Holiday rentals in Washington Park

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Top-rated holiday rentals in Washington Park

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

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Guest favourite
Flat in South Side
5 out of 5 average rating, 7 reviews

Garfield Greystone - 10 Mins to Dining & Downtown

Enjoy a beautiful three-bedroom, two-bathroom apartment in a vintage greystone located in Washington Park with designer finishes. Just a 3 minute ride to The University of Chicago Hospital and campus. The unit is a short drive away from Chicago’s gorgeous lakefront. Just a 10 minute ride from the McCormick Place, Soldier Field, with easy access to downtown Chicago. This unit was remodeled and crafted especially with our guests in mind. The unit is suited for solo traveler and families alike.

Superhost
Guest suite in South Side
4.64 out of 5 average rating, 14 reviews

Modern Hyde Park Studio near UofC

Modern, spacious garden studio is perfect for a solo traveler or couple visiting Chicago. Comfortable queen bed and full pull out sofa. Quality linens, pillows and towels. Make simple meals using the provided microwave, mini fridge, toaster oven and single cup coffee maker and tea kettle. Dishes, glassware and silverware provided. Dishes can be washed using a provided dishpan, soap and sponge. Noise: airborne and impact noise. Contact for MTR rates for business travelers/professionals.

Superhost
Flat in South Side
4.84 out of 5 average rating, 64 reviews

Woodlawn Garden Oasis

Welcome to Woodlawn Garden Oasis! Come and enjoy the charm and warmth of this fully remodeled and furnished apartment with original artwork! Just 5 minutes from our beautiful Chicago lakefront, the prestiges University of Chicago, newly grand opened Presidential Obama Library and soon to be Tiger Woods golf course. Also, 10 minutes from Chicago museums, Soldier Field (Chicago Bears), Guaranteed Rate Field (Chicago White Sox) and the fabulous night life of Downtown Chicago!

Superhost
A modern living area features a gray tufted sofa and a matching armchair, complemented by natural light from two large windows with blinds. A flat-screen TV mounted on the wall overlooks a contemporary kitchen island with bar seating, creating an inviting space for relaxation.
Apartment in South Side
4.76 out of 5 average rating, 87 reviews

Modern 2-Level Condo | 85” TVs• PS5 • Free Parking

2-level condo near UChicago & Hyde Park with 1-Gig Wi-Fi, free unpermitted street parking, sleeps 10. • Pets stay free 🐾 • 2 Luxury King beds 👑 • 6 Smart TVs (2×85”, 2×75”, 2×55”) loaded with Netflix, Hulu, Disney+, Max, Starz & Peacock 🎬 • PS5 lounge & Kobe Room 🏀 • 6-jet tub, LED mirrors & washer/dryer 🧺 Minutes to University of Chicago, UChicago Medicine, Hyde Park dining & Obama Presidential Center. Ideal for graduations, families, medical stays & girls’ trips.

Guest favourite
Apartment in South Side
4.93 out of 5 average rating, 59 reviews

UChicago Condo | 2 Baths, Private Parking & Entry

Enjoy the convenience of a dedicated private parking space with direct access to your own private entrance. This upgraded and spacious 1-bedroom, 2-bathroom condo near the University of Chicago features hardwood floors, stainless steel appliances, in-unit laundry, two Smart TVs, a cozy reading nook, and a large outdoor patio. Conveniently located near Hyde Park, Lake Michigan, Jackson Park, and the Obama Presidential Center. Perfect for extended stays and remote work.

