
Holiday houses 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 $51 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Rosemont holiday rentals include Wi-Fi 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.

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
LocationFamilyNearby

Enchanted Garden Treehouse (Amenity*)
Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!
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Cozy 5BD Home with Scandinavian Vibes
✨ Newly Renovated Spacious Scandinavian-Style Home Near Chicago Airport ☀️ Enjoy your stay in this beautiful, fully equipped 5-bd, 2-bath home featuring modern Scandinavian-style furniture, rattan details, thoughtful touches, and all the comforts you need for a relaxing getaway. This spacious and inviting house is just a short drive from Chicago O’Hare Airport and downtown, offering both convenience and comfort yet it remains peaceful and quiet, so you won’t hear the noise of passing planes.
FamilyLocationIndoor spaces

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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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.
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Spacious Home Studio 10 Min From O’Hare & Rosemont
Clean, open and well appointed lower level of 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.
ValueFamilyNearby

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.
LocationFamilyHeating

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.
LocationBathroomCleanliness

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.
FamilyLocationBarbecue

10 Min to Airport | Modern King Suite
Bright, modern 1-bedroom ground-floor apartment with an open-concept layout and clean, stylish furnishings. The bedroom features a comfortable king-size bed, and the living area includes a pull-out sofa, allowing stays for up to 4 guests. The fully equipped kitchen has all essentials for cooking, making it ideal for both short and longer stays. Comfortable, practical, and well designed for couples, families, or business travelers.
LocationFamilyHospitality

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).
LocationValueLong stay

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!
FamilyLocationSleep quality
Popular amenities for Rosemont holiday rentals
Other great holiday rentals in Rosemont

Modern 1BR w/ Workspace near O'Hare
LocationDecorQuiet

Cushy pad fully remodeled 10 min from O’Hare.
ValueFamilyQuiet

New 2024 2BR/2BA Apt Near O'HARE & Rivers Casino
ValueLocationCleanliness

Rosemont 4BD2BA house with Pool
ValueFamilySleep quality

Great location apartment for rent
FamilyValueCheckout

Near O’Hare Airport + Breakfast. Shuttle. Pool.
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Modern Condo • Safe Chicago Stay Near O’Hare
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Freshly Remodeled Cozy 3 Bedroom Home
LocationValueNearby
When is the best time to visit Rosemont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $358 NZD | $302 NZD | $348 NZD | $358 NZD | $354 NZD | $380 NZD | $375 NZD | $511 NZD | $385 NZD | $358 NZD | $331 NZD | $307 NZD |
| 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
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Donald E Stephens Convention Center
- Union Park
- Garfield Park Conservatory
- Illinois Beach State Park
- Byline Bank Aragon Ballroom
- Oak Street Beach





