Holiday rentals in Rosemont

Find and book unique accommodation on Airbnb

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 $38 SGD 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

Top-rated holiday rentals in Rosemont

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

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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 Plains
4.98 out of 5 average rating, 122 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

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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 Norwood Park
4.88 out of 5 average rating, 445 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.

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Guest favourite
Home in Des Plains
5.0 out of 5 average rating, 9 reviews

Unassuming Gem • Luxury & Comfort

Experience refined comfort in this hidden gem. Elegant design and high-end finishes lie behind an unassuming, older exterior. Inside, you'll find vaulted ceilings, a luxury bath with an arched shower, and a gourmet kitchen. High-end finishes throughout, featuring premium appliances, Bluetooth ceiling speakers, and heated bathroom floors. The home sits on a spacious double lot. The main house is at the front, while a detached garage with a separate ADU(booked separately) is located at the rear

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Guest favourite
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, 175 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.

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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, 638 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

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Guest favourite
The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.
Home in Des Plains
4.97 out of 5 average rating, 132 reviews

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨‍🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨‍👩‍👧‍👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

FamilyLocationNearby

Guest favourite
Flat in O'Hare
4.91 out of 5 average rating, 11 reviews

Cozy Condo Near O'Hare & Train, Balcony, Pet Ok

Enjoy this home away from home! * Convenient location – Close to the airport with easy access to downtown, just a short walk to the Blue line train station. * Comfortable home setup – Fully equipped kitchen, laundry, BBQ grill, and a relaxing balcony. * Great for families or groups – Spacious and comfortable for a quiet, relaxing stay. Safe and friendly neighbors * Pet-friendly – Bring your furry companion along. * Easy street parking – Free street parking available anytime.

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Superhost
Home in Bensenville
4.91 out of 5 average rating, 22 reviews

Fun and Cozy Family Home Near O’hare Airport

Spacious, amenity-filled home just minutes from O’Hare Airport, perfect for families and groups. Private 2-car garage plus driveway parking included. Sleeps many with 1 king bed, 3 queen beds, a twin-over-full bunk bed, and 3 twin futons. Enjoy 4 full baths, including a master jacuzzi, closets in every bedroom, and a fully equipped kitchen with coffee bar. Entertainment includes a theater room, gym, ping pong, 4-in-1 game table, and board games.

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Guest favourite
The exterior of a two-story home is depicted, featuring a combination of white and black siding. A prominent bay window enhances the facade, while landscaped flower beds with red mulch and small plants frame the entrance. Green grass and a sidewalk lead up to the house.
Home in Des Plains
4.9 out of 5 average rating, 180 reviews

Cozy Home by O'Hare + EV Plug

Family-friendly 3BR/2BA home in Des Plaines! Enjoy arcade games, board games, and an EV charger. Nestled in a quiet neighborhood near parks, shopping, and entertainment. Just minutes from Des Plaines Theatre, Rivers Casino, Mystic Waters, and Fashion Outlets of Chicago. Ideal for families or groups seeking comfort, fun, and convenience with easy access to top attractions and O'Hare Airport. Your perfect home base for exploring the Chicago area!

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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 Chicago
4.97 out of 5 average rating, 205 reviews

Studio 15 Minutes From Ohare!

Please read through entire listing before booking. Enjoy a cozy, private, and spacious studio on a quiet, tree-lined street in Chicago’s Dunning neighborhood. You’ll have a full kitchen, bathroom, comfy living space, plus a large backyard and free parking. Perfect for couples or business travelers. Close to great restaurants and parks, Rosemont (10 min), O’Hare (15 min), and downtown (35–45 min; varies with traffic).

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Guest favourite
Home in Des Plains
4.84 out of 5 average rating, 110 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!

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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 Chicago
4.97 out of 5 average rating, 66 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.

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Popular amenities for Rosemont holiday rentals

When is the best time to visit Rosemont?

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Avg. price$267 SGD$225 SGD$259 SGD$267 SGD$264 SGD$283 SGD$280 SGD$381 SGD$287 SGD$267 SGD$247 SGD$229 SGD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Rosemont?

