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

West Ridge (Chicago) Rentals

$Spacious, & Minutes from Downtown: Enjoy Your Dream 3BR\/2BA Apartment in Chicago$
From $254 per night (USD)
VRBO
Spacious, & Minutes from Downtown: Enjoy Your Dream 3BR\/2BA Apartment in Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"Your Chicago Adventure Begins Here: Modern 3BR/2BA Haven, Just 10 Minutes from Downtown! Get ready to experience the b ...
From $254 per night (USD)
VRBO
$Vintage Chicago Gem: The Rockwell Retreat\n$
From $3482 per night (USD)
Expedia
Vintage Chicago Gem: The Rockwell Retreat\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
1
Discover your oasis in the heart of the city at our light-filled and lush apartment. Indulge in the warm and bright natu ...
From $3482 per night (USD)
Expedia
$Exquisite Rogers Park 1bd\/1bath Apt. Near Evanston$
From $183 per night (USD)
VRBO
Exquisite Rogers Park 1bd\/1bath Apt. Near Evanston
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Recently remodeled 1 bedroom, 1 bath, plus sleeper sofa and kitchen with modern finishes on the top floor of a nice owne ...
From $183 per night (USD)
VRBO
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Expedia
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Large Jumbo Georgian two story brick house centrally located on the North side of Chicago in a quiet neighborhood with t ...
Click For Pricing
Expedia
From $137 per night (USD)
VRBO
Retro-Chic Urban Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Entire top floor apartment with private entrance in a charming two-story building. Two bedrooms and 2 queen beds can hos ...
From $137 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Kick back and relax in this cozy, calm and stylish 1 bedroom, 1 bath unit with a spacious kitchen, a dedicated work spac ...
From $189 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Elegant 3 Bedroom and 1 Bath Apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience top quality in a spacious 3 bed 1 bath apartment during your next visit to Chicago. We are located in West Ri ...
From $205 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Room in Town house Rogers Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to our fully furnished clean and cozy room in a shared 3 bed room 1 bath townhouse in Rogers Park area. This tow ...
From $132 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Garden Unit Getaway - Close to Wrigley, Andersonville, Evanston, and more!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Garden Unit Getaway is a stylish urban retreat with designer-selected furnishings that offer both comfort and sophis ...
From $135 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Chic|Comfy|Stylish| 2BD 2BA - Little India
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A bright, spacious apartment located in the West Ridge neighborhood in Chicago. Living just over a block away puts a hug ...
From $215 per night (USD)
Expedia
Click For Pricing
VRBO
Gorgeous Mid Century 3 bed with hot tub near Lincoln Square
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This three bedroom, two bath house has everything you will need for a comfortable visit to the north side of Chicago. T ...
Click For Pricing
VRBO
From $151 per night (USD)
Expedia
Modern basement apt, free parking, conveniently located between city & suburbs!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This space has everything you need for your trip to Chicago! Whether you are coming for business, or with family and fri ...
From $151 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Chicago charm! Quiet and inviting !
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly remodeled , 20 min walk to the lake. 20 min drive from downtown and 25 min from airport. Second floor of two flat ...
From $282 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Cozy North Side Chicago Studio APT for Exploring
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Enjoy a fun and peaceful stay in Chicago's famous and vibrant North Side neighborhood. Our place is conveniently located ...
From $145 per night (USD)
Expedia
From $1077 per night (USD)
VRBO
Discover Northside Chicago 2BR from Modern Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a fun and peaceful stay in the famous and vibrant North Side neighborhood of Chicago. Our place is conveniently lo ...
From $1077 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Spacious 3 Bed 1 Bath Apartment in West Rogers park
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Discover the hidden gems and welcoming atmosphere of Chicago’s West Ridge neighborhood when you stay at this diversely l ...
From $278 per night (USD)
Expedia
$Gorgeous Bunglow Nestled in a Quit Neighborhood\n\n$
From $200 per night (USD)
VRBO
Gorgeous Bunglow Nestled in a Quit Neighborhood\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Skillfully updated 3 bedroom, 2 bath, 1800 sq ft home in West Ridge, pictures speak for themselves! The home exudes exqu ...
From $200 per night (USD)
VRBO
From $91 per night (USD)
Expedia
Modern Apartment on Devon Street - Little India
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to our apartment on historic Devon Ave, where Chicago's charm comes alive. Immerse in diverse cultures, savor gl ...
