/Internet, and more.

Historic Estate | 10 BR, Sleeps 16+, Game Room

22 guests · 10 bedrooms · 7 baths

This attractive House in Chicago, $1,543 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

McCormick Meetup - Prime Location - Sleeps 16

16 guests · 5 bedrooms · 4 baths

Free WiFi/internet · Outdoor Cooking

This Apartment in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Historic Estate | 10 BR, Sleeps 16+, Game Room

22 guests · 10 bedrooms · 7 baths

This inviting House in Chicago can fit your needs for many types of vacations, at $1,543 per night.

9.7 / 10

Outstanding(57 Ratings)

Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!

16 guests · 6 bedrooms · 2 baths

Looking for a House in Chicago, this House for $1,691 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

8.8 / 10

Excellent(7 Ratings)

Spacious Luxury Retreat 8 Bed Oasis with 6 Baths

16 guests · 7 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Hot tub/Jacuzzi

Indulge in a peaceful retreat at Spacious Luxury Retreat 8 Bed Oasis with 6 Baths, our elegant House in Chicago. Enjoy amenities including Free Parking, Sauna and Garden, and more.

10 / 10

Outstanding(3 Ratings)

The Grand Kimball Lodge - Historic Loft Building

20 guests · 6 bedrooms · 4 baths

Looking to create some memories in Chicago? Look no further than our House, The Grand Kimball Lodge - Historic Loft Building. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

Work Friendly Home

8.8 / 10

Excellent(13 Ratings)

Avra Stylish Apartments Prime West Loop Location Near Union Park

3 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Balcony/Terrace

Apartment in Chicago, for $1,617 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Sleeps 26 • Modern Multi-Unit • Gym • Workspaces

26 guests · 7 bedrooms · 5 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Chicago at Sleeps 26 • Modern Multi-Unit • Gym • Workspaces for $1,482 for your next trip.

Work Friendly Home

8.5 / 10

Excellent(106 Ratings)

Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop

5 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking to create some memories in Chicago? Look no further than our Apartment, Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop. Enjoy top-rated amenities including Free Parking, Garden and Balcony/Terrace, and more.

Sleeps 26 • Modern Multi-Unit • Gym • Workspaces

26 guests · 7 bedrooms · 5 baths

Looking for the perfect place to call home during your trip to Chicago? This House offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

Downtown 9bd - Sleep 18 - (4 units, same floor)

16 guests · 9 bedrooms · 5 baths

Looking for a memorable stay in Chicago? Our Apartment might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

Work Friendly Home

8.5 / 10

Excellent(65 Ratings)

Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop

6 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

This attractive Apartment in Chicago, $1,695 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Downtown 9bd - Sleep 18 - (4 units, same floor)

16 guests · 9 bedrooms · 5 baths

This attractive Apartment in Chicago, $1,513 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

Prime Loop Apts + Convenience for Groups

20 guests · 8 bedrooms · 8 baths

The best choice in Chicago for Apartment, for $1,705 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Work Friendly Home

8.1 / 10

Excellent(30 Ratings)

K2 Sky High Apartments with Stunning Chicago Views in West Loop

7 guests · 3 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

Experience vacation in Chicago with our Apartment, K2 Sky High Apartments with Stunning Chicago Views in West Loop. Enjoy amenities such as Free Parking, Balcony/Terrace and Non-smoking, and more.

10 / 10

Outstanding(101 Ratings)

Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!

20 guests · 5 bedrooms · 2 baths

This inviting Apartment in Chicago can fit your needs for many types of vacations, at $1,315 per night.

Work Friendly Home

9.7 / 10

Outstanding(37 Ratings)

Avenir West Loop Penthouses with Iconic City Views

7 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

Looking for the perfect place to call home during your trip to Chicago? This Apartment offers a comfort and style with top-notch amenities, including Free Parking, Garden and Balcony/Terrace, and more.