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

Chicago Rentals

From $1037 per night (USD)
VRBO
ENVITAE Hotel, 4BR Luxury Modern Apartments
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed fo ...
From $1037 per night (USD)
VRBO
From $311 per night (USD)
Expedia
3-bedroom apartment in lovely Chicago with AC and comfort
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Nestled in Chicago, this wonderful ground unit apartment offers a comfortable stay for guests seeking a home away from h ...
From $311 per night (USD)
Expedia
From $126 per night (USD)
VRBO
Peaceful 1-bedroom apartment with AC in vibrant Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the beauty of Chicago from this 1-bedroom apartment. Guests enjoy a peaceful living room with a queen bed, perf ...
From $126 per night (USD)
VRBO
From $104 per night (USD)
Expedia
Private Room Healthcare Pros Welcome 15 Min to Downtown
Bedrooms:
1
Bathrooms:
6
Sleeps:
2
Clean, comfortable private room in Chicago's Bridgeport neighborhood — just 15 minutes from the Medical District and Do ...
From $104 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Bright 2BR Retreat near McCormick & Museum Campus
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Wake up to Chicago’s glittering skyline from your private 2BR, 2BA suite right on iconic Michigan Avenue. Sip your morni ...
From $234 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Hyde Park University of Chicago Penthouse 3 bedroom/2 bathroom + gym & office
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Chicago is waiting for you at this 3-bedroom apartment. Each bedroom features a king bed, offering guests a tremendous a ...
From $235 per night (USD)
Expedia
From $87 per night (USD)
VRBO
The Jewels, 2 bed/2 bath, UChicago 2mi, Parking, DTWN 15mi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its resi ...
From $87 per night (USD)
VRBO
From $974 per night (USD)
Expedia
Near Zoo and Beach • Reading Nook + Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience the best of Chicago from this newly renovated 3-bedroom apartment in the heart of Lincoln Park. Just minutes ...
From $974 per night (USD)
Expedia
From $594 per night (USD)
VRBO
Discover the Heart of Chicago from Our Modern 3 Bed/ 2.5 Bath Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a stylish stay in this modern, charming, family-friendly home just minutes from picturesque downtown Chicago. ...
From $594 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Spacious 3BR Suite with Skyline Views Near McCormick
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome and Experience the best of Chicago in this modern, high-rise 3-bedroom, 2-bathroom suite — located in the vibran ...
From $258 per night (USD)
Expedia
From $474 per night (USD)
VRBO
West Loop Condo w/Parking + Gym - Walk to Fulton Market
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your Chicago home base in one of the city’s most sought-after neighborhoods. This stylish condo blends comfor ...
From $474 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our new townhome offering in Chinatown. This 3-story home has 4 queen beds to accommodate 8+ guests. An outdo ...
From $453 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Modern 2BR/2BA Corner Suite Near McCormick Place
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your modern 2-bedroom, 2-bathroom corner suite offers unbeatable convenience and comfort, located just steps ...
From $199 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Nice 4-bedroom apartment near everything
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
Discover this 4-bedroom apartment in Chicago. The space features a king bed, two queen beds, and a full bed, comfortably ...
From $276 per night (USD)
Expedia
From $482 per night (USD)
VRBO
23PL - 4 Bedroom/2 Bath - Chinatown, McCormick Place
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to our humble home. A beautiful two levels that combined to offer 4+ bedrooms, 2 baths, 2 living rooms, 2 dining ...
From $482 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Boho City Escape | Parking + Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a Boho City Escape designed for comfort, style, and easy Chicago living. This bright 2-bed, 2-bath stay features c ...
From $465 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Modern Zen Retreat mins from Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this modern boho retreat in the heart of Ukrainian Village. Thoughtfully designed with botanical accents, natu ...
From $409 per night (USD)
VRBO
From $276 per night (USD)
Expedia
2 bedroom 1.5 in Boystown a short walk to Wrigley Field, close to everything
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience Chicago like a local in this 2-bedroom apartment. One room has a queen bed with a small offshoot room with a ...
From $276 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Spacious & Renovated 3BR/2BA Full Kitchen. Steps from McCormick Place & the Loop
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your spacious, sun-drenched, freshly renovated retreat in a quiet, family-friendly Chicago neighborhood. Bri ...
From $346 per night (USD)
VRBO
From $118 per night (USD)
VRBO
Blueground | Fulton River District, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Fulton River District furnished one ...
From $118 per night (USD)
VRBO
From $110 per night (USD)
VRBO
Blueground | Fulton River District, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Fulton River District furnished one be ...