From $91 per night (USD)
Expedia
From $286 per night (USD)
VRBO
For up to 6 Spacious lovely Chicago-style 3-BDR condo. Safe & quiet neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Looking for color, culture and connectedness? Welcome to RogersPark, the most diverse neighboorhood in Chicago. We're wi ...
From $286 per night (USD)
VRBO
$Chicago Charm! Free Parking w\/In-unit Laundry$
From $172 per night (USD)
Expedia
Chicago Charm! Free Parking w\/In-unit Laundry
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Couples, business trips, friends, small families…Welcome! Located in quiet West Ridge, this is a garden/basement unit w ...
From $172 per night (USD)
Expedia
From $211 per night (USD)
VRBO
✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our apartment is located right next to the beach and a very nice path to take long walks where you can enjoy the views o ...
From $211 per night (USD)
VRBO
From $236 per night (USD)
Expedia
2 bedroom Pastel Loft 1 mi from Lake Michigan!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Welcome to our chic and colorful lofted apartment in the lovely neighborhood of Roger’s Park in Chicago! It's convenient ...
From $236 per night (USD)
Expedia
$Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w\/parking$
From $420 per night (USD)
VRBO
Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w\/parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Explore The Greenhouse Inn in Evanston! A 3-bed, 3-bath duplex for 8 guests with 2 kitchens, in-unit laundry, and parkin ...
From $420 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Spacious 2BR, this hidden gem combines vintage allure with urban flair!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the charm of The Maestro, an amazing 2-bedroom, 1-bath apartment nestled within a stunning 1920’s era Chicago b ...
From $148 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Haus Of Hues: MDRN Bright Peaceful Private Apt
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peaceful and centrally-located, this flat is the perfect place to relax with the whole family or explore the city with f ...
From $390 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Garden 2-bedroom Unit 1 Block from the Lake and Public Transportation + Wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Consider this apartment your home away from home while you visit Chicago. It is RIGHT by the lake/park with free tennis ...
From $188 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Luxurious Andersonville Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to our stunning retreat, perfect for families or friends seeking a stylish getaway. This beautifully designed un ...
From $223 per night (USD)
VRBO
From $362 per night (USD)
Expedia
NEW! Charming 3bd Bungalow in Vibrant Andersonville ~ RA498886
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Welcome to our vintage Andersonville bungalow! Built in the 1920s, our home exudes character with original floors, windo ...
From $362 per night (USD)
Expedia
$Modern, Cozy & Chic 2 BR\/1BA Apartment in Lincoln Square\/Ravenswood, Chicago, IL$
From $211 per night (USD)
VRBO
Modern, Cozy & Chic 2 BR\/1BA Apartment in Lincoln Square\/Ravenswood, Chicago, IL
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our newly renovated apartment in the heart of Lincoln Square! This modern, cozy space features 2 bedrooms w/ ...
From $211 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Soft Palate & Warm Bricks At A Rogers Park Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open ...
From $355 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a beautifully remodeled, modern, spacious, and luxuriously furnished 3 bedroom, 2 bath private city apartment. ...
From $243 per night (USD)
VRBO
Click For Pricing
Expedia
Comfortable place in Evanston! Close to Northwestern and Loyola University.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Located on the southwest side of Evanston in a quiet neighborhood, this beautiful bi-level townhome with 2 bedrooms and ...
Click For Pricing
Expedia
From $255 per night (USD)
VRBO
Chicago Riverhouse with private fenced in oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the ...
From $255 per night (USD)
VRBO
From $358 per night (USD)
Expedia
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $358 per night (USD)
Expedia
From $292 per night (USD)
VRBO
The NICEST place in Evanston for Families 1500Main
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
No Additional Cleaning Fee! --- Fully Furnished 2-story, 2 bedroom attached Townhouse/Duplex with a new King bed in th ...
From $292 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Retro Apartment in Andersonville
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to a colorful paradise in one of Andersonville's best-kept vintage buildings. Located on the ground floor, full o ...
From $177 per night (USD)
Expedia
From $531 per night (USD)
VRBO
The Greenleaf House—Whole House
Bedrooms:
3
Bathrooms:
9
Sleeps:
12
The Greenleaf House, built in 1915, is our 3600ft² home with 6 bedrooms, 2.5 baths, & an open floor plan—perfect for gat ...
