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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Guest favorite
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.
Apartment in South Side
4.92 out of 5 average rating, 146 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.

Superhost
A modern living area showcases a sleek television mounted on a light-colored wall. A cozy couch is paired with decorative pillows, while a glass coffee table sits atop a vibrant area rug. At the far end, a dining table with four transparent chairs is positioned near two large windows framed by soft drapes.
Apartment in Washington Park
4.67 out of 5 average rating, 90 reviews

W1 15 mins to Downtown Next to University Train

☞ Mins walk to train, bus, park ☞ Fully equipped + stocked kitchen ☞ Self check-in ✭“Great hosts. Always responded quickly. The house met our needs ” ☞ Short drive to downtown, McCormick Place ☞ Onsite washer + dryer in basement ☞ 1 Smart TV 》30 mins to airport 》15 mins to Downtown Chicago 》 Next to University of Chicago 》 Mins walk to CTA L Station 》 Short Drive to McCormick convention & Museum campus 》 Across street from Art Lawn park 》 Free street parking 》Sleeps 6 》2 bedroom,1 bathroom

A modern living area features a plush area rug over hardwood flooring. An arrangement of seating is complemented by a sleek ceiling fan and a large television mounted above a fireplace. Bright windows provide natural light, with greenery visible outside.
Apartment in South Side
4.78 out of 5 average rating, 55 reviews

Spacious Haven Near Green Line, 20mins to Downtown

Nestled in the charming, tree-lined streets of West Woodlawn, this cozy spot invites you to explore the best of Chicago! Just steps away from the serene Washington Park, complete with playgrounds, serene hiking trails, and a lovely pond that’s perfect for a morning walk or some quiet reflection. Craving a taste of Hyde Park’s vibrant culinary scene? You’re just minutes from its top restaurants. With the Green Line train just a quick 7-minute walk away, you can be downtown in no time!

Superhost
Apartment in Hyde Park
4.76 out of 5 average rating, 21 reviews

Bright & Cozy Studio in the Heart of Hyde Park

Cozy, sunlit Hyde Park studio just blocks from UChicago. Enjoy a comfy queen bed, private bath, fast Wi-Fi, and a fully stocked kitchen with all essentials. Nestled on a quiet, tree-lined street in a safe, walkable neighborhood near cafés, restaurants, parks, and museums. Easy CTA and Metra access for downtown trips. Perfect for solo travelers, couples, and visiting academics seeking comfort, convenience, and a welcoming, homey atmosphere.

Guest favorite
A modern kitchen area features white cabinetry and stainless steel appliances, including a refrigerator and stove. A small wooden dining table is positioned against the wall, complementing the neutral tile floor and the soft lighting from recessed ceiling fixtures.
Apartment in Bridgeport
4.97 out of 5 average rating, 35 reviews

Cozy newly renovated apartment in Bridgeport

Welcome to your perfect home away from home in Bridgeport, Chicago 🏡 This newly renovated cozy 1-bedroom, 1-bathroom apartment offers a comfortable, inviting space just 10 mins to downtown Chicago. Located couple minutes from Chinatown Whether you're here to catch a White Sox game or immerse yourself in the vibrant local food scene and culture, this location is ideal for exploring the best of Chicago. FREE PARKING 🅿️ NO PARTIES.

Guest favorite
A modern living area features a leather sofa paired with dark cushions, complemented by a coffee table on a soft area rug. Natural light filters through multiple large windows, with a dining table visible in the background and contemporary artwork displayed on the wall.
Apartment in Hyde Park
4.92 out of 5 average rating, 36 reviews

Hyde Park Haven | 2BR Retreat

Your cozy 2BR retreat in the heart of Chicago’s historic Hyde Park neighborhood. What You’ll Love: • 2 Comfortable Bedrooms – Each with a plush Queen bed for restful nights • Bathroom – Clean, modern • Fully Equipped Kitchen – Cook up a storm or enjoy takeout from local gems • Bright Living Space – Kick back, stream your favorites, or plan your next adventure • Wi-Fi + Smart TV – Stay connected or unwind with ease

