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

Uptown (Chicago) Rentals

$Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, by Blueground$
From $157 per night (USD)
VRBO
Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, 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 $157 per night (USD)
VRBO
$Walk to Wrigley Field\/Monthly Discounts Available$
From $160 per night (USD)
Expedia
Walk to Wrigley Field\/Monthly Discounts Available
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
My place is close to Wrigley Field, the Metro, Smart Bar, Uncommon Ground, Lakeview, Wrigleyville. You'll love my place ...
From $160 per night (USD)
Expedia
$Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground$
From $143 per night (USD)
VRBO
Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with high floor views over the city. It’ll be ...
From $143 per night (USD)
VRBO
From $199 per night (USD)
Expedia
✨|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 $199 per night (USD)
Expedia
From $249 per night (USD)
VRBO
✨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 $249 per night (USD)
VRBO
From $666 per night (USD)
Expedia
Home Near Wrigley *Free Parking & Pet Friendly!*
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Located in the vibrant neighborhood of North Center, this stunning home offers the perfect blend of relaxation and enter ...
From $666 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Soaring, Dramatic, & Spacious Wrigley Loft with Rooftop, Fireplace, BBQ Grill!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
You will seriously LIVE IT UP & say WOW in this unique huge Lofted space with Fireplace, Rooftop, and BBQ Grill in the m ...
From $393 per night (USD)
VRBO
$Wrigley Oasis! Steps from the Field! - 3DR\/1BA$
From $455 per night (USD)
VRBO
Wrigley Oasis! Steps from the Field! - 3DR\/1BA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
***COVID-19 RESTRICTIONS: Due to COVID-19 Restrictions by the City of Chicago, no more than 6 guests can be on the premi ...
From $455 per night (USD)
VRBO
From $460 per night (USD)
VRBO
5 Bedroom Wrigleyville experience right by stadium
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Located on a peaceful side street of Wrigleyville, this private duplexed apartment is a unique blend of family friendly ...
From $460 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Charming 1 Bedroom entire Apartment - 1 Mile from Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wonderful and spacious 1 bedroom apartment in the Northside of Chicago. Strong WiFi for your business and viewing. Right ...
From $143 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Charming|Comfortable|1BR|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 $175 per night (USD)
VRBO
$\Holy Cow\! 4bed 4bath Duplex Penthouse w\/ 3,000 sqft Private Roof-Deck!$
From $775 per night (USD)
VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w\/ 3,000 sqft Private Roof-Deck!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $775 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
$Modern Lakeview 1BR w\/ W\/D, nr Lakefront, by Blueground$
From $124 per night (USD)
Expedia
Modern Lakeview 1BR w\/ W\/D, nr Lakefront, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $124 per night (USD)
Expedia
$Serene Lakeview 1BR w\/ W\/D, nr Wrigley Field, by Blueground$
From $168 per night (USD)
VRBO
Serene Lakeview 1BR w\/ W\/D, nr Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $168 per night (USD)
VRBO
From $713 per night (USD)
VRBO
Eddy House, Roscoe Village Hideaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Steps away from Roscoe Village dining & shopping and a short train to the Mag Mile. Enjoy the best Chicago has to offer ...
From $713 per night (USD)
VRBO
$Sleek Lakeview 1BR w\/ W\/D, nr Belmont L, by Blueground$
From $163 per night (USD)
VRBO
Sleek Lakeview 1BR w\/ W\/D, nr Belmont L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $163 per night (USD)
VRBO
$Stylish Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground$
From $169 per night (USD)
Expedia
Stylish Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $169 per night (USD)
Expedia
$Airy Lakeview 1BR w\/ W\/D, nr L Stop & Wrigley Field, by Blueground$
From $131 per night (USD)
VRBO
Airy Lakeview 1BR w\/ W\/D, nr L Stop & Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Lakeview furnished one bedroom apar ...
From $131 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 $792 per night (USD)
VRBO
Wrigley 2 bedroom 2 bath with free parking & yard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: My home is a very large 2 bedroom 2 bath condo 3 blocks (6 minute stroll) from Wrigley Field. It's 20 minutes ...
