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

$Deluxe Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $157 per night (USD)
VRBO
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 $157 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Spacious, Clean and Steps from Wrigley Field!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy this beautiful space, just minutes away from the very best Chicago has to offer! This condo is walking distance fr ...
From $413 per night (USD)
Expedia
$Sunny Lakeview 1BR w\/ Rooftop & Gym, nr Lincoln Park, by Blueground$
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VRBO
Sunny Lakeview 1BR w\/ Rooftop & Gym, nr Lincoln Park, 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 ...
Click For Pricing
VRBO
$Open Lakeview 2BR w\/ Gym & Grills, nr Lakefront Trail, by Blueground$
From $218 per night (USD)
Expedia
Open Lakeview 2BR w\/ Gym & Grills, nr Lakefront Trail, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Lake View East. with balcony views over the city. It’ll ...
From $218 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Fremont St. Guesthouse - Unit 1
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Classic Chicago Brownstone, updated 3 bedroom and 2 bathroom high end, 1st floor condo. Located on beautiful Fremont Str ...
From $540 per night (USD)
VRBO
Click For Pricing
Expedia
Sophisticated 2BR Apt 5 mins Walk to Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Looking for the perfect place to stay during your visit to the Windy City? Our 2-bedroom apartment located just a short ...
Click For Pricing
Expedia
From $185 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 $185 per night (USD)
VRBO
$Classic Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground$
From $172 per night (USD)
Expedia
Classic Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $172 per night (USD)
Expedia
$Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $150 per night (USD)
VRBO
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 $150 per night (USD)
VRBO
$Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-paid parking available!$
From $372 per night (USD)
Expedia
Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-paid parking available!
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 $372 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $180 per night (USD)
Expedia
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 Beach furnished two bedroom ...
From $180 per night (USD)
Expedia
From $1333 per night (USD)
VRBO
Eddy House, Roscoe Village Haven
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 $1333 per night (USD)
VRBO
From $384 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 $384 per night (USD)
Expedia
From $811 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 $811 per night (USD)
VRBO
$Classic Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $88 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 Beach furnished one bedroom ...
From $88 per night (USD)
Expedia
$Luxe Lakeview 1BR w\/ Gym & Grills, nr Lakefront Trail, by Blueground$
From $218 per night (USD)
VRBO
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 Lake View East. . It’ll be easy to simply show up and s ...
From $218 per night (USD)
VRBO
$Wrigley Penthouse w\/Private Roof Deck and Parking$
From $631 per night (USD)
Expedia
Wrigley Penthouse w\/Private Roof Deck and Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stunning 3BR, 2.5BA penthouse with chef's kitchen, Viking appliances, private rooftop deck, Weber grill, smoker, master ...
From $631 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Spacious Lakeview Hideway with Parking!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Fall in love with the Cubs fervor, Boystown, iconic eats, and local spots of Chicago from this 4-bedroom, 2-bath vacatio ...
From $442 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Spacious 3-bedroom apartment 5 min from Wrigleyville
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Unwind in this stylish 3 bedroom apartment in Lakeview, 5 minutes from Wrigley Field where the popular Cubs team plays. ...
From $443 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Charming 2-bedroom apartment in beautiful Chicago with Free Parking
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 $284 per night (USD)
VRBO
$Lovely 1BR\/1BA in the Heart of Lincoln Square$
From $341 per night (USD)
Expedia
Lovely 1BR\/1BA in the Heart of Lincoln Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Requires walking up 2 flights of stairs. Welcome to this charming studio apartment in the heart of Lincoln Square! Enjoy ...
From $341 per night (USD)
Expedia
$Stunning New Renovation 1BR\/1BA in Andersonville$
From $403 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 $403 per night (USD)
VRBO
$Marvelous Newly Renovated 1BR\/1BA Near Lakeview$
From $358 per night (USD)
Expedia
Marvelous Newly Renovated 1BR\/1BA Near Lakeview
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Requires climbing 2 flights of stairs. Welcome to your stylish 1-bedroom, 1-bath apartment in vibrant Lakeview, Chicago! ...
From $358 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Wrigleyville Suites Room 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $259 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Wrigleyville Suites Room 5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $262 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $723 per night (USD)
Expedia
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 $723 per night (USD)
Expedia
From $225 per night (USD)
VRBO
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)
VRBO
From $722 per night (USD)
Expedia
Four bedroom - 2 bathroom apartment
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Located in the middle of Chicago's Iconic Boystown in the Lakeview neighborhood, this four bedroom (2 queen beds, 2 full ...
From $722 per night (USD)
Expedia
$Bright Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $158 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 $158 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Stay in the heart of East Lakeview on Halsted!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3-bedroom condo is in an incredibly convenient Lakeview location for all the life and culture found in Lakeview, wh ...
