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2026-06-28
2026-06-29
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Family Friendly hotels in Chicago

1Br Chic & Elite Apt In Hyde Park - Shoreland 714

5454 South Shore Drive, Chicago, United States View map

Positioned within the vibrant neighborhood of Hyde Park, the 1Br Chic & Elite Apt In Hyde Park - Shoreland 714 offers an unparalleled urban retreat for both leisure and business travelers. This… More

From US$ 266 Book Now

Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant

4134 North Mason Avenue Floor 2, Chicago, United States View map

Set in the charming neighborhood of Portage Park, the Well-Appointed Cozy Portage Park Apt offers a harmonious blend of comfort and convenience. Ideal for families and those traveling with pets, this… More

From US$ 101 Book Now

Vogue Bucktown 4 Bd 2 Ba

1861 North Winnebago Avenue, Chicago, United States View map

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Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop

2036 South Michigan Avenue 710, Chicago, United States View map

The spacious Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop is 5 minutes' walk from the Second Presbyterian Church of… More

From US$ 816 Book Now

Stylish & Bright Gem Overlooks Lovely Park With Great Amenities

3850 West Diversey Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom Stylish & Bright Gem Overlooks Lovely Park With Great Amenities Chicago apartment, which is approximately 15 minutes' walk from… More

From US$ 201 Book Now

Perfect Stay - Modern 2Br Unit - Barry Gb

850 West Barry Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Perfect Stay - Modern 2Br Unit - Barry Gb Chicago apartment, which is merely 1.7 km from the baseball stadium "Wrigley Field" and… More

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City Charm 1-Bedroom Oasis - Woodlawn 1E

5445 South Woodlawn Avenue, Chicago, United States View map

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From US$ 223 Book Now

Fully Furnished Extended Stay Work Or Insurance In Chicago

5539 West Adams Street Garden, Chicago, United States View map

Located about a 10-minute walk from Laramie underground station, the 28 m² Fully Furnished Extended Stay Work Or Insurance In Chicago apartment also boasts proximity to Truth and Deliverance Church. More

From US$ 133 Book Now

Chic & Spacious 3-Bedroom Condo-Just 10 Minutes From Downtown Chicago

6128 North Francisco Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the 2-room Chic & Spacious 3-Bedroom Condo-Just 10 Minutes From Downtown Chicago, which is 25 minutes' stroll from Winnemac Park and 700 metres from Christ… More

From US$ 183 Book Now

Iklektik House // Bluejay

2334 West Erie Street 1F, Chicago, United States View map

Located a 25-minute stroll from the Eckhart Park, Iklektik House // Bluejay Apartment Chicago is 6 km from a top family-friendly place like the 35-acre beautifully landscaped Lincoln Park Zoo. This… More

From US$ 194 Book Now

Spacious 4Br With Outdoor Oasis

851 North Fairfield Avenue, Chicago, United States View map

Nestled in the vibrant neighborhood of West Town, the Spacious 4Br With Outdoor Oasis is a perfect retreat for those looking to blend comfort and convenience. This splendid residence grants guests… More

From US$ 1242 Book Now

Freshly Minted 2Br - Elegance & Comfort In Central Chicago

North Elizabeth Street, Chicago, United States View map

Welcome to Freshly Minted 2Br - Elegance & Comfort In Central Chicago, where modern comfort meets the lively spirit of the West Loop. This spacious apartment is perfectly designed for both leisure… More

From US$ 838 Book Now

Speakeasy Serenity Retreat

2437 West Walton Street, Chicago, United States View map

The 56 m^2 Speakeasy Serenity Retreat Apartment Chicago is located nearly a 25-minute walk from Eckhart Park and approximately 7 km from Wrigley Field. This apartment includes ironing facilities, a… More

From US$ 164 Book Now

Unique Charm Studio Lincoln Park

422 West Roslyn Place, Chicago, United States View map

Located merely 1.1 km from Oz Public Park, the 1-room Unique Charm Studio Lincoln Park Apartment Chicago is about a 5-minute ride from a top family-friendly place like Lincoln Park Zoo. More