From $792 per night (USD)
VRBO
$Upscale Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground$
From $124 per night (USD)
Expedia
Upscale Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $124 per night (USD)
Expedia
$Fantastic Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, by Blueground$
From $104 per night (USD)
VRBO
Fantastic Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $104 per night (USD)
VRBO
$Classic Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $111 per night (USD)
Expedia
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 furnished one bedroom apartm ...
From $111 per night (USD)
Expedia
$Charming Lakeview 1BR w\/ W\/D, nr L Stop & Lake, by Blueground$
From $145 per night (USD)
VRBO
Charming Lakeview 1BR w\/ W\/D, nr L Stop & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $145 per night (USD)
VRBO
$Luxe Lakeview 1BR w\/ Gym & Grills, nr Lakefront Trail, by Blueground$
From $154 per night (USD)
Expedia
Luxe Lakeview 1BR w\/ Gym & Grills, nr Lakefront Trail, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $154 per night (USD)
Expedia
From $1110 per night (USD)
VRBO
Paris Chic, walk to Wrigley, Lake, Southport, Parking included
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
All white, bright, renovated vintage city cottage. Romantic french flea market style on all 3 floors. Professional chef' ...
From $1110 per night (USD)
VRBO
$Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-parking!$
From $268 per night (USD)
Expedia
Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy your stay in this 3-BR/2-bath vintage duplex unit located on a serene, residential side street walking distance to ...
From $268 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Apartment on Clark in Wriglleyvile
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous 2 bedroom, 1.5 bathrooms in the heart of Wrigleyville. This property comes with all furnishings. Soft cotton sh ...
From $109 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Bright Modern 4Bd 2Ba in the Heart of Wrigleyville by AllSet Turnover
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
**Hosting 32+ Nights** Immerse yourself in the heartbeat of Wrigleyville! My spacious 4 bed condo is nestled right in t ...
From $191 per night (USD)
Expedia
$Wrigley\/Lakeview Gem- Walk to Wrigley Field\/ Parking available!$
From $226 per night (USD)
VRBO
Wrigley\/Lakeview Gem- Walk to Wrigley Field\/ Parking available!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
GO CUBS GO!! Just renovated and less than a block from iconic Wrigley Field is a cozy 1 BR garden unit. Home to the Cubs ...
From $226 per night (USD)
VRBO
$Wrigley Penthouse w\/Private Roof Deck and Parking$
From $317 per night (USD)
Expedia
Wrigley Penthouse w\/Private Roof Deck and Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our stunning 3-bedroom, 2.5-bath penthouse located just two blocks away from the iconic Wrigley Field. This u ...
From $317 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Spacious Lakeview Hideway with Parking!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Fall in love with the Cubs fervor, Boystown, iconic eats, and local spots of Chicago from this 4-bedroom, 2-bath vacatio ...
From $272 per night (USD)
VRBO
$Chic Urban Retreat Near Wrigley Field w\/Parking$
From $360 per night (USD)
Expedia
Chic Urban Retreat Near Wrigley Field w\/Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our stylish 2-bedroom, 2-bathroom condo nestled in the Lakeview/Southport neighborhood, the vibrant heart of ...
From $360 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Wrigleyville Suites Room 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $187 per night (USD)
VRBO
From $204 per night (USD)
Expedia
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)
Expedia
From $174 per night (USD)
VRBO
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)
VRBO
From $141 per night (USD)
Expedia
Chic apartment in phenomenal Chicago with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cozy studio is an awesome apartment that features a queen bed and a futon, perfect for a small group of guests. En ...
From $141 per night (USD)
Expedia
From $367 per night (USD)
VRBO
2BR Wrigleyville Apt Free Parking, Office, Fire Pit & Outdoor Space
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your perfect Chicago retreat! This cozy 2-bedroom, 1-bathroom apartment in vibrant Wrigleyville offers everyt ...
From $367 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Entire Apt in Heart of Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Chicago apartment boasts 2 inviting bedrooms with 2 queen beds. The cozy living room features a sofa bed for extra ...
From $225 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Chic 3-bedroom apartment with AC, WiFi in vibrant Roscoe Village
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Get ready to relax in this 3-bedroom apartment in Chicago. This welcoming property features 2 queen beds and 1 bunk bed, ...
