Holiday rentals in Stickney

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Top-rated holiday rentals in Stickney

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.

Flat in Berwyn

4.85 out of 5 average rating, 170 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

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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, 886 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

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Guest favourite

An open living area features a comfortable sofa adorned with patterned pillows, set on light hardwood flooring. A dining space with a table and four chairs is visible. Natural light fills the room, enhancing the modern decor and inviting atmosphere.

Flat in Forest Park

4.92 out of 5 average rating, 102 reviews

Luxurious apartment in great central location!

Welcome to the Troost House. This property is newly remodeled with high end finishes including Quartz counters, hardwood floors and fully equipped with brand-new stainless appliances. This 2BR 1B offers its own laundry room as well as a 1 car garage parking space. Superb location with easy access to major highways, a 5-minute walk to Blue line train station, a 3-minute drive to Loyola Medical Center, a 10-minute drive to DT Chicago, and near the heart of DT Forest Park and historic Oak park.

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Guest favourite

Flat in Chicago

4.95 out of 5 average rating, 19 reviews

Chicago stay Near Midway Airport • CTA • Downtown

Welcome to Windy City Nest, a stylish and cozy 1-bedroom apartment in Archer Heights, Chicago. Walk to the CTA Orange Line for easy access to Downtown, Midway Airport, McCormick Place, and top attractions. Perfect for business travelers, vacations, medical stays, travel professionals, remote work, and extended stays. Enjoy fast Wi-Fi, self check-in, exterior security cameras for added peace of mind, a full kitchen, and a clean, comfortable space designed to feel like your home away from home.

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Top guest favourite

The kitchen features modern appliances, a gas stove, and a spacious granite countertop. A cozy bedroom displays a colorful striped blanket atop a spacious bed. The living area contains comfortable seating, decorative plants, and warm lighting, while another bedroom shows neatly arranged bedding with fresh towels.

Home in Chicago

4.95 out of 5 average rating, 110 reviews

Chicago Home (1st floor) by Midway near Downtown

Hello, Welcome in 1st floor apt, where 3 rooms are available with newly remodelled kitchen, bathroom and livingroom. LOCATION, convenient location, walking distance to grocery store and few restaurants near by, also walking distance to public transportation bus 62 and 62 H. 5 min driving to Midway airport and 15 min driving to downtown Chicago. Easy access to public transportation to get to Chicago downtown. In addition to convenient location, apt offers access to yard and free parking

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Top guest favourite

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

Home in Berwyn

4.97 out of 5 average rating, 230 reviews

RetroModern Bungalow | free parking | pet friendly

Experience the city in style at our 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 pup-friendly, fenced-in backyard. With central HVAC, speedy WiFi, a dedicated workspace, and a pack-n-play crib 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 catch the train a few blocks away.

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Superhost

A cozy sitting area features a blue armchair and a light gray sofa adorned with yellow accent pillows. A wooden coffee table sits in front, placed on a patterned rug. A wall art piece of a toucan against floral imagery adds a touch of color.

Flat in Oak Park

4.83 out of 5 average rating, 242 reviews

Circle Back Modern Apartment

Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

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Guest favourite

Home in Berwyn

4.92 out of 5 average rating, 38 reviews

Paradise in the Park

Welcome to our home. Enjoy the park connected to our backyard, featuring new playgrounds, soccer fields, and a walking trail. Our well-appointed kitchen is ideal for preparing meals together. The living areas provide plenty of space for bonding, and our extra comfy beds will ensure your maximum relaxation. We are located 20 minutes from the heart of Chicago, and about 10 minutes from Midway Airport, several hospitals, and the famous Brookfield Zoo. We can't wait to host you!

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Top guest favourite

Flat in Berwyn

4.91 out of 5 average rating, 79 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

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Top guest favourite

A bright and airy loft space is characterized by sloped ceilings and wooden paneling. A dark sofa is complemented by decorative pillows, while a small desk and chair are positioned by the window. Lush greenery adds a touch of nature to the cozy setting.

Flat in Chicago

4.94 out of 5 average rating, 145 reviews

Comfortable and Cozy Apartment

Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. Disfrutá de la sencillez de este alojamiento tranquilo y céntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, Lavandería y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

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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, 19 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.

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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, 103 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).

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