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Holiday rentals in Rosemont

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Top-rated holiday rentals in Rosemont

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Flat in Chicago
5 out of 5 average rating, 80 reviews

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

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Guest favourite
A modern living area features a grey sectional sofa and a light-colored armchair positioned around a soft area rug. Two windows allow natural light to enter, and wall art decorates the walls. Steps lead to an upper level, contributing to an open and inviting layout.
Flat in Avondale
4.94 out of 5 average rating, 109 reviews

Best Deal in Chicago | Great Food & Free Parking

Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

Top guest favourite
The spacious lower level features two comfortable leather couches, a coffee table, and a wall-mounted TV. A workstation with a desk and monitor is visible, along with a kitchenette area in the background. Ample natural light illuminates the space, creating a welcoming environment.
Home in Des Plaines
4.95 out of 5 average rating, 58 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

Clean and well appointed lower level of owner-occupied home with private in/out access separated from the main level. The suite-style space includes a generous living area with two large couches, 49” smart TV w/ sound system, king bed, full bathroom, kitchenette w/ table, washer/dryer & work desk. Great location 5-10 minutes from O'Hare, Allstate Arena, Rosemont and Rivers Casino with ample transportation options. Property is within short walking distance of grocery stores, gym, parks & more.

Guest favourite
A bright bedroom features a four-poster bed with a sheer canopy, dressed in crisp white linens and a soft blue throw. A cozy blue armchair sits beside a small table, offering a comfortable seating area. A scenic landscape artwork adorns the wall, complementing the inviting space.
Flat in Uptown
4.75 out of 5 average rating, 48 reviews

13 mins DT | 4 mins Lake | Elegant Style Loft

Welcome to Uptown Chicago, proudly hosted by TIBO Ventures. Standout Features: • 𝗙𝘂𝗹𝗹𝘆 𝘀𝘁𝗼𝗰𝗸𝗲𝗱 𝗸𝗶𝘁𝗰𝗵𝗲𝗻 with modern appliances • 𝗦𝗺𝗮𝗿𝘁 𝗧𝗩 𝗮𝗻𝗱 𝗱𝗲𝗱𝗶𝗰𝗮𝘁𝗲𝗱 𝘄𝗼𝗿𝗸𝘀𝘁𝗮𝘁𝗶𝗼𝗻 — perfect for professionals or remote workers • In-unit washer/dryer and dishwasher for convenience • Rooftop area with breathtaking city views • Fitness center access to stay active during your stay • Steps from Montrose Beach, Aragon Ballroom, and Riviera Theatre • Parking available

Superhost
A spacious bed with a patterned quilt is featured in the foreground, accompanied by a decorative pillow. Soft lighting and neutral walls create a calming environment, while a cozy seating area and television are visible in the background.
Guest suite in Norwood Park
4.77 out of 5 average rating, 343 reviews

Spacious in-law Apt: 10 min to O'Hare and Downtown

Our family would love to share our in-law apt. (private entrance) in our Norwood Park house. A beautiful neighborhood, the convenience of O'Hare and the highway, and 3 ways to get downtown less than a mile away (blue line and metra). Great food, bars, grocery store, and parks all within walking distance. A great alternative to the hustle and bustle of the city but you can be in some of the best neighborhoods in the city in 15 min (Wicker Park, Lincoln Park, Logan Sq.) and downtown in 25.

Top guest favourite
A spacious living area features a plush blue sofa facing a flat-screen TV on a modern table. A wood dining table with chairs is positioned in the corner. Neutral walls and tile flooring create a bright and welcoming atmosphere.
Guest suite in Dunning
4.97 out of 5 average rating, 184 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Superhost
A modern kitchen area features a wooden accent bar with four metal stools. Stainless steel appliances, including a refrigerator and stove, are visible. A wall clock adds a functional element to the open concept design, with neutral tones enhancing the spacious ambiance.
Flat in Park Ridge
4.77 out of 5 average rating, 566 reviews