From $259 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Wrigley 4BR Home, Sleeps 10, Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience Wrigley Ville in this spacious 4-bedroom, 2-bath home, perfect for groups. The house combines two units, offe ...
From $586 per night (USD)
Expedia
$Wrigleyville 2BR w\/Parking, Firepit & Workspace for Remote Work$
From $284 per night (USD)
VRBO
Wrigleyville 2BR w\/Parking, Firepit & Workspace for Remote Work
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover the charm of Chicago’s North Side in this cozy 2-bedroom, 1-bathroom apartment, just steps from iconic Wrigley ...
From $284 per night (USD)
VRBO
$Terrific Edgewater 1BR w\/ Fitness Center, Lounge & W\/D, by Bluedground$
From $118 per night (USD)
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 furnished one bedroom apa ...
From $118 per night (USD)
Expedia
$Spacious 5 Bedrooms 3 Baths - 2 Car Garage -Walking distance to Bus & Train\n\n$
From $362 per night (USD)
VRBO
Spacious 5 Bedrooms 3 Baths - 2 Car Garage -Walking distance to Bus & Train\n\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Chicago Uncovered, an extraordinary apartment nestled in the heart of the city’s historic North Center neighb ...
From $362 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Chicago Bear Den
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
New renovation, 2.5 blocks from iconic Wrigley field, quiet safe street, and a comfortable spacious layout. Steps from ...
From $207 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
Click For Pricing
Expedia
Centrally Located Chicago Loft 2 blocks from the Lakeshore!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautifully updated 1 Bedroom, 1 Bathroom loft in Lakeview has all you'll need during your stay in Chicago! Conveni ...
Click For Pricing
Expedia
$Modern Lakeview 2BR w\/ Roftop & Gym, nr Trail & Park, by Blueground$
From $209 per night (USD)
VRBO
Modern Lakeview 2BR w\/ Roftop & Gym, nr Trail & Park, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $209 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Cozy Nest in Chicago's Vibrant Lincoln Square
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel as though you have never left home in this wonderful 3-bedroom duplex apartment equipped with a fireplace, dining r ...
From $299 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Wrigleyville Inn - Garden Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Completely rehabbed 2 bedroom 1 bathroom high end, garden floor condo in a historic greystone, 5 minutes walk to Wrigley ...
From $258 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Wrigleyville Inn - Unit 3
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely rehabbed 3 bedroom 2 bathroom high end, 3rd floor condo in a historic greystone, 5 minutes walk to Wrigley Fi ...
From $373 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Wrigleyville Inn - Unit 1
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely rehabilliated 3 bedroom and 2 bathroom high end, 1st floor condo in a historic Greystone. Only a 5 minute wal ...
From $370 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Wrigleyville Inn - Unit 2
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely rehabbed 3 bedroom 2 bathroom high end, 2nd floor condo in a historic greystone, 5 minutes walk to Wrigley Fi ...
From $370 per night (USD)
Expedia
$Wrigley\/Southport Corridor Garden Oasis +parking!$
From $218 per night (USD)
VRBO
Wrigley\/Southport Corridor Garden Oasis +parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
BRAND NEW garden apartment in highly desirable Southport Corridor/Wrigleyville! Condo quality finishes on one of best st ...
From $218 per night (USD)
VRBO
From $996 per night (USD)
VRBO
Historic Edgewater Home Steps to the Beach
Bedrooms:
4
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 $996 per night (USD)
VRBO
From $379 per night (USD)
VRBO
At Home in Andersonville - Close to Foster Beach and the Red Line by AllSet Turnover
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Our 4BR/2BA home offers the perfect balance of quiet and convenience. Step out the front door into the tree-lined street ...
From $379 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Luxury Home near Wrigley, Boystown & Andersonville
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This luxury property is perfect for family and group trips. The first floor consists of a beautiful living room, chef's ...
From $412 per night (USD)
Expedia
From $278 per night (USD)
VRBO
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)
VRBO
From $273 per night (USD)
Expedia
Stylish|Cozy Getaway in Lakeview|1BR|3min~Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a fully furnished home for your longer stay, complete with WiFi and everything you need to live. We are about a 3 ...
