Lake of Memories, Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Lake of Memories, Illinois on RentalSaver.com!

Lake of Memories Rentals

From $260 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 $260 per night (USD)
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
From $130 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 $130 per night (USD)
VRBO
From $83 per night (USD)
Expedia
Comfy 2-bedroom apartment with WiFi, in historic Chicago neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Your home away from home in Chicago with 2 bedrooms and 1 bathroom. This nice apartment features 1 queen bed, 2 full bed ...
From $83 per night (USD)
Expedia
From $254 per night (USD)
VRBO
NEW Eco Stay by UChicago, Lakefront & Hyde Park!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy comfort and sustainability in this beautifully designed South Side retreat. Located in a modern, solar-powered gre ...
From $254 per night (USD)
VRBO
From $277 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 $277 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Beautiful 4 bedroom 2 bath pet friendly Chicago brick bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Enjoy your stay at this Chicago style brick bungalow. Well cleaned updated 4 bedroom 2 bath. Near shopping, the universi ...
From $243 per night (USD)
VRBO
$Book the Great Migration Guest House. Family-sized condo near the Green Line.\n\n$
From $401 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 $401 per night (USD)
VRBO
From $467 per night (USD)
VRBO
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)
VRBO
From $141 per night (USD)
Expedia
Spacious 3 bdrm 1.5 bath; Renovated Woodlawn; Incredible Access; UChicago; OPC
Bedrooms:
1
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 $141 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Bedrooms:
1
Bathrooms:
4
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 $164 per night (USD)
VRBO
From $319 per night (USD)
Expedia
The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
If you're looking for a home away from home? Please visit The Woodlawn Oasis, a newly rehabbed apartment, fully furnishe ...
From $319 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 Pricing
VRBO
From $254 per night (USD)
Expedia
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 $254 per night (USD)
Expedia
From $215 per night (USD)
VRBO
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)
VRBO
From $302 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 $302 per night (USD)
Expedia
From $262 per night (USD)
VRBO
High-end 2Bdrm Garden Apt. Where Comfort Meets Style
Bedrooms:
1
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 $262 per night (USD)
VRBO
From $221 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 $221 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Spacious Charming 4BD/2BTH in Woodlawn Near the University of Chicago!!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Stay comfortably in Chicago at this 4-bedroom apartment. 3 of the bedrooms feature 1 queen bed, 2 full beds, and 1 twin ...
From $160 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Chic 3-bedroom well-appointed condo near University of Chicago and Lakeshore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chicago is waiting for you at this 3-bedroom condo. With 2 queen beds and 2 twin beds, this brilliant property offers ev ...
From $213 per night (USD)
Expedia
From $183 per night (USD)
VRBO
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 $183 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Cozy & Near Downtown, Hyde Park & the Metra
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our charming apartment in Chicago! This inviting building features 2 bedrooms, each with a comfortable queen ...
From $180 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Perfect for business travelers, healthcare professionals, and U of C affiliates, this newly renovated and fully furnishe ...
From $213 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Historic 3BR Retreat Near Univ of Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Discover the beauty of Chicago from this charming 3-bedroom apartment. There is one room each with queen size beds and a ...
From $292 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Gorgeous Parisian Retreat on University of Chicago Campus
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to La Château Lumière – Your Radiant Parisian Retreat in the Heart of Historic Chicago. Nestled in the vibrant W ...
From $463 per night (USD)
VRBO
From $380 per night (USD)
Expedia
La Casa Negra Chicago, Beautiful 3 Bed 2 Bath near Lake in Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Introduced in 2025 La Casa Negra Chicago is ready to be your Chicago home away from home. ('La Casa Negra Chicago' is th ...
From $380 per night (USD)
Expedia
From $174 per night (USD)
VRBO
3 Mi to Jackson Park: Cozy Couples Getaway w/ Yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pet Friendly w/ Fee | Near Beaches, Golfing & Green Spaces | 15 Mi to Wrigley Field Soak up the energy of the Windy Cit ...
From $174 per night (USD)
VRBO
From $146 per night (USD)
Expedia
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 $146 per night (USD)
Expedia
From $81 per night (USD)
VRBO
Scott House in Woodlawn - Basement
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay comfortably in Chicago at this 1-bedroom apartment. This beautiful and welcoming space is equipped with everything ...
From $81 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Chic 1-bedroom apartment with AC, WiFi in excellent Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Chicago like a local in this 1-bedroom apartment. The soothing ambiance of this terrific space will make gues ...
From $149 per night (USD)
VRBO
From $263 per night (USD)
VRBO
Modern Apt Near U of Chicago!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay here in our warm apartment, a stone's throw away from the University of Chicago school and hospital! Ideal for fami ...
From $263 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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 $230 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
$Beautiful newly renovated townhome, very quite, safe, centralized location.\n$
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 $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 $552 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 $552 per night (USD)
VRBO
$Renovated Retreat near U of Chicago\n$
Click For Pricing
Expedia
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 Pricing
Expedia
From $199 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 $199 per night (USD)
VRBO
From $475 per night (USD)
VRBO
Near Lakefront! Minutes from the beach, museum, and 2 golf courses.
Bedrooms:
3
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 $475 per night (USD)
VRBO
$Luxury suite with 3 Bedrooms \n10 min to downtown \n5 min to university of Chicago$
From $252 per night (USD)
VRBO
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 $252 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful 2-Bedroom Apt Near University of Chicago
Bedrooms:
1
Bathrooms:
2
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $158 per night (USD)
VRBO
Chic Studio with WiFi and AC in Lovely UChicago area
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make yourself at home in this marvelous studio Chicago retreat. Complete with a cozy bedroom, washing machine, WiFi, and ...
From $158 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Single Family Brick Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
About this place This unique place has style. Color coordinated rooms, 85in tv, jacuzzi bathtub, Kitchen is spacious wit ...
From $125 per night (USD)
VRBO
Click For Pricing
Expedia
2 Mi to UChicago: Apt w/ Sunroom & Shared Yard!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Near Public Transit & Highways | 2 Mi to Hyde Park | Private Deck Step into effortless urban living at this Chicago vac ...
Click For Pricing
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 $523 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 $523 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Spacious 3 BDR/1 Bath - 1 mi from UChicago - Perfect for Traveling Professionals
Bedrooms:
1
Bathrooms:
3
Sleeps:
1
This comfortable and thoughtfully designed 3-bedroom, 1-bath unit is spacious, fully furnished, professionally cleaned, ...
From $256 per night (USD)
VRBO
From $112 per night (USD)
Expedia
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 $112 per night (USD)
Expedia
From $372 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 $372 per night (USD)
VRBO
From $406 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 $406 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 Pricing
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia

Search Your Destination Now!

Lake of Memories Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 54 Rentals