Holiday houses in Riverside

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Top-rated holiday rentals in Riverside

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

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Superhost

A modern living area features a sleek black sofa paired with two cozy white armchairs. Natural light pours in through large windows adorned with light grey curtains. Minimalist decor includes two framed artworks and a small wooden side table that complements the space.

Apartment in Berwyn

4.85 out of 5 average rating, 163 reviews

2 bedroom• 3 beds • 1 bath Apartment in Berwyn

Enjoy a stylish and elegant experience at this centrally-located private apartment On famous Route 66. Sunny, clutter free very spacious 2nd floor. Apt. Can sleep upto 6 ppl. Inflatable bed added for extra sleep option. Prepped for photo sessions of your own. •Restaurants, Auto repair shops and Walgreens are walking distance and much more. •Metra is a 10-15 minute walk. •DT Chicago 18 min •Brookfield Zoo 15 min Away •Midway Airport 15 min •O’Hare Airport 30 min •Mall 10 min •Loyola Hospital

FamilyValueQuiet

Superhost

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

4.87 out of 5 average rating, 170 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

FamilyValueBathroom

Top Guest favourite

The exterior of a charming brick apartment building is showcased, framed by vibrant greenery. The structure features large windows and a welcoming entryway, with a well-kept lawn and flower beds enhancing its curb appeal. The clear sky provides ample natural light.

Apartment in Forest Park

4.98 out of 5 average rating, 183 reviews

1 bedroom garden apartment in Forest Park

Unique private garden apartment in our single family residence. Approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 ($50 fee) for short stays. It's important to note that we have pets (cats/dog) in this home and also that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people.

ValueFamilyTV

Superhost

A cozy living area is highlighted by two armchairs in warm tones, positioned beside a stylish blue sideboard. A large flat-screen TV is mounted on the wall, and a decorative bowl sits atop the sideboard. Soft lighting is provided by a standing lamp, enhancing the inviting atmosphere.

Apartment in Berwyn

4.78 out of 5 average rating, 49 reviews

Contemporary NEW Entire Suite Berwyn/Riverside

Welcome to your private oasis! This beautifully NEW appointed 1 bd unit offers the perfect blend of modern convenience and contemporary style. Whether you’re here for a weekend getaway or an extended stay, this contemporary retreat is your perfect home base. Explore the vibrant attractions of Berwyn or the excitement of Chicago, just a short trip away. Book today to secure your stay and experience the blend of comfort and style in this chic contemporary gem. We look forward to hosting you!

LocationFamilyGetting around

Top Guest favourite

A fenced backyard features a circular arrangement of wooden lounge chairs centered around a propane fire pit, creating a cozy gathering space. Twinkling string lights hang above, illuminating a bistro table with two blue chairs. Lush green grass surrounds the stone patio area.

Home in Berwyn

4.98 out of 5 average rating, 218 reviews

RetroModern Bungalow | pet friendly | free parking

Experience the city in style at Retro Modern Bungalow, the perfect pad for up to four friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fenced-in, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location—just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage and/or catch the train a few blocks away.

ValueFamilyHeating

Guest favourite

Apartment in Berwyn

4.9 out of 5 average rating, 70 reviews

Cozy, Sunny, and Clean Apt 3 bd Free Parking

Relax in this stylish three-bedroom apartment in Berwyn located only 25 minutes from Downtown Chicago and 20 minutes from Midway Airport. Adventure through Chicago and the region easily from this prime location with ample street parking, accessible highways, and public transportation. Venture out to the local restaurants, bars, and nightlife. ✔ Beautiful and Comfortable Bedrooms ✔ 58” Smart TV in Living Room ✔ Full Kitchen ✔ Ample Street Parking ✔ High-Speed Wi-Fi

FamilyValueAir conditioning

Superhost

A spacious living area features comfortable seating arrangements with two armchairs and a large sofa. A coffee table sits centrally, accompanied by a decorative bowl. Soft lighting enhances the room, with artwork adorning the walls and a glimpse of the kitchen visible in the background.

Apartment in Riverside

4.81 out of 5 average rating, 70 reviews

Spacious, Renovated Suburban 2-Bed Near Chicago

Beautifully renovated nestled in a peaceful neighborhood, with long-term tenants in the other units. This spacious 2nd-floor unit features a king bed, queen bed and a pull out sofa to comfortably accommodate 6 guests. Enjoy convenient on-site laundry, and a free parking spot. Just two blocks from Commons Park, perfect for a scenic run by the lake, and a short stroll to the Forest Preserve along the River. The Riverside Metra station offers easy access to the city.

FamilyLocationQuiet

Top Guest favourite

A modern living area features a large flat-screen TV mounted on a wooden wall. Two tan armchairs sit opposite a gray sofa, creating a comfortable seating arrangement. A wooden coffee table occupies the center, and textured walls in green add depth to the space.

Home in Berwyn

5 out of 5 average rating, 14 reviews

The Blueprint Studio

Welcome to The Blueprint Studio – A Stylish Modern Retreat Step into comfort and contemporary design at The Blueprint Studio, a newly renovated 2-bedroom, 1-bathroom unit thoughtfully crafted for your perfect stay. This modern bottom-level space features sleek interiors, cozy furnishings, and all the amenities you need to feel right at home. Please note: This is a bottom unit of a two-unit home. Thus you will hear some occasional noise from the unit above.

LocationFamilyKitchen

Top Guest favourite

A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.

Home in Brookfield

4.99 out of 5 average rating, 89 reviews

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

ValueFamilyHospitality

Top Guest favourite

A spacious bedroom features a large bed with dark bedding and decorative pillows. A wooden bookshelf filled with books stands against one wall, while sunlight filters through a window adorned with light curtains. A vintage dresser and bedside table complete the welcoming space.

Apartment in Forest Park

5 out of 5 average rating, 370 reviews

Like a Treehouse!

If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park, right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

LocationFamilyTV

Superhost

Apartment in Stickney

4.92 out of 5 average rating, 13 reviews

2BR | Free Parking | Near Midway & SeatGeek

Newly updated 2BR condo just 15 minutes from Midway Airport. Perfect for families, groups, and travelers needing a safe, quiet area with free parking. Enjoy a full kitchen, fast WiFi, self check-in, and easy access to Chicago without the downtown price. Ideal for airport stays, long trips, or visiting relatives.

LocationAmenitiesParking

Guest favourite

Home in Brookfield

4.92 out of 5 average rating, 12 reviews

Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard

A sunlit, mid‑century brick ranch that blends timeless curb appeal with move‑in comfort and room to personalize. Thoughtfully laid out on a quiet, tree‑lined street, this home welcomes you with a warm living room, an eat‑in kitchen, and a finished walk‑out basement that expands everyday living.

LocationFamilyNearby