From $531 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Soft Suede and Warm Bricks at a Stylish Rogers Park Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open ...
From $286 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Residence on the Avenue. A Spacious 1700 sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined ...
From $291 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Residence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. We are a ...
From $247 per night (USD)
Expedia
From $116 per night (USD)
VRBO
Walking distance to Lake Michigan, shops and restaurants.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sky View Condo at Residence on the Avenue is a spacious 1800 sq. ft condo . This is one of our 3 rentals. The Sky Vi ...
From $116 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Modern|Aesthetic|2BR|Evanston|Next to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our apartment is located right next to the beach and a very nice path to take long walks where you can enjoy the views o ...
From $130 per night (USD)
Expedia
From $143 per night (USD)
VRBO
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $143 per night (USD)
VRBO
From $294 per night (USD)
Expedia
City Sanctuary Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our beautifully renovated 1937 print shop turned stunning 1 bedroom, 2 bathroom home located in Chicago's cha ...
From $294 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Lincolnwood Rental
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
2000 SF renovated unit is 20 minutes away from O’hare Airport & 18 min to downtown Chicago! This property has 3 bedrooms ...
From $491 per night (USD)
VRBO
$STYLISH-LOCAL-COMFY-SAFE \/ 5 night min. stay$
From $292 per night (USD)
VRBO
STYLISH-LOCAL-COMFY-SAFE \/ 5 night min. stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
-Please don't ask for less than 5 nights... we do not accept reservations under 5 nights ever.. Located in Chicago’s ...
From $292 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Amazing Edgewater 2BR, nr Lake Michigan, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Edgewater furnished two bedroom apart ...
From $164 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly updated 2 bedroom, 1 bath condo has everything you need to make your Chicago stay perfect! The home was thoug ...
From $220 per night (USD)
Expedia
From $365 per night (USD)
VRBO
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5ba condo tucked on a ...
From $365 per night (USD)
VRBO
$24\/7 Rentals$
From $202 per night (USD)
VRBO
24\/7 Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience comfort and style Since 2014, 24/7 Rentals has been offering luxury short-term apartment/loft rentals to tra ...
From $202 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Stylish Chicago Retreat, Walk to Loyola University
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Take the trip of a lifetime with friends and family when you stay at this ultimate Chicago getaway! Boasting a sophistic ...
From $344 per night (USD)
VRBO
From $167 per night (USD)
Expedia
10 minutes to the lake! Family-sized Apt with free parking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Full kitchen............................................................................................................ ...
From $167 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Lovely Near Loyola - Enjoy the Wonderful Outdoor Space and Sun Room - Room for the Whole Crew by AllSet Turnover
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to our beautiful 3 bedroom apartment just blocks from Loyola University. Fully furnished apartment with one quee ...
From $229 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Modern 3 Bedroom Home!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
3 Bedroom Home in Chicago, all queen beds, and a additional floor mattress, large living room, formal dining room, moder ...
From $141 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Relaxing City Haven
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Your cozy getaway awaits in Chicago at this fabulous house. With 3 bedrooms including 2 queen beds and 1 sofa bed, this ...
From $204 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Cozy Andersonville Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to our cozy and stylish unit in the vibrant Andersonville neighborhood of Chicago! Nestled in the heart of this ...
From $174 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Relax with the whole family or explore the city with friends at this peaceful and spacious 6 bedroom duplex conversion. ...
From $578 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Family friendly 3-bedroom apartment near parks in vibrant Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty of Chicago from this 3-bedroom apartment. This phenomenal apartment boasts 2 queen beds and 2 twin b ...
From $355 per night (USD)
Expedia
$Cozy Northside Apt near Transp, Loyola&NW, Beach, \nSep Entrance&Free Street Park$
From $166 per night (USD)
VRBO
Cozy Northside Apt near Transp, Loyola&NW, Beach, \nSep Entrance&Free Street Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
8 Blocks to the BEACH. 1 Block to Train, Bus, Rental Bikes. Parks, Golf and Tennis down the street. We look forward to ...
From $166 per night (USD)
VRBO
From $332 per night (USD)
VRBO
2BR Apartment in Andersonville Neighborhood.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 bedroom apartment in a prime location, 2 minutes from the center of Andersonville shopping and dining. Easy access to ...
From $332 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Roomy[2BR]Loyola Park-Near Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This beautiful apartment gives a peaceful and modern feel making it a place you'll never want to leave. The apartment is ...
