
Places to stay near Promontory Point
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Top-rated holiday rentals near Promontory Point
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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.
4.94 out of 5 average rating, 116 reviews
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, girls trips, family gatherings, professionals or large groups seeking cozy comfort Unwind in the spa-style bath tub, gather in the private backyard patio, with fire place for cozy evenings accommodating your group Steps from Metra station with a direct train to Downtown, 4mins away from the Obama presidential center in Jackson pack, museum of science & industry and the lake
4.92 out of 5 average rating, 36 reviews
Amazing historic campus mansion!
This stylish campus mini mansion is perfect for group trips in the historic Hyde Park neighborhood. A cheerful, modern renovation of a historic home, with original woodwork, underfloor bathroom heating and leaded windows. Easy access to Uchicago, the lakefront, Chicago marathon, McCormick trade shows, the Museum of Science & Industry or exploring our vibrant city. Our spotlessly clean property helps you experience everything Chicago has to offer. Hosted by a very experienced all 5 star host.
4.98 out of 5 average rating, 51 reviews
Sunny Penthouse - Oakwood Beach
Bright top-floor 2-bedroom, 2-bath condo in the heart of Bronzeville with soaring ceilings and abundant natural light. Relax in the in-unit jacuzzi jetted tub after a day exploring Chicago. The fully equipped kitchen has everything you need to cook at home, or enjoy nearby restaurants. 🌊 Just a 18-minute walk to Oakwood Beach & the lakefront. Within a 20-minute drive of Downtown, Soldier Field, Guaranteed Rate Field, the Field Museum, the Art Institute, Chinatown, Hyde Park, Pilsen & more!
4.95 out of 5 average rating, 76 reviews
Modern Soul Retreat: 3BR in Bronzeville/HydePark
Experience a modern sanctuary where design meets history in the heart of Chicago’s legendary Bronzeville. This spacious 3-bd, 2-ba flat blends art, minimalist comfort, and cultural warmth. Steps from Hyde Park, Lake Michigan, and local cafes, the space invites you to unwind, reflect, and reconnect with the soul of the South Side. Featuring curated decor, luxury finishes, and a nod to Bronzeville’s Soulful Metropolis legacy, this home offers a one-of-a-kind stay—equal parts style and heritage.
5.0 out of 5 average rating, 30 reviews
Live Stylish in Hyde – 2BR Haven
Make yourself at home in this cozy Hyde Park escape. Modern and stylish 2BR/2BA unit in the heart of Hyde Park, perfect for up to 4 guests. Enjoy two comfy queen beds, a fully equipped kitchen, cozy living space with TV and fast Wi-Fi. Each bedroom has its own bathroom, ideal for families or friends. Located on South Shore Drive—steps from Lake Michigan, parks, cafes, and the University of Chicago. Clean, comfortable, and perfect for short or long stays. Your Hyde Park escape awaits!
4.87 out of 5 average rating, 87 reviews
Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.
4.81 out of 5 average rating, 1051 reviews
Best Location in Hyde Park apartment
Lovely 2 bedroom apartment in Hyde Park. Within one block of the U of Chicago. The lake is within a 10min walk. Ample Street Parking available in safe street patroled by UChicGo police. 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. Extra cleaning fee for 2nd bedroom. Great view to the park and tennis courts and porch on the kitchen to enjoy breakfast outside.
4.79 out of 5 average rating, 151 reviews
UChicago Condo | 2 Baths, Private Parking & Entry
Enjoy the convenience of a dedicated private parking space with direct access to your own private entrance. This upgraded and spacious 1-bedroom, 2-bathroom condo near the University of Chicago features hardwood floors, stainless steel appliances, in-unit laundry, two Smart TVs, a cozy reading nook, and a large outdoor patio. Conveniently located near Hyde Park, Lake Michigan, Jackson Park, and the Obama Presidential Center. Perfect for extended stays and remote work.
4.93 out of 5 average rating, 72 reviews
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.
4.94 out of 5 average rating, 586 reviews
Peaceful Hyde Park Studio Near UofChi & Nightlife
Stay in the heart of Hyde Park! This cozy 400 sq. ft. studio features a queen bed, 65" Roku TV, full kitchen, and private bath. Walk to the University of Chicago, the Museum of Science & Industry, and 53rd Street’s cafés, shops, and restaurants. Easy access to Metra, CTA buses, and the lakefront make exploring Chicago simple and convenient. Perfect for solo travelers, couples, or weekend getaways seeking comfort and style in a vibrant, historic neighborhood.
4.76 out of 5 average rating, 21 reviews
Stylish Hyde Park/Kenwood Brownstone Garden Apt
Enjoy a stylish experience in Chicago's historic Hyde Park/Kenwood neighborhood in this updated brownstone garden apartment. You'll have an entire tastefully designed speakeasy chic 2-bedroom/1.5-bathroom unit with a separate entrance to yourself. Great location off South DuSable Lakeshore Drive- you're minutes away from Lake Michigan's scenic lakefront, the University of Chicago, McCormick Place and downtown Chicago.
5.0 out of 5 average rating, 32 reviewsPopular amenities for holiday rentals near Promontory Point
Condo rentals with Wi-Fi

