Apartment vacation rentals in Washington Park

A vibrant living area showcases eclectic décor, featuring a colorful mural with artistic motifs on one wall. A round coffee table sits in the center, surrounded by cream-colored sofas adorned with green cushions. A wet bar with wooden stools is visible in the background.

4.92 out of 5 average rating, 141 reviews

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

A well-maintained outside space features a neatly trimmed grassy area along a pathway, flanked by vibrant greenery and flowering plants. On one side, a wooden deck with railings enhances the exterior of the two-story building, while a fence provides privacy.

4.9 out of 5 average rating, 200 reviews

Royal Coach House Cottage

Royal Coach House Cottage- Nestled in Bronzeville community and nearby Historic Hyde Park neighborhood that is safe and family oriented. Our space is quite cozy, quaint and ideal for relaxation, peace & quiet. Flower and vegetation garden landscape. Centrally located 1.5 miles from lake front, nearby shopping, movie theater, and restaurants. Seconds from park, walking track and playground. Minutes from downtown and Magnificent Mile. Local transportation accessible including bicycle rental.

4.88 out of 5 average rating, 120 reviews

Apartment in South Loop

Stylish 2BR Corner Unit Near Downtown & McCormick

Welcome to your modern 2-bedroom, 2-bathroom corner suite offers unbeatable convenience and comfort, located just steps from McCormick Place. 📍 Prime Michigan Avenue location 🏙️ Corner unit with South Loop skyline views 🛏️ 2 Queen beds + sofa bed (Sleeps 6 total) 🔥 65” Smart TVs in every room (Netflix + Roku) 🚀 High-speed dedicated Wi-Fi ❄️ Central heating & cooling 🍳 Fully equipped kitchen 🚗 EV charging + optional parking 🏋️‍♂️ Fitness center access 🧺 Washer/Dryer on the same floor

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.

4.97 out of 5 average rating, 32 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!

4.82 out of 5 average rating, 184 reviews

The hallway features dark hardwood floors and neutral-toned walls. Several doorways lead to different rooms, while a decorative area rug adds texture. Natural light is present, and a clock is mounted on the wall, contributing to the inviting feel of the space.

Apartment in Woodlawn

University Retreat

Lovely 3 bedroom apartment in Hyde Park location. Within one block of the U of Chicago; close to the science museum, Metra, restaurants, parks, and less than 1 mile from the proposed Obama Library and the lake. Updated unit has nearly 1,300 SF of livable space to enjoy: vintage hardwood floors throughout, separate living/dining rooms, kitchen with new stainless steel appliances, new furnace, new hot water tank, and a new porch with large fenced yard. Permit parking for guests only!

Apartment in Washington Park

A living area showcases modern furnishings, including a sleek gray sofa with decorative pillows and colorful accents. Two vibrant yellow chairs flank a glass coffee table, while a round dining table is positioned nearby. Light streams through a window, enhancing the open space.

4.83 out of 5 average rating, 99 reviews

W2 15minsDowntown NexttoUniversityTrainPark Desk

☞ 1 Smart TV ☞ Fully equipped + stocked kitchen ☞ Self check-in ✭“Great stay would definitely come back again ” ☞ Luggage storage available ☞ Onsite washer + dryer in basement ☞ Air conditioning 》35 mins to airport 》15 mins to Downtown Chicago 》Minutes drive to McCormick Place convention center, museum campus 》 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

4.92 out of 5 average rating, 131 reviews

A cozy living area features two large windows allowing natural light to fill the space. A fold-out futon sofa and a black armchair are positioned around a wooden coffee table. An adjacent kitchenette with a two-seat dining table is visible, along with various plants enhancing the atmosphere.

Apartment in Hyde Park

Spacious 1BR Garden Apt & Parking

Welcome to our tranquil garden apartment on a quiet residential street near the university and all Hyde Park attractions. Enjoy morning light through picture windows in the spacious living room and adjacent kitchenette. Breakfast on the patio or garden bench on a sunny morning. Stroll to one of 20+ eateries within four blocks. This is our home, so we are mostly upstairs or nearby if needed. Access is private via back gate just off the parking lot with reserved parking space.

