Jackson Park Rentals
From $87 per night (USD)VRBO
Modern Coach House 2BR/1BA/Den in Hyde Park/ Kenwood, walk to U of C & Lakefront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Kenwood Coach House| Rear Coach House Fully Furnished! Near U of C Hospital Hospital Staff/ Clinical Rotations REQUIRE ...
From $87 per night (USD)VRBO
From $467 per night (USD)Expedia
Woodlawn Oasis...10 Minutes to Dining & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Fun times with family and friends at this stylish beautiful home located 10 mins from Hyde Park, (Tiger Woods) Golf Cour ...
From $467 per night (USD)Expedia
From $344 per night (USD)VRBO
BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We invite you to our beautiful home, minutes from Downtown, Hyde Park, Golfing, Fishing, and the Beach! Floor 1 feature ...
From $344 per night (USD)VRBO
From $361 per night (USD)Expedia
LakeHouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Entertain in style, practice yoga, or enjoy a glass of wine on this huge private space. Ideal for Corporate Short or Lon ...
From $361 per night (USD)Expedia
From $97 per night (USD)VRBO
Cozy Southshore Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom 2 bath very cozy spacious in Southshore Chicago. Fully equipped kitchen, Dining room, work space, free WiFi, ...
From $97 per night (USD)VRBO
From $121 per night (USD)VRBO
Peaceful place Great location food markets transportation downtown lake Michigan
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. Great location steps away from food markets Great transporta ...
From $121 per night (USD)VRBO
From $188 per night (USD)VRBO
Bedroom with private full bathroom, linen and towels are provided.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is not a whole house or an apartment, it is a private room with a private full bath room in a private house ...
From $188 per night (USD)VRBO
From $105 per night (USD)VRBO
Spacious Three Bedroom Condo near University of Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Have fun with the whole family in this stylish condo. Hardwood floors, exposed brick and natural lighting make this feel ...
From $105 per night (USD)VRBO
From $303 per night (USD)VRBO
Beautiful newly renovated townhome, very quite, safe, centralized location.\n
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
You will experience, high end appliances, glass staircase, wood floors throughout, secluded private backyard, T.V’s and ...
From $303 per night (USD)VRBO
From $239 per night (USD)Expedia
University of Chicago Condo-Upgraded and Spacious w/Parking
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful and spacious 1BR, 2BA condo near the University of Chicago. Remodeled with an open floor plan, hardwd floors, ...
From $239 per night (USD)Expedia
From $88 per night (USD)VRBO
Chicago Hi-Rise Lakeside Living in Spacious Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Very quiet, circa 1928, elegant building with doorman, owned and decorated by an art collector. Walking distance from: t ...
From $88 per night (USD)VRBO
From $210 per night (USD)Expedia
The Chic Urban Oasis Near the Lake!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to our Urban Oasis located in Chicago's Historic Southshore! Only a 15 min drive to Downtown & a 5 min walk to t ...
From $210 per night (USD)Expedia
From $545 per night (USD)VRBO
Cozy Modern, 3BRS and 1BA. 5mins from Hyde Park tourist attractions
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This is a lovely 3 bedroom apartment. It’s located on a nice quiet block/neighborhood. Property is 5minutes from the Hyd ...
From $545 per night (USD)VRBO
From $466 per night (USD)Expedia
Luxury Stay on UChicago Campus 11 min walk to hospitals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful and tastefully decorated 3-bed, 2-bath condo on the prestigious University of Chicago campus, near hospitals, ...
From $466 per night (USD)Expedia
From $674 per night (USD)VRBO
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to our beautiful house UChicago campus house in the historic Hyde Park neighborhood of Chicago. This wonderful v ...
From $674 per night (USD)VRBO
From $396 per night (USD)VRBO
Book the Great Migration Guest House. Family-sized condo near the Green Line.\n\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
LOOK FOR THE GREEN DOOR BLACKS IN GREEN LAUNCHES NEXT LEVEL TOURISM IN WOODLAWN In homage to the legendary "Green Boo ...