From $110 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Modern 2BR Suite w/ Skyline View Near McCormick Place & Grant Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your elevated stay in the heart of Chicago’s vibrant South Loop! This bright and modern 2-BR, 2-BA suite is l ...
From $191 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Charming 3-bedroom bungalow 15 min south of Chicago ,15 min from Obama Center
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in Chicago, enjoy what this 3-bedroom bungalow has to offer. This amazing space features two bathrooms and keeps ...
From $475 per night (USD)
VRBO
From $1019 per night (USD)
Expedia
Premier 5BR Art Deco duplex with garage.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to the Wrigleyville Art Deco Executive Duplex, a spacious 5-bedroom, two-story retreat designed for memorable gr ...
From $1019 per night (USD)
Expedia
From $2001 per night (USD)
VRBO
Premier 9BR Art Deco manor with garage.
Bedrooms:
4
Bathrooms:
9
Sleeps:
22
Welcome to The Addison Art Deco Manor Estate, a 4,200 sq ft private 9-bedroom residence just steps from Wrigley Field. D ...
From $2001 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Charming Cozy Compact Studio- free street Parking- McCormick-Chinatown-RateField
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Compact Studio Near McCormick, Chinatown & Sox Stadium This 1st-floor compact studio (approx. 200–250 sq. ft.) offers a ...
From $196 per night (USD)
Expedia
From $233 per night (USD)
VRBO
4-bedroom apartment in fabulous Chicago with AC for your stay
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
This memorable apartment is the perfect home base for your trip to Chicago. With four comfortable bedrooms featuring two ...
From $233 per night (USD)
VRBO
From $622 per night (USD)
Expedia
4 BR • Theater Room • Gym • Walk to Lincoln Park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Saint Paul Chicago 293 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ ...
From $622 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Private Gym and Workspace • 3BR in Quiet Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to Osage Chicago 461 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note ...
From $401 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Stylish 3BR Apt | Gym and Workspace | Near O’Hare
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Osage Chicago 805 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note ...
From $511 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Pilsen Gem Near the Loop and Chinatown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in our cozy private one-bedroom coach house with a comfy living room, sofa bed, kitchenette, and full bathroom. Ups ...
From $191 per night (USD)
VRBO
From $804 per night (USD)
Expedia
Grand 5,500 sq ft Pilsen home, 5BR, sleeps 11, near downtown
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Luxe 5BR Pilsen Home, Chef's Kitchen, Sleeps 11 One of Pilsen's most striking homes. Four floors of open space with 12- ...
From $804 per night (USD)
Expedia
From $663 per night (USD)
VRBO
Spacious 3BR 2BA Haven City Views Steps to MagMile
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Welcome to The Haven — a sunlit 3BR retreat in the heart of The Loop with skyline views and steps-from-the-par ...
From $663 per night (USD)
VRBO
From $1539 per night (USD)
Expedia
Luxury PH: Panoramic Views + Prime Location
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Temporary housing doesn't have to feel temporary. The Sol, a 4-bedroom penthouse on the 23rd floor in the Chic ...
From $1539 per night (USD)
Expedia
From $218 per night (USD)
VRBO
✨ Beautiful 2BR Apartment with Laundry
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax and unwind in this stylish and comfortable 2-bedroom apartment in Chicago, thoughtfully designed to offer the perf ...
From $218 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Location Jackpot! Minutes to Downtown, McCormick & Chinatown-free parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
## Location Jackpot! Minutes to Downtown, McCormick Place & Chinatown Looking for the perfect blend of city excitement a ...
From $305 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Historic Family Home | Walk to U Chicago, Obama Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay in a refined bohemian retreat just steps from the University of Chicago and one mile from the Obama Presidential Ce ...
From $274 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Gold Coast Gem
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay in the heart of Chicago, where River North meets the storied Gold Coast, one of the city’s most walkable neighborho ...
From $626 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Modern 1BR Near Midway - CTA Train - Golf Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Skip the cramped hotel room. This spacious, modern 1-bedroom near Chicago Midway Airport gives you the room to breathe, ...
From $212 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Skyline 24th Floor Near Grant Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay in a luxury 2-bedroom, 2-bath high-rise suite in downtown Chicago near Grant Park, Millennium Park, and the Lakefro ...
From $295 per night (USD)
Expedia
From $705 per night (USD)
VRBO
Envitae Hotel, 4BR Modern Sleek Apartment
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed fo ...
From $705 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Skyline Luxury 19th Floor Retreat Near Grant Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay in a luxury 2-bedroom, 2-bath high-rise suite in downtown Chicago near Grant Park, Millennium Park, and the Lakefro ...
