Uptown (Chicago) Rentals
- From $1295 per night (USD)
VRBO
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME!!! ABSOLUTELY NO PARTIES OR LARGE GATHERINGS! We reserve the right t ask ...
From $1295 per night (USD)VRBO
- From $114 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 Lakeview. with balcony views over the city. It’ll be ea ...
From $114 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Classic Lakeview 3BR, 3 blocks to Wrigleyville dining & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Feel at home wherever you choose to live with Blueground. You’ll love this charming Lakeview furnished three bedroom apa ...
From $106 per night (USD)VRBO
- From $123 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 Lakeview furnished one bedroom apartme ...
From $123 per night (USD)VRBO
- From $87 per night (USD)
VRBO
Dreamy Lakeview 2BR w\/ Patio, W\/D, walk to Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Lakeview apartment. It’ll be easy to simply show up and start living ...
From $87 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Tasteful Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Lakeview apartment with views over the city. It’ll be easy to simpl ...
From $157 per night (USD)VRBO
- From $896 per night (USD)
VRBO
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
- 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 $896 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Sizeable Lakeview 2BR, walk to L, Wrigleyville district, by Blueground
- Bedrooms:
- 1
- 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 $86 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Historic Andersonville Coach House.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Historic Coach House in the quaint Andersonville neighborhood of Chicago. Walking distance to Hollywood Beach, coffee sh ...
From $293 per night (USD)VRBO
- From $85 per night (USD)
VRBO
Trendy Lakeview 2BR w\/ Patio, W\/D, walk to Wrigley Field, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Lakeview apartment. It’ll be easy to simply show up and start living ...
From $85 per night (USD)VRBO
- 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 Lakeview. . It’ll be easy to simply show up and start l ...
Click For PricingVRBO
- From $825 per night (USD)
VRBO
Entire house 1 city block from Wrigley Field.
- Bedrooms:
- 4
- 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 $825 per night (USD)VRBO
- From $174 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 Lakeview furnished one bedroom ...
From $174 per night (USD)VRBO
- From $261 per night (USD)
VRBO
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 Ravenswood furnished two bedroom apartme ...
From $261 per night (USD)VRBO
- From $266 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 $266 per night (USD)VRBO
- From $272 per night (USD)
VRBO
✨Rustic Studio Apartment Heart of Lincoln Square✨
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $272 per night (USD)VRBO
- From $354 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 $354 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Unit 2 - Perfect Wrigleyville Stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Seated on a quiet street, steps away from the Wrigley field (6mins walk), Lake Michigan (16mins walk), Boystown (1min wa ...
From $400 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Spacious 5 bedroom in the heart of Wrigleyville
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 7
Starting with a common area and a kitchen/dinning space, its a well designed, open concept, perfect for a hangouts after ...
From $700 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with high floor views over the city. It’ll be ...
From $103 per night (USD)VRBO
- From $280 per night (USD)
VRBO
⭐️Cozy|Intimate|1BR In 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 $280 per night (USD)VRBO
- From $277 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 $277 per night (USD)VRBO
- From $267 per night (USD)
VRBO
🌟Spacious|Inviting 2BR Heart of Lively Lincoln Sq🌟
- 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 $267 per night (USD)VRBO
- From $255 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 $255 per night (USD)VRBO
- Click For Pricing
VRBO
Hidden Gem|Trendy|1BR|Vibrant Lincoln Sq
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
Click For PricingVRBO
- From $495 per night (USD)
VRBO
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 $495 per night (USD)VRBO
- From $129 per night (USD)
VRBO
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 $129 per night (USD)VRBO
- From $214 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 $214 per night (USD)VRBO
- From $328 per night (USD)
VRBO
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $328 per night (USD)VRBO
- From $1148 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 $1148 per night (USD)VRBO
- From $225 per night (USD)
VRBO
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 $225 per night (USD)VRBO
- From $872 per night (USD)
VRBO
Home Near Wrigley *Free Parking & Pet Friendly!*
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Located in the vibrant neighborhood of North Center, this stunning home offers the perfect blend of relaxation and enter ...
From $872 per night (USD)VRBO
- From $663 per night (USD)
VRBO
Soaring, Dramatic REMODELED Wrigley Loft +PRIVATE Rooftop, Game Room, Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
You will seriously LIVE IT UP & say WOW in this unique huge Lofted space in the middle of the action of Wrigleyville. Y ...
From $663 per night (USD)VRBO
- From $401 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 $401 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Chicago Local Vibe Residential 1BR Roscoe Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our fully furnished 1-bedroom/1-bathroom condo in Chicago! Ideal for longer stays, our spacious unit is just ...
