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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 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
4.97 out of 5 average rating, 67 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
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
4.92 out of 5 average rating, 530 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 .

Top Guest favourite
A cozy living area features a navy blue sectional sofa adorned with decorative pillows. A wooden coffee table and a lamp are placed centrally, while a large Smart TV is mounted on the wall, providing entertainment options. Light fills the space from ceiling fixtures.
Home in Rolling Meadows
4.98 out of 5 average rating, 89 reviews

Entire home one level keyless 3 bedroom 2 bathroom

Welcome to the northwest suburbs in this very relaxing, quiet and established neighborhood. Contemporary design and convenient location define this 1500 square foot home. Comfortable furniture and high quality mattresses further ensure an enjoyable stay with quick access to Arlington Park Metra, Woodfield Mall in Schaumburg and popular downtown Arlington Heights with dining and entertainment options. Lounging on the back deck with access to a roomy yard are an added benefit. No smoking please

Home in Schaumburg
5 out of 5 average rating, 3 reviews

Family Friendly | Backyard+Games | ORD | Workspace

Stylish 4BR Suburban Sanctuary near O'Hare & Chicago 🔥 Relax in backyard oasis with fire pit & pergola 🎮 Game room packed with air hockey, foosball, darts & kids' fort 📺 5 TVs & board games 🍽️ Fully stocked kitchen 💼 Work desk with ergonomic chair 👶 High chair & Pack 'n Play 🚗 17 miles from O’Hare, 35 miles from Chicago & 6 miles from Schaumburg Convention Center 📝 Garage is not available for guests' use. House has stairs. 1BR on main floor. 3 BRs on 2nd floor. Games room in basement.

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, 58 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, 432 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.

A bright living area features a black couch with a decorative pillow, a glass coffee table, and a dining set with two chairs. Light-colored walls and a large window allow natural light to fill the space, complemented by a modern air conditioning unit.
Apartment in Arlington Heights
4.48 out of 5 average rating, 58 reviews

Sunny 1BR Apartment in the Surburbs

This cozy 1-bedroom apartment offers a peaceful retreat with easy access to everything Arlington Heights has to offer. Located on a quiet, tree-lined street, you're just a short walk away from Downtown Arlington Heights, featuring local cafés, restaurants, and shops. Metra station is nearby, providing quick, direct access to downtown Chicago in under 40 minutes. Whether you're here for work or leisure, enjoy the comfort of a relaxing atmosphere perfect for unwinding after a busy day.

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, 57 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

Guest favourite
A welcoming entrance to the home is framed by two flower pots filled with vibrant blooms. The path is lined with dark mulch and extends to a light-colored door, complemented by a small striped mat. Lush green grass borders the walkway.
Home in Palatine
4.96 out of 5 average rating, 85 reviews

Cheerful 3- Bedroom!

Our guests will be welcomed to a freshly renovated home that is walking distance to shops, Restaurants, groceries and the Metra train station that will get you downtown to Chicago! All beds/bedding are brand new! All new hardwood floors, new kitchen, brand new appliances, new towels, etc. Come stay in our fully appointed guest house! Grill, fire pit, outdoor seating included. Mid-century home with all the modern necessities. We kept the pink vintage bathroom!

The exterior of a modern split-level house is presented, featuring a vibrant blue facade and large windows. A pathway leads to the entrance, surrounded by well-maintained landscaping and a manicured lawn. A driveway accommodates parked vehicles, with a garage visible on the right.
Home in Rolling Meadows
4.62 out of 5 average rating, 39 reviews

Casa Moderna adosada, en Rolling Meadows

Bienvenidos a esta Moderna Casa Exelente ubicación, Rolling Meadows il. Trae a tu familia, los huéspedes pueden hacer el registro de entrada sin restricciones de horario, ! este espacio limpio y seguro, …1 primer piso de esta casa todo completo y privado, Cuenta con 3 dormitorios, sala, cocina, comedor, baño, terraza, ! cocina de lujo ! las imagen dice más que mil palabras, ! A solo 20 minutos al O’Hare, y 20 min Allstate Arena, y 7 minutos Woodfield Mall

Superhost
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.9 out of 5 average rating, 353 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

A modern living space features a light gray sectional sofa positioned to face a media unit with a TV. A bar with tall stools is visible in the background, alongside a well-lit kitchen. Decorative plants and a centerpiece adorn the coffee table, enhancing the aesthetic.
Home in Rolling Meadows
4.67 out of 5 average rating, 24 reviews

Rein - Rolling Meadows Home!

Bring the whole family to this great place with lots of room for fun. In this spacious 4BR-2BA home, you'll have plenty of space in this home that sleeps 10! The neighborhood is known for its friendly residents and well-maintained properties. Many families and pet owners enjoy the area's parks and walking paths. The community hosts various events throughout the year, fostering a strong sense of connection among neighbors. We would love to host you!

Popular amenities for Rolling Meadows holiday rentals

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