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 $1002 per night (USD)
VRBO
-Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Have fun with the whole family at this stylish place. Your family will be close to everything when you stay at this cent ...
From $1002 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Elegant 2BR Apartment w/ In-Unit Laundry
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your stylish Uptown escape! This bright 2BR/2BA is perfect for families, friends, or work trips. Wit ...
From $259 per night (USD)
Expedia
From $1170 per night (USD)
VRBO
This holiday home is a 4 bedroom(s), 2 bathrooms, located in Chicago, IL.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
🌟 New 4BR Duplex in Uptown/Edgewater! 🌟 This ultra-modern 2500+ SF duplex is steps from Lake Michigan, Andersonville, ...
From $1170 per night (USD)
VRBO
From $224 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 $224 per night (USD)
VRBO
From $315 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 $315 per night (USD)
VRBO
From $192 per night (USD)
Expedia
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 $192 per night (USD)
Expedia
From $675 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 $675 per night (USD)
VRBO
From $263 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 $263 per night (USD)
Expedia
From $385 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 $385 per night (USD)
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia
From $252 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 $252 per night (USD)
VRBO
From $1481 per night (USD)
Expedia
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Bedrooms:
3
Bathrooms:
6
Sleeps:
21
Time Out magazine calls us one of the Best Chicago Rentals! HUGE mansion with six bedrooms, two living rooms, and four ...
From $1481 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Sunny Studio in Heart of Ravenswood
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Stay at this bright and cozy studio on N Ashland Ave! Walk to iconic spots like the Green Mill, Montrose Beach, ...
From $181 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Uptown Studio Gem Sum
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy the best of Chicago’s North Side from this bright and comfortable studio apartment located on W Montrose ...
From $195 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Montrose Studio:Your Uptown Base
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: Discover the perfect blend of city excitement and neighborhood tranquility in our charming studio apartment loc ...
From $174 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Peaceful Cozy Loft | 13 mins DT | 4 mins Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $317 per night (USD)
Expedia
From $177 per night (USD)
VRBO
13 mins DT|4 mins Lake | Majestic Modern Style
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $177 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Your cozy getaway awaits in Chicago at this superb apartment. With 4 bedrooms including 1 king, 1 queen, and 2 full beds ...
From $494 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $322 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Chic Vintage Stay w/ Private Balcony – Walk to Argyle Redline, Lake, Dining
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into vintage charm at Maison Winona, a 1908 Prairie School stunner by Chicago architect Frederick Schock, in the he ...
From $557 per night (USD)
Expedia
From $318 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 $318 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $172 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $214 per night (USD)
VRBO
From $294 per night (USD)
Expedia
SuperHost Large Roommate style 2 Bedroom, 2 Bath, Patio, Sunroom, L Kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Our home is located in the quiet, but centrally located Buena Park neighborhood in an updated antique building. The loca ...
From $294 per night (USD)
Expedia
From $1278 per night (USD)
VRBO
New home w/view & party deck - 2nd Floor
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Prime Location: Wrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovat ...
From $1278 per night (USD)
VRBO
From $1166 per night (USD)
Expedia
3Bed/2Bath Wrigley home w/view & party deck 443 ft from Wrigley Field - 3rd Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovated down to the s ...
From $1166 per night (USD)
Expedia
From $283 per night (USD)
VRBO
2-bedroom apartment just 2 minutes drive to Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to the heart of Chicago's vibrant North Center neighborhood in this charming 2-bedroom apartment. Situated just a ...
From $283 per night (USD)
VRBO
From $1308 per night (USD)
Expedia
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Bedrooms:
5
Bathrooms:
10
Sleeps:
26
Come Enjoy Chicago's best rental property. We really have it all and we are in a perfect location, you won't have more ...
From $1308 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Bright 2BR Apt w/ Private Entrance & Laundry by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This central location can't be beat! Situated on the border of Lakeview and Wrigleyville and only 1 mile from historic ...
From $187 per night (USD)
VRBO
From $2661 per night (USD)
VRBO
Vacation home just 2 minutes drive to Wrigley Field
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This brand new Greystone is in the heart of North Center Lakeview, Chicago. Walking distance to Wrigley, Andersonville, ...
