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2026-11-09
2026-11-10
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Vacation Rentals in Chicago

Spacious 1Br | Free Parking, Golf & Midway Access

Apt 1, 5605 South Sacramento Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-bedroom Spacious 1Br | Free Parking, Golf & Midway Access Chicago apartment, which is within 7 km of Guaranteed Rate Field and approximately 25… More

From US$ 127 Book Now

Stunning Gold Coast Home 12Bd 6Ba & Rooftop Patio

22 East Elm Street, Chicago, United States Show map

During the stay at Stunning Gold Coast Home 12Bd 6Ba & Rooftop Patio Chicago, guests can indulge in cycling and fisheries or visit Millennium Public Park, located 25 minutes' walk away. With space… More

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Great 1 Bedroom Apartment In West Town

1519 W Superior 1F, Chicago, United States Show map

Featuring a prime location 350 metres from Dovetail, Great 1 Bedroom Apartment In West Town Chicago accommodates up to 3 guests. The apartment offers public parking nearby and modern comforts like Wi… More

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Loop Studio W Pool Gym Lounge Nr Riverwalk Chi-633

210 N Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

The 1-bedroom Loop Studio W Pool Gym Lounge Nr Riverwalk Chi-633 Chicago is located 3.9 km from the 35-acre beautifully landscaped Lincoln Park Zoo and approximately a 25-minute walk from Millennium… More

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Fall Hikes & Winter Games: Cozy Chicago Retreat

5704 N Kenneth Ave, Chicago, United States Show map

Situated around a 5-minute walk from Sauganash Old Treaty Elm, the 1-bedroom Fall Hikes & Winter Games: Cozy Chicago Retreat apartment offers guests easy access to various tourist attractions nearby.… More

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Brownstone 2 Entire Units Gold Coast

57 East Cedar Street #2U, Chicago, United States Show map

Situated a 7-minute walk from the huge 900 Shops Mall, the spacious Brownstone 2 Entire Units Gold Coast Apartment Chicago looks out onto the city. The apartment capacity is based on up to 14 guests. More

From US$ 392 Book Now

River N 2Br W Gym Wd Nr Magnificent Mile Chi-160

750 N Rush St, Chicago, Il 60611, Usa, Chicago, United States Show map

The 111 m² River N 2Br W Gym Wd Nr Magnificent Mile Chi-160 Chicago apartment features a prime location about a 25-minute walk from the half - mile - long Navy Pier and hosts up to 4 guests. The… More

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Steps To Lake Michigan & Metra! Extended Getaway

1364 E 48Th St Unit 3, Chicago, United States Show map

Situated around a 25-minute walk from the Sprawling hands-on Museum of Science and Industry, Steps To Lake Michigan & Metra! Extended Getaway Chicago villa entices guests to explore various tourist… More

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Walk To Blue Line: Sleek Apartment In Bucktown!

2113 W Armitage Ave Unit 1R, Chicago, United States Show map

The 2-bedroom Walk To Blue Line: Sleek Apartment In Bucktown! Chicago is located 2.9 km from Oz Public Park and approximately a 25-minute walk from the private DePaul Catholic University. At the… More

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Vibrant 1Br Apartment Close To Dining - Cullom B3

4123 West Cullom Avenue, Chicago, United States Show map

The 56 m² Vibrant 1Br Apartment Close To Dining - Cullom B3 Chicago is located 12 km from Chicago Union train station and about a 5-minute walk from Korean Martyr's Catholic Church. More

From US$ 107 Book Now

Chicago Home In Quiet Area W/ Fenced-In Backyard

12827 S Morgan St, Chicago, United States Show map

Situated around a 25-minute walk from Whistler Woods Forest Preserve Riverside Park, the 4-bedroom Chicago Home In Quiet Area W/ Fenced-In Backyard entices guests to explore various tourist… More

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Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207

1133 N Dearborn St, Chicago, Il 60610, Usa, Chicago, United States Show map

Located in Streeterville with a growing number of high-end leisure activities, the 2-bedroom Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207 Chicago apartment is just 8 minutes' walk from the… More

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W Loop 1Br W Gym Coworking Nr Uic Chi-754

1035 W Van Buren St, Chicago, Il 60607, Usa, Chicago, United States Show map

Situated nearly 25 minutes on foot from the scenic Chicago Riverwalk Walkway, the spacious 69 m² W Loop 1Br W Gym Coworking Nr Uic Chi-754 Apartment Chicago also boasts easy access to Chicago Union… More

