Holiday rentals in Summit

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Top-rated holiday rentals in Summit

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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, 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

Guest favourite
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, 173 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

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.
Flat in Forest Park
4.98 out of 5 average rating, 184 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.

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
4.95 out of 5 average rating, 94 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.

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.
Flat 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!

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, 219 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.

Guest favourite
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
4.85 out of 5 average rating, 226 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.

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, 16 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.

Guest favourite
A modern living area displays a dark sofa with soft cushions, paired with a round coffee table. Two framed artworks hang on the wall above. Natural light enters through large windows, accentuated by coral curtains, with potted plants adding greenery to the space.
Home in Bridgeview
4.98 out of 5 average rating, 54 reviews

4BR/2BA + Large Fenced Backyard + Fast WIFI

Welcome to our urban oasis, just minutes from the heart of Chicago! Discover comfort and style in our 4-bedroom retreat, each room boasting a queen bed for a restful stay. With 2 bathrooms and full privacy, it's ideal for families or groups. Need to catch up on work? We've got you covered with a desk for your laptop. Step outside to our fenced backyard, complete with a spacious deck, perfect for lounging or dining al fresco. Your city escape awaits!

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, 92 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).

Superhost
Flat in Clarendon Hills
5 out of 5 average rating, 3 reviews

Clarendon Hills Apartment

Beautiful 2-bedroom 1.5 bath apartment with a private driveway and plenty of parking. With back yard space and sunroom, prime location close to great restaurants, shopping areas, easy access to expressways and airports in a great quiet neighborhood. Fully furnished with high-speed internet Wi-Fi and stocked with essentials to make your stay comfortable.

Top guest favourite
An inviting living area features a white couch paired with a dark coffee table, facing a flat-screen TV. The modern kitchen showcases sleek cabinetry, a stainless steel refrigerator, and a central island with bar seating, lit by overhead lighting.
Guest house in Oak Park
4.9 out of 5 average rating, 554 reviews

Coachhouse in central OP 4 blk to L

Just updated, furnished 1 BR 1 BA apt in Frank Lloyd Wright Historic District. Parking, kitchen, washer/dryer in unit, Air/Heat, Smart TV. Free wifi. Central location: 1 blk to farmers market, near Hemingway / Frank Lloyd Wright attractions. 4 blocks to green line. 20 min ride to downtown Chicago. Available for longer term stays.

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