From $273 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Stylish Spacious ~ 3min Walk to Wrigley Field ~ Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience Wrigleyville by staying in this stylish and comfy 3BR 2Bath gem nestled just 3 mins away from the famous Wrig ...
From $382 per night (USD)
VRBO
From $244 per night (USD)
Expedia
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
That's right NO NEIGHBORS ABOVE OR BELOW - It is ALL YOURS! Rare, Private, Freestanding House right in Heart of the city ...
From $244 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
$Airy Lakeview Studio, w\/ W\/D, Gym, near Lincoln Park, by Blueground$
From $166 per night (USD)
Expedia
Airy Lakeview Studio, w\/ W\/D, Gym, near Lincoln Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this studio apartment in Lakeview. with high floor views over the city. It’ll be easy ...
From $166 per night (USD)
Expedia
From $935 per night (USD)
VRBO
Wrigleyville Inn AllStar Unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3 Bedroom, 2 Full Bathrooms Sleeps 7 people. Located in Garden Unit in a Wrigley Rooftop Building. Located directly ac ...
From $935 per night (USD)
VRBO
$Stylish Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $171 per night (USD)
Expedia
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. with views over the city. It’ll be easy to s ...
From $171 per night (USD)
Expedia
From $1193 per night (USD)
VRBO
Whole house in Boystown
Bedrooms:
7
Bathrooms:
9
Sleeps:
19
Located in the Boystown neighborhood of Chicago, this house has 8 bedrooms, 7 bathrooms. Operates normally as a bed & br ...
From $1193 per night (USD)
VRBO
$The Chicago Hotel Collection - Wrigleyville\n$
Click For Pricing
Expedia
The Chicago Hotel Collection - Wrigleyville\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Chicago Hotel Collection - Wrigleyville is located in Wrigleyville, a neighborhood in Chicago, and is in the enterta ...
Click For Pricing
Expedia
From $395 per night (USD)
VRBO
LARGE LUX 6BD, 4BA HOME +garage & patio
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Escape into this Chicago Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retail on ...
From $395 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
From $135 per night (USD)
VRBO
Charming Wrigleyville Home Close to the Cubs!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy Chicago while staying in our private guest suite in a fantastic Wrigleyville location! We are the main residents o ...
From $135 per night (USD)
VRBO
$Lakeview\/Wrigley Townhouse$
Click For Pricing
Expedia
Lakeview\/Wrigley Townhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
About this space Make yourself at home in this cozy Wrigleyville townhouse that is a fun short walk to Chicago's legenda ...
Click For Pricing
Expedia
$Stylish 3BD 2BA Apt Near Wrigley w\/ Parking x3$
From $535 per night (USD)
VRBO
Stylish 3BD 2BA Apt Near Wrigley w\/ Parking x3
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a neighborhood feel in a big city. Welcome to our North Center 3 bedroom, 2 bathroom apartment on a quiet tree lin ...
From $535 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Lakeview Lux - 20min to Wrigley - Free Parking - Sleeps 17+
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $475 per night (USD)
Expedia
$Wrigleyville Jungle House w\/ game room basement party room for large groups!$
From $845 per night (USD)
VRBO
Wrigleyville Jungle House w\/ game room basement party room for large groups!
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Welcome to this jungle-themed home in Wrigleyville! With room for 15 guests, 6 bedrooms and a huge basement, this place ...
From $845 per night (USD)
VRBO
From $1252 per night (USD)
VRBO
Luxurious, custom built single family home near Wrigley
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Welcome to one of the best home rentals in Chicago! Built in 2015, this 5 bedroom, 6 bathroom also boasts has an office, ...
From $1252 per night (USD)
VRBO
$Inviting Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, by Blueground$
From $127 per night (USD)
VRBO
Inviting Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lakeview furnished one bedroom ...
From $127 per night (USD)
VRBO
$Premium Lakeview 2BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground$
From $168 per night (USD)
Expedia
Premium Lakeview 2BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $168 per night (USD)
Expedia
$Hip Edgewater 2BR w\/ Patio Deck, near Beach & Red Line, by Blueground$
From $129 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. . It’ll be easy to simply show up and start ...