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

Superhost
A serene bedroom is presented with light blue walls and polished hardwood floors. A spacious bed is dressed in soft, neutral bedding, complemented by decorative pillows. Two modern framed prints hang above the bed. Natural light filters through a window partially covered by blinds.
Flat in Des Plaines
4.73 out of 5 average rating, 91 reviews

Private 2-Bed by O'Hare –Modern, Close to Rosemont

This cozy, recently remodeled California-style apartment offers modern amenities and a private, self-contained living space, perfect for those seeking comfort and privacy. With two separate bedrooms, it’s ideal for both business and leisure travelers. Located just minutes from O'Hare, the apartment features a designated parking spot and is close to the Rivers Casino, Rosemont, and many local attractions, including Paradise Pub, a local favorite for delicious gourmet burge

Guest favourite
Flat in Melrose Park
4.89 out of 5 average rating, 112 reviews

2 KNG bdrms/1 parking/18 min to O’Hare & Allstate

-early check-in and late checkouts can be arranged for $10 per extra hour-just message me! -18 minutes to O’Hare & Allstate Arena -35 minutes to DT Chicago - 2 King bedrooms + 2 twin daybed/trundle -Free designated parking -Board games, books, poker chips, & large screen TV -Tea & Coffee station -Family friendly/toys/pack&play -Relax in our tropical Japandi interior design setting -walk to local restaurants at corner or playground and outside seating up the street.

Top guest favourite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Flat in Maywood
4.94 out of 5 average rating, 178 reviews

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.

Superhost
A cozy living area features a black futon and a wooden chest of drawers. A large flat-screen TV is mounted on the wall, providing entertainment options. Natural light enters through a small window, complemented by a decorative indoor plant placed nearby.
Flat in Jefferson Park
4.77 out of 5 average rating, 31 reviews

Updated in May 2025 • Private Floor • Free Parking

👍I have fixed all problem from guest reviews, the whole floor is Renovated in MAY, 2025 ✅ Very Safe Area and Conveniently Located! ✅ Private Entrance and Floor ✅ Private Bathroom ✅ Updated all brand new equipment ✅ Free WiFi & 43" Smart TV ✅ 5 min Walk to Metra and Bus Stop ✅ 10 min drive to O'hare and Downtown ✅ Free and Easy Street PARKING. ✅ Short Walk to Convenience Stores ✅ Bedroom with Fan, AC, and Heat ✅ Fully Stocked Kitchen ✅ Keyless Self Check-in

Superhost
A light-filled living space features a gray sofa adorned with patterned cushions, complemented by a wooden coffee table. A round dining table with three gray chairs sits nearby. Windows with blinds provide a view of the outside, enhancing the airy atmosphere.
Flat in Des Plaines
4.83 out of 5 average rating, 143 reviews

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.

Popular amenities for Rosemont holiday rentals

Frequently Asked Questions

  • What are the most popular amenities for Hotel Rentals in Rosemont?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 30 homes with air conditioning, over 20 homes with a gym, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Rosemont?

    Yes! Work meets play with ease at over 30 vacation rentals in Rosemont featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Rosemont have a gym?

    Absolutely! We offer over 20 hotel rentals with a gym in Rosemont. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Rosemont?

    Experience the best of Rosemont with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Rosemont have wifi?

    Absolutely! We offer over 30 hotel rentals with wifi in Rosemont. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Rosemont?

    Rosemont has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Rosemont have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Rosemont. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Rosemont?

    Four-legged friends are welcome in Rosemont. Choose from more than 30 vacation rentals for guests traveling with pets.

Quick stats about holiday rentals in Rosemont

  • Total holiday rentals

    Explore 40 holiday rentals in Rosemont

  • Nightly prices starting at

    Rosemont holiday rentals start at € 25 per night before taxes and fees

  • Verified guest reviews

    Over 1,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Rosemont holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Rosemont rentals

  • 4.6 Average rating

    Rosemont stays receive an average rating of 4.6 out of 5 from guests

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