A cozy studio space is captured, featuring a queen bed with neutral bedding and accent pillows. A small dining table with blue chairs sits next to a kitchenette, equipped with wooden cabinets and modern appliances. A flat-screen TV is mounted on the wall, enhancing the functional layout.
Apartment in Hyde Park
4.69 out of 5 average rating, 51 reviews

Trendy Studio Apartment in Chicago

This warm and inviting studio is perfect for couples or solo travelers craving comfort and charm. Snuggle into a comfy queen bed, unwind with a home-cooked meal, and enjoy peaceful vibes all around. Just minutes from the lake, the Museum of Science & Industry, and scenic parks for romantic walks or chill days out. Whether you're here to explore or just cozy up and relax, this sweet little space feels like home.

A spacious sleeping area features a large bed adorned with a geometric patterned blanket. Black and white artwork decorates the walls, complemented by a standing lamp. A cozy seating area is included, showcasing patterned cushions and throws for added comfort.
Guest suite in South Side
4.81 out of 5 average rating, 331 reviews

Comfy/Private Entry & Bath/Free Parking - Win Win!

A Hidden GEM on a private block in Bronzeville, ranked one of the hottest neighborhoods in Chicago. Great for those looking to travel the city from Downtown (4 miles), to the lake (1 mile) to Hyde Park (walking distance) or those simply looking to stay in and rest in a peaceful place. Welcoming guests from near and far in this comfy studio designed specifically to host those for a great Chicago experience!

Condo in Chicago
5 out of 5 average rating, 3 reviews

Entire Home in Bronzeville

Modern 2-story condo in the heart of Bronzeville! Enjoy 2 bedrooms, 2 baths, and an open living space with a fully stocked kitchen. Upstairs, relax or play a round of pool in the loft game area. Minutes from Downtown, McCormick Place, and Lake Michigan. Perfect for families, friends, or business travelers looking for comfort, style, and fun in one of Chicago’s most historic neighborhoods!

Top guest favorite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Condo in Noble Square
4.97 out of 5 average rating, 856 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Guest favorite
A cozy living room is highlighted by a vintage-style bookshelf and a decorative fireplace. An inviting area rug covers the hardwood floor, while natural light enters through the window. A small desk and comfortable seating are arranged to create a welcoming reading nook.
Apartment in South Side
4.95 out of 5 average rating, 19 reviews

Hyde Park 2BR, Near Museums & UChicago Med, 20%Off

Comfortable 2BR flat in South Hyde Park near UChicago Med, Midway, and key museums. Restoration toward a classic 1920s feel is ongoing, and we’re still settling in— but the space is quiet, stocked, and thoughtfully set up for real travelers. Fast WiFi (200+ Mbps), USB ports, wireless chargers, and beds that outdo most Airbnbs—and many hotels.

Superhost
A contemporary living area features a leather sofa facing a sleek media wall with a mounted television and recessed electric fireplace. A stylish dining table is situated in the foreground, complemented by neutral-colored chairs. A full-length mirror and potted plants enhance the inviting space.
Apartment in Washington Park
4.9 out of 5 average rating, 40 reviews

Chic 3BR Unit w/ Lux Comfort

Chic, Spacious & Centrally Located—Modern Comfort in Washington Park Welcome to your home away from home in one of Chicago’s most vibrant and historic neighborhoods! This newly renovated, sun-filled 3-bedroom, 1-bath apartment offers over 1,200 sq. ft. of modern luxury with thoughtful touches throughout. Registration Number: R24000120338

Popular amenities for Washington Park vacation rentals

When is the best time to visit Washington Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,171 GYDG$28,055 GYDG$25,124 GYDG$29,730 GYDG$32,871 GYDG$33,499 GYDG$33,708 GYDG$33,499 GYDG$31,196 GYDG$31,405 GYDG$31,405 GYDG$28,893 GYD
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Quick stats about vacation rentals in Washington Park

  • Total vacation rentals

    Explore 70 vacation rentals in Washington Park

  • Nightly prices starting at

    Washington Park vacation rentals start at G$8,375 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 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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