Jackson Park Rentals
From $85 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 $85 per night (USD)VRBO
From $87 per night (USD)Expedia
Chic Chicago Abode: Steps from Magnificent Mile!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Discover the best of the Windy City with a stay at this charming 3-bedroom, 1.5-bathroom home. Immerse yourself in the v ...
From $87 per night (USD)Expedia
From $100 per night (USD)VRBO
Culture Hotel \nA Cozy retreat steps away from Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Nice property laundry room inside of building beach and culture center-right across the street. Also there are plenty ...
From $100 per night (USD)VRBO
From $203 per night (USD)Expedia
Luxury Chic Condo Near Hot Attractions w\/FastWi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this spacious "Home Away from Home" fully equipped with all you need for your comfort & enjoyment. Each of th ...
From $203 per night (USD)Expedia
From $72 per night (USD)VRBO
Tranquil 1BR Urban Retreat in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a cozy urban retreat in the heart of Chicago! Our fully furnished 1-bedroom apartment offers a stylish and co ...
From $72 per night (USD)VRBO
From $84 per night (USD)Expedia
Vibrant 3BR Haven in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our fully furnished 3-bedroom apartment, a stylish urban retreat in the heart of the city. This modern and ta ...
From $84 per night (USD)Expedia
From $72 per night (USD)VRBO
Modernly Equipped 1BR Apt in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our sleek and stylish 1-bedroom apartment, thoughtfully designed with modern amenities to ensure your stay is ...
From $72 per night (USD)VRBO
From $96 per night (USD)Expedia
Cozy & Furnished 2BR Apt in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our stylish and fully furnished 2-bedroom apartment! Located in a vibrant neighborhood, this modern space fea ...
From $96 per night (USD)Expedia
From $136 per night (USD)VRBO
Taste the Best of Chicago is a cozy stylish nook in the perfect location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located in prominent and historic community, this stylish apartment is just across the street from the South Shore Cultu ...
From $136 per night (USD)VRBO
From $250 per night (USD)Expedia
Spacious 3 bdrm 1.5 bath; Renovated Woodlawn; Incredible Access; UChicago; OPC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This large commodious home is the ultimate place to relax, visit and/or collaborate in our beautiful city. Near the site ...
From $250 per night (USD)Expedia
From $83 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 $83 per night (USD)VRBO
From $333 per night (USD)Expedia
Woodlawn Oasis...10 Minutes to Dining & Downtown
- Bedrooms:
- 3
- 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 $333 per night (USD)Expedia
From $301 per night (USD)VRBO
LakeHouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Large Parties (3 large beds + 4 Queen Airbeds for additional sleep arrangements). Entertain in style, practice yoga, or ...
From $301 per night (USD)VRBO
From $699 per night (USD)Expedia
Luxury off the Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you want to experience an authentic historic piece of Chicago, walking distance from lake, beach and (Tiger Woods) Go ...
From $699 per night (USD)Expedia
From $467 per night (USD)VRBO
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 7
Welcome to our beautiful house UChicago campus house in the historic Hyde Park neighborhood of Chicago. This wonderful v ...
From $467 per night (USD)VRBO
From $155 per night (USD)Expedia
This Greystone is near the University of Chicago, the Museum of Science
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This Greystone is near the University of Chicago, the Museum of Science and Industry, and golf courses (7 min/1.9 mi to ...
From $155 per night (USD)Expedia
From $170 per night (USD)VRBO
Modern 2-Bdrm Condo - Private Patio - In Unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you're seeking a modern retreat in a dynamic neighborhood, this 2-bedroom, this top floor condo with a furnished priv ...
From $170 per night (USD)VRBO
From $191 per night (USD)Expedia
3 BR Guest Suite In Woodlawn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Greystone property is situated in the vicinity of the University of Chicago. It is conveniently close to the Museum ...
From $191 per night (USD)Expedia
From $122 per night (USD)VRBO
Guest Studio with private full bathroom, linen and towels are provided.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The studio is on the first floor, no need to climb stairs. The guest notebook is on the desk, it has Wi-fi info, lock se ...
From $122 per night (USD)VRBO
From $75 per night (USD)Expedia
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 $75 per night (USD)Expedia
From $189 per night (USD)VRBO
Spacious two bedroom condo with a cozy feel!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Select this spacious unit as your home away from home. It offers everything you will need as you sit back, breathe, rela ...
From $189 per night (USD)VRBO
From $90 per night (USD)Expedia
Hi-Rise Lakeside Living with Views to Dream by!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Art collecting Superhost's Pied-a-Terre. Spacious, fully furnished, 2 BD, 2 full bath on the top floor of a historic apa ...
From $90 per night (USD)Expedia
From $100 per night (USD)VRBO
Spacious Studio condo in Woodlawn. Steps from Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is steps from Hyde Park and the University of Chicago. It features floor to ceiling exposed brick walls, high ...
From $100 per night (USD)VRBO
From $90 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 $90 per night (USD)VRBO
From $581 per night (USD)VRBO
Great Location! 15 Min from DT -Historic Hyde Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This spacious apartment is nestled in the beautiful Hyde Park neighborhood of Chicago - home to former President Barack ...
From $581 per night (USD)VRBO
From $549 per night (USD)VRBO
Vibrant 4BR Haven in Historic Hyde Park, Near University of Chicago
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This spacious apartment is nestled in the beautiful Hyde Park neighborhood of Chicago, home to former President Barack O ...
From $549 per night (USD)VRBO
From $171 per night (USD)VRBO
Luxurious 3 Bedroom Condo + Boat Rental!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our 3-bedroom condo, ideal for both family vacations & business trips! Only a 10-15 min drive to Downtown & a ...
