Vacation rentals in Rolling Meadows

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Top-rated vacation rentals in Rolling Meadows

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

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Top guest favorite
A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.
Home in Northbrook
4.98 out of 5 average rating, 125 reviews

*King bed *Outdoor Living *Sought-After Area

Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Top guest favorite
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.
Apartment in West Dundee
4.93 out of 5 average rating, 165 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 favorite
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
4.95 out of 5 average rating, 76 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 favorite
A cozy seating area features a green sofa adorned with gold and green cushions. A colorful armchair complements the space. A large potted plant and an art piece depicting a vase with foliage enhance the inviting ambiance.
Home in Wood Dale
4.88 out of 5 average rating, 32 reviews

The Gallery, King, Queen, Sofa Bed, smart TV’s

A Vibrant, Art-Inspired Home for Families, Friends & Furry Companions Welcome to your home away from home—a colorful, creative retreat designed with families and pets in mind. This one-of-a-kind space is full of character, featuring eclectic furnishings & vibrant walls. Throughout the home, you’ll discover pieces by iconic artists such as Frida Kahlo, Diego Rivera, Vincent van Gogh, Jacques Lamy, and more—creating a gallery-like experience that’s both uplifting and unforgettable. Enjoy!

Top guest favorite
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.
Apartment in Aurora
4.98 out of 5 average rating, 263 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 favorite
A serene garden features a flower-filled barrel planters, a stone birdbath, and lush greenery. A calm river is visible in the background, bordered by a wooden bridge and adjacent seating areas, creating a peaceful outdoor space for relaxation.
Apartment in Algonquin
4.81 out of 5 average rating, 144 reviews

Riverview apartment in quaint downtown Algonquin

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

Top guest favorite
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, 39 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 favorite
Home in Arlington Heights
4.86 out of 5 average rating, 110 reviews

2-Car Garage Access | Cal King Bed | Fenced Yard

Our 4bd, 2.5ba house is perfect for friends or family looking for a charming, spacious home that is centrally-located & has a larger yard. There is enough space for 12 people to sleep comfortably (including 6 beds & couches), as well as 4 smart TVs, a deck w/ a gas grill & patio seating, 2 indoor eating areas, an air hockey table, numerous board games, an office space, & much more. Easy access to nearby towns, stores, main roads, highways, & DT Arlington Heights!

Top guest favorite
A modern open-concept living space is showcased, featuring a fully equipped kitchen with an island and bar stools. The dining area is set with elegant table settings. A cozy seating arrangement includes green accent chairs and a wooden table, illuminated by pendant lights.
Home in Arlington Heights
4.96 out of 5 average rating, 73 reviews

Stylish Escape/Game Room/4 Brs

Escape to our cozy 4-bedroom, 2-bath ranch house, just 1 mile from Arlington Height downtown restaurants and 25 miles from Chicago! Enjoy a backyard oasis that backs up to a park, perfect for relaxing. The game room offers endless fun with a pool table, air hockey, darts, Pac-Man, and many more games. Stay entertained with 5 TVs throughout the house. The fully stocked kitchen makes mealtime a breeze. Conveniently located near the Metra for easy trips to the city.

Top guest favorite
A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.
Cottage in Barrington
5 out of 5 average rating, 132 reviews

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

Top guest favorite
Loft in West Dundee
4.96 out of 5 average rating, 412 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
A stylish bedroom showcases a decorative white fireplace beneath a large flat-screen TV. Dark wood cabinets flank the fireplace, while contemporary artwork is displayed on the walls. A plush black chair with a decorative pillow sits on a soft area rug, creating a cozy reading nook.
Apartment in East Dundee
5 out of 5 average rating, 24 reviews

Enjoy the Blacksmith Suite!

This charming 2nd floor apt. is located in a thriving culinary district. This cozy space features 2 bedrooms, a fireplace, balcony & 3 large-screen TVs. Enjoy the convenience of a full kitchen, eating area, washer & dryer, coffee bar, 2 parking spaces, WiFi, and more. Local restaurants and shops -all within walking distance- include Italian, Mexican and American dining, whiskey bar, breweries, coffee shops, taverns, and local music venue.

Popular amenities for Rolling Meadows places to stay

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