Holiday rentals 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 spacious living area features a large, light grey sectional sofa positioned around a circular coffee table. A vibrant area rug adds color beneath the furniture. A wall-mounted TV is visible above a white fireplace, with natural light filtering through sheer curtains.
Townhouse in Hoffman Estates
4.96 out of 5 average rating, 76 reviews

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

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, 65 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
Home in Des Plaines
4.96 out of 5 average rating, 53 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

Clean and well appointed lower level of owner-occupied 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 bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Flat in West Dundee
4.93 out of 5 average rating, 121 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Top guest favourite
A spacious living area features a bright red sofa and a matching loveseat, arranged around a coffee table. A dining area with a wooden table and chairs is visible in the background, along with an updated kitchen, creating an inviting and open atmosphere.
Home in Arlington Heights
4.99 out of 5 average rating, 81 reviews

Home in the Heights

Take it easy at this unique and tranquil Universally Designed Ranch home close to downtown Arlington Heights, train and major highways. This is a perfect little getaway when you’re visiting the Chicagoland. This home is ideal place for working individuals, travelling professionals on assignment to nearby hospitals/skilled nursing facilities and other businesses. The house features an updated kitchen, remodeled bathrooms, spacious yard, outdoor furniture/portable fireplace, and two-car garage.

Top guest favourite
Flat in Arlington Heights
4.98 out of 5 average rating, 126 reviews

Ideal Location in Awesome Heights

Near the heart of downtown Arlington Heights and convenient to O’Hare. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to hosting you. The private apartment works great for guests with a car or using public transit. Easy access to Metra station, AH restaurants, Des Plaines Theater, NW Community Hospital & Schaumburg Convention Center.

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
4.93 out of 5 average rating, 61 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, 441 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
An open living space is presented with hardwood floors and well-lit areas. A sofa with colorful pillows faces a low coffee table. A flat-screen TV is mounted on the wall, while the kitchen and dining area are visible in the background, showcasing a large dining table and bar seating.
Home in Schaumburg
4.98 out of 5 average rating, 80 reviews

Lux TriLevel Big 4 BR House Yard & Pond View

Experience a stylish and quiet retreat with breathtaking pond views! This modern big 4 Bedroom 2 Bathroom home offers the perfect blend of comfort and convenience. Sleeps 10 people. 3 King 1 Queen and 2 Full Beds. Smart TVs. Fenced Back yard. Open floor fully equipped kitchen where you can cook and make memories with family. Parking 4 cars. Central location. Close to restaurants, shopping, parks. 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall

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, 842 reviews

Enchanted Garden Treehouse (Amenity*)

Winter is here, the treehouse is heated and cozy, and the hot tub ready! Relax on coldl 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
Home in Arlington Heights
5 out of 5 average rating, 8 reviews

THE VAIL /hot tub/ev charger/fire pit/grill/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!

Guest favourite
A cozy bedroom is presented with a queen bed adorned with patterned bedding and two decorative pillows. Natural light enters through a window fitted with light curtains. A ceiling fan provides circulation, while a nightstand and lamp are positioned beside the bed.
Home in Palatine
4.82 out of 5 average rating, 62 reviews

Private Room w/ attached bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK

Popular amenities for Rolling Meadows holiday rentals

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