Lake of Memories Rentals
- From $88 per night (USD)
VRBO
Chic Chicago Abode: Steps from Magnificent Mile!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $88 per night (USD)VRBO
- From $281 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 $281 per night (USD)Expedia
- From $264 per night (USD)
VRBO
The Vibe Headquarters
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy your stay here at The Vibe Headquarters, where you’re sure to find peace. This condo is located in Washin ...
From $264 per night (USD)VRBO
- From $110 per night (USD)
Expedia
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 $110 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Modern 2-bedroom 2 -bath condo in wonderful Woodlawn Chicago.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Chicago from this 2-bed, 2-bath condo. The space offers a lovely living room with a sofa that can ...
From $334 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Book the Great Migration Guest House. Family-sized condo near the Green Line.\n\n
- Bedrooms:
- 2
- 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 $377 per night (USD)VRBO
- From $342 per night (USD)
VRBO
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 $342 per night (USD)VRBO
- From $281 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 $281 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! ...
From $152 per night (USD)VRBO
- From $295 per night (USD)
Expedia
The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
If you're looking for a home away from home? Please visit The Woodlawn Oasis, a newly rehabbed apartment, fully furnishe ...
From $295 per night (USD)Expedia
- Click For Pricing
VRBO
3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This apartment has 3 spacious bedrooms, newly renovated with brand new personalized alarm system. Toiletries and towels ...
Click For PricingVRBO
- From $271 per night (USD)
Expedia
Cozy 3-bedroom condo near University of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience this newly renovated, reclaimed red brick 1895 colonial multi-family building. Located 5 mins from the U ...
From $271 per night (USD)Expedia
- From $242 per night (USD)
VRBO
High-end 2Bdrm Condo Where Comfort Meets Style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Custom-crafted unit in the heart of West Woodlawn, where cultural history runs deep 2 bedrooms, 3beds, 1.5 baths ...
From $242 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Tranquil 2-bedroom condo in charming Chicago with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stay comfortably in Chicago at this 2-bedroom condo. The bedrooms feature 2 queen beds, perfect for a good night's sleep ...
From $156 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Spacious Charming 4BD\/2BTH in Woodlawn Near the University of Chicago!!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Chicago at this 4-bedroom apartment. 3 of the bedrooms feature 1 queen bed, 2 full beds, and 1 twin ...
From $104 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Cozy BohoChic Garden Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cozy garden apartment is styled to a modern bohemian flare. There are 3 designated sleeping areas broken into 3 roo ...
From $215 per night (USD)Expedia
- From $201 per night (USD)
VRBO
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Looking for a peaceful gem that's close to everything, University of Chicago, Jackson Park, Lakefront w/ easy access to ...
From $201 per night (USD)VRBO
- From $215 per night (USD)
Expedia
NEW modern 2BR apt near UofChicago & Hyde Park w\/free Parking & pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sleek, secure, and sun-drenched! This brand-new 2-bedroom, 1-bath garden unit is your tech-savvy urban oasis with a priv ...
From $215 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Nice 2bedroom apartment steps away from UofChicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful two bedroom apartment within walking distance to UofChicago Campus, enjoy comfortable bedrooms with smart tv's ...
From $110 per night (USD)VRBO
- From $114 per night (USD)
Expedia
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 $114 per night (USD)Expedia
- From $202 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 $202 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Woodlawn ~ Entire Luxury Apt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Woodlawn located only minutes from the Obama Library that will offer you new attractions. My lovely home is l ...
From $183 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Beautiful 2-Bedroom Apt Near University of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We are a 5 minute drive from Hyde Park and President Obama’s home. 15 minute drive from Downtown. 6 mins walk to Robust ...
From $145 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Luxury suite with 3 Bedrooms \n10 min to downtown \n5 min to university of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This is a luxury cozy suite located in the Hyde park environs, 5 min to university of Chicago, 10 to downtown and most o ...
From $295 per night (USD)Expedia
- Click For Pricing
VRBO
Renovated Retreat near U of Chicago\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This private one-bedroom, one-bath garden unit on Chicago’s South side. Please note it is not located downtown. You're ...
Click For PricingVRBO
- From $303 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 $303 per night (USD)Expedia
- From $147 per night (USD)
VRBO
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 $147 per night (USD)VRBO
- From $193 per night (USD)
Expedia
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 $193 per night (USD)Expedia
- From $530 per night (USD)
VRBO
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 $530 per night (USD)VRBO
- Click For Pricing
Expedia
Woodlawn LUXE! Welcome Home! 4 bedroom condo!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Come enjoy this newly renovated LUXE 4 bedroom 1 bathroom condo with all the bells and whistles on the entire second flo ...
Click For PricingExpedia
- From $148 per night (USD)
VRBO
Modern Condo-Obama & University of Chicago Area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Large condo that is pet and kid friendly. Perfect space for your whole family to enjoy your next visit to the Windy City ...
From $148 per night (USD)VRBO
- From $453 per night (USD)
VRBO
Near Lakefront! Minutes from the beach, museum, and 2 golf courses.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Home away from home in this vintage, modern Greystone. Very comfortable living space with all the amenities you need to ...
From $453 per night (USD)VRBO
- From $4 per night (USD)
VRBO
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 ...
From $4 per night (USD)VRBO
- From $163 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 $163 per night (USD)VRBO
- From $124 per night (USD)
VRBO
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 $124 per night (USD)VRBO
- From $132 per night (USD)
Expedia
BRAND NEW, luxury, 2bdrm condo in the ❤️ of Woodlawn!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
BRAND NEW, luxury, 2bdrm condo in the ❤️ of Woodlawn!!! You’ll enjoy being among the first stay in this newly built 2bed ...
From $132 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Luxe Duplex, Long\/ Short Stay, Free Park, Quick Hwy Access, 10 min to Gold Coast
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your home away from home. This beautifully and thoughtfully appointed, newly renovated living space was cre ...
From $270 per night (USD)VRBO
- From $223 per night (USD)
Expedia
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your home away from home. This beautifully and thoughtfully appointed, newly renovated living space was creat ...
From $223 per night (USD)Expedia
- Click For Pricing
VRBO
Cozy Garden studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice Cozy Spacious Studio Apt., Clean quiet and mins from downtown Chicago. Close to public transportation. Has a washe ...
Click For PricingVRBO
- From $290 per night (USD)
VRBO
Beautiful home with Arcade and Movie Theater for you and your family to enjoy.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This artistic unit is inspired by a collection of unique artwork created by a young Chicago artist. With anime/superhero ...
From $290 per night (USD)VRBO