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North Side Pied A Terre

2040 West Roscoe Street 2F, Chicago, United States View map

### Experience the Charm of North Side Pied A Terre Nestled in the vibrant North Side of Chicago, North Side Pied A Terre seamlessly blends comfort with urban chic. More

From US$ 358 Book Now

The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10

3618 North Racine Avenue, Chicago, United States View map

**Discover The Wrigleyville Deluxe - Steps From Wrigley Sleeps 10** The Wrigleyville Deluxe is designed with convenience in mind, offering essential amenities such as towels and air conditioning to… More

From US$ 697 Book Now

The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1, Chicago, United States View map

Situated in the vibrant Lincoln Park area of Chicago, The Village Inn By Dakota Gal Digs serves as an oasis amidst the bustling cityscape. This charming establishment is surrounded by an array of… More

From US$ 597 Book Now

Hamaline Luxury Guest House

76 East 37Th Street, Chicago, United States View map

Located approximately 5 minutes' walk from Indiana Avenue Pentecostal Church of God, the 1-bedroom Hamaline Luxury Guest House Chicago villa gives easy access to various tourist attractions in the… More

From US$ 336 Book Now

Chic South Loop 2Br Apartment With Gym And Optional Parking Near Grant Park, Mccormick Place, Museum Campus & Downtown

61 East 21St Street Unit 617, Chicago, United States View map

The spacious 2-bedroom Chic South Loop 2Br Apartment With Gym And Optional Parking Near Grant Park, Mccormick Place, Museum Campus & Downtown Chicago is located 3.6 km from Chicago Union train… More

From US$ 252 Book Now

Luxurious Classic Gold Coast Villa For 12 Guests

109 West Elm Street, Chicago, United States View map

Located a 5-minute drive from the half - mile - long Navy Pier, Luxurious Classic Gold Coast Villa For 12 Guests Chicago gives access to various tourist sites in the vicinity. More

From US$ 565 Book Now

Just Minutes From Downtown Chicago

East 45Th Street, Chicago, United States View map

**Welcome to Just Minutes From Downtown Chicago**, where urban elegance meets serene comfort in a delightful getaway. This charming bed and breakfast invites you to experience the best of the Windy… More

From US$ 297 Book Now

Prime Avondale

3217 North Richmond Street 1, Chicago, United States View map

Prime Avondale Hotel Chicago offers quick access to the Bucket O' Blood Books and Records, situated approximately 5 minutes' walk away. Boasting bicycle usage, this 3-star hotel is located 2.9 km… More

From US$ 137 Book Now

5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

1426 North North Park Avenue, Chicago, United States View map

During the stay at 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa, guests can indulge in tennis or visit the Navy Pier, located a 10-minute ride away. More

From US$ 736 Book Now

Premier Penthouses And Apartment With Captivating Views Of Millennium Park

60 East Randolph Street, Chicago, United States View map

Featuring an indoor pool, Premier Penthouses And Apartment With Captivating Views Of Millennium Park Chicago is around a 5-minute walk from the Chicago Theatre. Set right near the untitled monumental… More

From US$ 2344 Book Now

3Br Prime Hyde Park Location Near Uchicago And Dining

5244 S Ingleside Ave 3, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 93 m^2 3Br Prime Hyde Park Location Near Uchicago And Dining Apartment, which is within 25 minutes' walk of Jackson Bark and only 0.9 km from… More

From US$ 379 Book Now

The Orleans Floor 3 Private Rooftop Deck

858 North Orleans Street #Rtd3, Chicago, United States View map

Located nearly a 25-minute walk from the Art Institute of Chicago, the spacious The Orleans Floor 3 Private Rooftop Deck Chicago apartment is 2.6 km from a top family-friendly place like the free… More

