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

From $403 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 $403 per night (USD)
VRBO
From $142 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 $142 per night (USD)
Expedia
From $355 per night (USD)
VRBO
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 $355 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Wrigleyville Suites Room 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $488 per night (USD)
Expedia
From $114 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 $114 per night (USD)
VRBO
From $202 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 $202 per night (USD)
Expedia
From $80 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 $80 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 ...
From $225 per night (USD)
Expedia
From $291 per night (USD)
VRBO
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 $291 per night (USD)
VRBO
From $676 per night (USD)
Expedia
Wrigley Field MVP Suite 1 Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Recently built from the ground up and featured on the Travel Channel, you will love our beautifully furnished one-bedroo ...
From $676 per night (USD)
Expedia
Click For Pricing
VRBO
Lakeview Greystone One Block From Wrigleyfield
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience Chicago like a local with your own professionally cleaned apartment. Step into the rainfall shower for a refr ...
Click For Pricing
VRBO
From $404 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 $404 per night (USD)
Expedia
From $437 per night (USD)
VRBO
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lakeview is home to Wrigleyville, Wrigley field home of the Chicago Cubs and Belmont theatre district which has over 30 ...
From $437 per night (USD)
VRBO
From $272 per night (USD)
Expedia
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Everything about this residence is top of the line, first class and immaculately clean. This is a designer decorated thr ...
From $272 per night (USD)
Expedia
From $701 per night (USD)
VRBO
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We are happy to announce our 2nd Wrigleyville location. The Wrigleyville VIP sits just behind the Hotel Zachary, on the ...
From $701 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Roomy Ravenswood 2BR w/ Rooftop, BBQ, next to Brown line, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy North Center furnished two bedroom apart ...
From $136 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Elegant Lakeview 1BR w/ Gym, Pool, 1 block to Lincoln Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lake View East furnished one be ...
From $183 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Modern Wrigley Oasis with Parking!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Beautifully designed in the heart of Wrigley. Steps away from Wrigley Field, bars, restaurants and shops! This modern oa ...
From $290 per night (USD)
Expedia
From $1501 per night (USD)
VRBO
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME!!! ABSOLUTELY NO PARTIES OR LARGE GATHERINGS! We reserve the right t ask ...
From $1501 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Premium Lakeview 2BR w/ Patio, W/D, walk to Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Lake View East with balcony views over the city. It’ll ...
From $125 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Airy Lakeview 1BR w/ W/D, 1 block to L, near Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Lake View East furnished one bedroom a ...
From $256 per night (USD)
VRBO
From $1097 per night (USD)
Expedia
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to the Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up ...
From $1097 per night (USD)
Expedia
Click For Pricing
VRBO
Upscale Lakeview 2BR w/ W/D, patio, walk to Wrigley Field, 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 sta ...
Click For Pricing
VRBO
From $1277 per night (USD)
Expedia
Entire house 1 city block from Wrigley Field.
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
We are very excited to prepare this amazing 2 story (with basement) home for your future stays. We are located in the he ...
From $1277 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 $359 per night (USD)
Expedia
❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience city life; Located in Wrigley! Feel like a local! ✔️Right Next to Wrigley Field (1 block away); Home of Chi ...
From $359 per night (USD)
Expedia
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 $202 per night (USD)
Expedia
Amazing Lakeview 1BR w/ Rooftop Pool, near Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Lake View East furnished one bedroom a ...
From $202 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Stunning Lakeview 1BR w/ Rooftop Pool, near Wrigley Field, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lake View East furnished one be ...
From $166 per night (USD)
VRBO
From $642 per night (USD)
Expedia
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Wrigleyville condo is located 1/2 block from Wrigley Field and Clark Street. Also close to Southport corridor and Brown ...
From $642 per night (USD)
Expedia
From $237 per night (USD)
VRBO
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nicely renovated, modern kitchen and bath, comfortable beds, and solar-powered. Great location in a safe neighborhood, J ...
From $237 per night (USD)
VRBO
From $385 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 $385 per night (USD)
Expedia
From $1037 per night (USD)
VRBO
Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Say "WOW" in this top floor, DRAMATIC SPACIOUS Loft condo w/ PRIVATE ROOFTOP overlooking skyline! Completely REFRESHED w ...
From $1037 per night (USD)
VRBO
From $473 per night (USD)
Expedia
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 $473 per night (USD)
Expedia
From $903 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 $903 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Charming 1 Bedroom entire Apartment - 1 Mile from Wrigley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wonderful and spacious 1 bedroom apartment in the Northside of Chicago. Strong WiFi for your business and viewing. Right ...