The En Bronze 10 min to downtown & Obama Center
4.88 out of 5 average rating, 187 reviews
Comfy 2 Bedroom Apartment w/ Office
4.99 out of 5 average rating, 116 reviews
A Stones Throw from U Chicago South Campus!
4.87 out of 5 average rating, 293 reviews
Near McCormick Place and Minutes from Downtown!
4.86 out of 5 average rating, 403 reviews
Spacious 4 Bedroom Condo
4.95 out of 5 average rating, 218 reviews
Private hot tub - King bed suite - Free parking
4.92 out of 5 average rating, 283 reviews
Fulton Market Loft | Rooftop Fire Pit | Parking
4.96 out of 5 average rating, 291 reviews
3-bedroom exposed brick in Chicago's Wicker Park
4.98 out of 5 average rating, 170 reviewsFamily-friendly house rentals

The Ashlin House.
4.92 out of 5 average rating, 141 reviews
Large Home | Free Parking | Near Downtown
4.89 out of 5 average rating, 128 reviews
Chicago Home (1st floor) by Midway near Downtown
4.95 out of 5 average rating, 111 reviews
Luxury SOHO Styled Two-Level Townhouse - Old Town
4.93 out of 5 average rating, 164 reviews
Modern Getaway w/ Hot Tub, Lrg Yard, Parking
4.96 out of 5 average rating, 187 reviews
Chicago's Bridgeport Brownstone w/Garage Parking
4.76 out of 5 average rating, 152 reviews
Worth It! 3 bedroom ranch home
4.94 out of 5 average rating, 122 reviews
Cozy, Quiet, Riverwalk Sanctuary
4.93 out of 5 average rating, 184 reviewsApartment rentals with air conditioning

Hidden Gem:Artsy Speakeasy in Historic Bronzeville
4.9 out of 5 average rating, 181 reviews
University Retreat
4.83 out of 5 average rating, 198 reviews
Travel To Chicago New City
4.92 out of 5 average rating, 131 reviews
Spacious 1BR Garden Apt & Parking
4.92 out of 5 average rating, 172 reviews
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 133 reviews
The Woodlawn Grey - Large 3bd/3ba Apt by UChicago
4.79 out of 5 average rating, 135 reviews
Hyde Park/ Bronzeville Apartment 3E
4.86 out of 5 average rating, 165 reviews
Blue Brick Apartment in Bridgeport - Park for Free
4.93 out of 5 average rating, 249 reviewsOther great holiday rentals near Promontory Point

Beautifully Remodeled 2B in Historic Hyde Park
4.83 out of 5 average rating, 18 reviews
CasaNova Modern City Living
4.89 out of 5 average rating, 85 reviews
Modern Family Townhouse
4.92 out of 5 average rating, 53 reviews
Beverly Hills of Chicago Luxury Guest Favorite
4.96 out of 5 average rating, 48 reviews
Modern Eco Stay • UChicago • Parking • Backyard
4.98 out of 5 average rating, 49 reviews
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 26 reviews
WoodlawnLUXE 4 Bedrooms
4.86 out of 5 average rating, 80 reviews
Lux New Hyde Park Apt by UChicago, Museum of S&I
5.0 out of 5 average rating, 18 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