From US$ 2062 Book Now

Modern & Furnished 2Br Apt With In-Unit Laundry - Sunnyside 2E

5120 West Sunnyside Avenue, Chicago, United States View map

The 90 m² Modern & Furnished 2Br Apt With In-Unit Laundry - Sunnyside 2E Chicago offers easy access to such tourist sites as Our Lady of Victory Roman Catholic Church, located around 5 minutes' walk… More

From US$ 374 Book Now

7 Mi To Downtown Luxe Chicago Condo

5434 S Michigan Ave Unit 3, Chicago, United States View map

To enjoy your vacation in Chicago, stay at 7 Mi To Downtown Luxe Chicago Condo, which is about a 25-minute walk from Dorchester Commons Shopping Center and 3.1 km from the Lakefront Trail. This… More

From US$ 491 Book Now

Chic Chicago Retreat Home

2533 South Whipple Street 1St Floor, Chicago, United States View map

The 1-bedroom Chic Chicago Retreat Home offers swift access to various city sites, such as Our Lady of Tepeyac Parish, situated approximately 5 minutes' walk away. More

From US$ 91 Book Now

Urbaneden Loft Apartment

3523 West Chicago Avenue, Chicago, United States View map

The 102 m² Urbaneden Loft Apartment Chicago is located 7 km from the tall skyscraper "Willis Tower" and merely a 9-minute walk from Good News Community Baptist Church. This 2-bedroom apartment is… More

From US$ 150 Book Now

Stone Mansion Sleeps 10-20 Free Tv & Parking

3152 North Pine Grove Avenue, Chicago, United States View map

**Welcome to Stone Mansion, a Luxurious Retreat in Lakeview** Situated in the lively Lakeview area, guests are just moments away from the excitement of Wrigley Field, along with a myriad of other… More

From US$ 1891 Book Now

Modern Apt W Private Entrance Washer Dryer Free Parking

2947 West Fargo Avenue, Chicago, United States View map

Modern Apt W Private Entrance Washer Dryer Free Parking Chicago features convenient proximity to such city attractions as Sephardic Congregation Orthodox Synagogue, situated nearly 5 minutes' walk… More

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Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

1307 North Bell Avenue, Chicago, United States View map

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops hosts up to 16 guests and is nestled 4.7 km from natural sites such as the scenic Chicago Riverwalk Walkway. Located about a 15-minute drive from… More

From US$ 1501 Book Now

North Center Chicago - Walkable - Transit Accessible - King & Queen Beds

2117 West Irving Park Road 3R, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 88 m² North Center Chicago - Walkable - Transit Accessible - King & Queen Beds apartment, which is a mere 200 metres from Saint Benedicts Roman… More

From US$ 688 Book Now

Medical District 2Br With Jacuzzi & Parking

2329 West Harrison Street Unit 1, Chicago, United States View map

Situated 4.1 km from the Skydeck Chicago, the spacious 2-bedroom Medical District 2Br With Jacuzzi & Parking Apartment Chicago also boasts easy access to Chicago Union train station which is 4.2 km… More

From US$ 216 Book Now

Chic 4-Bedroom Haven: Designer'S Dream Home

2655 West Huron Street, Chicago, United States View map

**Chic 4-Bedroom Haven: Designer's Dream Home** is a splendid escape nestled in the vibrant West Town neighborhood of Chicago. This stylish sanctuary is situated along a lively stretch of West… More

From US$ 1155 Book Now

The Karlov. Gorgeous ,Spacious 2Bd/ 1Ba W/ Parking

4109 West Pierce Avenue, Chicago, United States View map

Welcome to The Karlov, a stunning, spacious 2-bedroom, 1-bathroom apartment designed for both comfort and convenience in the heart of Chicago. This air-conditioned retreat features a bright living… More

From US$ 537 Book Now

Boutique Garden House Chicago 3-Story Sleeps 12

7131 South Michigan Avenue, Chicago, United States View map

Boutique Garden House Chicago 3-Story Sleeps 12 Villa, located just a 5-minute walk from First Progressive Church of Christ, can host up to 12 guests. More