From $2661 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Stylish and Roomy 2BR in Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy plenty of space to relax in this cozy, well-appointed home featuring comfy bedrooms, a fully stocked kitc ...
From $233 per night (USD)
VRBO
From $193 per night (USD)
Expedia
1BR/1BA City Comfort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our one-bedroom apartment offers a perfect balance of style, simplicity, and ease, ideal for travelers looking ...
From $193 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Cozy & Furnished 2BR Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Fully furnished 2-bedroom with all the comforts you need for a great stay. The Space: A fully furnished 2-bedr ...
From $241 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Modern 2BR with Reliable Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This stylish and spacious 2-bedroom unit is ideal for families, friends, or business travelers. Featuring a ful ...
From $295 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Cozy 1BR in Walkable Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to a cozy 1BR in the heart of Chicago’s Ravenswood/Lincoln Square neighborhood. Located on a quiet, tre ...
From $180 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Feel at Home in our 2BR Apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome! Our cozy 2-bedroom apartment is the perfect spot to relax after a day out. Enjoy a comfy living area, ...
From $208 per night (USD)
Expedia
From $198 per night (USD)
VRBO
1BR Apartment in Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A clean and well-appointed space, easy place to settle in. The Space: My fully furnished 1-bedroom apartment h ...
From $198 per night (USD)
VRBO
From $218 per night (USD)
Expedia
1BR Well-Equipped Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: All the comforts of home in a stylish, fully furnished 1BR—ideal for short or long stays. The Space: Our fully ...
From $218 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Clean & Equipped 1BR Apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our 1-bedroom apartment is fully furnished and perfect for anyone who just wants to settle in and feel at home. ...
From $205 per night (USD)
VRBO
From $307 per night (USD)
Expedia
2BR Apt Beautifully Furnished
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Come unwind in our warm and inviting 2-bedroom apartment. It’s beautifully furnished with comfy beds, a fully e ...
From $307 per night (USD)
Expedia
From $282 per night (USD)
VRBO
2BR on N Halsted St: Lakeview Living
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Immerse yourself in the vibrant energy of Chicago's North Side from our lovely 2-bedroom apartment on N Halsted ...
From $282 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Homey 1BR Space Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A modern and fully furnished 1-bedroom apartment designed with stylish, carefully curated touches that create a ...
From $208 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Smart & Stylish 2-Bedroom Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Our furnished 2-bedroom apartment combines space, simplicity, and location for a hassle-free stay. The Space: ...
From $312 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Prime Location! 2BR Near Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Make yourself at home in this bright and inviting 2-bedroom apartment, nestled in the lively and sought-after W ...
From $215 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Ideal 1-Bedroom Stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Well-located and fully equipped, our 1-bedroom apartment offers everything you need for a smooth stay. The Spa ...
From $237 per night (USD)
VRBO
From $284 per night (USD)
Expedia
2BR Steps from Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your home base in the heart of Chicago’s vibrant Lakeview/Wrigleyville neighborhood! This roomy and ...
From $284 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Stylish 1BR in Lakeview Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Step into comfort and style in this beautifully designed 1-bedroom apartment nestled in vibrant Lakeview. With ...
From $204 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Boystown Chic 2BR Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Unwind in our stylish 2BR retreat, where cozy comfort meets modern charm. The Space: Thoughtfully designed wit ...
From $294 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Cozy 3BR Gem in North Center
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: This spacious and stylish 3-bedroom gem is perfect for families, groups, or business travelers seeking comfort ...
From $440 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Cozy & Modern Getaway 1BR Apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A chic spot to kick back, relax, and enjoy some fun together. The Space: This charming home has plenty of spac ...
From $187 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Vibrant 1BR Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The perfect blend of comfort and style for a fun, relaxing stay. The Space: This charming home has plenty of s ...
From $187 per night (USD)
VRBO
From $210 per night (USD)
Expedia
1BR Modern Apartment near City Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This unique place boasts a distinctive style all its own, blending carefully curated design elements with a war ...
From $210 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Cozy studio in Andersonville Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This newly constructed studio offers a stylish, modern space just steps from Clark Street—home to some of the best resta ...
From $160 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Luxurious 3 Bedroom Apartment in Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Your cozy getaway awaits in Chicago at this fabulous house. With 3 bedrooms including 2 queen beds and 1 sofa bed, this ...
