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
The open living area features a spacious sectional sofa facing a modern stone fireplace. A wall-mounted smart TV is visible above the fireplace, while a kitchen island with bar seating is positioned nearby. Natural light enters through windows, enhancing the neutral decor.
Home in Skokie
5 out of 5 average rating, 33 reviews

Casa 22 Luxury & Modern 3BD 2BA Home in Skokie

Welcome to Casa 22! Our spacious 3-bedroom, 2-bath home in Skokie, Illinois — perfectly designed for groups, families, or business travelers. With room for up to 6 guests, this home combines contemporary décor with thoughtful amenities for a comfortable stay. Located in a prime Skokie neighborhood near shopping, dining, and transit, you’re just minutes from O'hare Airport and Downtown Chicago. Whether you’re here for work or play, this home offers a serene stay with easy access to everything th

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 Plains
4.94 out of 5 average rating, 65 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.

Superhost
An open living and dining area features a large table set for meals, surrounded by comfortable chairs. A cozy sectional sofa sits nearby, complemented by a ceiling fan and a wall-mounted TV. Natural light flows in from windowed areas towards the rear.
Home in Des Plains
4.86 out of 5 average rating, 145 reviews

Entire house, close to O'Hare airport

You and your family will be close to all amenities when you stay at this centrally-located place. 5 miles from O'hare Airport, 1.3 miles from Allstate Arena, 4 miles from Rosemont Convention Center and 5 miles from Fashion Outlet of Chicago. Few mins from Rivers Casino, Shopping Centers, Restaurants, Express way. Easy access to I-90 & I-294. 15 miles away from Chicago Downtown. A newly renovated space with extremely fast WIFI up to 800mbps, suitable for WFH. Walking distance to a close by lake.

Guest favourite
A warm-toned room features wooden wall paneling and large windows adorned with draped curtains. A small round table sits at the center, complemented by a floral arrangement. Natural light enters through the windows, creating a bright ambiance in this cozy space.
Guest house in Des Plains
4.92 out of 5 average rating, 38 reviews

Where Style and Substance Coexist. New Rehab

9min - Ohare ORD airport 5min - Casino 4min - Allstate arena 3min - Hway Smoke-free home — strictly no indoor smoking. 1 Gig fiber - Internet* 1st floor - 14 steps Charming 2-bedroom ( 1 bed queen, 1 couch for one person - living room, 1 foldable single bed ) guest house above the garage. One of the bedrooms is set up as an office with single foldable bed, perfect for working from home. Enjoy modern living with a new bath and ample space. Ideal for those seeking comfort and convenience.

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
4.76 out of 5 average rating, 573 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

Guest favourite
Double French doors open into a bright, inviting living space. A patterned area rug lays on polished hardwood floors, leading to a cozy seating area with upholstered chairs. Decorative artwork adorns the walls, and soft light filters in through the windows.
Flat in Oak Park
4.94 out of 5 average rating, 191 reviews

A Quiet Stay While You Are Away Oak Park

Welcome to our cozy and comfortable home located in a quiet neighborhood. Our space is perfect for couples, solo travelers, small families, and long-term stays. This is a beautiful, modernist home located in the Frank Lloyd Wright District Neighborhood, a designated historic district known for its collection of homes designed by the famous architect Frank Lloyd Wright. This district features a collection of some of his iconic designs and is a destination for architecture enthusiasts.

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Flat in Aurora
4.98 out of 5 average rating, 227 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Top guest favourite
The kitchen showcases modern stainless steel appliances, including a refrigerator and microwave. Granite countertops are paired with sleek cabinetry. A small island with two stools occupies the space, while a view of the living area is visible in the foreground.
Flat in Chicago
4.92 out of 5 average rating, 207 reviews

Cozy Hidden Gem Near Downtown+Train+Dining+Parking

Experience one of the best neighborhoods in Chicago in this Hidden City Gem, 2BR/1bath apartment. Perfect for couples, families, or small groups. Centrally located, just minutes to downtown, CTA/L Pink Line train is one block away, Free WiFi, permit parking, cable, in-unit front load washer/dryer, highways nearby. Explore the vibrant community, art/murals, delicious food, and cultural venues. Book now for a comfortable and memorable stay in the Heart of Chicago Pilsen Neighborhood.

Guest favourite
The kitchen features modern white cabinetry and sleek new appliances. A long island provides additional counter space, while natural light brightens the room through multiple windows. Adjacent to the kitchen, an open layout connects to a spacious dining and living area.
Home in Des Plaines
4.92 out of 5 average rating, 106 reviews

3bedrooms& 2 bath (king bed) in newly updated Home

Located in the West suburbs of Chicago you'll be far away from the chaos of the city, yet close to the highway to visit downtown whenever you like. You'll have a great night sleep in either the king, queen, or full size beds. All with brand new mattress and linens. Get ready for a night out in 1 of our 2 full size bathrooms. Enjoy a large backyard for kids to play and if you decide to have a family BBQ. Whether you're coming here for work or play we have you covered.

Superhost
The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.
Flat in Dunning
4.93 out of 5 average rating, 161 reviews

Belmont Pleasures - hot tub / arcade gaming room

Welcome home! If you’re looking for a unique experience to enjoy with your friends and family come have some fun in this beautiful luxury home, located in belmont-cragin neighborhood Chicago IL 60634 The spacious house includes 3 bedrooms, 4 full bunkbeds , 2 queen beds , 2 sofa queen beds , 2 & 1/2 bathrooms . Whether you’re looking to book for a birthday, bachelor/bachelorette gathering, or trip with family and friends, this place has something for everyone.

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 Plains
4.83 out of 5 average rating, 144 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.

Guest favourite
Home in Des Plains
4.85 out of 5 average rating, 82 reviews

Cozy Home near O'Hare & fun Hubs

Relax with the whole family at this peaceful place to stay. Experience comfort and convenience at our newly remodeled cozy house, perfectly situated near O'Hare Airport, Allstate Arena, and Rosemont Theater. Ideal for travelers and entertainment enthusiasts, this charming Airbnb offers modern amenities and a warm ambiance, ensuring a delightful stay. Book now and enjoy the best of Rosemont!

Popular amenities for Rosemont holiday rentals

Frequently Asked Questions

  • 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.

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

    Yes! Work meets play with ease at over 20 hotel rentals in Rosemont featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly hotel rentals in Rosemont?

    Four-legged friends are welcome in Rosemont. Choose from more than 20 hotel rentals for guests traveling with pets.

  • 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.

  • 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.

  • Do hotel rentals in Rosemont have a gym?

    Absolutely! We offer over 30 hotel rentals with a gym 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.

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 £22 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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  3. Illinois
  4. Cook County
  5. Rosemont