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2026-02-09
2026-02-10
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Chicago holiday rentals

Charming & Bright Multilevel Townhome With Parking

Chicago, United States View map

The 2-bedroom Free Parking! Designed For Work And Play - Perfect For Any Traveler With 2 Work Spaces And Old Town Charm Townhouse Chicago villa offers proximity to nearby tourist spots, such as… More

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3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

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

Welcome to the charming **3 Bedroom Spacious Home in Ideal Location** nestled in the vibrant Daan District. This delightful retreat places you just 16 km from Midway International Airport and a… More

From US$ 949 Book Now

Walk To Wrigley Field! Townhouse With Pool Table

1045 W Dakin St Unit 1, Chicago, United States View map

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Wrigley 4Br Home, Sleeps 10

3623 N Ashland Ave, Chicago, United States View map

Situated nearly 5 minutes' walk from Juniper Park, the 2-bedroom Wrigley 4Br Home, Sleeps 10 Chicago offers easy access to numerous tourist spots in the area. More

From US$ 398 Book Now

3Br Gym Workspace Chicago Condo

3656 North Osage Avenue Unit 2, Chicago, United States View map

Welcome to the luxurious 3Br Gym Workspace Chicago Condo, a magnificent urban retreat nestled in the heart of the city. Located just 21 kilometers from the bustling Ogilvie Transportation Center and… More

From US$ 440 Book Now

Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Chicago, United States View map

Positioned in the vibrant Wicker Park neighborhood, Wicker Park 6Bd 4Ba, Steps From CTA, Parking Incl Home invites guests to experience the essence of urban living intertwined with modern comfort. More

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Top 1 Rated 4Br Lincoln Park House - King Bed

210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States View map

### Discover the Charm of the Top 1 Rated 4Br Lincoln Park House - King Bed The Top 1 Rated 4Br Lincoln Park House - King Bed stands out not only for its prime location but also for the seamless… More

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Zen Escape-Chicago'S Urban Oasis

841 North Mozart Street, Chicago, United States View map

Welcome to Zen Escape-Chicago's Urban Oasis, your serene retreat nestled in the vibrant West Town neighborhood. This gem is ideally situated along the bustling stretch of West Chicago Avenue… More

From US$ 79 Book Now

Spacious 3Br Urban Getaway W Gym

2550 South Wabash Avenue, Chicago, United States View map

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Cozy Wicker Park Home With Movie Room

1523 North Artesian Avenue, Chicago, United States View map

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8Br Kids Room, Game Room, Gym Andtheater

4038 N Central Ave, Chicago, Il 60634, Usa, Chicago, United States View map

Welcome to the exquisite 8Br Kids Room, Game Room, Gym Andtheater Chicago, where luxury and leisure blend seamlessly. Nestled just 30 minutes by car from the bustling Ogilvie Transportation Center… More

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Bronzeville 42 Art & Hospitality

615 East 42Nd Street, Chicago, United States View map

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Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States View map

**Experience Luxury at the Breathtaking Downtown Penthouse A - Sleeps 11 Villa** Nestled in the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse A - Sleeps 11 Villa offers a… More

From US$ 329 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

Charming 5 Bedrooms 2 Bathrooms

8027 South Kimbark Avenue, Chicago, United States View map

Nestled a 10-minute ride from Museum of Science and Industry, Charming 5 Bedrooms 2 Bathrooms Chicago villa entices guests to explore various tourist destinations nearby. More

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Chicago Chic, Cozy 1Br With Stylish Workspace

3114 W Waveland Ave, Unit 2A, Chicago, Il 60618, Usa, Chicago, United States View map

Welcome to the Chic, Cozy 1Br With Stylish Workspace, a serene retreat nestled in the heart of vibrant Chicago. This stylish haven offers guests a perfect blend of modern comfort and urban… More

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Cute And Cozy Chicago Modern Condo

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

Located 20 minutes' walk from an indoor arena, Cute And Cozy Chicago Modern Condo villa gives access to various tourist sites in the vicinity. More

