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Holiday houses in Rolling Meadows

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Top-rated holiday rentals in Rolling Meadows

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

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Top Guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Apartment in Chicago
5 out of 5 average rating, 80 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Guest favourite
A modern living area features a grey sectional sofa and a light-colored armchair positioned around a soft area rug. Two windows allow natural light to enter, and wall art decorates the walls. Steps lead to an upper level, contributing to an open and inviting layout.
Apartment in Avondale
4.94 out of 5 average rating, 109 reviews

Best Deal in Chicago | Great Food & Free Parking

Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

Top Guest favourite
A spacious living area is present, featuring a light gray sectional sofa adorned with colorful throw pillows. A large area rug with geometric patterns covers the wooden floor. Decorative art pieces hang on the walls, and a green plant adds a touch of nature.
Home in Arlington Heights
4.98 out of 5 average rating, 50 reviews

2BR,1.5BA,Ideal Stay in the Best FamilyArea! PetOK

Enjoy a fully renovated ranch in a prime neighborhood, steps from restaurants and shops. Easy self check-in with smart lock. The home offers 2 bedrooms, 1.5 baths, two TVs, and a dedicated workspace. New furnishings, a fully stocked kitchen, and fast 200 Mbps Wi-Fi make it ideal for work or relaxation. Washer and dryer included. Family-friendly amenities available upon request. Short drive from O’Hare Airport, dining,highways, and the convention center - perfect for business and leisure stays.

Top Guest favourite
An open-concept kitchen and dining area is showcased, featuring a dark wood dining table surrounded by stylish chairs. Natural light floods the space through large sliding glass doors, leading to a backyard view. Modern kitchen appliances and cabinetry complement the warm tones.
Home in Schaumburg
4.91 out of 5 average rating, 68 reviews

Single Family home/ Schaumburg

"Your home away from home" is awaiting for your short or extended stay. Entirely updates, and fully equipped for your convenience, this 3 beds, 2 full baths house, with specious backyard, BBQ and patio is going to make your most comfortable experience of exploring Schaumburg and the surrounding areas. Conveniently located just 15 min from O'Hare airport, 5 min from Woodfield mall, 8 min from soon-to be home of the Chicago Bears, all major interstates, shopping, one of a kind dining and much more

Top Guest favourite
A bright living space features a spacious sectional sofa accented with blue and white cushions. A round coffee table sits atop a decorative rug. A large clock adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Guest suite in Arlington Heights
4.94 out of 5 average rating, 63 reviews

Cozy Chicago Suburban Apartment

Welcome to our cozy apartment, perfect for solo travelers or couples looking for a comfortable stay in the quiet Northwestern suburbs of Chicago. Located in a quiet and serene neighborhood, this apartment offers easy access to all the best restaurants, cafes, and shops. Just 23 mins away from O’hare International Airport, 15 mins to Schaumburg Convention center & Woodfield Mall, and about 40 mins from the Chicago Downtown. Lake Arlington is a 10 mins walk away for Kayak and park activities.

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, 449 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.

Guest favourite
Home in Arlington Heights
5 out of 5 average rating, 10 reviews

The V House/hot tub/ev charger/fire pit/garage

Nestled in a quiet neighborhood, steps away from downtown Arlington Heights. It’s our pleasure to welcome you to this refined comfortable and stylish house which was thoughtfully furnished and decorated to provide an excellent experience for our guests. Elegant, sleek design, high end decor, premium appliances and a dream come true back yard, all make an ideal blend for an unforgettable stay. Whether you travel for leisure, entertainment, visiting family, we are honored to host you!

Top Guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 181 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Top Guest favourite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Apartment in Maywood
4.94 out of 5 average rating, 178 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Top Guest favourite
Home in Streamwood
5 out of 5 average rating, 15 reviews

Streamwood Comfort House

Enjoy and relaxing in this home located in a quiet-safe neighborhood, just minutes away from shops, restaurants, nature reserves and the expressway. Perfect for families, couples or business travelers, this property offers all the comforts of home with a touch of luxury. Enjoy modern comfort with a full kitchen, nice bathrooms and cozy fireplace. Stay active with exercise equipment, unwind at the bar or spend time in the backyard with firepit and grill.

Guest favourite
The living area features a spacious layout with comfortable seating arrangements and a large flat-screen TV. Natural light illuminates the room, highlighting the wooden flooring and neutral wall colors. A decorative rug lies beneath a central coffee table, while a staircase leads to an upper level.
Home in Arlington Heights
4.82 out of 5 average rating, 11 reviews

Stylish 3BR Home for Longer Stays in Arlington

Welcome to your ideal extended-stay retreat in Arlington Heights! This charming 3-bedroom, 2-bathroom home is thoughtfully furnished and designed to support mid-term stays, corporate travel, insurance housing, and long-stay guests who need comfort, convenience, and plenty of space to settle in. Whether you're relocating, working remotely, visiting family, or staying during home repairs, this home offers everything you need to feel truly at home.

Guest favourite
Home in Elk Grove Village
5 out of 5 average rating, 13 reviews

Spacious 3BR Home near O’Hare & Woodfield

Stylish 3BR/1BA home in Elk Grove Village—only 30 min to downtown Chicago, minutes to O’Hare & Woodfield Mall. Sleeps up to 6 with flexible bedroom setups, cozy living space, high-speed WiFi, smart TV, washer/dryer & free parking. Quiet neighborhood near parks, dining & major hospitals—perfect for families, groups, business travelers & medical professionals. The whole group will enjoy easy access to everything from this centrally located place.

Popular amenities for Rolling Meadows holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Rolling Meadows