
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.

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
FamilyLocationNearby

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.
FamilyLocationNearby

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
FamilyValueHospitality

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.
FamilyLocationGetting around

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
FamilyValueNearby

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

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.
LocationFamilyWalkability

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.
FamilyLocationComfort

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!
FamilyLocationLaundry

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).
FamilyLocationAccuracy

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!
ValueLocationTV

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.
ValueFamilyBack garden
Popular amenities for Rosemont holiday rentals
Other great holiday rentals in Rosemont

Beautiful 2 bedroom apartment close to everything
LocationComfortLaundry

Comfortable 3BR Near O'Hare | Fast Wi-Fi & Kitchen
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O’Hare 7-Bed Home | Workers & Insurance
FamilyLocationHospitality

Luxury New Home O’Hare WiFi Yard EV Charger
FamilyLocationNearby

New Home | O'Hare Airport
ValueLocationLaundry

Cozy 5BD Home with Scandinavian Vibes
LocationFamilyBack garden

Prestigious 4BR Home with High-End Finishes
ValueLocationCleanliness

Skyway w/ Shuffleboard
FamilyValueHospitality
When is the best time to visit Rosemont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°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.
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Byline Bank Aragon Ballroom
- Garfield Park Conservatory