From US$ 629 Book Now

Charming 1Br Unit Close To Vibrant Shops & Dining - Montrose 1B

5119 West Montrose Avenue, Chicago, United States View map

The spacious Charming 1Br Unit Close To Vibrant Shops & Dining - Montrose 1B Chicago apartment is located just 450 metres from Our Lady of Victory Roman Catholic Church and 25 minutes' walk from the… More

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South Loop 3 Bedroom Apt

1314 South Wabash Avenue, Chicago, United States View map

South Loop 3 Bedroom Apt Chicago lies 2.2 km from the public art Cloud Gate Sculpture and within 5 minutes' walk of Roosevelt tube station. More

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Cozy & Radiant 2Br Apartment - Bstone 605

5107 South Blackstone Avenue, Chicago, United States View map

Set in Hyde Park, which is a free two-day festival featuring the finest in local jazz and national and international jazz artists, approximately a 25-minute walk from the Lakefront Trail, the 2-room… More

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Amazing 4Br 4Ba Oasis W Rooftop & Stunning Design

2223 West Race Avenue, Chicago, United States View map

The 4-bedroom Amazing 4Br 4Ba Oasis W Rooftop & Stunning Design Chicago villa is situated 350 m from Yoga For All Beings, featuring such comforts as Wi-Fi and parking. Located 4.8 km from Cloud Gate,… More

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Chic 2 Bedroom 1 Parking Sleeps 6

33 South Ashland Avenue, Chicago, United States View map

The 106 m² Chic 2 Bedroom 1 Parking Sleeps 6 Chicago apartment is a great place to stay in West Loop with a growing market for young families, 3.9 km from the Buckingham Fountain. Set right near the… More

From US$ 510 Book Now

Victorian Mansion In Garfield Park

3461 W Adams St, Chicago, United States View map

Situated 950 metres from the Catholic church "Our Lady of Sorrows Basilica", Victorian Mansion In Garfield Park Villa Chicago invites guests to relax at a patio. More

From US$ 162 Book Now

Luxury Retreat With Home Theater

West Beach Avenue 1621, Chicago, United States View map

Situated within a 500-metre distance of Belmont Army Wicker Park, Luxury Retreat With Home Theater Chicago entices guests with views of the patio. Located 15 minutes by car from Millennium Park, the… More

From US$ 161 Book Now

3 Level Apt 10 Min To The Beach, Near Downtown

7007 South East End Avenue, Chicago, United States View map

3 Level Apt 10 Min To The Beach, Near Downtown Chicago is located 14 km from Chicago Union train station and a mere 6 minutes' walk from Bryn Mawr Community Church. More

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Beautiful Chicago 2Bd 1Ba

4107 West Pierce Avenue, Chicago, United States View map

The 102 m² Beautiful Chicago 2Bd 1Ba Apartment is located 10 minutes by car from the Komoda building and 2.7 km from the 184-acre Garfield Park Conservatory. This 2-bedroom apartment offers modern… More

From US$ 242 Book Now

Lovely 3-Bedroom Apartment In Bronzeville

3602 South King Drive, Chicago, United States View map

Discover the charm of the Lovely 3-Bedroom Apartment In Bronzeville, a perfectly situated urban retreat that harmonizes modern comfort with the vibrant character of Chicago's historic Bronzeville… More

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2Br Designer Loft Modern Luxe In City Center

160 North Elizabeth Street, Chicago, United States View map

The spacious 2Br Designer Loft Modern Luxe In City Center Chicago apartment is situated 5 minutes' walk from the Randolph Street Market and 20 km from Midway International airport. More

From US$ 507 Book Now

Bucktown Private Condo

1913 West Armitage Avenue Apt 2Rw, Chicago, United States View map

### Welcome to Bucktown Private Condo Chicago For those seeking convenience and accessibility, the Bucktown Private Condo boasts excellent transportation links, allowing for easy exploration of all… More

From US$ 347 Book Now