From $178 per night (USD)
Expedia
From $339 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 $339 per night (USD)
VRBO
$\Holy Cow\! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!$
From $1223 per night (USD)
VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $1223 per night (USD)
VRBO
From $300 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 $300 per night (USD)
VRBO
From $402 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 $402 per night (USD)
Expedia
From $168 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 Lake View East with high floor views over the city. It’ ...
From $168 per night (USD)
VRBO
From $485 per night (USD)
Expedia
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $485 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Vintage Wrigleyville Apartment + Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious apartment in the heart of Wrigleyville, two blocks to public transportation. Located in an 1911 graystone, priv ...
From $469 per night (USD)
VRBO
From $156 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 Lake View East. It’ll be easy to simply show up and sta ...
From $156 per night (USD)
Expedia
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 $1138 per night (USD)
Expedia
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 $1138 per night (USD)
Expedia
From $290 per night (USD)
VRBO
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 $290 per night (USD)
VRBO
From $854 per night (USD)
Expedia
Wrigley 2 bedroom 2 bath with free parking & yard!
Bedrooms:
2
Bathrooms:
2
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 $854 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 $306 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 $306 per night (USD)
Expedia
Click For Pricing
VRBO
Apartment on Clark in Wriglleyvile
Bedrooms:
1
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 $201 per night (USD)
Expedia
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 $201 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Wrigley Penthouse w/Private Roof Deck and Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stunning 3BR, 2.5BA penthouse with chef's kitchen, Viking appliances, private rooftop deck, Weber grill, smoker, master ...
From $404 per night (USD)
VRBO
From $210 per night (USD)
Expedia
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 $210 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Bright & Modern Lakeview Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Bring the whole family for a memorable stay in a chic setting. The Space: The bedrooms feature comfortable bed ...
From $251 per night (USD)
VRBO
From $455 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 $455 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Heart of Wrigleyville 4bd 2ba Long Stay Modern Apt 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 $277 per night (USD)
VRBO
From $1734 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 $1734 per night (USD)
Expedia
From $873 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 $873 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 $502 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 $502 per night (USD)
VRBO
From $559 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 $559 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 $962 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 $962 per night (USD)
Expedia
From $267 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 $267 per night (USD)
VRBO
From $377 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 $377 per night (USD)
Expedia
From $405 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 $405 per night (USD)
VRBO
From $376 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 $376 per night (USD)
Expedia
From $1115 per night (USD)
VRBO
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 $1115 per night (USD)
VRBO
From $86 per night (USD)
Expedia
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 $86 per night (USD)
Expedia
From $309 per night (USD)
VRBO
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)
VRBO
From $431 per night (USD)
Expedia
Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Discover Flamingo Paradise in the BEST location - Lakeview’s Southport Corridor! A stylish 3-bedroom, 2-bath mi ...
From $431 per night (USD)
Expedia
From $190 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 $190 per night (USD)
VRBO
From $518 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 $518 per night (USD)
Expedia
From $190 per night (USD)
VRBO
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 $190 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
From $1478 per night (USD)
VRBO
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 $1478 per night (USD)
VRBO
From $1200 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 $1200 per night (USD)
VRBO
From $5304 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 $5304 per night (USD)
VRBO
From $668 per night (USD)
Expedia
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 $668 per night (USD)
Expedia
From $394 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 $394 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Wrigleyville 3BR: Game Day Haven with Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Great location in the heart of Wrigleyville! Less than a 5 minute walk from Wrigley Field and a block away from The Metr ...
From $602 per night (USD)
VRBO
From $314 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 $314 per night (USD)
VRBO
From $623 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 $623 per night (USD)
VRBO
$The Grand Vic: Large 5BD/3BA Home +Garage\n$
From $584 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 $584 per night (USD)
VRBO
From $275 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 $275 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 $310 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 $310 per night (USD)
Expedia
From $352 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 $352 per night (USD)
VRBO
From $466 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 $466 per night (USD)
Expedia
From $466 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 $466 per night (USD)
VRBO
From $490 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 $490 per night (USD)
Expedia
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 $370 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 $370 per night (USD)
Expedia
From $408 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 $408 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Spacious House ~3min walk WrigleyField~Free Prkg
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience Wrigleyville by staying in this stylish 3BR 2BA gem nestled just 3 mins walk from the famous Wrigley ...
From $586 per night (USD)
Expedia
From $158 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 sta ...
From $158 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 $511 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 $511 per night (USD)
VRBO
From $178 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 $178 per night (USD)
Expedia

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Results: 258 Rentals