From $396 per night (USD)VRBO
From $333 per night (USD)VRBO
Spacious, one-level condo next to Jackson Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this condo in picturesque Chicago. This beautiful rental features 3 queen beds spread across 3 bedrooms, ensur ...
From $333 per night (USD)VRBO
From $119 per night (USD)VRBO
Chicago Apt 3 Mi to Lake Michigan!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
10 Mi to Downtown Chicago | Private Deck | 1,875 Sq Ft Get to know the Windy City up close and personal while staying a ...
From $119 per night (USD)VRBO
From $300 per night (USD)VRBO
Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
<b>Experience Chicago</b> Experience Chicago in this fabulous, all modern 3-bedroom 3-bath condo near Hyde Park, The Ob ...
From $300 per night (USD)VRBO
From $180 per night (USD)Expedia
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Chicago, this brilliant apartment with 3 full beds is a dream for guests. With amenities like AC, a washing m ...
From $180 per night (USD)Expedia
From $207 per night (USD)VRBO
Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your new home away from home! This beautiful townhouse offers a cozy retreat with a queen bed and a full bed. Enjoy the ...
From $207 per night (USD)VRBO
From $540 per night (USD)VRBO
Modern Townhome in the Heart of Hyde Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Located in in the center of Hyde Park, this modern IM Pei townhome is a perfect place for your next stay in Chicago. On ...
From $540 per night (USD)VRBO
From $275 per night (USD)VRBO
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your Chicago adventure begins at this delightful 3-bedroom condo. With 3 queen beds, 2 futons, and 3 bathrooms featuring ...
From $275 per night (USD)VRBO
From $425 per night (USD)Expedia
The Urban Family Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to your ideal getaway located on the vibrant southeast side of Chicago. This spacious property comfortably sleep ...
From $425 per night (USD)Expedia
From $220 per night (USD)VRBO
Bright & Spacious 2BR– Prime Hyde Park Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the perfect blend of comfort and convenience in this beautifully furnished 2-bedroom apartment, nest ...
From $220 per night (USD)VRBO
From $202 per night (USD)Expedia
Cozy Well-Equipped Studio Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a stylish experience at this centrally-located place. The Space: Step into our fully furnished studio, w ...
From $202 per night (USD)Expedia
From $197 per night (USD)VRBO
Cozy Studio in Hyde Park-Walk to Lake & University
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to your cozy retreat in the heart of Hyde Park! This beautifully appointed studio apartment offers the ...
From $197 per night (USD)VRBO
From $208 per night (USD)Expedia
Prime Spot, Chic 1-Bedroom Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Feel right at home in our cozy 1-bedroom apartment with everything you need: a comfortable living space, a full ...
From $208 per night (USD)Expedia
From $204 per night (USD)VRBO
1BR Chic Apt in Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This special place is close to everything, making it easy to plan your visit. The Space: 1BR Modern & Chic Apt ...
From $204 per night (USD)VRBO
From $196 per night (USD)Expedia
Charming 1BR/1BA Apt in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to this charming 1-bedroom, 1-bath apartment nestled in one of Chicago’s most desirable neighborhoods. ...
From $196 per night (USD)Expedia
From $202 per night (USD)VRBO
Modern 1BR in Historic HydePark
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to your cozy home-away-from-home in the vibrant Hyde Park neighborhood of Chicago! This charming 1-bedr ...
From $202 per night (USD)VRBO
From $239 per night (USD)Expedia
Bright & Cozy 1BR Near UChicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy Hyde Park living in this well-located 1-bedroom, 1-bathroom apartment on S Dorchester Ave. Situated in a ...
From $239 per night (USD)Expedia
From $215 per night (USD)VRBO
Sleek & Functional 2-Bedroom Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Perfect for small families or friends, this cozy 2BR/1BA unit has two comfy queen beds, a full kitchen, fast Wi ...
From $215 per night (USD)VRBO
From $403 per night (USD)Expedia
Furnished 3BR Apt w/ Laundry
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: We've set up our 3-bedroom apartment to be as comfy and welcoming as possible—like a little home away from home ...