From $292 per night (USD)
VRBO
$Convenient Location Near Loyola\/Northwestern$
From $347 per night (USD)
VRBO
Convenient Location Near Loyola\/Northwestern
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Apartment unit is conveniently located next to the Jarvis Red Line, 2 stops from Loyola and 3 miles from Northwestern. T ...
From $347 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Urban Forest Retreat -great for couples or solo travelers
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Close to Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop sits between Chicago River & Fo ...
From $334 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
La Maison Verte is a Parisian-inspired 2nd floor walk up in a traditional Chicago 2 flat with vintage charm and modern a ...
From $278 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Lovely|Cozy|Homey|2 Bed|1 Bath|
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This gorgeous apartment is perfectly located only 10 minutes from O'Hare International Airport. Close to the hospital, g ...
From $214 per night (USD)
VRBO
$Bright Edgewater 2BR w\/ Gym & Lounge, nr Red Line, by Blueground$
From $144 per night (USD)
Expedia
Bright Edgewater 2BR w\/ Gym & Lounge, nr Red Line, by Blueground
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $144 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $142 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Stylish and Comfy Studio near Loyola Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
LISTING DESCRIPTION - Welcome to your peaceful retreat near Loyola Park in Chicago! This charming studio apartment offer ...
From $168 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Chic and Cozy Getaway near Loyola Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Listing Description Welcome to your perfect retreat near Loyola Park! This stylish studio apartment offers a comfortabl ...
From $167 per night (USD)
VRBO
$Duplex Retreat near Loyola Park - 2BR\/1.5BA Haven$
From $249 per night (USD)
Expedia
Duplex Retreat near Loyola Park - 2BR\/1.5BA Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our beautifully designed duplex 2 bedroom 1.5 bath apartment near Loyola Park! This apartment features two le ...
From $249 per night (USD)
Expedia
Click For Pricing
VRBO
Lg. home by parks & lake in the heart of Evanston!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This 1st floor fully furnished condo is just 10 minutes for NWU and North Shore Hospital system. The fully equipped kitc ...
Click For Pricing
VRBO
From $168 per night (USD)
Expedia
Pet-Friendly Urban Chicago Vacation Rental Condo
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the hustle and bustle of city life when you plan a trip to Chicago, Illinois, and stay at this ideally locate ...
From $168 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Studio 1 bedroom apartment near the lake!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a stylish experience at this centrally-located place. 5-7 minute walk to the red & purple lines, & lakefront. Loc ...
Click For Pricing
VRBO
From $209 per night (USD)
Expedia
Bright Garden Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Not your mothers basement—Creating an atmosphere that is both sophisticated and inviting, this open STUDIO APT provides ...
From $209 per night (USD)
Expedia
From $683 per night (USD)
VRBO
Entire 2-flat Available- Rent both apartments!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Rent the entire building! I've combined both apartments of my two flat into one listing for large groups of families or ...
From $683 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Large Apartment great for families! Close to everything w Free Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy everything Evanston has to offer in this beautiful and clean 2 bedroom apartment. One bedroom has a king bed and t ...
From $285 per night (USD)
Expedia
From $93 per night (USD)
VRBO
Evanston-Sunny Stylish Studio apartment w hardwood floors, fenced yard & parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gorgeous vintage modern studio apartment surrounded by single-family homes on a quiet tree-lined residential block in Ev ...
From $93 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Lovely 3 Bedroom Apartment with ample street parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Your family will be close to everything when you stay at this centrally-located place near Evanston lakes. Work from Ho ...
From $120 per night (USD)
VRBO
From $298 per night (USD)
VRBO
Bright & Spacious Brick 2-Flat Great for families!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
As you step into our thoughtfully designed apartment, you'll immediately feel the warm and inviting atmosphere. The spac ...
From $298 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Oakton St. Inn - Your Chic and Spacious Retreat Welcome to the top floor of Oakton St. Inn, where sunlight ...
From $339 per night (USD)
Expedia
From $267 per night (USD)
VRBO
New apt. Spacious, with private entrance.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Wonderful remodeled Basement - apartment in a nice quiet neighborhood. With shopping centers and restaurants. - big new ...
From $267 per night (USD)
VRBO
From $409 per night (USD)
Expedia
The Lincoln Square Hideaway
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
As you walk into your private 1st floor apartment from Western Ave, you’ll be greeted by a stunning wide-open great room ...