From $209 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Amazing Edgewater 2BR, nr Lake Michigan, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Edgewater furnished two bedroom apart ...
From $149 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Modern Lakeview 1BR w\/ W\/D, nr Lakefront, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $115 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Serene Lakeview 1BR w\/ W\/D, nr Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $172 per night (USD)VRBO
- From $796 per night (USD)
VRBO
Eddy House, Roscoe Village Hideaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Steps away from Roscoe Village dining & shopping and a short train to the Mag Mile. Enjoy the best Chicago has to offer ...
From $796 per night (USD)VRBO
- From $83 per night (USD)
VRBO
Sleek Lakeview 1BR w\/ W\/D, nr Belmont L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $83 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Stylish Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $149 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Airy Lakeview 1BR w\/ W\/D, nr L Stop & Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Lakeview furnished one bedroom apar ...
From $104 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Centrally Located Swedish Design Andersonville 2bd by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly updated 2 bedroom, 1 bath condo has everything you need to make your Chicago stay perfect! The home was thoug ...
From $307 per night (USD)VRBO
- From $680 per night (USD)
VRBO
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 $680 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Upscale Lakeview 1BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $115 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Fantastic Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $142 per night (USD)VRBO
- From $121 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 furnished one bedroom apartm ...
From $121 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Charming Lakeview 1BR w\/ W\/D, nr L Stop & Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $152 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Chic 1BR Apt w\/ In-Unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your chic urban retreat in the heart of Chicago! Our beautifully appointed, fully furnished 1-bedroom apartme ...
From $215 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Bright & Cozy 1BR w\/ In-Unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our home! Our modern and cozy 1-bedroom apartment offers the perfect blend of comfort and style. Step into th ...
From $224 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Chic Furnished Studio w\/ Laundry
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to our apartment! Our cozy studio home is the epitome of stylish living, thoughtfully designed to maximize comfo ...
From $218 per night (USD)VRBO
- From $179 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 Lakeview. with balcony views over the city. It’ll be ea ...
From $179 per night (USD)VRBO
- From $105 per night (USD)
VRBO
Deluxe Lakeview 1BR, nr Wrigley Field & Lake Michigan, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Lakeview furnished one bedroom apartm ...
From $105 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Deluxe Edgewater 2BR w\/ W\/D, nr dining & shops, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Edgewater furnished two bedroom apartm ...
From $202 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Walk to Wrigley\/ Boystown -Chicago 3BR\/2Ba Duplex-parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your stay in this 3-BR/2-bath vintage duplex unit located on a serene, residential side street walking distance to ...
From $400 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Apartment on Clark in Wriglleyvile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous 2 bedroom, 1.5 bathrooms in the heart of Wrigleyville. This property comes with all furnishings. Soft cotton sh ...
From $145 per night (USD)VRBO
- From $625 per night (USD)
VRBO
Paris Chic, walk to Wrigley, Lake, Southport, Parking included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
All white, bright, renovated vintage city cottage. Romantic french flea market style on all 3 floors. Professional chef' ...
From $625 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Wrigley Penthouse w\/Private Roof Deck and Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our stunning 3-bedroom, 2.5-bath penthouse located just two blocks away from the iconic Wrigley Field. This u ...
From $450 per night (USD)VRBO
- From $298 per night (USD)
VRBO
Spacious Lakeview Hideway with Parking!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fall in love with the Cubs fervor, Boystown, iconic eats, and local spots of Chicago from this 4-bedroom, 2-bath vacatio ...
From $298 per night (USD)VRBO
- From $198 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 $198 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Enticing 2BR Apartment in Chicago near Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our modern 2-bedroom apartment! Featuring a spacious living room, fully furnished kitchen, and bathroom. You ...
From $283 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Chic Urban Retreat Near Wrigley Field, Family Friendly, WiFi & Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our stylish 2-bedroom, 2-bathroom condo nestled in the Lakeview/Southport neighborhood, the vibrant heart of ...
From $176 per night (USD)VRBO
- From $408 per night (USD)
VRBO
NEW LISTING! Bright Modern 4Bd 2Ba in the Heart of Wrigleyville ~ RA495526 by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**Hosting 32+ Nights** Immerse yourself in the heartbeat of Wrigleyville! My spacious 4 bed condo is nestled right in t ...
From $408 per night (USD)VRBO
- From $644 per night (USD)
VRBO
Super Comfortable Two-Level Apt
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Brand new remodel and listing! Bring the whole family to this giant apartment in the heart of Wrigleyville. Two levels ...
