Vacation rentals in Washington Park

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Top-rated vacation rentals in Washington Park

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

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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.
Condo in South Side
4.76 out of 5 average rating, 84 reviews

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

2-level condo near UChicago & Hyde Park with TWO 85” Smart TVs, PS5 gaming lounge, blazing-fast 1-Gig Wi-Fi, free street parking, and space for up to 10 guests. • Free street parking (no meters/permits) • Central air & heat • 6 Smart TVs: 2×85”, 2×75”, 2×55” • PS5 gaming lounge • Private condo — no shared spaces 3–4 min drive to UChicago campus, UChicago Medicine, Hyde Park dining, and the Obama Center site. Ideal for families, medical visits, and milestone birthdays. Premium streaming included!

Guest favorite
A spacious living room is displayed, featuring a large sectional sofa adorned with decorative pillows. A glass coffee table rests on a patterned rug, while creative wall art and a wooden sculpture enhance the atmosphere. Soft lighting from a ceiling fan provides a warm ambiance.
Apartment in South Side
4.98 out of 5 average rating, 58 reviews

Private Duplex w/ Games + Theater |15 min downtown

Enjoy our spacious 2-level home this spring and summer, perfect for families and groups. The lower level is your entertainment hub with a 120" projector, retro arcade, ping pong, board games, reclining sectional, 1 bedroom, and 1 bath. Upstairs features 2 bedrooms, a full bath, an electric fireplace for cozy nights, a fully stocked kitchen, and a furnished patio. Kids and young adults especially love the fun setup, making it a memorable Chicago stay for all. We welcome last minute bookings!

Guest favorite
A multifunctional space is featured with a queen-size Murphy bed tucked into the wall, a mounted television, and a cozy seating area with two armchairs. Natural light is welcomed through the entrance door, and a minimalist design enhances the overall simplicity.
Guesthouse in South Side
4.9 out of 5 average rating, 113 reviews

Guesthouse | Near public transit and Lake front

A unique 400 sqft loft with bright open concept multipurpose space, large windows, full kitchen, and private access located in the historic Kenwood/Hyde Park area. Public Transportation - 5 minute walk Lakefront - 10 minute walk University of Chicago - 2 miles Museum of Science and Industry - 2.8 miles Mccormick Place 3.4 miles Millennium Park - 6 miles Navy Pier - 6.7 miles Hyde Park restaurants! Perfect for individuals or couples, great access to expressways to get anywhere in the city.

Top guest favorite
The exterior of the building showcases a charming brick façade, featuring a welcoming front door framed by two large, symmetrical windows. A set of stairs leads up to the entrance, which is covered by a small roof overhang. A wrought-iron fence surrounds the entryway.
Guest suite in South Side
5 out of 5 average rating, 15 reviews

Bronzehaus - near McCormick, UChicago & Downtown

Welcome to Bronzehaus – a chic retreat in the heart of historic Bronzeville. Bronzehaus is a newly renovated, thoughtfully designed 2-bedroom, 1-bath garden-level apartment blending comfort and class. Inspired by the rich jazz legacy and artistic soul of the area, this stylish space features modern amenities and a cozy layout. Whether exploring nearby galleries, museums, a day at the beach, or heading downtown - Bronzehaus offers a comforting stay. Come stay where heritage meets hospitality.

Guest favorite
An inviting living area features hardwood flooring and large windows allowing natural light. A plush sofa with dark cushions is complemented by a unique accent chair. A contemporary chandelier hangs from the ceiling, and a mirror is mounted on the wall, reflecting the cozy ambiance.
Condo in South Side
4.93 out of 5 average rating, 58 reviews

University of Chicago Condo-Upgraded and Spacious

Beautiful, spacious, 1 bedrm, 2 bathrm condo near the University of Chicago. Open floorplan, hardwd floors, stainless appliances, 2 Smart TVs in bedrm & living rm, in-unit laundry, and private parking space. Features a cozy reading nook and large outdoor patio. On a quiet treelined street - minutes from Hyde Park and waking distance to Lake Michigan, Jackson Park Golf Course, the 222,000sq ft Regal Mile Film Studios, and upcoming Obama Presidential Library. Your stylish home away from home!