    Stay near the Parkway Bank Park Entertainment District for easy access to dining and nightlife, or choose accommodations around the Fashion Outlets of Chicago for shopping and family activities. Many options are close to convention venues.

  • What are the best things to do in Rosemont with kids?

    Kids can explore the interactive exhibits at the Museum of Hummels, enjoy entertainment at indoor amusement centers, or try ice skating at the local rink. Family-friendly restaurants and sweet shops add to the fun.

  • What are some of the best things to do in Rosemont?

    Shop at Fashion Outlets of Chicago, enjoy live shows in Parkway Bank Park Entertainment District, or catch a sporting event at Allstate Arena. Rosemont’s dining scene and comedy clubs are also frequently suggested.

  • How is the weather in Rosemont?

    Rosemont has cold winters with temperatures around 19–37°F (-7–3°C) and warm summers with afternoons near 80–85°F (27–29°C). Spring and fall bring changing temperatures and a mix of sun and rain, so layering is helpful.

  • When is the best time to visit Rosemont?

    Late spring through early fall is often recommended for mild weather and outdoor events, while winter has indoor activities and festive celebrations. Rosemont is lively year-round, with seasonal highlights in every season.

  • What are the best places to visit in Rosemont?

    The Fashion Outlets of Chicago, Parkway Bank Park Entertainment District, and Donald E. Stephens Convention Center are popular stops. Sports fans often explore Allstate Arena for major events.

  • What are some hiking trails in Rosemont?

    Wander local green spaces and forest preserves around Rosemont, which have paved paths suited for walking and recreational biking. For a longer outing, explore nature trails in larger parks in the broader region.

  • What are some family activities we can do in Rosemont?

    Families can explore indoor amusement centers, attend ice skating sessions, or visit the Fashion Outlets of Chicago. Special events in the entertainment district often feature music, performances, and seasonal activities.

  • What are some of the best day trip ideas from Rosemont?

    Explore downtown Chicago’s museums and lakefront, wander through Brookfield Zoo, or relax in a nearby forest preserve. Art and nature destinations around Rosemont are frequently suggested for a change of scene.

  • Are there any pet friendly accommodations available in Rosemont?

    Several vacation rentals and hotels in Rosemont welcome pets, making it easy to travel with a companion animal. Public parks around the city provide green spaces for walks and outdoor play.

  • What are some local tips for visiting Rosemont?

    Check event calendars for live performances or sports games that can add energy to your visit. Layer clothing, as indoor venues can be cool, and take advantage of convenient public transportation links to explore the wider area.

  • What is Rosemont known for?

    Rosemont is known for its entertainment and convention venues, large-scale shopping, and its accessible location near Chicago. The city is also recognized for hosting concerts, sports games, and trade shows.

  • What are the best hidden gems to explore in Rosemont?

    Discover local art installations, cozy cafes, or unique specialty shops tucked into the city’s shopping centers. Smaller museums and interactive exhibits sometimes draw visitors looking for something different.

  • What are the best foods to try in Rosemont?

    Rosemont has a range of dining options, with Chicago-style pizza, Italian beef sandwiches, and locally inspired steakhouses frequently suggested. Many visitors also explore the area's global flavors and sweet treats.

  • What should I bring for a trip to Rosemont?

    Pack layers to accommodate varying temperatures, comfortable footwear for exploring entertainment areas, and a light waterproof jacket in spring or fall. An evening outfit can be useful if you plan to attend shows or local dining spots.

  • What is the nightlife in Rosemont like?

    Rosemont has vibrant nightlife centered around live entertainment venues, comedy clubs, sports bars, and music lounges. Many visitors enjoy the festive atmosphere near the Parkway Bank Park Entertainment District.

  • What are the most popular events or festivals in Rosemont?

    Rosemont hosts comic and entertainment conventions at the Donald E. Stephens Convention Center, summer outdoor concerts, and seasonal festivities around Parkway Bank Park. Sports games and family-friendly shows are recurring anchors.

  • Are there family friendly vacation rentals in Rosemont?

    Many vacation rentals and accommodations around Rosemont are family friendly, with multi-bedroom options and easy access to entertainment venues. Look for spaces near local parks or shopping areas for added convenience.