Apartment in Little Village

A stylish living area is featured, showcasing a green sofa arranged with a round glass coffee table atop a black and white patterned rug. A wall-mounted TV is present, alongside a dining table with two chairs. Large windows allow natural light to fill the space.

4.85 out of 5 average rating, 93 reviews

Renovated LittleVillage Retreat

Welcome to our newly renovated retreat in Little Village, Chicago! This stylish unit blends modern amenities with classic charm. Features include a cozy living area with a smart TV, a fully equipped kitchen with stainless steel appliances, a comfortable bedroom with a work desk, and a pristine bathroom with contemporary design. Enjoy in-unit laundry and a secure entry. Convenient street parking and close to local attractions and dining. Perfect for early birds and explorers

Apartment in Washington Park

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.

4.98 out of 5 average rating, 48 reviews

Private Duplex w/ Games + Theater | Near UChicago

Enjoy our spacious 2-level home this fall and winter, 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 two bedrooms, a full bath, an electric fireplace for cozy nights, a fully stocked kitchen with coffee, and a furnished patio. Kids and young adults especially love the fun setup, making it a memorable Chicago stay for all.

4.94 out of 5 average rating, 550 reviews

A spacious living area is furnished with two comfortable sofas and an armchair. A central coffee table rests on polished wooden floors. A built-in bookshelf displays decorative items, and a fireplace adds character, complemented by a wall-mounted television above.

Apartment in Hyde Park

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

This will likely be the largest condo you have ever seen. This condo is 5 mins from the University of Chicago and the University of Chicago hospital. You will be a quick 10-15 min uber ride from downtown and 5 mins from beautiful Lake Michigan. We are currently only booking out of town travelers. We are not doing parties or events. I live in the building so if you are trying to have a party I will have it shut down and you will be asked to leave within an hour.

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.

4.92 out of 5 average rating, 131 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).

Apartment in Lower West Side

4.99 out of 5 average rating, 258 reviews

Modern Apt with style & comfort in Pilsen Chicago

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

Popular amenities for Washington Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A brick building is presented with a welcoming front porch, framed by intricate architectural details. The entrance is accompanied by neatly maintained green grass and a light fixture beside the steps. The structure reflects a classic urban style, contributing to the neighborhood's character.

5 out of 5 average rating, 19 reviews

Roomy and Comfortable Apartment with everything UN

4.95 out of 5 average rating, 97 reviews

A round dining table is set with blue dishware and a floral centerpiece. Four light-colored chairs surround the table, placed on a patterned area rug. Natural light is visible through two softly shaded windows, and a tall green plant adds a touch of greenery to the room.

Apartment in Beverly

Beverly Cottage Loft

4.88 out of 5 average rating, 8 reviews

Sleek Apt near U of Chicago!

5 out of 5 average rating, 7 reviews

Apartment in Chicago

Bronzeville Chic - 15 mins from Bean

Apartment in Little Village

A bright living area features large windows allowing natural light to fill the space. A light brown leather sofa and a cozy armchair are accompanied by a wooden coffee table. A decorative rug adds warmth, while shelves with potted plants and books enhance the inviting atmosphere.

4.94 out of 5 average rating, 83 reviews

Flor de Luna ~ Little Village Chicago Retreat

A light-filled living area features two soft sofas, a coffee table, and a stylish rug. Windows allow natural light to illuminate the space, complemented by decorative plants and bedside lamps. A television is positioned on a console across from the seating arrangement.

5 out of 5 average rating, 7 reviews

Cozy Woodlawn Retreat 1

4.86 out of 5 average rating, 36 reviews

A stylish living room is presented with a plush, tufted gray couch and a matching loveseat, complemented by decorative pillows. A sleek glass coffee table sits at the center, reflecting light from an elegant chandelier above. Natural light filters through horizontal blinds on the window.

Apartment in Avalon Park

Cozy & Near Downtown & Hyde Park

4.88 out of 5 average rating, 17 reviews

Modern & Spacious Stay by NW Hospital Bronzeville

Private apartment rentals

4.94 out of 5 average rating, 144 reviews

A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

Apartment in Lake View

Chic retreat near the best of Lakeview & Wrigley

4.82 out of 5 average rating, 143 reviews

A carpeted living area is presented with a red sofa, a plaid armchair, and a beige recliner. A large world map adorns the wall, accompanied by a small TV and a bookshelf. Natural light enters through windows, adding brightness to the cozy space.

