Game Room • Fire-pit • Playground • Gym • Billiard

16 guests · 1 bedroom · 4 baths

Free WiFi/internet · Air conditioning

Experience vacation in Chicago with our House, Hello Again, Chicago!. Enjoy amenities such as Free Parking, Pets allowed and Non-smoking, and more.

10 / 10

Outstanding(11 Ratings)

Relax with family in a super deluxe single family home. West town.

17 guests · 5 bedrooms · 3 baths

Looking for a House in Chicago, this House for $788 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.8 / 10

Outstanding(95 Ratings)

Wrigley Field/Lakeview -Entire Home- Large Groups!

20 guests · 3 bedrooms · 3 baths

House in Chicago, for $777 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(24 Ratings)

Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront

20 guests · 4 bedrooms · 2 baths

Soak up the beauty of Chicago in our Apartment, Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(95 Ratings)

Wrigley Field/Lakeview -Entire Home- Large Groups!

20 guests · 3 bedrooms · 3 baths

Are you ready to indulge in a relaxing getaway? Our House in Chicago has everything you need for a rejuvenating stay. Treat yourself to Wrigley Field/Lakeview -Entire Home- Large Groups!'s exceptional amenities, such as Pets allowed and Non-smoking.

9 / 10

Outstanding(2 Ratings)

Inspiring Grotto Sleeps 10-20 Free TV & Parking

20 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

Indulge in a peaceful retreat at Inspiring Grotto Sleeps 10-20 Free TV & Parking, our elegant Apartment in Chicago. Enjoy amenities including Free Parking, Pets allowed and Tennis court, and more.

9.8 / 10

Outstanding(32 Ratings)

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

20 guests · 4 bedrooms · 2 baths

This attractive House in Chicago, $860 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(24 Ratings)

Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront

20 guests · 4 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our Apartment in Chicago has everything you need for a rejuvenating stay. Treat yourself to Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

9.6 / 10

Outstanding(41 Ratings)

Extra Large Authentic Chicago Graystone walk to Wrigley, Lakefront & Restaurants

20 guests · 3 bedrooms · 2 baths

Experience the best of Chicago with this Apartment available for $737. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Club Salon Sleeps 10-20 Free Parking & TV

20 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

Experience vacation in Chicago with our Apartment, Club Salon Sleeps 10-20 Free Parking & TV. Enjoy amenities such as Free Parking, Pets allowed and Tennis court, and more.

You can save with One Key

7.4 / 10

Good(3 Ratings)

4 Bedroom, Sleeps 20 people!

20 guests · 4 bedrooms · 4 baths

The best choice in Chicago for Apartment, for $844 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(32 Ratings)

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

20 guests · 4 bedrooms · 2 baths

Discover the beauty of Chicago with a stay at Inspiring Stone Grotto Sleeps 10-20 & Free Parking, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

7.6 / 10

Good(4 Ratings)

North Chicago Home

16 guests · 4 bedrooms · 2 baths

Looking for a Apartment in Chicago, this Apartment for $609 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.5 / 10

Outstanding(2 Ratings)

Stone Mansion Sleeps 10-20 Free TV & Parking

20 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Bar

Looking for a memorable stay in Chicago? Our Apartment might just be what you're looking for. Enjoy amenities including Free Parking, Pets allowed and Bar, and more during your stay.

9.8 / 10

Outstanding(41 Ratings)

Extra Large Authentic Chicago Graystone walk to Wrigley, Lakefront & Restaurants

20 guests · 3 bedrooms · 2 baths

Experience the best of Chicago with this Apartment available for $737. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Spacious 5-bedroom house in charming Chicago on a quiet secluded block.

16 guests · 5 bedrooms · 3 baths

Looking for a memorable stay in Chicago? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

9.4 / 10

Outstanding(4 Ratings)

Stunning 5BR Home with 2 Rooftops, Sauna, Hot Tub!

16 guests · 5 bedrooms · 3 baths

Indulge in a peaceful retreat at Stunning 5BR Home with 2 Rooftops, Sauna, Hot Tub!, our elegant House in Chicago. Enjoy amenities including ;, and more.

10 / 10

Outstanding(49 Ratings)

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

20 guests · 6 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Chicago at Chicago Bootlegger House Sleeps 11-22 with 3 parking spots for $900 for your next trip.

10 / 10

Outstanding(4 Ratings)

Bootlegger House Sleeps 10-20 Free TV & Parking

20 guests · 6 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

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

You can save with One Key

9.8 / 10

Outstanding(109 Ratings)

Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE

16 guests · 4 bedrooms · 3 baths

Nestled in Chicago, this Apartment is perfect for your next vacation. Enjoy Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE's top-rated amenities, including No pets allowed and Non-smoking, and more.

Spacious 5-bedroom house in charming Chicago on a quiet secluded block.

16 guests · 5 bedrooms · 3 baths

Nestled in Chicago, this House is perfect for your next vacation. Enjoy Spacious 5-bedroom house in charming Chicago on a quiet secluded block.'s top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.6 / 10

Outstanding(24 Ratings)

Lincoln Park/depaul 8 Bed 1 Parking Spot by AllSet Turnover

18 guests · 7 bedrooms · 4 baths

Discover the beauty of Chicago with a stay at Lincoln Park/depaul 8 Bed 1 Parking Spot by AllSet Turnover, a top rated Apartment with amenities such as ;, and more.

8 / 10

Excellent(1 Rating)

Chi-Town Ultimate Hideout 1-2-3

in Berwyn

16 guests · 5 bedrooms · 3 baths

Free WiFi/internet · Air conditioning

Experience the best of Chicago with this House available for $656. This property is equipped with amenities including WiFi/Internet, Heating and Free WiFi/internet, and more.

9.9 / 10

Outstanding(50 Ratings)

Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley

20 guests · 4 bedrooms · 2 baths

Enjoy the best of Chicago in our Apartment, Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(50 Ratings)

Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley

20 guests · 4 bedrooms · 2 baths

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 No pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(6 Ratings)

Luxurious HUGE Penthouse with 4000+ Games, Arcades

16 guests · 2 bedrooms · 1 bath

Are you ready to indulge in a relaxing getaway? Our Apartment in Chicago has everything you need for a rejuvenating stay. Treat yourself to Luxurious HUGE Penthouse with 4000+ Games, Arcades's exceptional amenities, such as ;.