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Large 2 Room Studio - Great Transportation

5309 North Winthrop Avenue 216, Chicago, United States Show map

The 35 m² Large 2 Room Studio - Great Transportation Chicago is located 12 km from Chicago Union train station and only a 6-minute walk from The Edge Off Broadway Theater. At this 1-bedroom apartment… More

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South Loop 1Br Nr L Grant Park Chi-805

30 E Roosevelt Rd, Chicago, Il 60605, Usa, Chicago, United States Show map

The spacious 84 m² South Loop 1Br Nr L Grant Park Chi-805 Apartment Chicago is a good choice for accommodating up to 2 guests, offering a prime setting within 25 minutes' walk of Wrigley Building. More

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Kimball Suites

1721 North Kimball Avenue, Chicago, United States Show map

Kimball Suites Chicago features convenient proximity to such city attractions as Chua Lien Hoa Buddhist Temple, situated nearly a 5-minute walk away. The apartment is situated approximately 7 km from… More

From US$ 65 Book Now

S Loop Studio W Pool Gym Spa Nr Grant Park Chi-739

1210 S Indiana Ave, Chicago, Il 60605, Usa, Chicago, United States Show map

Located merely 1.9 km from Chicago Union railway station, the 45 m² S Loop Studio W Pool Gym Spa Nr Grant Park Chi-739 Chicago is only a 7-minute walk from the premier natural-history Field Museum. More

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Mccormick 6B/4Ba Luxury Suite W Jacuzzi/Group Stay

2036 South Michigan Avenue, Chicago, United States Show map

Mccormick 6B/4Ba Luxury Suite W Jacuzzi/Group Stay Chicago is located 3.6 km from Chicago Union train station and merely 350 metres from the indoor Wintrust Arena. Guests can use Wi-Fi for either… More

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Envitae Hotel 4Br Modern Sleek Apartment

853 West Blackhawk Street, Chicago, United States Show map

Overlooking the city, Envitae Hotel 4Br Modern Sleek Apartment Chicago enjoys a prime setting within 300 metres of PRYSM Nightclub. Located a 10-minute drive from the huge outdoor Cloud Gate… More

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The Addison Art Deco Manor Estate Garage

1128 West Addison Street, Chicago, United States Show map

Situated merely 7 minutes' stroll from Harry Caray Statue, the 9-bedroom The Addison Art Deco Manor Garage Villa Chicago offers quick access to numerous city landmarks nearby. The Chicago holiday… More

From US$ 2132 Book Now

South Loop 2Br Skyline - 5 Min To Museum Campus

8 E 9Th St, Chicago, Il 60605, Chicago, United States Show map

The spacious 1200 m² South Loop 2Br Skyline - 5 Min To Museum Campus Apartment Chicago lies only 1.3 km from The Art Institute of Chicago and nearly 5 minutes on foot from Harrison tube station. More

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Gold Coast 1Br W Gym Pool Nr Magnificent Mile Chi-221

1 E Delaware Pl, Chicago, Il 60611, Usa, Chicago, United States Show map

Located only 8 minutes' stroll from the skyscraper 360 Chicago Observation Deck, the spacious 65 m² Gold Coast 1Br W Gym Pool Nr Magnificent Mile Chi-221 Apartment Chicago accommodates up to 2 guests… More

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Loop Studio W Theater Pool Nr Millennium Park Chi-958

201 N Garland Ct, Chicago, Il 60601, Usa, Chicago, United States Show map

Located in Chicago Loop with eclectic eateries, shops, theaters and parks, the 50 m² Loop Studio W Theater Pool Nr Millennium Park Chi-958 Chicago is a mere 7 minutes' walk from the Gothic skyscraper… More

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Chic 1Br Apt Close To Everything - Marshfield E3

3425 North Marshfield Avenue, Chicago, United States Show map

The 1-bedroom Chic 1Br Apt Close To Everything - Marshfield E3 Chicago provides easy access to various city attractions, such as Saint Andrew Roman Catholic Church, situated only a 6-minute walk away. More

From US$ 231 Book Now

Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-227

201 N Garland Ct, Chicago, Il 60601, Usa, Chicago, United States Show map

Located in Near East Side with a park on Lake Michigan, Calumet Park, and a forest, Eggers Grove Forest Preserve, a 5-minute walk from Chicago Cultural Center, Loop 1Br W Gym Pool Wd Nr Millennium… More

