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Places to stay near Promontory Point

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Top-rated holiday rentals near Promontory Point

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Top Guest favourite
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.
Cottage in Hyde Park

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, 115 reviews
Superhost
Home in South Side

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

4.91 out of 5 average rating, 33 reviews
Guest favourite
Home in Hyde Park

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, 49 reviews
Guest favourite
A spacious living area features high ceilings with a skylight and large windows, offering ample natural light. A comfortable green sofa and a black armchair are positioned near a coffee table. A fireplace and a television are visible, with scenic views seen through the glass doors.
Apartment in South Side

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, 74 reviews
Guest favourite
Apartment in South Side

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, 28 reviews
Guest favourite
Apartment in South Side

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, 82 reviews
Superhost
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 Hyde Park

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, 148 reviews
Guest favourite
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 South Side

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.

4.94 out of 5 average rating, 68 reviews
Top Guest favourite
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 South Side

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.

4.99 out of 5 average rating, 156 reviews
Top Guest favourite
A spacious living area is furnished with two comfortable sofas and an armchair. A central coffee table rests on polished wooden floors. A built-in bookshelf displays decorative items, and a fireplace adds character, complemented by a wall-mounted television above.
Apartment in Hyde Park

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, 580 reviews
Guest favourite
Apartment in South Side

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, 28 reviews
Top Guest favourite
A spacious sleeping area is showcased with a neatly made bed featuring a blue comforter. Two brown chairs are positioned beside a round area rug, and sunlight enters through two large windows. Framed artwork is displayed on the gray wall.
Condo in South Side

Luxe Loft vibe | King Suite |4BR 3Ba

Stay in style near Chicago’s best! This luxe 4BR, 3BA loft is perfect for families, professionals, or UChicago guests. Enjoy a king suite with jacuzzi, 3 queen bedrooms with desks, and an open layout with smart TVs, exposed ducts, and dining for 10. Walk to the Obama Presidential Center, Museum of Science & Industry, and lakefront. Adjacent to Hyde Park with quick downtown transit—just 50 min to Indiana Dunes!

5.0 out of 5 average rating, 25 reviews

Popular amenities for holiday rentals near Promontory Point

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Promontory Point

Museum of Science and Industry

688 locals recommend

The Promontory

496 locals recommend

Promontory Point

165 locals recommend

Chemistry

19 locals recommend

Midway Plaisance

10 locals recommend

Maravillas

8 locals recommend

Condo rentals with Wi-Fi

Superhost
A modern living area features a stylish seating arrangement with gray sofas and patterned chairs placed on a geometric rug. The backdrop includes a dark accent wall with a chevron pattern, complemented by recessed lighting. A kitchen with black cabinetry and stainless steel appliances is visible in the background.
Condo in South Side

The En Bronze ~ 7mins To Dining & Downtown Chicago

4.88 out of 5 average rating, 185 reviews
Guest favourite
A modern kitchen features wooden cabinetry and a countertop complemented by a tile backsplash. A stainless steel stove and microwave are installed, along with a double sink and a dishwasher. Utensils and dishes are organized on a drying rack, contributing to a functional cooking space.
Condo in South Side

Comfy 2 Bedroom Apartment w/ Office

4.99 out of 5 average rating, 114 reviews
Guest favourite
A comfortable living area features a plush sectional sofa and a cozy armchair. A wooden coffee table is positioned centrally, while a television is displayed on a dark media unit. Natural light enters through multiple windows, highlighting the room's stone accent wall.
Condo in South Side

A Stones Throw from U Chicago South Campus!

4.87 out of 5 average rating, 289 reviews
Guest favourite
Condo in West Side

Charming Condo near U.C./Loop/McCormick Place

4.81 out of 5 average rating, 219 reviews
Superhost
A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.
Condo in Little Italy

Private hot tub - King bed suite - Free parking

4.93 out of 5 average rating, 281 reviews
Top Guest favourite
A cozy seating area features a green sectional sofa adorned with decorative pillows in various patterns. A small wooden coffee table sits at the center, topped with a book and a small plant. Exposed brick walls complement large windows dressed with dark curtains.
Condo in Wicker Park

3-bedroom exposed brick in Chicago's Wicker Park

4.98 out of 5 average rating, 167 reviews
Guest favourite
A cozy living room area features a patterned couch adorned with red pillows. A glass coffee table is centered within a plush rug, displaying decorative pieces. Natural light filters through large windows, creating a bright atmosphere.
Condo in South Loop

Near McCormick Place and Minutes from Downtown!

4.86 out of 5 average rating, 401 reviews
Superhost
A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.
Condo in West Town

Spacious 4 Bedroom Condo

4.95 out of 5 average rating, 217 reviews

Family-friendly house rentals

Top Guest favourite
Home in Whiting

The Ashlin House.

4.92 out of 5 average rating, 130 reviews
Guest favourite
A spacious kitchen features modern cabinetry and stainless steel appliances. An island with bar seating for eight is complemented by sleek blue chairs. Natural light fills the area from large windows, illuminating the open layout that transitions into a cozy dining space.
Home in South Loop

Large Home | Free Parking | Near Downtown

4.89 out of 5 average rating, 126 reviews
Top Guest favourite
The kitchen features modern appliances, a gas stove, and a spacious granite countertop. A cozy bedroom displays a colorful striped blanket atop a spacious bed. The living area contains comfortable seating, decorative plants, and warm lighting, while another bedroom shows neatly arranged bedding with fresh towels.
Home in Chicago

Chicago Home (1st floor) by Midway near Downtown

4.95 out of 5 average rating, 110 reviews
Top Guest favourite
An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.
Home in Bridgeport