From $129 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 $430 per night (USD)
VRBO
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Make yourself at home in this elegant Wrigleyville duplex down, just steps from Chicago's legendary Wrigley Field! This ...
From $430 per night (USD)
VRBO
From $256 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 $256 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
$Sunny Apartment Just 2 Blocks from Wrigley and Boystown\n\n$
Click For Pricing
Expedia
Sunny Apartment Just 2 Blocks from Wrigley and Boystown\n\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located on a quiet, tree-lined street, the apartment sits on the second storey of a classic Chicago house in Lakeview—a ...
Click For Pricing
Expedia
From $321 per night (USD)
VRBO
Escape to a Lakeview Hideaway in the Heart of Downtown - Walk to Wrigley Field!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Chicago and Lakeview! From this apartment, you’re a 10-15 minute walk from Wrigley field, 15-20 minutes from ...
From $321 per night (USD)
VRBO
$3Bed\/2Bath Penthouse Steps from the Brown Line$
From $180 per night (USD)
Expedia
3Bed\/2Bath Penthouse Steps from the Brown Line
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This condo is a gorgeous, spacious and bright 3Bed/2Bath Penthouse in the heart of North Center. It includes a home offi ...
From $180 per night (USD)
Expedia
From $309 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 $309 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Root! Root! Root! For the Home Team in this Modern Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy and quiet studio apartment just 2 blocks from Wrigley Field and less than a 5-minute walk to the center of Wrigleyv ...
From $105 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Charming 2-bedroom 2 blocks to Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The whole group will enjoy easy access to everything from this centrally located place, less than a 5-minute walk to the ...
From $196 per night (USD)
VRBO
From $126 per night (USD)
Expedia
A laid-back studio few minutes from Wrigley Field
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy your stay in Chicago, Lakeview in this cozy, newly remodeled studio! This studio is located in a walking distance ...
From $126 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Across from Wrigley Field: Patio, Free Parking! Book Thanksgiving today!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay Steps from Wrigley Field – Book Your Dream Chicago Getaway Fast! -1 parking spot included (Note: No in/out on Cubs ...
From $381 per night (USD)
VRBO
From $437 per night (USD)
Expedia
The Broasis at Wrigley
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
I took a perfectly nice flat on a beautiful street and filled it with great things...I want my guests to feel less like ...
From $437 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Wrigleyville Private Guesthouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Guesthouse ideal for 6+guests 1 block from Southport brown line station, 1/2 mile from Wrigley Field & red line stat ...
From $425 per night (USD)
VRBO
From $450 per night (USD)
VRBO
The Wrigleyville Penthouse with Private Rooftop!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Steps from Wrigley Field, my 2 bed/2 bath + Den penthouse with a private rooftop is the perfect “home base” for your gro ...
From $450 per night (USD)
VRBO
From $170 per night (USD)
VRBO
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 Squ ...
From $170 per night (USD)
VRBO
From $124 per night (USD)
Expedia
Cozy 2 bedroom apartment in Wrigleyville
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of Wrigleyville, this 2 bedroom, 1.5 bathrooms in situated right on Clark St. This property comes w ...
From $124 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Charming House in Lakeview - 1895. Walk to Wrigley
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
About this space Great city living in this bright, comfy, farmhouse style home. Perfect for entertaining with the whole ...
From $436 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Fully restored 1900's 2-Flat on Chicago’s family friendly quiet North Side.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
When I renovated this building my dream was to maintain the look and feel of a 1911 city farmhouse building's charm but ...
From $421 per night (USD)
VRBO
$1 Garage Spot Included - Near \L\ Train - Highly Rated - North Center$
From $257 per night (USD)
VRBO
1 Garage Spot Included - Near \"L\" Train - Highly Rated - North Center
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
-1 Garage Spot INCLUDED!!!! - Fully furnished unit with everything you'll need for your stay. - Third-floor rear apar ...
From $257 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Stylish Two Bedroom - A block from Wrigley Field
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Come stay at this gorgeous, clean, renovated apartment in beautiful Lakeview/Wrigleyville. The unit is located on a beau ...
From $246 per night (USD)
VRBO

Search Your Destination Now!

Uptown (Chicago) Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 222 Rentals