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 $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
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 $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 $162 per night (USD)
VRBO
Cute and Cozy 2 Bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy Classic decor in a spacious two bedroom one bathroom. Large eat-in kitchen and laundry in the basement! Tony's gro ...
From $162 per night (USD)
VRBO
From $1083 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 $1083 per night (USD)
Expedia
From $1651 per night (USD)
VRBO
Luxury Wrigleyville condo steps from Wrigley
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
New construction property that has 4 bedrooms, one with king, two with queen beds, and one with a queen bed and bunk bed ...
From $1651 per night (USD)
VRBO
From $219 per night (USD)
Expedia
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)
Expedia
From $944 per night (USD)
VRBO
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
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 $944 per night (USD)
VRBO
From $1083 per night (USD)
Expedia
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Located inside one of the iconic Wrigley Rooftops, and just a few steps away from Wrigley Field, this apartment offers a ...
From $1083 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Wrigleyville Home away from Home! 5 mins from downtown! steps from Lake!! Cozy!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully furnished Three Bedroom, Two Bath. Walking distance from the lakefront, and a short bus ride to Michigan Av ...
From $227 per night (USD)
VRBO
From $138 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 Lake View East with high floor views over the city. It’ll be ...
From $138 per night (USD)
Expedia
From $295 per night (USD)
VRBO
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 $295 per night (USD)
VRBO
From $1492 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 $1492 per night (USD)
VRBO
From $125 per night (USD)
VRBO
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)
VRBO
From $256 per night (USD)
Expedia
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)
Expedia
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
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Expedia
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
Expedia
From $1083 per night (USD)
VRBO
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up and ...
From $1083 per night (USD)
VRBO
From $98 per night (USD)
Expedia
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)
Expedia
From $676 per night (USD)
VRBO
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)
VRBO
From $1083 per night (USD)
Expedia
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
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 $1083 per night (USD)
Expedia
From $114 per night (USD)
VRBO
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)
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 $187 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 $187 per night (USD)
VRBO
From $216 per night (USD)
Expedia
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)
Expedia
From $662 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 $662 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 $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 $222 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 $222 per night (USD)
Expedia
From $409 per night (USD)
VRBO
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)
VRBO
From $338 per night (USD)
Expedia
Warm|Cozy|Lovely|1BR|Lincoln Sq.|
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 $338 per night (USD)
Expedia
From $182 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 $182 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Ideal Lakeview 1BR w/ Deck, Pool & Gym, nr Lincoln Park, 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 $116 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 $481 per night (USD)
Expedia
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 $481 per night (USD)
Expedia
From $1481 per night (USD)
VRBO
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)
VRBO
From $370 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 $370 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Cute, Cozy, Elegant Budlong Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Book with us and enjoy classic charm and elegant décor located in the Budlong woods neighborhood. Experience a great nig ...
From $132 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
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 $1017 per night (USD)
Expedia
From $473 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 $473 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 $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 $316 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 $316 per night (USD)
VRBO
$\Holy Cow\! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!$
From $1175 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 $1175 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Comfy Lincoln Square guest apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unit, recently remodeled, is in the basement of our 127 year old Victorian home. It has its own separate entry thr ...
From $241 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Cute new Garden unit located between Andersonville and Lincoln Square , Chicago.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Large and quiet 1 bedroom 1 bathroom Garden unit located in a typical Chicago 2 flat building type. We are exactly betw ...
From $249 per night (USD)
VRBO
From $345 per night (USD)
VRBO
❤️ 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 $345 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Trendy Lakeview 1BR w/ Deck, Pool & Gym, nr 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 views over the city. It’ll be easy ...
From $115 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 $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 $1158 per night (USD)
VRBO
The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Wrigleyville Deluxe. Perfect for large groups. 2 full Kitchens. 3 full baths. Sleeps 10. 1 King bed. 4 ...
From $1158 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Upscale 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 charming two bedroom Blueground apartment. You’ll love coming ...
From $207 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Modern Lakeview 2BR w/ Deck, Pool & Gym, nr Lincoln 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 $221 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 $204 per night (USD)
VRBO
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 $204 per night (USD)
VRBO
From $166 per night (USD)
Expedia
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)
Expedia
From $642 per night (USD)
VRBO
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)
VRBO
From $227 per night (USD)
Expedia
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 $227 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Homey|Vintage|2BR Uptown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming & Vintage 2 bedroom, 1 bath with plenty of living space. Conveniently located in the middle of several vibrant ...
From $209 per night (USD)
VRBO
From $496 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 $496 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $174 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $172 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Stylish Two Bedroom - A block from Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come stay at this gorgeous, clean, renovated apartment in beautiful Lakeview/Wrigleyville. The unit is located on a beau ...
From $388 per night (USD)
VRBO
From $384 per night (USD)
Expedia
PET FRIENDLY! Desirable Sheridan Park is a Safe, Vibrant, and Welcoming Area you are Sure to Love by AllSet Turnover
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
My 3 bedroom apartment in Sheridan Park is a stunning place to call home in Chicago - You'll love the neighborhood - it ...
From $384 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Light Filled with Tasteful Pops of Color - You Will Love This Mid-Century Modern Gem by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
If you love Mid-Century Modern decor you will love this apartment. The light- filled main family room and sun porch is ...
From $324 per night (USD)
VRBO
From $379 per night (USD)
Expedia
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)
Expedia
From $271 per night (USD)
VRBO
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your home away from home in Uptown! My bright and inviting condo offers a perfect blend of comfort and conve ...
From $271 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience city life; Located in Wrigley! Feel like a local! We're experienced! we've hosted more than 1000 reservati ...
From $311 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Our 2 bed garden apartment in Ravenswood will be the ideal home base for your stay! Located in one of Chicago's vibrant ...
From $240 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 $123 per night (USD)
VRBO
Beautiful Uptown 1BR w/ Gym, Rooftop Pool, 2 blocks to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $123 per night (USD)
VRBO
From $640 per night (USD)
VRBO
The Wrigleyville Penthouse with Private Rooftop!
Bedrooms:
2
Bathrooms:
3
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 $640 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
My 3 bedroom apartment in Sheridan Park is a stunning place to call home in Chicago - You'll love the neighborhood - it ...
From $363 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 $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 $574 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 $574 per night (USD)
Expedia
From $202 per night (USD)
VRBO
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)
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 $311 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 $311 per night (USD)
VRBO
From $350 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 $350 per night (USD)
Expedia
From $466 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 $466 per night (USD)
VRBO
From $466 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 $466 per night (USD)
Expedia
From $477 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 $477 per night (USD)
VRBO
From $307 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 $307 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 $916 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 $916 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 $1077 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 $1077 per night (USD)
Expedia
From $273 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 $273 per night (USD)
VRBO
From $1425 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 $1425 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 $510 per night (USD)
VRBO
Lovely 3 Bedroom condo near Wrigley!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
My charming 3-bedroom apartment has everything you need for your Chicago trip. The unit comes with washer/dryer in build ...
From $510 per night (USD)
VRBO

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Results: 259 Rentals