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Blueground River North Pool Gym Nr Mile Chi-1143

North State Street 505, Chicago, United States Show map

Situated just 1.4 km from Millennium Public Park, the spacious 97 m² Blueground River North Pool Gym Nr Mile Chi-1143 Chicago apartment also boasts easy access to Chicago Union train station which is… More

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Comfort West Urban Chicago Loft House

2445 North Marmora Avenue, Chicago, United States Show map

The 2-bedroom Comfort West Urban Chicago Loft House is located merely 1.6 km from The Brickyard and nearly a 25-minute walk from Amundsen Park. At this spacious apartment, Wi-Fi and a car park are… More

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River N 1Br W Gym Pool Nr L Stop Beach Chi-361

108 W Chicago Ave, Chicago, Il 60654, Usa, Chicago, United States Show map

Located in Streeterville with a growing number of high-end leisure activities 25 minutes' walk from Chicago Cultural Center, River N 1Br W Gym Pool Nr L Stop Beach Chi-361 Chicago apartment… More

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Blueground West Loop Gym Nr Fulton Market Chi-1064

150 N Ashland Ave, Chicago, Il 60607, Usa, Chicago, United States Show map

Set around a 25-minute walk from the public research University of Illinois at Chicago, the 107 m² Blueground West Loop Gym Nr Fulton Market Chi-1064 Chicago apartment comprises a balcony overlooking… More

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The Bucklogan Nest Sleeps 6 Walk To Blue Line - Apartment

3R, 2033 North Western Avenue, Chicago, United States Show map

The Bucklogan Nest Sleeps 6 Walk To Blue Line - Apartment Chicago is situated in the Bucktown district of Chicago, a mere 6 minutes' walk from Holstein Park. Wi-Fi is provided for both business and… More

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Streeterville 1Br W Gym Pool Nr Navy Pier Chi-409

445 E Ohio St, Chicago, Il 60611, Usa, Chicago, United States Show map

Located in Magnificent Mile with lots of nightlife, restaurants, Streeterville 1Br W Gym Pool Nr Navy Pier Chi-409 Chicago apartment is a mere 9 minutes' walk from the long-standing drawbridge… More

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Blueground Chicago Loop Pool Nr Chicago River Chi-1076

North Wells Street 210, Chicago, United States Show map

The spacious 1-bedroom Blueground Chicago Loop Pool Nr Chicago River Chi-1076 apartment is located just 1.5 km from Chicago Union train station and nearly 5 minutes' walk from the scenic Chicago… More

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Blueground West Loop Rooftop Dog Wash Nr L Chi-1063

150 N Ashland Ave, Chicago, Il 60607, Usa, Chicago, United States Show map

Located in West Loop with must-visit spots for foodies, eclectic art galleries and shops, and numerous acres of redeveloped park space, nearly a 5-minute walk from Christ Temple Apostolic Faith… More

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Penthouse With Private Rooftop And Skyline Views - Sleeps 6

734 N Throop St, Chicago, Il 60642, Usa, Chicago, United States Show map

The 2-bedroom Penthouse With Private Rooftop And Skyline Views - Sleeps 6 Chicago apartment is located 2.9 km from Chicago Union train station and within easy reach of Polish Museum of America. More

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Blueground The Loop Pool Gym Nr Willis Chi-1179

West Lake Street 215, Chicago, United States Show map

Situated about 25 minutes on foot from the half-mile-long Navy Pier, the spacious 64 m² Blueground The Loop Pool Gym Nr Willis Chi-1179 Apartment Chicago also boasts easy access to Chicago Union… More

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Heavenly Abode

8157 South Dorchester Avenue, Chicago, United States Show map

The 1-bedroom Heavenly Abode Villa Chicago is located about a 5-minute stroll from Messiah and Saint Bartholomew Episcopal Church and offers a Jacuzzi for guests' relaxation. Offering Wi-Fi, the… More

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2Br Stylish Apartment In Avondale Close To Shops - Roscoe 1W

3908 West Roscoe Street 1W, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-bedroom 2Br Stylish Apartment In Avondale Close To Shops - Roscoe 1W Chicago, which is approximately 6 km from the baseball stadium "Wrigley Field"… More

