Places to stay near Promontory Point

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Top-rated vacation rentals near Promontory Point

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Guest favorite

A modern living area features a stone accent wall and a mounted television. A circular mirror reflects natural light from bay windows. A gray sectional sofa is complemented by a round glass coffee table, and two armchairs provide additional seating.

Condo in Chicago

4.82 out of 5 average rating, 44 reviews

Luxury Chicago 2BR | Spa Bath | Kitchen | Free Prk

Modern & cozy, this stylish space is perfect for couples, friends, or small groups! *As listed, you’ll have ENTIRE HOME to yourself Located in Bronzeville and close to downtown Chicago, this space is conveniently located to several of Chicago's best spots. With close proximity to I-90 and Lake Shore Drive, it is easily accessible to Midway Airport, Magnificent Mile, Navy Pier, Art Institute of Chicago, and many more! Minutes from McCormick Place, Hyde Park, and UChicago. Free street parking

Guest favorite

A private courtyard is showcased, featuring a combination of seating arrangements including a sectional sofa and a circular table with chairs. Surrounding greenery adds a natural touch, while the two-story guest house stands in the background, offering a comfortable outdoor space for relaxation.

Guesthouse in Chicago

4.94 out of 5 average rating, 86 reviews

2 br, 2 bt, UChicago Coachman's Guesthouse

This 2 bedroom, 2 full bath, stand alone UChicago Coachman's House sleeps 5 comfortably. Less than 1/2 mile to the UChicago main quad. Situated on a quiet residential street. Full kitchen to prepare your own meals and dedicated laundry. Easy access from O'Hare or Midway airports. Less than 2 blocks from the Metra train to downtown, Mccormick Place, Soldier Field, Wintrust Arena, Grant Park and Millenium Park. Walk to Trader Joe's, Walgreens, restaurants, lakefront, stores, museums and more.

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 Chicago

4.92 out of 5 average rating, 136 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

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 Chicago

4.94 out of 5 average rating, 49 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 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 Chicago

4.93 out of 5 average rating, 125 reviews

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.

Superhost

A spacious seating area is furnished with a large sectional couch adorned with colorful cushions. A small black table is positioned nearby. Light enters through small windows, highlighting a piece of abstract art on the wall and potted plants that add greenery to the space.

Apartment in Chicago

4.79 out of 5 average rating, 42 reviews

South Shore Oasis

Discover South Shore's charm in this renovated 1-bed basement apt within the owner's home, perfect for UChicago visitors—parents, graduates, and professionals. Though outside Hyde Park, it's just a 5-min walk to transit, offering quick access to campus and downtown. Enjoy the lakefront, bike trail, and beach nearby. Separate entrance ensures privacy, with the owner on-site for local tips. Experience tranquility with easy access to excitement. Book now for memorable stays!

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 Chicago

4.99 out of 5 average rating, 126 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

A comfortable living area features a bright orange couch paired with two ottomans. A dining table with four chairs is set against a backdrop of three windows allowing natural light. Textured brick walls complement the modern decor, creating a welcoming atmosphere.

Apartment in Chicago

5 out of 5 average rating, 14 reviews

Long Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi

Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its residents' unique way of saying it. :) This vibrantly curated apartment is designed for comfortable extended stays that may make you consider making Chicago home, or at least make sure you feel at home while you're here. You will be welcomed into a well-appointed space with cozy linens, sparkling clean bathrooms and warm touches at every turn.

Guest favorite

A modern multi-story building is showcased, featuring a textured brick facade and large windows. A well-maintained green space with bushes and grass is positioned in front, complemented by a black iron fence that outlines the property.

Condo in Chicago

5 out of 5 average rating, 24 reviews

Bronzeville Oasis

Kick back and relax in this calm, stylish space in the heart of Chicago’s legendary Bronzeville neighborhood. This stylish condo is minutes away from downtown Chicago, the magnificent mile, Navy Pier, Lakeshore Drive, the University of Chicago, and the museum of Science and Industry. You can also enjoy many restaurants in the heart of Hyde Park minutes away on 53rd St. On street parking is available directly in front and beside the building.

Guest favorite

A bright bedroom features a spacious bed dressed in crisp white linens, flanked by two windows that allow natural light to fill the room. A TV and a sleek storage unit are positioned nearby. A well-maintained bathroom is highlighted, showcasing a tub and modern fixtures.

Apartment in Chicago

5 out of 5 average rating, 16 reviews

Chic 1BR | Hyde Park Feels

Cozy, cute, and super chill 1BR/1BA spot in Hyde Park—perfect for solo stays or baecations. Located at 5454 South Shore Drive, just steps from the lake, parks, and local eats. Comes with a comfy queen bed, clean bathroom, fast Wi-Fi, and a full kitchen to vibe or cook in. Ideal for 2 guests who want style + comfort in one. Whether you're working remote or just relaxing, this space gives main character energy.

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 Chicago

4.82 out of 5 average rating, 317 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!

A light-filled studio space features a plush bed with decorative pillows, accompanied by a modern wooden dresser. A flat-screen TV is mounted on the wall, and a cozy seating area is visible nearby. The open layout includes a kitchen space in the background.

Apartment in Chicago

4.77 out of 5 average rating, 13 reviews

Peaceful Hyde Park Studio; Near UChicago & Lake

Welcome to our cozy Hyde Park studio, perfect for 2 guests! Just minutes from the University of Chicago and the beautiful lakefront, this space offers comfort and convenience in one of Chicago’s most historic neighborhoods. Explore the vibrant 53rd St strip filled with cafes, shops, and local charm. Whether you're here for study, leisure, or a bit of both, enjoy a peaceful stay in the heart of Hyde Park.