From $359 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Luxury 21st floor Skyline Views near Grant Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay in a luxury 2-bedroom, 2-bath high-rise suite in downtown Chicago near Grant Park, Millennium Park, and the Lakefro ...
From $295 per night (USD)
VRBO
From $1228 per night (USD)
Expedia
McCormick Meetup - Prime Location - Sleeps 16
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Spacious Chicago Retreat for Large Groups, Business Travel & Extended Stays Welcome to your home away from home in Ch ...
From $1228 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Modern 1BR w/ Workspace near O'Hare
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to River Chicago 563 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note ...
From $272 per night (USD)
VRBO
From $365 per night (USD)
Expedia
1BR Near O'Hare • Balcony • Workspace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to River Chicago 506 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note ...
From $365 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Newgard Nest I Walk to Loyola, Beaches & CTA l Bright 2nd FL Apt w/ Free Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Peaceful 2nd-floor, 3-bedroom apartment in Rogers Park near Loyola University and the lake. Ideal for families, visiting ...
From $355 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Luxury 4br duplex Lakefront Living Without the Downtown Price
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to this adorable apartment in picturesque Chicago. With four cozy bedrooms—three featuring queen beds and one wit ...
From $496 per night (USD)
Expedia
From $125 per night (USD)
VRBO
2-bedroom walkable 2 BLOCKS University of Chicago & President Obama Center Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to this FULLY FURNISHED charming condo in Woodlawn. Walking distance to LAKEFRONT, New President Obama Library C ...
From $125 per night (USD)
VRBO
From $344 per night (USD)
Expedia
5 Minutes to Wrigley + Sauna + Games + Free Garage Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cute 700 sqft ground floor unit 2BR 2BA In the heart of beautiful and fun Lakeview, minutes from Wrigleyville and Montro ...
From $344 per night (USD)
Expedia
From $795 per night (USD)
VRBO
Spacious 3-bedroom apartment in lovely Chicago with FREE Garage Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this apartment in picturesque Chicago. This delightful space features three comfortable bedrooms and a well-ap ...
From $795 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Chicago Home with gym - 15 min to O’Hare & Rosemont
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to my home! This is my primary residence, thoughtfully prepared for guests while I'm away. The home features thr ...
From $301 per night (USD)
Expedia
From $401 per night (USD)
VRBO
NEW! Ukrainian Village 2 BD/2BA - Steps from Division!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unwind in my bright, airy 2BR/2BA garden condo on a quiet tree-lined block in popular Ukrainian Village. The home featu ...
From $401 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Vibrant, walkable Andersonville Gem-easy access to Wrigley, venues and Downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this apartment in picturesque Chicago. With 3 comfortable bedrooms featuring 2 queen beds and 1 king bed, gues ...
From $232 per night (USD)
Expedia
From $1112 per night (USD)
VRBO
The Beverly Hills of Chicago Luxury Stay
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to your luxury home away from home in the "Beverly Hills of Chicago." Thoughtfully designed for families, friend ...
From $1112 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Modern& Spacious 2BR with Garage Parking in Chicago's Prime Neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Chicago, this marvelous apartment offers guests a comfortable retreat with two cozy bedrooms and a well-appoi ...
From $568 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Spacious 1BR apartment in welcoming Chicago with Garage Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this 1-bedroom apartment in Chicago. The space offers a peaceful retreat with cozy heating and air ...
From $578 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Logan Sq 4BR Duplex • Garage • Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Perched on the entire third floor of a classic Chicago brick building, this private 4-bedroom, 2-bath duplex gives your ...
From $891 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Stylish Midway Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our Chicago home! This comfortable 2-bedroom retreat is perfect for families, couples, business travelers, or ...
From $224 per night (USD)
VRBO
From $68 per night (USD)
Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North Side furnished studio apa ...
From $68 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Near North Side. It’ll be easy to simply show up and st ...
From $150 per night (USD)
VRBO
From $89 per night (USD)
Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this bright Near North Side furnished studio apart ...
From $89 per night (USD)
Expedia
From $75 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this studio apartment in Near North Side. It’ll be easy to simply show up and start l ...
From $75 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Near North Side furnished one bedroom ap ...
From $156 per night (USD)
Expedia
From $98 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North Side furnished one bedroo ...
From $98 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Tribune Tower
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Near North Side. It’ll be easy to simply show up and st ...
From $154 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Chicago River
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $155 per night (USD)
VRBO
From $98 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Chicago River
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this pretty studio Blueground apartment. You’ll love coming home t ...
From $98 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Near North Side. It’ll be easy to simply show up and st ...
From $172 per night (USD)
VRBO
From $73 per night (USD)
Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Near North Side furnished studio apart ...
From $73 per night (USD)
Expedia
From $77 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Near North Side furnished one bedroom ...