From US$ 243 Book Now

Loop Studio W Gym Pool Lounge 1 Block From L Chi-701

210 N Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

The 54 m² Loop Studio W Gym Pool Lounge 1 Block From L Chi-701 Chicago, located in Streeterville with a growing number of high-end leisure activities, nearly a 25-minute walk from The Art Institute… More

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W Loop Studio W Pool Gym Nr Restaurant Row Chi-275

939 W Washington Blvd, Chicago, Il 60607, Usa, Chicago, United States Show map

The 48 m² W Loop Studio W Pool Gym Nr Restaurant Row Chi-275 Chicago is located a mere 1.3 km from Skydeck Chicago and about a 25-minute walk from the public sculpture "Crown Fountain". Featuring a… More

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Walk To Stores & Parks! Stylish Chicago Apartment

9033 S Western Ave, Chicago, United States Show map

Located only 9 minutes on foot from 50-Acre Park, the spacious 93 m² Walk To Stores & Parks! Stylish Chicago Apartment accommodates up to 5 guests. It enjoys a prime location, 4.7 km from the petite… More

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The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14

4505 North Harding Avenue, Chicago, United States Show map

The 5-bedroom The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14 Chicago villa enjoys a convenient location, around 7 km from the baseball stadium "Wrigley Field", and offers guests… More

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Spacious 3Br Home Near Chicago Downtown, University Of Illinois Chicago & Medical District

1356 South Fairfield Avenue Unit 2, Chicago, United States Show map

The 1-bedroom Spacious 3Br Home Near Chicago Downtown, University Of Illinois Chicago & Medical District apartment lies approximately a 10-minute drive from the 184 - acre Garfield Park Conservatory… More

From US$ 294 Book Now

Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field

2036 South Michigan Avenue 105, Chicago, United States Show map

Located in South Loop, set including historic Printers Row, 5 minutes' walk from the indoor Wintrust Arena, Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place… More

From US$ 1140 Book Now

4 Bedroom Entire Apartment Close To Downtown - Free Parking

944 West 52Nd Street Apartment 3, Chicago, United States Show map

Situated merely a 5-minute walk from Pillar Of Truth Evanglistic Church Of God In Christ, the spacious 4 Bedroom Entire Apartment Close To Downtown - Free Parking Chicago offers proximity to various… More

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The Zen Duplex Two Private Suites For Groups

2224 West Ohio Street, Chicago, United States Show map

The 130 m² The Zen Duplex Two Private Suites For Groups Chicago is located 10 minutes by car from Skydeck Chicago and 2.3 km from Eckhart Park. Wi-Fi and private car parking are provided for guests'… More

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Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

West Augusta Boulevard 1220, Chicago, United States Show map

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago villa offers easy access to such tourist spots as Polish Museum of America, located nearly a 5-minute walk away. More

From US$ 179 Book Now

Walker'S Paradise 1Br Apartment In Lincoln Park - Lincoln 2501

2501 North Lincoln Avenue, Chicago, United States Show map

The 1-bedroom Walker'S Paradise 1Br Apartment In Lincoln Park - Lincoln 2501 Chicago is nestled in Lincoln Park with cafés and boutique shops, within 25 minutes' walk of the 35 - acre Lincoln Park… More

From US$ 64 Book Now

Welcome To West Town! 2 Bedrooms And Pet Friendly Apts

1519 W Superior 2R, Chicago, United States Show map

Featuring a prime location around 300 metres from RR #1 Chicago, the 2-bedroom Welcome To West Town! 2 Bedrooms And Pet Friendly Apts Chicago apartment accommodates up to 4 guests. The apartment is… More

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Downtown Mich Ave - 6 Penthouses, Sleep 25

820 South Michigan Avenue 1207, Chicago, United States Show map

The 10-bedroom Downtown Mich Ave - 6 Penthouses, Sleep 25 Chicago villa is situated within easy reach of General John Logan Memorial, featuring such comforts as Wi-Fi and a car park. Offering a prime… More

From US$ 5162 Book Now

2Br Alluring Apartment With Laundry - Cullom D3

4133 West Cullom Avenue, Chicago, United States Show map

The 1-bedroom 2Br Alluring Apartment With Laundry - Cullom D3 Chicago is located 12 km from Chicago Union train station and approximately 5 minutes' walk from Korean Martyr's Catholic Church. More

From US$ 184 Book Now