
Apartment vacation rentals in Rosemont
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Top-rated apartment rentals in Rosemont
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Plants and Art | Near Trendy Restaurants & Bars
Light-Filled Apartment Near Chicago’s Best Restaurants & Bars • Friends & Couples • A/C • Coffee Station w/Local Beans • Fully-Equipped Kitchen Whether you’re in town to explore or unwind, you’ll love the proximity to restaurants, cafes, and live music venues - the perfect home base for your Chicago adventure. Extra Fees: *only available upon request and approval* Early Check In@ 2pm : $50 @10am:$100 Late Checkout@ 1pm: $50 @9pm:$100 Shipping: $25 + UPS fees Required for 7+ Days: $80 Cleanin

Newly Renovated, Spacious 2BR in Andersonville
Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

City-Accessible Basement Retreat
Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

Rockin' 2Bed steps to shops/food/train
This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

Modern Garden apartment (WHOLE UNIT)
Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

Cozy & Comfy 1bd In Historic Portage Park Bungalow
Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

Home in Forest Park downstairs.
Enjoy a private ground floor apartment which is centrally-located with easy access , to the city. You will have a functional kitchen, laundry facility outside your back door and fast internet. Forest Park is located about 20 minutes from downtown Chicago and about 30 minutes from O’Hara international airport. You are within walking distance of many boutiques, restaurants, parks and also public transportation. Please make a note that there will be a $30 per guest fee if more than four.

Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

KNG+QN/1 free parking/18 min to O’hare & Allstate
-18 minutes to O’Hare/Allstate Arena -35 minutes to DT Chicago -King & QN 2 bedroom + sleeper sofa/1 bath apartment decorated with a playful & bright nautical theme & vintage accent pieces. -Board games, books, darts, & large screen TV for entertainment. -Tea & Coffee station -Free designated parking space -walk to local restaurants at corner or playground w/outside seating up the street. -Nothing fancy, but convenient! urban/suburbia vibe in quieter corner of busy central area

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Newly Renovated, Safe, 1 Bdrm, Self Check-in
This gorgeous first-floor apartment is located only 10 minutes from O'Hare International Airport. Located near Des Plaines River Road and Toughy Ave., you will be close to not only the airport but 7 minutes to Rivers Casino, 10 minutes from the Rosemont Entertainment District, and 30 minutes from downtown Chicago. The apartment is minutes away from two major highway interstates, which makes this a commuters ideal location.

Cozy Garden Unit in Quiet Neighborhood
A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!
Popular amenities for Rosemont apartment rentals
Weekly apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Apartment in Chicago 10 minutes from O'Hare!

King Sleep Number Bed – No Cleaning Fee

Sunny and spacious 2 BR Chicago apt near O'Hare

New Build in Pilsen! Spacious 2 Bed 2 Bath Unit

1 Bedroom Apartment/free parking

Updated in May 2025 • Private Floor • Free Parking

NEW Jade Haven in Berwyn/Riverside
Private apartment rentals

A Quiet Stay While You Are Away Oak Park

*Entire City Apartment 1 block to Train Park Free

⚡️NEW! Sunny & Cozy 3BDRM, 10min/ORD, 20min/DT❤️

Enjoy the Chicago | Modern 2 Bedroom Apartment

Vibrant & Chic Apt On Quiet St in Andersonville

Edgewater Studio on Paulina

Walk to Oak Park from Our Sunny Turn of the Century Apt

Peaceful oasis in Forest Park
Apartment rentals with a hot tub

Luxe 67th Flr 2BR: Endless Lake Views, Top Skydeck

The Aerial Oasis

Spacious Beautiful Condo

Level One Bedroom Suite | Fulton Market

Sentral 1 Bedroom Apt in South Loop Chicago

Spacious 1 BR Unit in Wicker Parl|1 FREE G Parking

Modern 4BR Retreat in Vibrant West Town

Belmont Pleasures - hot tub / arcade gaming room
Quick stats about apartment rentals in Rosemont

Nightly prices starting at
Rosemont vacation rentals start at G$41,834 GYD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Rosemont rentals

4.9 Average rating
Rosemont stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Lincoln Park
 - Millennium Park
 - Wrigley Field
 - United Center
 - Navy Pier
 - Six Flags Great America
 - 875 North Michigan Avenue
 - Humboldt Park
 - Shedd Aquarium
 - Guaranteed Rate Field
 - Oak Street Beach
 - The Field Museum
 - Wicker Park
 - Garfield Park Conservatory
 - Lincoln Park Zoo
 - Frank Lloyd Wright Home and Studio
 - Brookfield Zoo
 - Museum of Science and Industry
 - Willis Tower
 - Illinois Beach State Park
 - The Beverly Country Club
 - Raging Waves Waterpark
 - The 606
 - Wilmot Mountain Ski Resort