
Places to stay near Promontory Point
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Top-rated vacation rentals near Promontory Point
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

The Ashlin House.
Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

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!

Simply Sleek & Uneek: Mins To/Fr D'Town Chicago
Simple Sleek Minimalist 1-BDR Condo at the Crossroads of Bronzeville, Kenwood & Hyde Park: Situated at the intersection of historic Bronzeville, elegant Kenwood, & culturally rich Hyde Park, this 1-BDR, condo offers a peaceful retreat just minutes from downtown Chicago & the Lake. Featuring a large living room, fully equipped kitchen, & private bathroom; designed with your comfort & convenience in mind. It's an ideal home base whether you’re visiting for work/business, school, or a getaway.

Woodlawn Garden Oasis
Welcome to Woodlawn Garden Oasis! Come and enjoy the charm and warmth of this fully remodeled and furnished apartment with original artwork! Just 5 minutes from our beautiful Chicago lakefront, the prestiges University of Chicago, newly grand opened Presidential Obama Library and soon to be Tiger Woods golf course. Also, 10 minutes from Chicago museums, Soldier Field (Chicago Bears), Guaranteed Rate Field (Chicago White Sox) and the fabulous night life of Downtown Chicago!

Homewood Oasis
Welcome to our Homewood Oasis, where relaxation meets family fun! As former residents of this charming town, we know the importance of a comfortable and enjoyable stay when coming back to visit. Our Airbnb is more than just a place to sleep; it's a carefully curated space designed for families like yours. As hosts who've experienced the need for a home away from home, we've put our heart into making this space welcoming and enjoyable for you. We look forward to hosting you!

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.

3BD | 2 Ensuites | Sleeps 8| Near Sox & McCormick
Welcome to The Bronzeville House — proudly managed by Dwell Well Here. This spacious 3-bedroom, 3-bathroom row home sits in the heart of one of Chicago's most storied neighborhoods. Two private ensuites upstairs, a bed on every level, and an entire home to yourself. Minutes from Guaranteed Rate Field, McCormick Place, Hyde Park, and the lakefront. Everything Chicago has to offer, anchored in the neighborhood that helped build it. 🏡✨

The Modern Woodlawn 2 Bed 2 Bath
Enjoy a stylish experience at this centrally-located place. Minutes from University of Chicago, the upcoming Obama Presidential Library, Golfing at the South Shore Country Club, Lake Michigan, Public Transportation and Downtown Chicago. There is an ALDI grocery store around the corner. Jewels Grocery Store is a few minutes drive by car. Free Street Parking.

Cozy Hyde Park Apartment | Near Lake & UChicago
Feel at home in this modern Hyde Park Chicago apartment near UChicago and Lake Michigan. Perfect for couples, students, remote workers, business travelers, and long-term stays, this cozy Chicago apartment offers WiFi, a work-friendly setup, full kitchen, Smart TV, and convenient access to restaurants, cafés, museums, parks, and downtown Chicago.

Comfy 2 Bedroom Apartment w/ Office
Located a few blocks from the University of Chicago and 1 mile west of Chicago's beautiful lakefront, this 1st floor Condo offers plenty of comfort and space. 2 Bedrooms include firm Queen-size mattress and plenty of space. Dedicated office space

Stunning 1BR Haven with Lake & Skyline Views
Enjoy stunning views of the Chicago skyline and Lake Michigan from this beautifully fully furnished 1-bedroom apartment. Thoughtfully designed for comfort and convenience, it’s a move-in-ready space that lets you relax above the city in style.
Popular amenities for vacation rentals near Promontory Point
Condo rentals with wifi

A Stones Throw from U Chicago South Campus!

Wrigleyville Inn. Historic Greystone, Free Parking

Two Bedroom w Porch in Wicker Park

Can't Beat This 2min Walk to Wrigley!

Soft Leather & Warm Bricks in Stylish New Home

Near McCormick Place and Minutes from Downtown!

Spacious 4 Bedroom Condo

Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
Family-friendly house rentals

Modern Family Townhouse

Chicago's Bronzeville Haven

Division St Designer Home In Heart of Wicker Park

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

Comfy Home w Access to Major Roads/Hwys, Huge Yard

Cozy Home in Brookfield

Modern Boho house in Lombard 7 min to Metra

RetroModern Bungalow | pet friendly | free parking
Apartment rentals with air conditioning

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

Tones' Comfort Stay. Near UofChgo/15min frm Dntown

Quaint Comfort Studio Near Downtown/Queen Bed

Beverly Cottage Loft

Modern River West 2 Bed 2 Bath-Steps to Blue Line

Stylish 2BR Andersonville — Walk to Lake & Cafés

Pilsen Modern Chic Retreat

Comfortable and Cozy Apartment
Other great vacation rentals near Promontory Point

Bright Vintage University Center Condo

Roomy 1BR Apt w/ In-Unit Laundry

Best Location in Hyde Park apartment

Peaceful 1BR Apartment | Classic Hyde Park Setting

Modern Eco Stay • UChicago • Parking • Backyard

Cozy Well-Equipped Studio Apartment

Bright 2BR Chicago Apt | Near UChicago & Downtown

*Hyde Park *2 Masters *2 Living Rooms *Courtyard
Destinations to explore
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Illinois Beach State Park
- Oak Street Beach





