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

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 $308 per night (USD)
VRBO
The NICEST place in Evanston for Families 1500Main
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
No Additional Cleaning Fee! --- Fully Furnished 2-story, 2 bedroom attached Townhouse/Duplex with a new King bed in th ...
From $308 per night (USD)
VRBO
From $592 per night (USD)
VRBO
The Greenleaf House—Whole House
Bedrooms:
2
Bathrooms:
7
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 $592 per night (USD)
VRBO
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Expedia
Comfortable place in Evanston! Close to Northwestern and Loyola University.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located on the southwest side of Evanston in a quiet neighborhood, this beautiful bi-level townhome with 2 bedrooms and ...
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Expedia
From $451 per night (USD)
VRBO
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Oakton St. Inn - Your Chic and Spacious Retreat Welcome to the top floor of Oakton St. Inn, where sunlight ...
From $451 per night (USD)
VRBO
From $463 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, ope ...
From $463 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
3
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 $316 per night (USD)
VRBO
From $264 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 $264 per night (USD)
Expedia
From $372 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 $372 per night (USD)
VRBO
From $422 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, ope ...
From $422 per night (USD)
Expedia
From $345 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 $345 per night (USD)
VRBO
From $217 per night (USD)
Expedia
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 $217 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
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VRBO
From $366 per night (USD)
Expedia
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 $366 per night (USD)
Expedia
From $435 per night (USD)
VRBO
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 $435 per night (USD)
VRBO
From $295 per night (USD)
Expedia
100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to this thoughtfully preserved 110 year old, original Chicago brick home, just 3 blocks from the Lake Michigan s ...
From $295 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Lovely 3 Bedroom Apartment with ample street parking
Bedrooms:
1
Bathrooms:
3
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 $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 $298 per night (USD)
VRBO
Up to 8 Spacious lovely Chicago-style 3BDR 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 $298 per night (USD)
VRBO
From $197 per night (USD)
Expedia
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 $197 per night (USD)
Expedia
From $314 per night (USD)
VRBO
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 $314 per night (USD)
VRBO
From $181 per night (USD)
Expedia
King Bed, Personal Parking & In-Unit Laundry!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Couples, business trips, friends, small families…Welcome! Located in quiet West Ridge, this is a garden/basement unit w ...
From $181 per night (USD)
Expedia
From $93 per night (USD)
VRBO
Sunny Evanston Studio: Stylish Decor, Hardwood Floors, Fenced Yard & Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover The Dobson—a meticulously restored vintage brick building nestled in a tree-lined Evanston neighborhood. This t ...
From $93 per night (USD)
VRBO
From $358 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 $358 per night (USD)
Expedia
From $249 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 $249 per night (USD)
VRBO
From $217 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 $217 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Cozy 2BR/1BA Garden Apartment Near Lincoln Square
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience top quality in a spacious garden-level apartment during your next visit to Chicago. This garden (basement) le ...
From $174 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Bedrooms:
1
Bathrooms:
2
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 $226 per night (USD)
Expedia
From $174 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 $174 per night (USD)
VRBO
From $172 per night (USD)
Expedia
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 $172 per night (USD)
Expedia
From $323 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 $323 per night (USD)
VRBO
From $352 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 $352 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Northside FAMLYNEST - Lincoln Sq - 4BR/1.5BA/2P - Rare find
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
It is located in the tranquil Lincoln Square, Chicago's safest neighborhood. This 4-bedroom townhome, perfect for famili ...
From $368 per night (USD)
VRBO
From $305 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 $305 per night (USD)
Expedia
From $515 per night (USD)
VRBO
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
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 $515 per night (USD)
VRBO
From $387 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 $387 per night (USD)
VRBO
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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 $184 per night (USD)
Expedia
Modern, 2-bedroom apt., 15 minute drive to Lake Michigan, FREE parking spot.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the perfect urban oasis in the heart of West Ridge, Chicago. This new-construction 2-bedroom apartment offers a ...
From $184 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious home 15 minutes N of downtown Chicago
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
You/ Your family will be close to everything when you stay at this centrally-located home. Enjoy a home made meal in the ...
Click For Pricing
VRBO
From $364 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 $364 per night (USD)
Expedia
From $330 per night (USD)
VRBO
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 $330 per night (USD)
VRBO
From $296 per night (USD)
Expedia
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 $296 per night (USD)
Expedia
From $141 per night (USD)
VRBO
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 si ...
From $141 per night (USD)
VRBO
From $82 per night (USD)
Expedia
First Floor Brownstone Newly Renovated
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious, open air design in Rogers Park with 2 bedrooms and open kitchen dinning area. Living room and front sunroom ar ...
From $82 per night (USD)
Expedia
From $316 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 $316 per night (USD)
VRBO
From $1709 per night (USD)
VRBO
Evanston Historic Italianate - Walk to the Beach, 20 min to downtown Chicago!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Fully renovated in 2022, this Historic District, 150 year old home was designed for modern family living while preservin ...
From $1709 per night (USD)
VRBO
Click For Pricing
VRBO
Amazing Edgewater 2BR, nr Lake Michigan, by Blueground
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Edgewater Beach furnished two bedroom ...
Click For Pricing
VRBO
From $273 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 thou ...
From $273 per night (USD)
Expedia
From $253 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 $253 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Urban Chicago Vacation Rental Condo Near Beach!
Bedrooms:
1
Bathrooms:
2
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 $194 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 ...
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VRBO
From $401 per night (USD)
VRBO
STYLISH-LOCAL-COMFY-SAFE 5 night min.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Conveniently located in Chicago to all of Chicago. Located in Chicago’s Andersonville & Edgewater area. Down the stre ...
From $401 per night (USD)
VRBO
From $165 per night (USD)
VRBO
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 $165 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Soft Leather and Warm Bricks at a Stylish Rogers Park Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Meet NEW and CHARM with exposed brick, dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, ope ...
From $460 per night (USD)
Expedia
Click For Pricing
VRBO
2 Bed 2 Bath Condo/Rogers Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space This stylish and spacious 2 Bed, 2 bath condo is perfect for long term stays. It has everything you nee ...
Click For Pricing
VRBO
From $227 per night (USD)
Expedia
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover Chicago's charm in this newly designed 2-bedroom condo! Located a few blocks away from the heart of Lincoln Sq ...
From $227 per night (USD)
Expedia
$PROMO 10% WEEKLY AND 15% MONTHLY \nNear Northwestern, Beaches Parking Fenced Yard$
From $346 per night (USD)
VRBO
PROMO 10% WEEKLY AND 15% MONTHLY \nNear Northwestern, Beaches Parking Fenced Yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Discover the perfect blend of comfort and convenience in our 4-bedroom, 2.5-bathroom house near Northwestern University, ...
From $346 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 $181 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 $181 per night (USD)
VRBO
From $368 per night (USD)
Expedia
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 $368 per night (USD)
Expedia
From $215 per night (USD)
VRBO
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 $215 per night (USD)
VRBO
From $235 per night (USD)
Expedia
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 $235 per night (USD)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $282 per night (USD)
Expedia
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 $282 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
Bedrooms:
1
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 $324 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
From $288 per night (USD)
VRBO
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come & play in Chicago and book yourself the best Rogers Park unit - newly rehabbed (2023) apartment (in a two flat bui ...
From $288 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $1207 per night (USD)
VRBO
EVANSTON whole building, 2 units combined sleeps 12, 5 bed 5 bath
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Discover modern luxury in this 5-bed, 5-bath 2 unit building adorned with captivating mid-century modern decor. The inte ...
From $1207 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Stylish Chicago Retreat: Walk to Loyola University
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Take the trip of a lifetime with friends and family when you stay at this ultimate Chicago getaway! Boasting a sophistic ...
From $419 per night (USD)
Expedia
From $176 per night (USD)
VRBO
10 minutes to the lake! Family-sized Apt with free parking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Full kitchen............................................................................................................ ...
From $176 per night (USD)
VRBO
From $606 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 $606 per night (USD)
Expedia
From $428 per night (USD)
VRBO
The Lincoln Square Hideaway
Bedrooms:
1
Bathrooms:
2
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 $428 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w/parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Explore The Greenhouse Inn in Evanston! A 3-bed, 3-bath duplex for 6 guests with 2 kitchens, in-unit laundry, and parkin ...
From $515 per night (USD)
Expedia
From $148 per night (USD)
VRBO
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)
VRBO
From $281 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 $281 per night (USD)
Expedia
From $262 per night (USD)
VRBO
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 $262 per night (USD)
VRBO
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Expedia
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
Expedia
From $519 per night (USD)
VRBO
Haus Of Hues: MDRN Bright Peaceful Private Apt
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Peaceful and centrally-located, this flat is the perfect place to relax with the whole family or explore the city with f ...
From $519 per night (USD)
VRBO
From $284 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 $284 per night (USD)
Expedia
From $350 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 $350 per night (USD)
VRBO
From $961 per night (USD)
Expedia
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
Bedrooms:
3
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 $961 per night (USD)
Expedia
$Cozy Northside Apt near Transp, Loyola&NW, Beach, \nSep Entrance&Free Street Park$
From $183 per night (USD)
VRBO
Cozy Northside Apt near Transp, Loyola&NW, Beach, \nSep Entrance&Free Street Park
Bedrooms:
1
Bathrooms:
1
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 $183 per night (USD)
VRBO
From $193 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 $193 per night (USD)
Expedia
From $572 per night (USD)
VRBO
NEW! Charming 3bd Bungalow in Vibrant Andersonville by AllSet Turnover
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to our vintage Andersonville bungalow! Built in the 1920s, our home exudes character with original floors, wind ...
From $572 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Lovely Near Loyola - Enjoy the Wonderful Outdoor Space and Sun Room - Room for the Whole Crew by AllSet Turnover
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to our beautiful 3 bedroom apartment just blocks from Loyola University. Fully furnished apartment with one que ...
From $304 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Spacious 4BR/2BA – Private Sun Deck In Chicago
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Nestled in the Edgewater neighborhood of Chicago, @TheDreamRentals Skyline Escape is the perfect jumping off po ...
From $498 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Large 4 bedroom apartment in Roger’s Park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our charming and elegantly updated 4BD/2BA duplex apartment in Rogers Park! Boasting the charms of a 100 ye ...
From $331 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Chic studio in Loyola University with WiFi, fitness room, steps from the lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Chicago, this charming apartment offers a superb living experience. With a cozy living room featuring a queen ...
From $211 per night (USD)
VRBO
From $103 per night (USD)
Expedia
Walk to Devon Avenue & Warren Park: Chicago Apt!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pet Friendly w/ Fee | Complimentary Snacks | 2 Mi Loyola University Nestled in Chicago's West Ridge neighborhood, with ...
From $103 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Chic 2-bedroom apartment in beautiful Rogers Park with WiFi & EV Charger
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to my home! Forget your worries in this spacious and serene space. I have spent the last few months remodeling ...
From $292 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Home w/ Fenced Yard: 13 Mi to Downtown Chicago!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Pet Friendly w/ Fee | Quiet Surroundings Gather loved ones and furry friends and retreat to this inviting 3-bedroom, 2- ...
From $225 per night (USD)
Expedia
From $700 per night (USD)
VRBO
Gracious, spacious vintage home in a terrific neighborhood near the lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A house with real character and color. Filled with art, much by the artist who lives in it. Lots of warm oak floors and ...
From $700 per night (USD)
VRBO
Click For Pricing
Expedia
Minimalist Aesthetic apartment with WiFi in vibrant Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Consider this apartment your home away from home while you visit Chicago. This terrific space features a cozy bedroom wi ...
Click For Pricing
Expedia
From $281 per night (USD)
VRBO
Charming 3-bedroom townhome with Central AC and WiFi in lovely Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to this cool townhome in Chicago. This fabulous rental features 3 bedrooms - one with a queen bed and two with t ...
From $281 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Beautifully Renovated 2/2 with parking, in unit laundry, king bed, brand new!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2BR/2BA Retreat in West Ridge, Chicago! Stay in this newly renovated, stylish apartment with modern finishes, op ...
From $254 per night (USD)
Expedia
From $291 per night (USD)
VRBO
*The JewelBox* Quiet 3-Bed Townhouse
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Your cozy getaway awaits in Chicago at this townhome. With 3 nice bedrooms featuring queen beds, 1 bathroom with a showe ...
From $291 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Lakeside Spacious Serenity: 1BR/1BA near LoyolaPark
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this 1BR apartment near the beautiful Loyola Park! This bright and comfortable space is perfect for adventure ...
From $303 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Breathtaking 2BR Near Lake Michigan in Evanston
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Requires walking up 2 flights of stairs. Discover this charming apartment in the heart of Evanston, just steps from Lake ...
From $342 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Wanderlust Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in Evanston, enjoy what this 2-bedroom cottage has to offer. With 2 queen beds, heating, WiFi, a hair dryer, an ...
From $204 per night (USD)
VRBO

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Results: 163 Rentals