Holiday rentals in Rosemont

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Top-rated holiday rentals in Rosemont

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Guest favourite
Home in Des Plains
5 out of 5 average rating, 19 reviews

Cozy Home near airport O’Hare

Welcome to your cozy home away from home! This peaceful suburban house is perfect for families, couples, or business travelers looking for a quiet stay near Chicago. Located just 15 minutes from O’Hare Airport, our home offers: A private backyard – great for relaxing A quiet neighborhood with a nearby playground Fully equipped kitchen & comfortable living space Fast Wi-Fi, smart TV, free parking ✅ Family-friendly ✅ Self check-in ✅ Clean, quiet, and safe Book your stay and make yourself at home!

Top guest favourite
A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.
Guest suite in Wood Dale
4.91 out of 5 average rating, 550 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Guest favourite
The entrance features a welcoming gray wooden deck with steps leading up to the door, framed by a white railing. A brick facade and large window enhance the home's charming exterior, while surrounding greenery adds a touch of nature.
Flat in Norwood Park
4.93 out of 5 average rating, 276 reviews

Balcony • Free Parking • Near O’Hare + Transit

This upstairs 1‑bedroom apartment is your quiet, bright home base just 10 minutes from O’Hare Airport and near the Blue Line for easy city access. Enjoy a full kitchen, fast Wi‑Fi, king bed, and Smart TV for relaxing evenings. • Free driveway parking with notice • Private balcony seating • Dedicated workspace & fast Wi‑Fi • Hotel‑comfortable king bed + blackout curtains • Self‑check‑in + private entrance While there’s no in‑unit laundry, optional wash‑and‑fold service ($25/load) is available.

Top 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, 859 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

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.
Guest house in Des Plains
4.93 out of 5 average rating, 41 reviews

Where Style and Substance Coexist. New Rehab

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 favourite
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, 459 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.

Top guest favourite
The spacious lower level features two comfortable leather couches, a coffee table, and a wall-mounted TV. A workstation with a desk and monitor is visible, along with a kitchenette area in the background. Ample natural light illuminates the space, creating a welcoming environment.
Home in Des Plains
4.94 out of 5 average rating, 69 reviews

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.

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Flat in Aurora
4.98 out of 5 average rating, 235 reviews

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.

Top guest favourite
A bright dining area features a large wooden table surrounded by black chairs. Natural light filters through sheer curtains, enhancing the space. A rectangular mirror hangs on the wall alongside a console table adorned with decorative vases, adding a touch of elegance.
Home in Des Plains
5 out of 5 average rating, 34 reviews

Des Plaines Home

Single family ranch in quiet neighborhood. Houses up to 8 people. 4 b-rooms with queen beds. 2 full size bathrooms. Well equipped kitchen. Leather couches, 60'TV, board games in Living Room. Recreational area offers foosball table, 60' TV and comfortable sectional sofa. Internet. Garage. Private fenced back yard, patio & Weber Grill. Up to 15 minutes from O'Hare Airport, Allstate Arena, Convention Center & Fashion Outlet in Rosemont & Rivers Casino. Easy access to I94 and I294.

Guest favourite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Apartment in Avondale
4.96 out of 5 average rating, 146 reviews

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.

Top guest favourite
Flat in Jefferson Park
5 out of 5 average rating, 18 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 favourite
A well-appointed bedroom features a spacious bed with soft linens, flanked by two bedside tables with lamps. Natural light filters through the window, with sheer curtains offering privacy. A potted plant adds a touch of greenery, while a decorative rug enhances the inviting ambiance.
Home in Des Plains
4.94 out of 5 average rating, 33 reviews

Designer Furnished + Game Room | LCP Collection

Discover comfort and convenience in this newly remodeled 3BR, 1.5-bath retreat in Des Plaines. Just a 2-min walk to Shagbark Lake, and minutes from O’Hare, the Convention Center, and Allstate Arena, it’s the perfect base for exploring Chicago. Relax in the spacious living room, enjoy meals in the fully equipped kitchen, and unwind in style. Full access to the home and outdoor spaces makes this ideal for families and groups alike.

Popular amenities for Rosemont holiday rentals

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Rosemont?

    Experience the best of Rosemont with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there hotel rentals with a dedicated workspace in Rosemont?

    Yes! Work meets play with ease at over 20 hotel rentals in Rosemont featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Rosemont?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly hotel rentals in Rosemont?

    Four-legged friends are welcome in Rosemont. Choose from more than 20 hotel rentals for guests traveling with pets.

  • Do house rentals in Rosemont have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Rosemont. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Rosemont have wifi?

    Absolutely! We offer over 30 hotel rentals with wifi in Rosemont. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Rosemont have a gym?

    Absolutely! We offer over 30 hotel rentals with a gym in Rosemont. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Rosemont?

    Rosemont has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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 £23 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

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