From $171 per night (USD)VRBO
From $400 per night (USD)Expedia
Lovely Home, home away from home. 5mins from Hyde Park tourist attractions
- Bedrooms:
- 3
- 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 $400 per night (USD)Expedia
From $225 per night (USD)VRBO
Stylish 3-BR Oasis, Free Parking + Laundry!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Just about 15 mins from Downtown Chicago, The Loop, and all Major Attractions this property is just the place to be!! Ca ...
From $225 per night (USD)VRBO
From $90 per night (USD)Expedia
City Chic Living: Inviting 2BR Apt in Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Boasting a modern and airy design, our unit features spacious living area and ample natural light. The well-appointed ki ...
From $90 per night (USD)Expedia
From $148 per night (USD)VRBO
Enchanting 2BR Chicago Haven with In-unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover urban living at its finest in our inviting 2-bedroom apartment. Nestled in a vibrant neighborhood, our modern r ...
From $148 per night (USD)VRBO
From $110 per night (USD)Expedia
1BR Lively and Fully Furnished Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our charming 1-bedroom apartment! This cozy unit offers comfortable living with a spacious bedroom, a well-ap ...
From $110 per night (USD)Expedia
From $72 per night (USD)VRBO
Sleek & Comfy 1BR Apt in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in Chicago's dynamic neighborhood, our inviting 1-bedroom apartment offers contemporary urban living at its fine ...
From $72 per night (USD)VRBO
From $96 per night (USD)Expedia
Roomy & Inviting 3BR Apt in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover modern elegance in our 3-bedroom apartment. Bright and stylish, this gem features a spacious layout with a slee ...
From $96 per night (USD)Expedia
From $84 per night (USD)VRBO
Roomy & Furnished Chicago 3BR w\/In-unit Laundry!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! Our inviting 3-bedroom apartment is the perfect retreat for your stay. The spacious ...
From $84 per night (USD)VRBO
From $520 per night (USD)Expedia
Modern Lux Stay on UChicago Campus 11 min walk to CCD and Mitchell Hospitals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurious 3-bed, 2-bath condo on the prestigious University of Chicago campus, near hospitals, grocery store, and restau ...
From $520 per night (USD)Expedia
From $150 per night (USD)VRBO
3 Bedroom 2 Bath beauty located steps away from Rainbow Beach, Metra stop, CTA.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This delightful apartment is the perfect home base for your trip to Chicago. With 3 cozy bedrooms, including 2 queen bed ...
From $150 per night (USD)VRBO
From $271 per night (USD)Expedia
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 $271 per night (USD)Expedia
From $448 per night (USD)VRBO
Charming 3BR Chicago Apt in Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is located in the desirable Southside neighborhood of Chicago. The area is known for its vibrant culture, diver ...
From $448 per night (USD)VRBO
From $133 per night (USD)Expedia
The MOD Suite: Quaint family abode near UChicago, Lakeshore Dr. & DuSable Museum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Unwind with the whole family at the Mod suite! This stylish and cozy 3-bedroom, 2-bathroom suite is located just steps ...
From $133 per night (USD)Expedia
From $159 per night (USD)VRBO
University of Chicago Condo-Upgraded and Spacious w\/Parking
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful, spacious, 1 bedrm, 2 bathrm condo near the University of Chicago. Remodeled unit with open floorplan, hardwd ...
From $159 per night (USD)VRBO
From $250 per night (USD)Expedia
Large Home, Full in-home Gym, washer\/dryer, flat Screen TVs, WiFi, and MORE!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Everything you need under one roof. Full in-house gym with stationary bike, weights, weighted Hula Hoop, dedicated Yoga ...
From $250 per night (USD)Expedia
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Landing at Regents Park - 2 Bedrooms in East Hyde Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Regents Park is a vibrant property in the East Hyde Park neighborhood of Chicago where Landing offers fully furnished st ...
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From $125 per night (USD)VRBO
Landing at Regents Park - 2 Bedrooms in East Hyde Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Regents Park is a desirable property in the East Hyde Park neighborhood of Chicago where Landing offers fully furnished ...
From $125 per night (USD)VRBO
Click For PricingVRBO
Landing at Regents Park - 2 Bedrooms in East Hyde Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Regents Park is a lively property in the East Hyde Park neighborhood of Chicago where Landing offers fully furnished stu ...
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From $119 per night (USD)VRBO
The Hyde Park Haven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this calm, stylish space. We hope to welcome you to the Hyde Park Haven and have the experience o ...
From $119 per night (USD)VRBO
From $200 per night (USD)VRBO
Stylish Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this stylish centrally-located 2BR/2BA unit. This unit features a keyless entry, laundry area, ...
From $200 per night (USD)VRBO
From $110 per night (USD)Expedia
Wonderful Three Bedroom Condo in Woodlawn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
East Woodlawn. Recently renovated three bed, two bath condo on the second floor. Stainless steel appliances. Central air ...
From $110 per night (USD)Expedia
Click For PricingVRBO
5 mins from Chicago U. Family sized apt with balcony & back yard. Free parking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Comfortable, spacious, clean, and quiet apartment home. A lot of natural sunlight. 5 Minutes from Chicago U and the New ...
Click For PricingVRBO
From $275 per night (USD)VRBO
Beautiful home with Arcade and Movie Theater for you and your family to enjoy.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This artistic unit is inspired by a collection of unique artwork created by a young Chicago artist. With anime/superhero ...
From $275 per night (USD)VRBO
From $183 per night (USD)VRBO
Large ultra modern 3BR\/1BA near Univ of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Make yourself at home in this ULTRA-MODERN SMART HOME! Centrally-located, this stylish 3BR/1BA unit features a keyless e ...
From $183 per night (USD)VRBO