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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Guest favourite
The living area features a comfortable sofa adorned with colorful cushions, positioned beside a unique wooden coffee table. A striking piece of wall art adds visual interest, while a dining area with modern chairs is visible in the background, complemented by potted plants.
Guest suite in Portage Park
4.94 out of 5 average rating, 459 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Guest favourite
The entrance features a welcoming gray wooden deck with steps leading up to the door, framed by a white railing. A brick facade and large window enhance the home's charming exterior, while surrounding greenery adds a touch of nature.
Flat in Norwood Park
4.93 out of 5 average rating, 276 reviews

Balcony • Free Parking • Near O’Hare + Transit

This upstairs 1‑bedroom apartment is your quiet, bright home base just 10 minutes from O’Hare Airport and near the Blue Line for easy city access. Enjoy a full kitchen, fast Wi‑Fi, king bed, and Smart TV for relaxing evenings. • Free driveway parking with notice • Private balcony seating • Dedicated workspace & fast Wi‑Fi • Hotel‑comfortable king bed + blackout curtains • Self‑check‑in + private entrance While there’s no in‑unit laundry, optional wash‑and‑fold service ($25/load) is available.

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, 188 reviews

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, 574 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

Top guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 458 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

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.

Guest favourite
A comfortable living area is furnished with a plush couch adorned with decorative pillows. A light-colored coffee table sits atop a patterned area rug, accompanied by a stylish console table featuring a vintage printer and decorative items. Soft natural light enters through two windows.
Flat in Logan Square
4.96 out of 5 average rating, 108 reviews

Bright, Spacious 2BR Apt In Heart of Logan Square!

Live like a local in this charming 2 bed, 1 bath garden apartment in a classic Chicago two-flat in Logan Square. Renovated top to bottom, the space is stylish, cozy, and full of character. Just a 5-min walk to the Blue Line, top restaurants, cafes, and shops. Grab coffee from a nearby café and explore the city, or hit the Sunday farmers market for local flavor. Logan Square is one of Chicago’s most vibrant neighborhoods—and this home puts you right in the heart of it.

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 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.

Top guest favourite
A charming two-story house features a yellow exterior with white trim and a covered porch. Hanging plants adorn the porch, while lush greenery and well-kept landscaping surround the property. A pathway leads to the front steps, framed by stone accents and garden plants.
Flat in Evanston
4.98 out of 5 average rating, 135 reviews

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

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!

Top guest favourite
A two-story brick home features a welcoming front porch with a stoop and entrance framed by tall windows. Lush greenery and vibrant flower beds add color to the exterior, enhancing the inviting presence of the residence.
Home in Dunning
4.98 out of 5 average rating, 46 reviews

Big house in the BEST Location!

Spacious 2-story home near O’Hare & Rosemont. Includes 3 bedrooms, 2.5 baths, full kitchen, living & dining areas. Smart TVs in master, kitchen & living room. High-speed WiFi, private deck, and individual room thermostats. No shared spaces, basement & garage not included. Easy access to public transport & free street parking. Ideal for families, work trips, or exploring the Chicago area.

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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