From $409 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Book Your Fall or Winter Vacay Here Beautiful & Quiet Unit Chicago - SuperHost!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come and play in Chicago this fall and book yourself in our beautiful Rogers Park is a unit - newly rehabbed (2023) apa ...
From $229 per night (USD)
VRBO
From $152 per night (USD)
VRBO
Modern Apartment on Quiet Street in Andersonville
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Remodeled, spacious private apartment in Andersonville, the coolest neighborhood in the US, according to TimeOut magazin ...
From $152 per night (USD)
VRBO
Click For Pricing
VRBO
Private Coach house near Lincoln Square!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville ...
Click For Pricing
VRBO
From $236 per night (USD)
Expedia
Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Vintage City Chic: The Artist's Haven, where timeless elegance meets artistic inspiration in a meticulously r ...
From $236 per night (USD)
Expedia
From $890 per night (USD)
VRBO
EVANSTON whole building, 2 units combined sleeps 14, 5 bed 5 bath
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Discover modern luxury in this 5-bed, 5-bath 2 unit building adorned with captivating mid-century modern decor. The inte ...
From $890 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Spacious home w Chef’s Kitchen, Natural Light, Open Floor Plan, Ideal for Groups
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our Remodeled 3 Bedroom, 3-Bathroom Family Home in the Heart of East Rogers Park on the North side of Chicago ...
From $557 per night (USD)
Expedia
From $253 per night (USD)
VRBO
100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to this thoughtfully preserved 110 year old, original Chicago brick home, just 3 blocks from the Lake Michigan s ...
From $253 per night (USD)
VRBO
$Stylish, Bright Garden-Level Apt w\/ Fireplace$
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Expedia
Stylish, Bright Garden-Level Apt w\/ Fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Modern comfort meets laid-back digs at this serene 1-bedroom, 1-bathroom Chicago vacation rental. This well-appointed ap ...
Click For Pricing
Expedia
From $162 per night (USD)
VRBO
Cute and Cozy 2 Bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy Classic decor in a spacious two bedroom one bathroom. Large eat-in kitchen and laundry in the basement! Tony's gro ...
From $162 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Cute, Cozy, Elegant Budlong Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Book with us and enjoy classic charm and elegant décor located in the Budlong woods neighborhood. Experience a great nig ...
From $132 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Comfy Garden Suite in Andersonville
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A comfortable garden unit in a well cared for 3-flat, in a wonderful and safe neighborhood. Easy access to the lake fro ...
From $166 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Great Evanston Home- great for traveling families! Parking Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This home has 3 bedrooms, 4 beds, and can accommodate up to 8 guests comfortably. There is 1 king bed, 1 queen bed and 2 ...
From $285 per night (USD)
Expedia
From $285 per night (USD)
VRBO
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
If you enjoy the holidays, this is the place to be! This amazing property is perfect at any time of the year; however, ...
From $285 per night (USD)
VRBO
$3 BR \/ 2 BTH unit steps to the beach and close to Loyola$
From $282 per night (USD)
Expedia
3 BR \/ 2 BTH unit steps to the beach and close to Loyola
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Amazing lake views from 2 outdoor spaces! This spacious 3 bedroom, 2 bath unit has a front balcony with plenty of seati ...
From $282 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Cute new Garden unit located between Andersonville and Lincoln Square , Chicago.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Large and quiet 1 bedroom 1 bathroom Garden unit located in a typical Chicago 2 flat building type. We are exactly betw ...
From $246 per night (USD)
VRBO
$Cozy 2BR\/1BA Garden Apartment Near Lincoln Square$
From $158 per night (USD)
Expedia
Cozy 2BR\/1BA Garden Apartment Near Lincoln Square
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Experience top quality in a spacious garden-level apartment during your next visit to Chicago. This garden (basement) le ...
From $158 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Indulge in the city life when you stay at this 2-bedroom, 1-bathroom vacation rental! This condo is the perfect place to ...
From $186 per night (USD)
VRBO
From $179 per night (USD)
Expedia
VintageLoversEscape|Homey|Stylish1BR|CloseToBeach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Conveniently located in the heart of Chicago's most popular northernmost neighborhood. The location is perfect and minut ...
From $179 per night (USD)
Expedia

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Results: 107 Rentals