Guest favorite
A spacious living area features high ceilings with a skylight and large windows, offering ample natural light. A comfortable green sofa and a black armchair are positioned near a coffee table. A fireplace and a television are visible, with scenic views seen through the glass doors.
Apartment in South Side
4.94 out of 5 average rating, 52 reviews

Sunny Penthouse - Oakwood Beach

Gorgeous top-floor 2-bedroom, 2-bathroom condo in the heart of Bronzeville! With high ceilings and tons of natural light. The fully equipped kitchen has everything you need to cook a delicious meal, or you can enjoy one of the many great dining options nearby. 🌊Take a 15-minute walk to the lakefront and Oakwood Beach. Centrally located near: • Downtown Chicago • Soldier Field & Guaranteed Rate Field • Field Museum & Art Institute • Chinatown, Hyde Park & Pilsen • And much more!

Top guest favorite
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, 140 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.

Guest favorite
The exterior of a charming brick apartment building is shown, featuring a symmetrical facade with a welcoming entrance. Planters with greenery adorn the steps, and the surrounding area includes well-maintained grass and a sidewalk. Architectural details enhance the building's character.
Apartment in South Side
4.93 out of 5 average rating, 134 reviews

Beautiful European Apartment

Enjoy this comfortable 1600 sf European Styled 3 bedroom (Queen Beds in each room) 1 bath apartment with lots of natural light. Formal dining room,comfortable living room with attached sunroom. Quite neighborhood and 3 blocks away from Public “Elevated Train” line and “Buses” to anywhere in Chicago. The apartment is walking distance from University of Chicago and the beautiful Washington Park. The park has wonderful Walking/Running Paths and Pool (Seasonal).

Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and microwave. A marble countertop extends to a bar area with three red stools. Decorative elements, including a vase of flowers, enhance the inviting atmosphere.
Apartment in South Side
4.89 out of 5 average rating, 79 reviews

Washington Estate minutes from University of CHI

Kick back and relax in this calm, stylish space. The Washington Estate is the professional escape. We provide a 1-bed/2-bath to accommodate a maximum of two guests. Everything you need, full kitchen, WIFI, exercise room, in unit laundry and exterior patio seating for your enjoyment. Gated parking available upon request. Near the historic Hyde Park, the University of Chicago and 8 minutes away from Lake Shore Drive. Walking distance from public transportation.

Superhost
A spacious living area features green accent walls, natural light entering from the large windows, and a ceiling fan. Comfortable seating options include a brown sectional sofa and a teal armchair. A striped area rug enhances the space, complemented by decorative plants and artwork.
Apartment in South Side
4.81 out of 5 average rating, 90 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
The kitchen features modern white cabinetry, stainless steel appliances, and a gas stove. Counter space is clear, with utensils and cooking tools organized nearby. A bright turquoise kettle adds a pop of color, while light reflects off the sleek surfaces, enhancing the kitchen's functionality.
Apartment in South Side
4.84 out of 5 average rating, 112 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

Guest favorite
Apartment in South Side
4.97 out of 5 average rating, 38 reviews

Modern Eco Stay • UChicago • Parking • Backyard

Relax in this eco-friendly South Side retreat designed for comfort, style, and convenience. Located minutes from UChicago, Hyde Park, Jackson Park, the Museum of Science & Industry, and the lakefront, this unit is perfect for families, medical visits, students, and anyone exploring Chicago. With a private entrance, free parking, and a large fenced backyard, this modern space gives you privacy and peace in the city.

Popular amenities for Washington Park vacation rentals

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Quick stats about vacation rentals in Washington Park

  • Total vacation rentals

    Explore 60 vacation rentals in Washington Park

  • Nightly prices starting at

    Washington Park vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Washington Park vacation rentals include wi-fi 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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