From $309 per night (USD)
Expedia
From $534 per night (USD)
VRBO
Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Discover Flamingo Paradise in the BEST location - Lakeview’s Southport Corridor! A stylish 3-bedroom, 2-bath mi ...
From $534 per night (USD)
VRBO
From $252 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 $252 per night (USD)
Expedia
From $2601 per night (USD)
VRBO
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 $2601 per night (USD)
VRBO
$Wrigleyville 2BR w\/Parking, Firepit & Workspace for Remote Work$
From $767 per night (USD)
Expedia
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 $767 per night (USD)
Expedia
$Terrific Edgewater 1BR w\/ Fitness Center, Lounge & W\/D, by Bluedground$
From $134 per night (USD)
VRBO
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 ...
From $134 per night (USD)
VRBO
From $249 per night (USD)
Expedia
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 $249 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Bright Modern 4Bd 2Ba in the Heart of Wrigleyville by AllSet Turnover
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
**Hosting Long-Term Stays of 32+ Nights** Immerse yourself in the heartbeat of Wrigleyville for your next Chicago ex ...
From $231 per night (USD)
VRBO
$Chic Urban Retreat Near Wrigley Field w\/Parking$
From $443 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 $443 per night (USD)
Expedia
$Wrigley\/Lakeview Gem- Walk to Wrigley Field\/ Parking available!$
From $277 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 $277 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Wrigleyville Suites Room 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $262 per night (USD)
Expedia
$Beautiful Newly Renovated 3BR\/2BA in the Heart of Andersonville$
From $172 per night (USD)
VRBO
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 $172 per night (USD)
VRBO
From $953 per night (USD)
Expedia
Five bedroom - 3 bath - Sleeps 12
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This full apartment has four bedrooms on the third floor with 2 shared bathrooms and a fifth bedroom on the second floor ...
From $953 per night (USD)
Expedia
From $599 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 $599 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Wrigleyville Getaway
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Summary: Right next to Wrigley Field, and everything the popular Wrigleyville has to offer. ABOVE a very popular Wrigley ...
From $479 per night (USD)
VRBO
From $234 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 $234 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
$The Grand Vic: Large 5BD\/3BA Home +Garage\n$
From $1066 per night (USD)
VRBO
The Grand Vic: Large 5BD\/3BA Home +Garage\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to the Grand Vic, an extraordinary home nestled in the heart of the city’s historic North Center neighborhood. T ...
From $1066 per night (USD)
VRBO
From $804 per night (USD)
VRBO
Spacious 4-bedroom condo in wonderful Chicago with WiFi, AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Chicago is waiting for you at this 4-bedroom condo. Step into this enchanting space with 3 queen beds and 1 king bed, pe ...
From $804 per night (USD)
VRBO
From $1664 per night (USD)
VRBO
Wrigleyville 3BD Condo (2)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We just finished renovating this history solid brick building to create a magical home for your getaway in Chicago. Ste ...
From $1664 per night (USD)
VRBO
From $7503 per night (USD)
VRBO
Nine-Bedrooms in Wrigleyville
Bedrooms:
3
Bathrooms:
9
Sleeps:
22
Enjoy the combination of your own 3 apartments in Wrigleyville - the city's center of nightlife, restaurants, and baseba ...
From $7503 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Chic Cornelia Getaway : Your Stylish Escape to Serenity, Comfort, and Modern Luxury
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Chic Cornelia Getaway, a beautifully designed retreat that offers the perfect blend of modern style and cozy ...
From $653 per night (USD)
VRBO
From $108 per night (USD)
VRBO
Very Sharp Cozy Pad!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Live like a Chicagoan at this peaceful and centrally-located place while you enjoy the brand new ktichen and bathroom an ...
From $108 per night (USD)
VRBO
From $455 per night (USD)
VRBO
Spacious Bi-Level Apartment With Patio and Garage
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Bright sunny newly remodeled apartment with two levels of living space for large groups and families Sleeps 12 Fully fun ...
From $455 per night (USD)
VRBO
From $1120 per night (USD)
VRBO
Impeccable 5-Bed Wrigleville Beauty
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
One of a kind absolutely gorgeous 5 bed 2.5 bath duplex down condo inside of an amazingly well-appointed greystone build ...
From $1120 per night (USD)
VRBO
$Modern Lakeview 2BR w\/ Roftop & Gym, nr Trail & Park, by Blueground$
From $294 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 Lake View East. . It’ll be easy to simply show up and s ...