Apartment in Hyde Park

Garden Apartment in captivating Hyde Park

4.93 out of 5 average rating, 103 reviews

A comfortable living area is highlighted by a light gray sectional sofa and a white coffee table, placed on a textured gray rug. The kitchen area is visible in the background, featuring wood cabinets and modern appliances, enhancing the space's functionality.

Apartment in Bridgeport

Prime Bridgeport - McGuane Park

Apartment in Lincoln Park

A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.

5 out of 5 average rating, 288 reviews

Explore Lincoln Park from a Polished Apartment

Apartment in McKinley Park

A living area features a large television mounted above a white fireplace with an electric insert. Decorative elements include a vintage mirror and a clock on the wall. A black tufted ottoman is positioned beside the fireplace, with illuminated warm tones from a nearby hanging light.

4.87 out of 5 average rating, 338 reviews

Charming loft style suite

5 out of 5 average rating, 25 reviews

A cozy living area features a plush gray sofa accompanied by light-colored ottomans. A glass coffee table sits on a multicolored rug, adding warmth to the space. Natural light filters through sheer curtains, enhancing the modern design complemented by a mounted flat-screen television.

Apartment in Berwyn

NEW Jade Haven in Berwyn/Riverside

4.98 out of 5 average rating, 210 reviews

A cozy living area is highlighted by a brown sofa adorned with decorative cushions. A warm red throw drapes over the armrest. Visible at the end of the hall is the entrance to the bedroom. Light brown carpeting covers the floor, enhancing the inviting atmosphere.

Apartment in Bridgeport

Bridgeport Garden Apartment

4.87 out of 5 average rating, 698 reviews

A spacious living area is highlighted by a black sofa facing a light-colored coffee table. A vibrant area rug adds color underfoot. The walls are adorned with colorful vinyl records and framed artwork, while original woodwork details frame the open layout leading to the dining area.

Apartment in Oak Park

Rockin' 2Bed steps to shops/food/train

Apartment rentals with a hot tub

Apartment in Fulton Market

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

4.97 out of 5 average rating, 33 reviews

Skyline Oasis: City & Lake Views

Apartment in Near North Side

An open living area is highlighted by large, floor-to-ceiling windows overlooking the Chicago skyline. A light-colored sofa and modern armchairs surround a circular coffee table on a soft area rug. The kitchen features streamlined cabinetry and a breakfast bar, providing a functional space.

4.91 out of 5 average rating, 58 reviews

Prime Lincoln Park Views + Modern Amenities Await

4.97 out of 5 average rating, 34 reviews

The spacious bedroom features a queen bed and a cozy lounge chair. A light rug covers the hardwood floor, while glass doors open to a private outdoor space. A luxurious jacuzzi tub is visible in the bathroom, along with elegant tile accents.

Apartment in Wicker Park

Spacious 1 BR Unit in Wicker Parl|1 FREE G Parking

5 out of 5 average rating, 5 reviews

Apartment in West Town

Modern 4BR Retreat in Vibrant West Town

4.97 out of 5 average rating, 143 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Apartment in Dunning

Belmont Pleasures - hot tub / arcade gaming room

Apartment in Humboldt Park

An open and spacious living area features a white sectional sofa and unique cow print coffee table. The dining space is equipped with round chairs, and a modern kitchen is visible in the background. Light streams through frosted glass block windows, enhancing the airy atmosphere.

4.86 out of 5 average rating, 487 reviews

Checkerboard Studio, Private Outdoor Hot Tub, Yard

4.9 out of 5 average rating, 10 reviews

A spacious living area features a sectional sofa with a modern design, paired with a coffee table. Large windows offer expansive city views, while a patterned rug adds warmth. Decorative elements include a glass bar cart and various art pieces, contributing to a contemporary ambiance.

Apartment in South Loop

Modern 2BR South Loop Apt, McCormick & Wintrust