Downtown Chicago vacation rentals
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Top-rated vacation rentals in Downtown Chicago
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Popular amenities for Downtown Chicago vacation rentals
Downtown Chicago condo rentals
Condo in Chicago
4.84 out of 5 average rating, 312 reviewsPeaceful & Airy Modern-Chic Condo in Trendy Pilsen
Condo in Chicago
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
Condo in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Condo in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
Condo in West Town
4.87 out of 5 average rating, 111 reviewsSpacious Duplex in Great Location
Condo in Lake View
4.99 out of 5 average rating, 577 reviewsUrban Comfort in the Heart of Chicago
Condo in Lincoln Park
4.91 out of 5 average rating, 251 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Condo in Chicago
4.96 out of 5 average rating, 181 reviewsUpdated Designer Duplex In Fulton Market W/parking
Downtown Chicago apartment rentals
Apartment in Humboldt Park
4.98 out of 5 average rating, 111 reviewsHumboldt Park Loft
Apartment in Cicero
4.98 out of 5 average rating, 214 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Apartment in Chicago
4.98 out of 5 average rating, 140 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in West Town
4.96 out of 5 average rating, 266 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Apartment in Chicago
5.0 out of 5 average rating, 200 reviewsExplore Lincoln Park from a Polished Apartment
Apartment in Logan Square
4.92 out of 5 average rating, 497 reviews2BR Bursting w/ Character in Hip Logan Square!
Apartment in Chicago
4.96 out of 5 average rating, 383 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment in West Town
4.92 out of 5 average rating, 334 reviewsBright, Modern Apartment in a Vintage Greystone
Other great vacation rentals in Downtown Chicago
Home in West Town
4.95 out of 5 average rating, 179 reviewsParadise on the Park
Home in Pilsen Historic District
4.95 out of 5 average rating, 330 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Loft in Chicago
4.9 out of 5 average rating, 224 reviewsEntire place with free parking.
Guest suite in Chicago
4.92 out of 5 average rating, 117 reviewsEntirely Private Suite - Urban Oasis - Pilsen/UIC
Townhouse in Near West Side
4.86 out of 5 average rating, 283 reviewsCITY CONDO with GARAGE 7 min Walk to Train
Guest suite in North Center
4.96 out of 5 average rating, 107 reviewsModern Garden Apartment in Lincoln Square
Guest suite in Chicago
4.93 out of 5 average rating, 177 reviewsBike the Lakefront from a Sleek Urban Retreat
Guesthouse in Bridgeport
4.92 out of 5 average rating, 326 reviewsPrivate Studio in Bridgeport, Chicago
Frequently Asked Questions
How is the weather in Downtown Chicago?
Downtown Chicago experiences a diverse climate. Summers can be hot, typically reaching 85°F (29°C), while winter temperatures can drop to around 20°F (-6°C), often accompanied by snow. The transitional seasons, spring and fall, offer more moderate weather, making them pleasant times to visit.
What are some of the best things to do in Downtown Chicago?
There's no shortage of activities in Downtown Chicago. Explore the Art Institute of Chicago, walk alongside the Chicago River, or enjoy a stroll in Millennium Park. You can also marvel at the city's skyline from the Willis Tower's Skydeck or take a boat cruise on Lake Michigan.
What is the best time of year to visit Downtown Chicago?
The summer months, from June to August, are a great time to explore Downtown Chicago as the city comes alive with a range of cultural events including Lollapalooza, the Chicago Air and Water Show, and the Jazz Festival. However, the city also offers distinctive charm during the winter season, with events like the Magnificent Mile Lights Festival and the Winter WonderFest.
What are the best places to stay in Downtown Chicago?
Guests enjoy staying in several areas in Downtown Chicago. The Loop, Chicago's central business district, is known for its bustling atmosphere and close proximity to many attractions. River North, with its art galleries and fashion outlets, is also popular. Streeterville, near Navy Pier and Magnificent Mile, is another preferred location.
What are the best places to visit in Downtown Chicago?
There are many popular places to visit in Downtown Chicago. These include the Navy Pier, with its iconic Ferris wheel, the Art Institute of Chicago, known for its impressive collection, and the historic Chicago Theatre. Don't miss a walk down the Magnificent Mile for shopping and dining.
What are some hiking trails in Downtown Chicago?
While Downtown Chicago is primarily urban, there are lovely trails to explore. The 18-mile (29 km) Lakefront Trail along Lake Michigan is a favorite among locals and visitors. The Chicago Riverwalk also provides a scenic urban hike through the heart of the city.
What are some family activities to do in Downtown Chicago?
Families in Downtown Chicago can explore a multitude of engaging activities. Visit the Shedd Aquarium or the Field Museum for an educational outing, enjoy outdoor fun at Maggie Daley Park, or discover the wonders of space at the Adler Planetarium.
What are some of the best day trip ideas in Downtown Chicago?
For day trips, consider exploring the natural beauty of the Chicago Botanic Garden or the historical architecture in Oak Park, both within a short drive from Downtown. Alternatively, the Indiana Dunes National Park, 50 miles (80 km) away, offers an escape to nature.
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