From $294 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
From $348 per night (USD)
VRBO
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 $348 per night (USD)
VRBO
From $386 per night (USD)
Expedia
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 $386 per night (USD)
Expedia
From $521 per night (USD)
VRBO
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 $521 per night (USD)
VRBO
From $505 per night (USD)
Expedia
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 $505 per night (USD)
Expedia
From $480 per night (USD)
VRBO
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 $480 per night (USD)
VRBO
$Wrigley\/Southport Corridor Garden Oasis +parking!$
From $249 per night (USD)
Expedia
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 $249 per night (USD)
Expedia
From $607 per night (USD)
VRBO
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 $607 per night (USD)
VRBO
From $197 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 $197 per night (USD)
Expedia
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 $403 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 $403 per night (USD)
Expedia
From $361 per night (USD)
VRBO
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 $361 per night (USD)
VRBO
From $773 per night (USD)
Expedia
Spacious House ~3min walk WrigleyField~Free Prkg
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Summary: Experience Wrigleyville by staying in this stylish 3BR 2BA gem nestled just 3 mins walk from the famous Wrigley ...
From $773 per night (USD)
Expedia
$Airy Lakeview Studio, w\/ W\/D, Gym, near Lincoln Park, by Blueground$
From $119 per night (USD)
VRBO
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 Lake View East. with high floor views over the city. It’ll b ...
From $119 per night (USD)
VRBO
From $935 per night (USD)
Expedia
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)
Expedia
From $1182 per night (USD)
VRBO
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 $1182 per night (USD)
VRBO
$Wrigleyville Jungle House w\/ game room basement party room for large groups!$
From $1335 per night (USD)
Expedia
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 $1335 per night (USD)
Expedia
From $927 per night (USD)
VRBO
Spacious Wrigley Duplex | Large Entertainment Room
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Welcome to our spacious and stylish apartment, located just steps away from the iconic Wrigley Field in Chicago! This is ...
From $927 per night (USD)
VRBO
From $1307 per night (USD)
Expedia
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 $1307 per night (USD)
Expedia
$Premium Lakeview 2BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground$
From $147 per night (USD)
VRBO
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 Lake View East. with views over the city. It’ll be easy ...
From $147 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Spacious 3BR in Lakeview - Walk to Wrigley - Family Friendly, Newly Renovated!
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 $518 per night (USD)
Expedia
$3Bed\/2Bath Penthouse Steps from the Brown Line$
From $180 per night (USD)
VRBO
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)
VRBO
From $544 per night (USD)
Expedia
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 $544 per night (USD)
Expedia
From $1082 per night (USD)
VRBO
Wrigley Field Views & Cubs Vibes – Stay Across the Street!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay Steps from Wrigley Field – Book Your Dream Chicago Getaway Fast!Now Accepting 2025 Cubs Season Bookings! -1 parkin ...
From $1082 per night (USD)
VRBO
From $155 per night (USD)
Expedia
MODERN COMPLETELY REMODELED Bright, Spacious Flat STEPS from Wrigley Field &Bars
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LOCATION! LOCATION! LOCATION!!! You will absolutely love this NEWLY REMODELED 1100 sq ft apartment in the HEART OF WRIG ...
From $155 per night (USD)
Expedia
From $153 per night (USD)
VRBO
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 $153 per night (USD)
VRBO
$Stylish Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground$
From $138 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 Beach. with views over the city. It’ll be eas ...
From $138 per night (USD)
Expedia
$The Chicago Hotel Collection - Wrigleyville\n$
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VRBO
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
VRBO
From $971 per night (USD)
Expedia
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 $971 per night (USD)
Expedia
From $243 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 $243 per night (USD)
VRBO
From $285 per night (USD)
Expedia
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 $285 per night (USD)
Expedia
$Lakeview\/Wrigley Townhouse$
Click For Pricing
VRBO
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
VRBO
$Stylish 3BD 2BA Apt Near Wrigley w\/ Parking x3$
From $728 per night (USD)
Expedia
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 $728 per night (USD)
Expedia
From $2105 per night (USD)
VRBO
Big House Perfect for Groups! Ping Pong, Bowling, Basketball, Air Hockey!
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Welcome to the wildest mashup of glitz and grit—our Disco Cowboy oasis! Perfect for large friend/family groups and sleep ...
From $2105 per night (USD)
VRBO
$Hip Edgewater 2BR w\/ Patio Deck, near Beach & Red Line, by Blueground$
From $142 per night (USD)
Expedia
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 ...
From $142 per night (USD)
Expedia
From $857 per night (USD)
VRBO
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 $857 per night (USD)
VRBO
From $163 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 $163 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Charming 2-bedroom 1 block 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 $401 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**HOSTING 32+ NIGHTS** Make yourself at home in this elegant Wrigleyville duplex down, just steps from Chicago's ...
From $229 per night (USD)
Expedia
From $287 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 $287 per night (USD)
VRBO
From $395 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 $395 per night (USD)
Expedia
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

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Results: 231 Rentals