From $77 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North Side furnished two b ...
From $151 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this beautiful two bedroom Blueground apartment. You’ll love comin ...
From $149 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Modern& Spacious 2BR in Prime Location with 1 Parking Spot
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your home in the heart of Chicago's iconic Lincoln Park neighborhood! This beautifully appointed 1-bedroom ap ...
From $621 per night (USD)
Expedia
From $474 per night (USD)
VRBO
2 br, 2 bt, UChicago Coachman's Guesthouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This 2 bedroom, 2 full bath, stand alone UChicago Coachman's House sleeps 5 comfortably. Less than 1/2 mile to the UChic ...
From $474 per night (USD)
VRBO
From $382 per night (USD)
Expedia
One-of-a-Kind Apartment In Old Town!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This unique and spacious two bedroom garden unit is the perfect place for anyone visiting Chicago! You won't r ...
From $382 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Fifty Shades of Greige
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: I’m an interior designer and longtime Superhost who believes you deserve better than scratchy sheets and a sus ...
From $288 per night (USD)
VRBO
From $265 per night (USD)
Expedia
The Sassy Sanctuary at Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $265 per night (USD)
Expedia
From $230 per night (USD)
VRBO
The Shingle Life near Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: I took a perfectly nice little flat on a beautiful street and filled it with great things...I want my guests t ...
From $230 per night (USD)
VRBO
From $234 per night (USD)
Expedia
The Lilac Loveshack at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $234 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Campy! Wrigley Campground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $245 per night (USD)
VRBO
From $217 per night (USD)
Expedia
A Hand-some Place Near Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: I’m an interior designer and longtime Superhost who believes you deserve better than scratchy sheets and a sus ...
From $217 per night (USD)
Expedia
From $341 per night (USD)
VRBO
The Fratterhorn at Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $341 per night (USD)
VRBO
From $230 per night (USD)
Expedia
No Place Like Gnome at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in a ...
From $230 per night (USD)
Expedia
From $229 per night (USD)
VRBO
A Novel Situation at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in a ...
From $229 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Keepin’ it Golden at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $250 per night (USD)
Expedia
From $308 per night (USD)
VRBO
The Codfather at Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $308 per night (USD)
VRBO
From $393 per night (USD)
Expedia
The Ivy Flat | Designer 4BR Steps to Wrigley Field
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: This 4BR/2BA apartment is a 7-minute walk from Wrigley Field and perfect for groups. There's tons of room to s ...
From $393 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Sunnyside Up! • Vintage 1 Bed at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: My new place has lots of room to spread out and all of the quirky charm that vintage buildings offer up. The l ...
From $254 per night (USD)
VRBO
From $403 per night (USD)
Expedia
The Mason - Luxe 2BR Designer Flat in Bucktown/WP
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: We invite you to spend your next trip in this beautifully remodeled 2BR flat in Chicago's iconic Wicker Park n ...
From $403 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Feelin’ Blue-tiful at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in a ...
From $240 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Taj Ma-small at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: I think you are just going to love my apartment. The space features wonderful large windows in both rooms and ...
From $229 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Tickled Pink • Vintage 1 Bed at Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: My new place has lots of room to spread out and all of the quirky charm that vintage buildings offer up. The l ...
From $254 per night (USD)
VRBO
From $1444 per night (USD)
Expedia
Gold Coast Home - Rooftop - PoolTable - Parking - Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Luxurious Gold Coast Townhome – Offers Indoor Games, Rooftop, Parking & More! Experience the best of Chicago in this st ...
From $1444 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Pristine Chicago Home - 3BD - 2BA - Free Parking - 2
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Free Parking!! Step into luxury in this modern loft with 3 bedrooms, and 2 bathrooms & experience the feeling of being a ...
From $342 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Pool Table! Pet-Friendly Haven 6 Mi to Rate Field
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1 Mi to Red Line | Main Living Area + Social Lounge | Spacious Backyard | 10 Mi to Downtown Designed for groups who lov ...
From $627 per night (USD)
Expedia
From $725 per night (USD)
VRBO
2,400 SF 4BR + 2 Parking | Steps to Wrigley
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience The Clubhouse at Wrigley Thoughtfully designed for gathering, relaxing, and making memories, The Clubhouse a ...
From $725 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Affordable and Convenient Room with King-Size Bed – Ideal for Relaxing Stays
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $131 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Plan Your Stay in a Peaceful Room w/ King Bed Near Midway International Airport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $131 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Affordable Stay Near Midway Airport – King-Size Comfort + Convenient Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $144 per night (USD)
VRBO

Search Your Destination Now!

Chicago Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals