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

Edgewater (Chicago) Rentals

From $157 per night (USD)
VRBO
Wonderful Edgewater 1BR w/ Patio Deck & Gym, near lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach. It’ll be easy to simply show up and st ...
From $157 per night (USD)
VRBO
From $572 per night (USD)
Expedia
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)
Expedia
From $456 per night (USD)
VRBO
Andersonville Charming 3 Bedroom/2 Bath House with Family Room plus Yard & Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Andersonville - voted the 2nd best neighborhood in the world in 2021 by Time Out - this fully FURNISHED singl ...
From $456 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Cozy studio in Andersonville Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This newly constructed studio offers a stylish, modern space just steps from Clark Street—home to some of the best resta ...
From $173 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Luxurious 3 Bedroom Apartment in Chicago
Bedrooms:
1
Bathrooms:
3
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 $201 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Serene 3-bedroom apartment in Chicago
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 $262 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Stylish and Roomy 2BR in Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy plenty of space to relax in this cozy, well-appointed home featuring comfy bedrooms, a fully stocked kitc ...
From $219 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Deluxe 1BR Near Shops & Cafés
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy the perfect blend of comfort and location in this stylish 1-bedroom apartment. Featuring a cozy living sp ...
From $237 per night (USD)
Expedia
From $385 per night (USD)
VRBO
North Chicago Spacious Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Summary: Ready to stay in CHARMING Chicago? Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 4 bedrooms, and is step ...
From $385 per night (USD)
VRBO
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 $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
From $80 per night (USD)
Expedia
Sleek Edgewater 1BR w/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Edgewater Beach furnished one bedroo ...
From $80 per night (USD)
Expedia
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 $150 per night (USD)
Expedia
Deluxe Edgewater 1BR w/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $150 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 $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
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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 $116 per night (USD)
VRBO
Classic Edgewater 1BR w/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Edgewater Beach furnished one bedroom ...
From $116 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 $84 per night (USD)
VRBO
Bright Edgewater 1BR w/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Edgewater Beach furnished one bedroom ap ...
From $84 per night (USD)
VRBO
From $291 per night (USD)
Expedia
*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)
Expedia
From $266 per night (USD)
VRBO
Bright & Modern Apt | Steps to Lake, Train, Food
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is the ideal location for your trip to Chicago! Steps from the Red Line Train, Foster Beach, Lake Shore Drive, Lake ...
From $266 per night (USD)
VRBO
Click For Pricing
Expedia
Terrific Edgewater 1BR w/ Fitness Center, Lounge & W/D, by Bluedground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Edgewater Beach furnished one bedro ...
Click For Pricing
Expedia
From $193 per night (USD)
VRBO
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)
VRBO
From $174 per night (USD)
Expedia
Beautiful Newly Renovated 3BR/2BA in the Heart of Andersonville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the unparalleled comfort and style of this brand-new, fully renovated 3-bedroom, 2-bathroom condo nestled in ...
From $174 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Stunning New Renovation 1BR/1BA in Andersonville
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Requires climbing an 8 step staircase to unit. Welcome to your charming 1BR|1BA retreat in the heart of Andersonville! T ...
From $387 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Cozy apartment with AC and WiFi in awesome Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Chicago apartment boasts 1 inviting bedroom with a cozy queen bed. The bathroom comes equipped with a hair dryer fo ...
From $304 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Modern Vintage Charm in Historic Neighborhood
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on a tree-lined street, just a block from restaurants, bars, and shops you will enjoy easy access to one of Chic ...
From $184 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Tranquil 2-bedroom in amazing Andersonville, cultural hub of entertainment
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Chicago like a local in this 2-bedroom apartment. This fabulous rental features 1 full bed and 2 twin beds, p ...
From $285 per night (USD)
Expedia
From $384 per night (USD)
VRBO
North Chicago Home Su
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Summary: Ready to stay in CHARMING Chicago? Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 4 bedrooms, and is step ...
From $384 per night (USD)
VRBO
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 $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 $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 $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 $1059 per night (USD)
VRBO
Historic Edgewater Home Steps to the Beach
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
*Reduced new listing price February-March* This 6-bedroom, 3.5 bath home is full of Chicago charm. The house was built ...
From $1059 per night (USD)
VRBO
From $80 per night (USD)
VRBO
Stylish Edgewater 1BR w/ Gym, Deck & Lounge, nr L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach with views over the city. It’ll be easy ...
From $80 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 $379 per night (USD)
VRBO
Spacious 3BR in Andersonville - Just off Clark St
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy local living on the 1st floor of our classic Chicago 2-flat with modern touches and free street parking. Our locat ...
From $379 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Private Gem, quiet street in Andersonville -1 bedroom + sofa bed + easy parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This newly renovated, private 1-bedroom garden apartment is located on a quiet residential block in Andersonville's Lake ...
From $333 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Hip Edgewater 2BR w/ Patio Deck, near Beach & Red Line, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Edgewater Beach. It’ll be easy to simply show up and st ...
From $313 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful corporate housing 4 bed; full utilities; charming&quaint!
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Beautifully furnished and equipped for easy living. Weekly or bi-weekly house cleaning can be arranged for a fee. It w ...
Click For Pricing
Expedia
From $379 per night (USD)
VRBO
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our charming three-bedroom duplex in trendy Andersonville is steps to Foster beach, antique shopping and so many food o ...
From $379 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 $78 per night (USD)
VRBO
Luxe Edgewater Studio w/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach with views over the city. It’ll be easy ...
From $78 per night (USD)
VRBO
From $77 per night (USD)
Expedia
Ideal Edgewater 1BR w/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Edgewater Beach furnished one b ...
From $77 per night (USD)
Expedia
From $98 per night (USD)
VRBO
Modern Edgewater 1BR w/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach with views over the city. It’ll be easy ...
From $98 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Hip Edgewater Studio w/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach with views over the city. It’ll be easy ...
From $114 per night (USD)
Expedia
$Vintage Chicago Gem: The Rockwell Retreat\n$
From $3482 per night (USD)
VRBO
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)
VRBO
From $1116 per night (USD)
VRBO
-Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Have fun with the whole family at this stylish place. Your family will be close to everything when you stay at this cent ...
From $1116 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Delightful 1BR Apt in Ravenswood
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Discover a one-of-a-kind escape in this uniquely styled 1-bedroom apartment. With modern design, cozy furnishin ...
From $202 per night (USD)
VRBO
From $203 per night (USD)
Expedia
1BR Chic & Sunny Place
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Feel at home in our furnished 1-bedroom with a comfy living room, full kitchen, and private bath. Everything yo ...
From $203 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Sunlit Studio with City Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Bask in natural light at Sunlit Studio with City Charm a thoughtfully designed space tucked in the heart of the ...
From $189 per night (USD)
VRBO
From $255 per night (USD)
Expedia
3BR Spacious Apartment in Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Spacious 3BR/1BA home in vibrant Rogers Park—perfect for up to 6 guests. Enjoy 900 sq ft of bright, comfortable ...
From $255 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Cozy & Furnished 2BR Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Fully furnished 2-bedroom with all the comforts you need for a great stay. The Space: A fully furnished 2-bedr ...
From $215 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Nice 1BR Spot, Unwind & Relax
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Simple, cozy space to relax. Fully furnished and ready for your stay. The Space: Enjoy a comfy and convenient ...
From $199 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Bright 1BR Classic Chicago Feel
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Kick back and stay a while in this 1-bedroom apartment that brings old-school Chicago charm with just the right ...
From $232 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Spacious 2BR Near Dining & Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy our 2-bedroom apartment that is perfectly located near a variety of dining spots and shops, offering both ...
From $215 per night (USD)
Expedia
From $181 per night (USD)
VRBO
1BR Apartment in Rogers Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy a stylish experience at this centrally-located place. The Space: Welcome to our 1-bedroom apartment in R ...
From $181 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Roomy 3BR Apartment near Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Bring the whole family to this spacious and welcoming 3BR home—perfect for making memories together. With comfy ...
From $237 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Homey 1BR Space Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A modern and fully furnished 1-bedroom apartment designed with stylish, carefully curated touches that create a ...
From $197 per night (USD)
VRBO
From $213 per night (USD)
Expedia
2BR Getaway - Comfy & Ready
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Our 2-bedroom apartment is fully furnished and set up for a comfy stay—living room to lounge, kitchen to cook, ...
From $213 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Cute 1BR in Heart of Lincoln Sq
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Cute apartment near Lincoln Square shops and restaurants. Lively area near public transportation. Near the lake ...
From $197 per night (USD)
VRBO
From $199 per night (USD)
Expedia
1BR Pad with Homey Feel
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our place features a cozy bedroom, a comfortable living room perfect for relaxing, a fully equipped kitchen for ...
From $199 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Lovely 2BR Apartment with Equipped Kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Bright and comfy 2BR/1BA in the heart of Rogers Park—perfect for small groups or families. Each bedroom has a c ...
From $230 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Cozy 1BR Apt in Rogers Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy a stylish experience at this centrally-located place. The Space: Located on the 2nd floor (please note: ...
From $198 per night (USD)
Expedia
From $257 per night (USD)
VRBO
3BR Sunny & Cozy Unit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Enjoy the comfort of this fully furnished 3-bedroom apartment, complete with all the essentials for daily livin ...
From $257 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Elegant 2BR Apartment w/ In-Unit Laundry
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your stylish Uptown escape! This bright 2BR/2BA is perfect for families, friends, or work trips. Wit ...
From $229 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Andersonville Charming 3 Bedroom/2 Bath House with Family Room plus Yard & Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Andersonville - voted the 2nd best neighborhood in the world in 2021 by Time Out - this fully FURNISHED sing ...
From $279 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Central 1BR Retreat – Cozy & Inviting Near Loyola
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover a cozy 1BR/1BA just steps from Loyola University and Lake Michigan! This charming unit offers a blend of comfor ...
From $208 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Chic 2BR Getaway Queen Beds Fast WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your home away from home! This comfy apartment offers an inviting and cozy atmosphere, making it the perfect ...
From $239 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Cozy Retreat, Prime Location Near Loyola & Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy the ideal mix of comfort and convenience in this cozy 1BR/1BA Airbnb, just steps from Loyola University and Lake M ...
From $149 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Loyola Lookout – Sporty 3BR Apt Steps from Loyola & Lake w/ Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sporty Style Meets City Comfort – Steps from Loyola, the Lake & the L! Welcome to your home base in Chicago’s vibrant Ro ...
From $399 per night (USD)
VRBO
From $978 per night (USD)
VRBO
Ultra Modern Luxury - New Construction 4 Bedrooms
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New Listing! New Construction! Ultra modern 2500 SF+ Four Bedroom Duplex Condo in the heart of Chicago’s Uptown/ Edgewa ...
From $978 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Cozy 3BR with Parking Easy Access Lake Shore Dr
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Discover the hidden gems and welcoming atmosphere of Chicago's West Ridge neighborhood when you stay at this centrally-l ...
From $300 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Blissful Chicago Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a beautiful apartment only a short walk away from Clark street which features amazing nightlife and some of the ...
From $230 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Great Location-Beautiful Friendly Andersonville Neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
City of Chicago Vacation LICENSE NO.: 2209341 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful t ...
From $216 per night (USD)
VRBO
From $616 per night (USD)
VRBO
Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Live like a local in one of Chicago’s best neighborhoods at a top rated property! Located in a family-owned boutique bui ...
From $616 per night (USD)
VRBO
From $309 per night (USD)
VRBO
✨|Beautiful|Comfy|1br|✨LincolnSq.|Near Wrigley| ✨
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $309 per night (USD)
VRBO
From $397 per night (USD)
Expedia
✨Rustic Studio Apartment Heart of Lincoln Square✨
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $397 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Inviting Stylish Home with Covered Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The residence features a subtle boho-chic inspired aesthetic, rustic wood furnishings, a breakfast bar, an open-plan mai ...
From $398 per night (USD)
VRBO
From $394 per night (USD)
Expedia
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $394 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 $409 per night (USD)
Expedia
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of Chicago's premier entertainment district • Walk Score 93 (“Walker’s Paradise”) • Free street par ...
From $409 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Dreamy Uptown 1BR w/ Gym, Rooftop Pool, 2 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Uptown. It’ll be easy to simply show up and start livin ...
From $95 per night (USD)
VRBO
From $322 per night (USD)
VRBO
❤️ Spacious and Airy Apartment With Parking On Site!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $322 per night (USD)
VRBO
From $219 per night (USD)
VRBO
The Bright Retreat in Andersonville
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the heart of Andersonville when you book this bright, newly renovated condo. The home is one block from Clark St ...
From $219 per night (USD)
VRBO
From $610 per night (USD)
VRBO
3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Live like a local in one of Chicago’s best neighborhoods! Located in a family-owned boutique building in the vibrant and ...
From $610 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
From $277 per night (USD)
VRBO
Spacious 2-BR Condo + Free On-Site Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $277 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Best Lincoln Square Location - Spacious 2 bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming apartment in an updated 1800s beautiful brick building. Located in the heart of Chicago's Lincoln Square neighb ...
From $290 per night (USD)
VRBO
From $1481 per night (USD)
Expedia
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Bedrooms:
3
Bathrooms:
6
Sleeps:
21
Time Out magazine calls us one of the Best Chicago Rentals! HUGE mansion with six bedrooms, two living rooms, and four ...
From $1481 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 ...
Click For Pricing
VRBO
From $1006 per night (USD)
Expedia
Only Urban Beach House in Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chicago’s ONLY Urban Beach House combines the best of beach life and urban life! Perfect for couples, students, faculty, ...
From $1006 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Majestic Modern Style|13 mins DT|4 mins Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $221 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $221 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Chic apartment with fitness room and AC in beautiful Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Chicago at this awesome apartment. This adorable space features a living room with a comfy q ...
From $311 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Elegant Hideaway in the Heart of Andersonville
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This beautifully designed hideaway is just a block away from the heart of Andersonville. The spacious interior provides ...
From $282 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Sunny Studio in Heart of Ravenswood
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Stay at this bright and cozy studio on N Ashland Ave! Walk to iconic spots like the Green Mill, Montrose Beach, ...
From $191 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Private 2BR/2BA Suites, Desk, Kitchenette, Lake Access, Morse CTA, Loyola Campus
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your exceptional Chicago getaway, perfectly situated in the vibrant and charming Rogers Park neighborhood! Th ...
From $215 per night (USD)
Expedia

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Results: 154 Rentals