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 spacious kitchen area is shown with modern stainless steel appliances and ample cabinet storage. A large wooden dining table is centered, set with decorative placemats. Soft light illuminates the room, complementing the neutral color scheme of the walls and cabinetry.
Home in Des Plaines
4.98 out of 5 average rating, 106 reviews

Newly remodeled O’hare oasis

Your family will be close to everything when you stay at this centrally-located place. This 3 bed 2 bath newly remodeled private home will have everything you need to feel comfortable during your stay! You are 3 miles from O’Hare airport ,2 miles from Rivers Casino, 1 mile from Allstate Arena, and 4 miles from Fashion outlet mall of Chicago. Enjoy spacious living room and Rec Room, large eat-in kitchen with all new appliances! King bed . 2 queen Beds and pullout sofa with queen bed for sleeping

Guest favourite
The spacious living area features a comfortable seating arrangement with a contemporary sofa and an armchair. A wooden coffee table sits in the center, with a television mounted on the wall above a rustic chest of drawers. Natural light filters through the window covered with sheer curtains.
Guest suite in Chicago
4.88 out of 5 average rating, 415 reviews

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking

This 100% private apartment in the lower level is just minutes away from O'Hare, Rosemont, Allstate Arena, I90, & the CTA. About 30 minutes from downtown or Wrigley Field. This two-bedroom private apartment in a newly built single-family home has plenty of space in an open-concept living room, kitchen, & dining room for big families. You will have a separate private entrance, fast wi-fi, full kitchen, & laundry. You will have 1 queen bed, 4 twin beds, & 1 air bed. There is free street parking.

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, 187 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
4.76 out of 5 average rating, 570 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
A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.
Home in Berwyn
4.98 out of 5 average rating, 191 reviews

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Guest favourite
A bright bedroom features a king-sized bed with plush white bedding. Natural light filters through sheer curtains at a window. A simple dresser with a floral arrangement sits adjacent to the bed, complemented by a circular mirror on the wall and a wall-mounted lamp.
Flat in Dunning
4.95 out of 5 average rating, 102 reviews

King Sleep Number Bed – No Cleaning Fee

Unwind in luxury on a king-sized Sleep Number bed, refresh in a sleek marbled bathroom, and channel your inner chef in a farmhouse-inspired kitchen with many amenities. This bright and airy space is the perfect retreat after a day of exploring. Located near CTA bus stops, getting around the city is a breeze. Whether you're here for business or pleasure, our home offers the ideal mix of comfort, style, and convenience. Book your stay today and experience Chicago in elevated comfort!

Guest favourite
A comfortable living area is presented with a light-colored sofa draped with a soft blanket. A wooden coffee table sits center stage on a patterned rug. Two decorative lamps illuminate the space, and a bookshelf with various books and a dartboard is positioned against the wall.
Flat in Melrose Park
4.96 out of 5 average rating, 138 reviews

Romantic King Bed/1 free parking/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

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, 188 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.

Guest favourite
A comfortable living area is furnished with a tan sectional couch and a small coffee table. A vibrant area rug adds warmth to the hardwood floors. Natural light filters through windows, illuminating wall art and a nearby plant, creating an inviting space.
Flat in Jefferson Park
4.93 out of 5 average rating, 120 reviews

Cozy Jefferson Park 2BR Apt

A lovely 2nd floor apartment flooded with natural light in a 2-unit building located in Jefferson Park. Conveniently located near O’hare airport, filled with small businesses, dive bars, and family-owned restaurants. Downtown Chicago will take 20-40 minutes, depending on traffic. My partner and I live in the unit below and can answer any questions you may have throughout your stay. We have created a warm and safe place for all to feel welcome!

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, 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
A bright living area features a plush green sofa and a glass coffee table, set against light-colored walls. Near large windows, a small dining table is complemented by four chairs. Natural light fills the space, creating a welcoming and airy environment.
Home in Chicago
4.95 out of 5 average rating, 150 reviews

3BD Home Mins from Airport | Free Wi-Fi + Parking

Cozy home near O'Hare airport with a huge park just behind the backyard, located in one of the safest neighborhoods in the City of Chicago. Quick access to the expressway and short walk to the CTA Blue Line train/bus station. Conveniently located within 5 miles of: - O'Hare Airport - Rosemont/Donald E. Stephens Convention Center - All-State Arena - Fashion Outlets of Chicago

Top guest favourite
A spacious living area features a large television mounted above a low bookshelf filled with books and movies. A wooden coffee table sits at the center, complemented by a light-colored couch. Doorways lead to other areas, with a hint of the kitchen visible in the background.
Guest suite in Portage Park
4.95 out of 5 average rating, 154 reviews

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

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 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.

  • 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 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 house rentals in Rosemont have wifi?

    Absolutely! We offer over 10 house 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.

  • 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 wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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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