From US$ 526 Book Now

Charming 3Bd Bungalow In Vibrant Andersonville Home

1619 W Bryn Mawr, Chicago, United States View map

Set in the heart of the lively Andersonville neighborhood, the Charming 3Bd Bungalow In Vibrant Andersonville Home offers a delightful retreat for travelers seeking a blend of comfort and local… More

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Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Chicago, United States View map

Nestled in the vibrant heart of Wicker Park, the stylish Wicker Park 4Bd 3Ba, Steps From CTA, Parking Incl Home captures the essence of this trendy neighborhood. Known for its eclectic mix of… More

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Chic Green L Near Downtown & Il Medical District

602 South Western Avenue, Chicago, United States View map

Located 6 km from Buckingham Fountain, Chic Green L Near Downtown & Il Medical District Chicago villa gives access to various tourist sites in the vicinity. More

From US$ 118 Book Now

2 Mi To Red Line Chicago Home Near Sherman Park

5205 S May St, Chicago, United States View map

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Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Chicago, United States View map

**Welcome to the Vibrant Heart of Chicago** Beyond the comforts of your accommodations, the holiday home offers exceptional services designed to enhance your stay. More

From US$ 139 Book Now

White Sox Best House

3801 South Calumet Avenue, Chicago, United States View map

**Welcome to White Sox Best House, Chicago's premier accommodation for travelers seeking comfort and convenience. Nestled in a vibrant neighborhood, this exceptional residence offers easy access to… More

From US$ 162 Book Now

Quiet Chicago Townhome Walk To Subway Stations

220 N Laporte Ave 1, Chicago, United States View map

7 km from the 2-bedroom Quiet Chicago Townhome - 7 Mi To Downtown! takes guests to the modern United Center Arena, while Garfield Park Conservatory is 10 minutes away by car. It consists of 2… More

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Spacious 3-Bed West Loop Townhouse, 1 Car Garage

920 W Van Buren St, Chicago, United States View map

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3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Chicago, United States View map

Situated a 5-minute walk from Park West, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with views of the lake. More

From US$ 237 Book Now

Gated Family Home With Chefs Kitchen

1427 North Monticello Avenue, Chicago, United States View map

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From US$ 238 Book Now

Game Room, Firepit, Playground, Gym, Billiard

2146 N Kilpatrick Ave, Chicago, United States View map

Staying at the 2-bedroom Game Room, Firepit, Playground, Gym, Billiard Chicago villa, guests can easily reach Maplewood Brewery & Distillery, located approximately a 10-minute drive away. More

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Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Chicago, United States View map

Welcome to the Beautifully Remodeled Flat Downtown #3N, a chic urban retreat nestled in the vibrant Near North Side of Chicago. This incredible location grants guests immediate access to iconic… More

From US$ 239 Book Now

Near Lake & Museum • Modern • Game Area

2714 E 76Th Pl, Chicago, Il 60649, Usa, Chicago, United States View map

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Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago, United States View map

Welcome to the enchanting retreat of Chicago Home, a serene escape conveniently located just 22 km from the bustling Ogilvie Transportation Center and 25 km from Midway International Airport. This… More

From US$ 112 Book Now

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

West Augusta Boulevard 1220, Chicago, United States View map

Welcome to Goose Island Central Downtown, where urban vibrancy meets comfortable elegance. Nestled within West Town, this exquisite retreat offers easy access to the lively stretch of West Chicago… More

From US$ 179 Book Now

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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Beautiful Remodeled Penthouse Unit In Old Town

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

The 2-bedroom Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago provides easy access to various city attractions, such as the non - denominational Moody Church, situated around 5 minutes'… More

From US$ 139 Book Now

Huge Projector And Designated Workspace, Near Wrigley

3116 W Waveland Ave, Unit 2B, Chicago, Il 60618, Usa, Chicago, United States View map

Situated 4.2 km from Margaret Donahue Park, the 1-bedroom Huge Projector And Designated Workspace, Near Wrigley Chicago villa entices guests to explore various tourist attractions in the area. More

From US$ 992 Book Now