From $205 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Serene 3-bedroom apartment in Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to our stunning retreat, perfect for families or friends seeking a stylish getaway. This beautifully designed un ...
From $256 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Lakeview Lux - Apt #2
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $140 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Lakeview Lux - Apt #1
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $153 per night (USD)
VRBO
From $470 per night (USD)
Expedia
St.Bens, Jacuzzi, EV Parking! 4 beds, Walk to Wrigley Field & Brown Line!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Looking for a spacious, stylish, and fully-equipped home in the heart of Chicago? Book your stay now and make this beau ...
From $470 per night (USD)
Expedia
From $296 per night (USD)
VRBO
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 $296 per night (USD)
VRBO
From $148 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 $148 per night (USD)
Expedia
From $77 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 $77 per night (USD)
VRBO
From $245 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 $245 per night (USD)
Expedia
From $784 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 $784 per night (USD)
VRBO
From $486 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 $486 per night (USD)
Expedia
From $88 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 $88 per night (USD)
VRBO
From $369 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 $369 per night (USD)
Expedia
From $262 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 $262 per night (USD)
VRBO
$\Holy Cow\! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!$
From $905 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 $905 per night (USD)
VRBO
From $331 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 $331 per night (USD)
VRBO
From $313 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 $313 per night (USD)
VRBO
From $215 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 $215 per night (USD)
VRBO
From $156 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 $156 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 $256 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 $256 per night (USD)
Expedia
From $318 per night (USD)
VRBO
⭐|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 $318 per night (USD)
VRBO
From $325 per night (USD)
Expedia
🌟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 $325 per night (USD)
Expedia
From $284 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 $284 per night (USD)
VRBO
From $350 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 $350 per night (USD)
Expedia
From $595 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 $595 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Retro Apartment in Andersonville
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to a colorful paradise in one of Andersonville's best-kept vintage buildings. Located on the ground floor, full o ...
From $159 per night (USD)
Expedia
From $297 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 $297 per night (USD)
VRBO
From $1486 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 $1486 per night (USD)
VRBO
From $1234 per night (USD)
VRBO
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 $1234 per night (USD)
VRBO
From $437 per night (USD)
VRBO
Game Day Getaway - 3BR in Vibrant Wrigleyville
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
An excellent location in the vibrant heart of Wrigleyville! It's a brief 5-minute stroll to Wrigley Field and just aroun ...
From $437 per night (USD)
VRBO
From $997 per night (USD)
VRBO
Modern 6BR House Steps to Wrigleyville
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Fantastic location in the heart of Wrigleyville! Just a 5-minute walk to Wrigley Field and a block from The Metro concer ...
From $997 per night (USD)
VRBO
From $310 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 $310 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Mid-Century Modern 2 BD APT | Walk to Wrigley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience stylish comfort in this beautifully designed, mid-century modern apartment in the heart of Wrigleyville. Enjo ...
From $370 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Gracious, spacious vintage home in a terrific neighborhood near the lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A house with real character and color. Filled with art, much by the artist who lives in it. Lots of warm oak floors and ...
From $537 per night (USD)
VRBO
From $324 per night (USD)
VRBO
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 $324 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Updated 3 Bedroom Chicago Historic Andersonville
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Ready to stay in CHARMING Chicago? Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 3 bedrooms, and is step ...
From $322 per night (USD)
VRBO
From $946 per night (USD)
VRBO
Wrigleyville 3BD Condo
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 $946 per night (USD)
VRBO
From $1025 per night (USD)
VRBO
Wrigleyville Garden 3BR/9beds Pod
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
We just finished renovating this history solid brick building to create a magical home for your getaway in Chicago. Ste ...
From $1025 per night (USD)
VRBO
From $399 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 $399 per night (USD)
VRBO
From $200 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 $200 per night (USD)
Expedia
From $450 per night (USD)
VRBO
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 $450 per night (USD)
VRBO
From $272 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 $272 per night (USD)
Expedia
From $349 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 $349 per night (USD)
VRBO
From $312 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 $312 per night (USD)
Expedia
From $464 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 $464 per night (USD)
VRBO
From $464 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 $464 per night (USD)
Expedia

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Results: 168 Rentals