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2026-06-27
2026-06-28
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Chicago holiday rentals

Luxe Lincoln Park Sfh With Private Roof Deck!

2321 N Halsted St, Chicago, United States View map

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Zen Oasis Of Elegance: Expansive Executive Home

2031 West Coulter Street, Chicago, United States View map

The 4-bedroom Zen Oasis Of Elegance: Expansive Executive Home Chicago offers easy access to such tourist spots as Saint Paul Roman Catholic Church, located only a 6-minute walk away. Providing guests… More

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Huge Lakeview Retreat Sleeping 20 With Parking!

858 West Fletcher, Chicago, United States View map

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From US$ 500 Book Now

Cozy + Home In Chicago W/ Sauna VIII

1328 North Leavitt Street, Chicago, United States View map

Cozy + Home In Chicago W/ Sauna VIII is located at a 6 km distance from the tall skyscraper "Willis Tower" and at a 6 km distance from Cloud Gate. This villa features accommodation with 4 bedrooms… More

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Convenient Chicago Vacation Rental With Office!

6141 S Nashville Ave, Chicago, United States View map

The 2-bedroom Convenient Chicago Vacation Rental With Office! is a 25-minute walk from Toyota Park Bridgeview Stadium, and at a 4.7 km distance from Macarthur Park. The villa comprises 2 bathrooms… More

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Spacious 3Br Urban Getaway W Gym

2550 South Wabash Avenue, Chicago, United States View map

Spacious 3Br Urban Getaway W Gym Chicago villa is located just 600 metres from Quinn Chapel African Methodist Episcopal Church and invites guests to enjoy a patio. Guests can enjoy cycling at this… More

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South Shore Retreat 5 Bedrooms & Entertainment

2714 E 76Th Pl, Chicago, United States View map

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Downtown Mich Ave - 6 Penthouses, Sleep 25

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

Located just 1.4 km from the Art Institute of Chicago, Downtown Mich Ave - 6 Penthouses, Sleep 25 Chicago villa offers a patio with views of the lake. More

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Boho Scottsdale Oasis Pool Hot Tub

East Oak Street, Chicago, United States View map

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Cute And Cozy Chicago Modern Condo

1625 W Superior St 3F, Chicago, Il 60622, Usa, Chicago, United States View map

Up to 6 guests can stay at Cute And Cozy Chicago Modern Condo villa and enjoy the Dovetail, located 6 minutes' walk away. More

From US$ 526 Book Now

2 Mtm Fully Furnished Rental In Old Town 2F&2R

1556 North La Salle Drive, Chicago, United States View map

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Luxe Spacious Sfh In Bucktown With Secure Parking

2320 West Moffat, Chicago, United States View map

The 3-bedroom Luxe Spacious Sfh In Bucktown With Secure Parking Chicago villa offers easy access to such tourist spots as Richard's Fabulous Finds, located only a 5-minute walk away. More

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Chicago 1Br, Stylish Stay With Workspace

3114 W Waveland Ave Unit 1A, Chicago, Il 60618, Usa, Chicago, United States View map

Experience the epitome of urban elegance at the Chicago 1Br, Stylish Stay With Workspace, a contemporary oasis nestled within the bustling city. Perfectly located just 11 km from the Ogilvie… More

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Ultra Modern Luxury - New Construction 4 Bedrooms

5039 North Winthrop Avenue, Chicago, United States View map

Staying at Ultra Modern Luxury - New Construction 4 Bedrooms Chicago villa, guests can visit Lane Sandy Beach, which is about a 25-minute walk away. More

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Sleeps 18 7Br Gym Game Room Theater

33 S Waller Ave, Chicago, Il 60644, Usa, Chicago, United States View map

Situated a 10-minute stroll from the Third Unitarian Church, Sleeps 18 7Br Gym Game Room Theater Chicago villa provides access to numerous tourist attractions in the area. More

From US$ 4680 Book Now

Nice Family Home

4027 West 25Th Street, Chicago, United States View map

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Gold Coast Pristine Home Rooftop Pooltable Parking

26 East Division Street, Chicago, United States View map

The 5-bedroom Gold Coast Pristine Home Rooftop Pooltable Parking Chicago is located approximately a 25-minute walk from Navy Pier and invites guests to enjoy a terrace. More

From US$ 1373 Book Now

Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

North Sedgwick Street 811, Chicago, United States View map

Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11 Chicago villa provides easy access to various city attractions, such as the long-standing Carl Hammer Gallery… More

From US$ 1205 Book Now

4 Mi To Dtwn Chicago Modern Home With Outdoor Space

Chicago, United States View map

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Beautiful 7 Bed, 3.5 Bathroom

1523 North Artesian Avenue 101, Chicago, United States View map

The spacious 4-bedroom Beautiful 7 Bed, 3.5 Bathroom Chicago apartment lies at a distance of 3.5 km from Garfield Park Conservatory and nearly 10 minutes' walk from Western tube station. More

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Sleeps 26 • Modern Multi-Unit • Gym • Workspaces

3114 West Waveland Avenue, Chicago, United States View map

Sleeps 22 • Modern Multi-Unit • Gym • Workspaces Chicago villa offers swift access to various city sites, such as Prop Thtr, situated merely 6 minutes' walk away. More

From US$ 1166 Book Now

Game Room, Deck And Yard Chicago Home

Chicago, United States View map

Situated just 450 metres from Admiral Theatre, the 4-bedroom Awesome Chicago Home With Game Room, Deck And Yard! offers quick access to numerous city landmarks nearby. More

From US$ 325 Book Now

Home With Fenced Backyard In Chicago!

12827 S Morgan St, Chicago, United States View map

Welcome to Quiet Home With Fenced Yard In Chicago, your serene retreat tucked away from the bustling city yet conveniently located for easy access to all that Chicago has to offer. Situated just 26… More

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Charming & Bright Multilevel Townhome With Parking

Chicago, United States View map

Charming & Bright Multilevel Townhome With Parking Chicago villa offers swift access to various city sites, such as The Church of Jesus Christ of Latter-day Saints, situated a mere 6 minutes' walk… More

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Downtown Living: Walkable, Modern Chicago Condo

235 W Van Buren St Unit 2220, Chicago, United States View map

Nestled a 25-minute walk from the avant - garde Harris Theater, Downtown Living: Walkable, Modern Chicago Condo villa entices guests to explore various tourist destinations nearby. More

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Designer Smart Home

59 West Schiller Street, Chicago, United States View map

Designer Smart Home Chicago is situated merely a 5-minute walk from Chicago History Museum and offers a fitness club for guests to stay fit. More

From US$ 1682 Book Now

Large Single Family Home 7 Bedrooms

2219 West Adams Street, Chicago, United States View map

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2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States View map

Located about a 25-minute stroll from the public Cloud Gate Sculpture, 2 Newly Built Luxury Condos With Private Roofdeck Chicago villa offers a patio with views of the city. Offering Wi-Fi, the… More

From US$ 2399 Book Now