Places to stay near Promontory Point

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Top-rated vacation rentals near Promontory Point

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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

4.99 out of 5 average rating, 77 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, 131 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.

The living area features hardwood flooring and blue upholstered sofas with cushions. A light, modern coffee table sits in front of the seating area. The space is illuminated by natural light through nearby windows, enhancing its airy feel.

Condo in Chicago

5 out of 5 average rating, 3 reviews

South Shore Dr Retreat

Enjoy easy access to everything from this perfectly located home base. Walking distance to a 9 hole golf course, beach, and famous Lake Michigan lakefront bike and walking path. Commuters dream with easy access to Chicago bus line and Metra train station. You are close to the following Chicago locations: Lake Michigan lakefront path La Rabida Children’s Hospital 63rd Street Beach Museum of Science and Industry Obama Museum(opening planned in first half of 2026) University of Chicago Hyde Park

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 Chicago

4.93 out of 5 average rating, 83 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.

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 Chicago

4.96 out of 5 average rating, 45 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, 118 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. We are on-premises hosts and owners, available for whatever may arise. Access is private via back gate just off the parking lot with reserved parking space.

Guest favorite

A well-appointed bedroom features a cozy bed with a dark patterned blanket, complemented by decorative pillows. Natural light enters through a window, creating a bright ambiance. A stylish bedside lamp and a small nightstand add functionality to the space, alongside a decorative wall art piece.

Apartment in Chicago

4.79 out of 5 average rating, 118 reviews

Best Location in Hyde Park apartment

Lovely 2 bedroom apartment in Hyde Park location. Within one block of the U of Chicago. The lake is within a 10min walk. Close to the science museum, Metra, restaurants, parks, and famous Japanese garden. Updated unit was remodeled last year for you to enjoy. Separate living/dining rooms. The dinning room has a large table for you to enjoy a meal or get some work done. Great view to the park and tennis courts and porch on the kitchen to enjoy breakfast outside. Parking available.

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, 120 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 modern living area features a sleek television on a console, accompanied by a stylish chair and a round dining table with two chairs. The kitchenette showcases contemporary appliances and organized storage. A cozy sleeping nook presents a spacious bed with neatly arranged linens, while a compact bathroom includes a bathtub and securely placed toiletries.

Apartment in Chicago

4.9 out of 5 average rating, 21 reviews

Trendy Studio in a Vibrant Area

This trendy studio apartment offers modern, open-concept living in a vibrant neighborhood. Filled with natural light, the space features sleek finishes, a stylish kitchenette with contemporary appliances, and a cozy sleeping nook. The compact bathroom is equipped with modern fixtures. Located just steps from cafes, restaurants, and shops, this apartment offers both comfort and convenience, making it the ideal urban retreat for those seeking a dynamic lifestyle.

Top guest favorite

A green velvet couch is positioned against a black wall adorned with floral artwork. A wooden side table with a decorative lamp is nearby. A light rug features a subtle striped pattern beneath a coffee table made of glass and wood, which displays a small potted plant.

Apartment in Chicago

5 out of 5 average rating, 8 reviews

Zen's ~ Nearby Beach, Golf, DT, Quiet 1425 sq ft

Discover this renovated historical Chicago bungalow nestled in the cultural South Shore neighborhood. ~ Michelle Obama's childhood home and school are nearby ~ The block is the origin of the Back Alley Jazz community festival ~ Museum of Science & Industry ~ Garden of the Phoenix ~ Nature trails & Beaches ~ Jackson Park Golf Course ~ South Shore Cultural Center ~ Nearby access to bus/train, beaches, and free street parking

Superhost

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

4.67 out of 5 average rating, 3 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.

A cozy sleeping area features a yellow bedspread over a spacious bed. A large world map artwork is positioned above the bed, complemented by plants and decorative items nearby. A full-length mirror leans against the wall, reflecting the room's warm tones and wooden flooring.

Apartment in Chicago

4.85 out of 5 average rating, 27 reviews

Vintage Condo-Heart of Hyde Park

Vintage charm with a mixture of modern design. It’s clean, it’s quiet and and very cozy. Located one block from downtown Hyde Park. This studio unit is walking distance to numerous restaurants, hotels and stores. University of Chicago campus is nearby and take their shuttle bus one block away to get there quickly or to explore Hyde Park. Public transportation is also nearby approx. a half a block away.