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.

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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
4.97 out of 5 average rating, 118 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
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 887 reviews

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!

Guest favourite
A warm-toned room features wooden wall paneling and large windows adorned with draped curtains. A small round table sits at the center, complemented by a floral arrangement. Natural light enters through the windows, creating a bright ambiance in this cozy space.
Guesthouse in Des Plains
4.93 out of 5 average rating, 45 reviews

Where Style and Substance Coexist.

9min - Ohare ORD airport 5min - Casino 4min - Allstate arena 3min - Hway Smoke-free home — strictly no indoor smoking. 1 Gig fiber - Internet* 1st floor - 14 steps Charming 2-bedroom ( 1 bed queen, 1 couch for one person - living room, 1 foldable single bed ) guest house above the garage. One of the bedrooms is set up as an office with single foldable bed, perfect for working from home. Enjoy modern living with a new bath and ample space. Ideal for those seeking comfort and convenience.

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.
Apartment in Park Ridge
4.76 out of 5 average rating, 629 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

Superhost
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Downtown Chicago
4.81 out of 5 average rating, 1,029 reviews

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Superhost
Apartment in O'Hare
4.9 out of 5 average rating, 10 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.

Top Guest favourite
Apartment in Jefferson Park
4.94 out of 5 average rating, 33 reviews

New apartment w/patio & backyard

🏡 Cozy & private 2-bedroom apartment in Jefferson Park, Chicago! Perfect for up to 4 guests with a spacious kitchen w/ island 🍽️, balcony 🌿 & private backyard access 🌳 📍 10 min walk to CTA blue line Ⓜ️🚇 🥦Just 3 min to Mariano’s 🛒 🚗 Quick access to I-90 & I-94 (5-7 min) ✈️ Only 10 min to O’Hare Airport! ⚡ Fast Wi-Fi, Central heating and A/C ❄️ & peaceful surroundings 😌 🕒 Easy 20–30 min ride to downtown 🚫 No pets allowed

Superhost
Apartment in O'Hare
4.73 out of 5 average rating, 22 reviews

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.

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, 204 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).

Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 153 reviews

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

Guest favourite
Home in Des Plains
4.83 out of 5 average rating, 109 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 Chicago
4.97 out of 5 average rating, 64 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

When is the best time to visit Rosemont?

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Avg. price$356 NZD$300 NZD$346 NZD$356 NZD$353 NZD$379 NZD$373 NZD$509 NZD$384 NZD$356 NZD$329 NZD$306 NZD
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.