Vacation rentals in Rosemont

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Quick stats about vacation rentals in Rosemont

  • Total vacation rentals

    Explore 40 vacation rentals in Rosemont

  • Nightly prices starting at

    Rosemont vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 1,460 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Rosemont vacation 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 vacation rentals in Rosemont

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

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Top guest favorite
A single-story, brick house features a gray roof and a white garage door. Large windows are framed by black shutters, while neatly trimmed shrubs and trees provide a natural border. The front yard showcases seasonal foliage, adding color to the exterior.
Home in Glenview
4.98 out of 5 average rating, 84 reviews

Charming Entire House

This home features 4 bedrooms, 2 full baths, a living room, and a fully stocked kitchen that you can cook your own delicious meals. The kitchen includes a table that seats 5 people. The two upstairs bedrooms have a California King bed with a walk-in closet and a queen size bed with a work desk and a chair. The basement has 2 bedrooms. One has a king size bed and a work station and the 2nd bedroom comes with a queen size bed with a work station as well. There is also 1 full bath in the basement.

Guest favorite
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, 886 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!

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

Guest favorite
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.

Top guest favorite
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, 501 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.

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, 1029 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.

Guest favorite
A sleek wall-mounted television is set above a modern electric fireplace, framed by a stylish metallic trim. The stone feature wall provides a textured backdrop, while warm wood flooring complements the contemporary design.
Townhouse in Des Plains
4.95 out of 5 average rating, 135 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

Free coffee station with 12 types of Keurig pods such as Dunkin/Starbucks/McDonalds/Green tea/Decaf etc. Make your favorite coffee on our commercial brewer. Newly remodeled, luxurious, 3 bedrooms, 1.5 bathrooms duplex house located 10 minutes from O’Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is ~25 minutes away with an easy access to I-94 and I-294 Expressways

Guest favorite
Home in Des Plains
5.0 out of 5 average rating, 6 reviews

O’Hare 7-Bed Home | Workers & Insurance

Your family will be close to everything when you stay at this centrally-located place. Comfortable 4BR/2BA home in Des Plaines with 7 beds, ideal for families displaced by fire, water, or storm damage. Fully furnished with equipped kitchen, fast WiFi, multiple TVs, and spacious living areas. Quiet neighborhood near O’Hare, hospitals, shopping, and major highways. Flexible weekly & monthly stays. Clean, private, and move-in ready for your temporary housing needs.

Top guest favorite
Loft in West Dundee
4.96 out of 5 average rating, 424 reviews

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #1, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.

Top guest favorite
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

Guest favorite
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, 203 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).

Popular amenities for Rosemont places to stay

When is the best time to visit Rosemont?

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Avg. priceﺩ.ﺇ 771ﺩ.ﺇ 650ﺩ.ﺇ 749ﺩ.ﺇ 771ﺩ.ﺇ 764ﺩ.ﺇ 819ﺩ.ﺇ 808ﺩ.ﺇ 1,102ﺩ.ﺇ 830ﺩ.ﺇ 771ﺩ.ﺇ 712ﺩ.ﺇ 661
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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.