Top guest favourite
A modern living space features a light-colored sofa with decorative pillows and a woven throw. A warm-toned wooden accent wall complements a sleek electric fireplace below a mounted television. A patterned area rug anchors the room, while shelves in the background display decorative items.
Loft in South Side
4.99 out of 5 average rating, 145 reviews

Lovely Garden Studio in Chicago

Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Superhost
A spacious living area features polished hardwood floors and large windows that allow natural light. A comfortable gray sofa is positioned in front of a flat-screen television, while a dining table with teal chairs occupies one corner. Indoor plants add a touch of greenery.
Flat in South Side
4.91 out of 5 average rating, 65 reviews

The Dearborn Suite 2

Forget your worries in this spacious and serene space. On this private and quiet block, enjoy your home away from home. It is located on a quiet street, with quick access to buses, L Trains, freeways, and a shopping plaza. It is centrally located to access the following hospitals (H) for rotations or temporary stays: University of Illinois UChicago Medicine Provident H of Cook County La Rabida Children’s Jackson Park South Shore St. Bernard Advocate Trinity

Superhost
A modern kitchen is equipped with stainless steel appliances, including a microwave, oven, and dishwasher. Crisp white cabinetry contrasts against a light backsplash. Natural light filters through a window, highlighting the ample countertop space and a sink beside modern fixtures.
Flat in South Side
4.8 out of 5 average rating, 94 reviews

Vibrant 3BR Chicago Apt. near U of Chicago

Enjoy spacious bedrooms, hardwood floors, and natural light beaming from bay windows and eleven ft. high ceilings with new light fixtures throughout. The kitchen features new stainless steel appliances and quartz countertops. Building access to new Samsung washers and dryers. Equipped with programmable Thermostat and heating and cooling central air system. Bathrooms feature porcelain tile and matte black fixtures. Unit Boasts 1500sqft of living space.

Superhost
Flat in South Side
4.68 out of 5 average rating, 22 reviews

Stylish 3BR • Patio Deck • 5 Min to UChicago

Make this 3BR condo your hub spot this season, just 15 minutes from downtown in a relaxed residential area away from the city’s hustle and bustle. Enjoy two King bedrooms and one Queen, a spacious sectional, and art that adds charm throughout. Gather around for movie night, cook meals in the stocked kitchen, or unwind with the PS5. With a desk for remote work and plenty of space for friends, families, and professionals, it’s the perfect Chicago stay.

Superhost
A modern living space is showcased with a sleek kitchen featuring stainless steel appliances and a central island. The room is complemented by a mounted Smart TV, contemporary seating, and large windows allowing natural light to fill the area.
Flat in South Side
4.84 out of 5 average rating, 113 reviews

2 15 mins to Downtown Next to UniversityTrainPark

☞ 1 Smart TV ☞ Fully equipped + stocked kitchen ☞ Self check-in ☞ Luggage storage available ☞ Onsite washer + dryer in basement ☞ Air conditioning 》35 mins to airport 》15 mins to Downtown Chicago 》 Minutes walk to train station 》 Walking distance to University of Chicago 》 Across street from parks Minutes walk to train station 》2 bedroom, 1 bathroom 》Sleep 6 If you need additional bedrooms please reach out we other units in the same building

Superhost
Flat in Hyde Park
4.73 out of 5 average rating, 15 reviews

Studio in Hyde Park Near UChicago & Lake

Enjoy Hyde Park living in this bright, newly updated 400 sq. ft. studio featuring a cozy queen bed, 65" Roku TV, full kitchen with essentials, and private bath. Walk to the University of Chicago, the Museum of Science & Industry, and 53rd Street’s cafés, shops, and restaurants. With easy access to Metra, CTA buses, and the scenic lakefront, this charming space is perfect for comfort, convenience, and a true Chicago experience.

Guest favourite
Flat in South Side
5 out of 5 average rating, 19 reviews

Spacious 3BDR Luxury Penthouse

Stylish 3BD/2BA penthouse with high ceilings, oversized windows, stainless steel appliances, quartz countertops, in-unit laundry, and parking. Located in Bronzeville, just 10 mins to downtown, 8 mins to the University of Chicago, 18 mins to Soldier Field, and 25 mins to Midway Airport. Perfect for families or groups seeking comfort, convenience, and a premium city stay.

Popular amenities for Washington Park holiday rentals

Quick stats about holiday rentals in Washington Park

  • Total holiday rentals

    Explore 60 holiday rentals in Washington Park

  • Nightly prices starting at

    Washington Park holiday rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Washington Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Washington Park rentals

  • 4.8 Average rating

    Washington Park stays are highly rated by guests – averaging 4.8 out of 5!

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