From $403 per night (USD)Expedia
From $220 per night (USD)VRBO
Explore Hyde Park: 2BR Apt on Blackstone Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Make our 2-bedroom, 1-bathroom apartment on S Blackstone Ave your home base for exploring the historic Hyde Par ...
From $220 per night (USD)VRBO
From $353 per night (USD)Expedia
3BR | Complete & Well-Located
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Our 3-bedroom apartment is warm, welcoming, and set up with all the comforts of home — including a full kitchen ...
From $353 per night (USD)Expedia
From $188 per night (USD)VRBO
Bright & Modern 1BR in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a comfortable stay in our bright and modern one-bedroom apartment in the vibrant Hyde Park neighborhood. ...
From $188 per night (USD)VRBO
From $295 per night (USD)Expedia
Contemporary 2BR Apartment in Vibrant Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Nestled on historic E Hyde Park Blvd, this 2-bedroom apartment offers a fantastic opportunity to embrace the Hy ...
From $295 per night (USD)Expedia
From $226 per night (USD)VRBO
Hyde Park 1BR w/ Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Your perfect home away from home in the heart of Chicago's historic Hyde Park neighborhood. The Space: The Spa ...
From $226 per night (USD)VRBO
From $248 per night (USD)Expedia
Bright South Hyde Park Studio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Summary: Welcome to your cozy studio retreat in the heart of historic Hyde Park, just steps from the University of Chica ...
From $248 per night (USD)Expedia
From $333 per night (USD)VRBO
Modern 3-bedroom 2.5 Bathroom house with Garage Parking and experienced host.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful and modern 3 Bedroom 2.5 Bath home located in quiet south shore neighborhood. 1.5 mile from 63rd street beac ...
From $333 per night (USD)VRBO
From $530 per night (USD)Expedia
Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your stylish home away from home in Chicago’s vibrant Woodlawn neighborhood—just minutes from historic Hyde P ...
From $530 per night (USD)Expedia
From $490 per night (USD)VRBO
Chic 3-bedroom building with fitness room and AC in wonderful Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the beauty of Chicago from this brilliant 3-bedroom building. Each bedroom features a comfortable queen bed, pe ...
From $490 per night (USD)VRBO
From $125 per night (USD)VRBO
2 Mi to South Shore Beach: Unit w/ Balcony & Yard!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
2 Mi to UChicago | Outdoor Dining Settle in and stay awhile — make this 3-bedroom, 1-bath vacation rental your Chi-town ...
From $125 per night (USD)VRBO
From $161 per night (USD)VRBO
3bed/2bath Penthouse style Apt. W/ fitness room & office 14 min to DT Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our Mediterranean inspired penthouse style apartment in Historic Hyde Park Chicago. This tranquil & elegant re ...
From $161 per night (USD)VRBO
From $125 per night (USD)Expedia
Scott House of Woodlawn - Incredible 3-bedroom house in Chicago; AC and extras
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your Chicago adventure begins at this 3-bedroom house. With 1 king bed, 1 queen bed, and 1 sofa bed, guests will find co ...
From $125 per night (USD)Expedia
From $229 per night (USD)VRBO
Superb townhome with Near Lake in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Unwind in Chicago at this spacious and stylish townhome. Featuring 2 cozy bedrooms with queen beds, 2 bathrooms with a b ...
From $229 per night (USD)VRBO
From $249 per night (USD)Expedia
2 Mi to South Shore Beach: Urban Retreat w/ Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Deck w/ Outdoor Dining Area | 1 Mi to Metra Station | 3 Mi to UChicago: Hyde Park Make the most of your Windy City retr ...
From $249 per night (USD)Expedia
From $285 per night (USD)VRBO
Fully furnished, modern short-term stay home near Obama Presidential Library.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This Chicago corporate apartment boasts 2 inviting bedrooms, one with a queen bed and the other with two twin beds. The ...
From $285 per night (USD)VRBO
From $166 per night (USD)Expedia
Beautiful condo with AC in vibrant Chicago\n10 mins to beach. 10 mins to downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Consider this condo your home away from home while you visit Chicago. This wonderful property features 2 bedrooms with a ...
From $166 per night (USD)Expedia