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

4.96 out of 5 average rating, 182 reviews
Superhost
A modern living area features a contemporary design with a stylish gray sofa and brown leather chairs. A sleek, geometric area rug sits beneath a coffee table, while framed black-and-white photographs line the walls. Large windows allow natural light to illuminate the space.
Home in Humboldt Park

Rooftop Skyline | 5 Ensuites | Games | DT 14 mins

4.96 out of 5 average rating, 124 reviews
Top Guest favourite
A ranch-style home is showcased with a welcoming facade of brick and siding. Large windows provide ample natural light, while a well-maintained garden features a variety of colorful flowers. A manicured lawn and sidewalk lead to the entryway, enhancing the inviting exterior.
Home in Worth

Worth It! 3 bedroom ranch home

4.94 out of 5 average rating, 120 reviews
Guest favourite
The living area showcases a dark blue accent wall, complemented by a modern light fixture. A cozy sectional sofa is framed by two framed artworks, while a round coffee table holds decorative items. An adjacent dining space features a light wood table surrounded by chairs and a built-in cabinet.
Home in Lincoln Park

Charming 3-BED in Lincoln Park/ Old Town & Parking

4.95 out of 5 average rating, 195 reviews
Guest favourite
Home in South Side

Luxury 3 BR Greystone Near Obama Center

4.88 out of 5 average rating, 52 reviews

Apartment rentals with air conditioning

Superhost
The hallway features dark hardwood floors and neutral-toned walls. Several doorways lead to different rooms, while a decorative area rug adds texture. Natural light is present, and a clock is mounted on the wall, contributing to the inviting feel of the space.
Apartment in South Side

University Retreat

4.83 out of 5 average rating, 197 reviews
Guest favourite
A spacious living area features a modern black sectional sofa adorned with accent pillows. A glass coffee table is centered on a decorative area rug. Large windows allow natural light to brighten the room, while a potted plant adds a touch of greenery.
Apartment in South Side

Spacious Bronzeville Apartment

4.93 out of 5 average rating, 147 reviews
Superhost
Apartment in South Side

Hyde Park/ Bronzeville Apartment 3E

4.86 out of 5 average rating, 163 reviews
Superhost
Apartment in West Loop

LIVN West Loop Chicago Queen Studio Apartment

4.83 out of 5 average rating, 184 reviews
Guest favourite
A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.
Apartment in West Side

Pilsen Modern Chic Retreat

4.95 out of 5 average rating, 132 reviews
Guest favourite
The exterior of the home showcases a two-story brick structure with bright windows and a welcoming front porch. The surrounding area features manicured grass and a black iron fence, with neighboring homes visible on either side. Green leaves from nearby trees provide a natural frame.
Apartment in Chicago

Travel To Chicago New City

4.92 out of 5 average rating, 126 reviews
Top Guest favourite
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 Hyde Park

Spacious 1BR Garden Apt & Parking

4.92 out of 5 average rating, 169 reviews
Guest favourite
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

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

4.89 out of 5 average rating, 179 reviews

Other great holiday rentals near Promontory Point

Top Guest favourite
A spacious dining area features a large wooden table with comfortable upholstered chairs, accommodating multiple guests. An elegant light fixture hangs above, providing soft illumination. The room connects seamlessly to the living area and kitchen, enhancing the open-concept design.
Bungalow in Beverly

Beverly Hills of Chicago Luxury Guest Favorite

4.96 out of 5 average rating, 47 reviews
Superhost
The exterior of a two-story condo building is presented, featuring dark brick and a light-colored stone facade. A decorative wreath is hung on the front door, and colorful pumpkins are arranged on steps alongside a ghost figure. Beside the entrance, a small yellow table and chairs contribute to the outdoor ambiance.
Condo in South Side

WoodlawnLUXE 4 Bedrooms

4.86 out of 5 average rating, 79 reviews
Guest favourite
A modern living room is presented, featuring a brown leather sofa and two armchairs with light upholstery. A round wooden coffee table sits at the center, accompanied by two textured stools. Two mirrors adorn the wall above the sofa, while large windows allow natural light to fill the space.
Condo in South Side

The ModernFarmhouse Chicago-Near Downtown Chicago

4.97 out of 5 average rating, 67 reviews
Top Guest favourite
Apartment in Hyde Park

Lux New Hyde Park Apt by UChicago, Museum of S&I

5.0 out of 5 average rating, 18 reviews
Guest favourite
A modern two-story townhome is framed by lush greenery and an inviting lawn. Large glass windows allow natural light to brighten the façade. A paved walkway leads to the front door, flanked by neatly arranged steps and planters, contributing to the welcoming entrance.
Home in Hyde Park

Modern Family Townhouse

4.92 out of 5 average rating, 52 reviews
Superhost
The spacious bedroom features a large bed dressed in crisp white linens, framed by soft side tables with gold accents. A piece of abstract artwork adorns the wall above the bed, and natural light enters through a large window with unobstructed views.
Apartment in Downtown Chicago

Kasa | Spectacular City Views | Chicago

4.74 out of 5 average rating, 1391 reviews
Guest favourite
Apartment in Hyde Park

Peaceful Hyde Park Studio Near UofChi & Nightlife

4.89 out of 5 average rating, 19 reviews
Guest favourite
A cozy front room features a light gray sofa adorned with decorative cushions. A sleek glass table is positioned beside the sofa, while a large wall-mounted TV is visible above. Natural light enters through a small window with blinds, and a colorful area rug adds warmth to the space.
Apartment in South Side

Comfy Near Downtown Chicago

4.91 out of 5 average rating, 44 reviews