From $644 per night (USD)VRBO
- Click For Pricing
VRBO
Modern Lakeview 2BR w\/ Roftop & Gym, nr Trail & Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lakeview. with balcony views over the city. It’ll be ea ...
Click For PricingVRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $185 per night (USD)
VRBO
Wrigley\/Southport Corridor Garden Oasis +parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
BRAND NEW garden apartment in highly desirable Southport Corridor/Wrigleyville! Condo quality finishes on one of best st ...
From $185 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Cozy Nest in Chicago's Vibrant Lincoln Square
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Feel as though you have never left home in this wonderful 3-bedroom duplex apartment equipped with a fireplace, dining r ...
From $391 per night (USD)VRBO
- From $292 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 $292 per night (USD)VRBO
- From $389 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 $389 per night (USD)VRBO
- From $389 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 $389 per night (USD)VRBO
- From $389 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 $389 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Trendy 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 spacious Edgewater furnished one bedroom apar ...
From $123 per night (USD)VRBO
- From $399 per night (USD)
VRBO
At Home in Andersonville - Close to Foster Beach and the Red Line by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Our 4BR/2BA home offers the perfect balance of quiet and convenience. Step out the front door into the tree-lined street ...
From $399 per night (USD)VRBO
- From $818 per night (USD)
VRBO
Luxury Home near Wrigley, Boystown & Andersonville
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This luxury property is perfect for family and group trips. The first floor consists of a beautiful living room, chef's ...
From $818 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Deluxe 1BR Apt steps away from Shops & Cafés
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience a peaceful retreat in our charming one-bedroom apartment, thoughtfully designed to ensure your comfort and re ...
From $233 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Cubs Short Stop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located just one-half a block from Wrigley Field, this two bedroom flat includes TWO PARKING SPACES! Recently remodeled ...
From $197 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Pet Friendly Southport Corridor Condo - Amazing Shopping at Your Doorstep! by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Location, Location... Food/Entertainment to the max! Just renovated apt. situated above and hosted by Steingolds of Chic ...
From $385 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Maison Verte is a Parisian-inspired 2nd floor walk up in a traditional Chicago 2 flat with vintage charm and modern a ...
From $334 per night (USD)VRBO
- From $288 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 $288 per night (USD)VRBO
- From $674 per night (USD)
VRBO
Stylish Spacious ~ 3min Walk to Wrigley Field ~ Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Wrigleyville by staying in this stylish and comfy 3BR 2Bath gem nestled just 3 mins away from the famous Wrig ...
From $674 per night (USD)VRBO
- From $213 per night (USD)
VRBO
1BR Roomy Apartment in Bowmanville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the pinnacle of comfort and luxury in our apartment, featuring a peaceful and private sanctuary that's tailor ...
From $213 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Lively Retreat: 2BR Apartment in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embrace the comfort and chic atmosphere of our contemporary, well-appointed space that will instantly make you feel at h ...
From $226 per night (USD)VRBO
- From $179 per night (USD)
VRBO
1BR Getaway Apt Vintage Modern in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the ultimate Chicago experience with our fully furnished two-bedroom apartment, complete with all th ...
From $179 per night (USD)VRBO
- From $177 per night (USD)
VRBO
Charming Bowmanville 1BR Apt w\/ Roomy Living Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the charm of our apartment, perfect for those who appreciate the elegance of hardwood flooring. The stunning ...
From $177 per night (USD)VRBO
- From $800 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 $800 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Cozy & Modish 1BR Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the essence of city living in our fully furnished 1-bedroom apartment. This well-appointed urban dwelling off ...
From $213 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Decorated 1BR Apt, Natural Light, Comfy King Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We have a stunning newly remodeled one-bedroom apartment located in the vibrant St. Ben's area of Chicago. The place is ...
From $211 per night (USD)VRBO
- From $95 per night (USD)
VRBO
Ideal Lakeview 2BR w\/ Gym, Rooftop Pool, near Wrigley, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Lakeview apartment with views over the city. It’ll be easy to simpl ...
From $95 per night (USD)VRBO
- From $259 per night (USD)
VRBO
2BR City Apt Dedicated Fast Wi-Fi in Great Spot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our apartment, the perfect home base for your Windy City travels! Located in a trendy neighborhood, you'll fi ...
From $259 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Cool 2BR | Wrigleyville close to Fun City
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our contemporary two-bedroom apartment is the epitome of comfort and style, offering an inviting and cozy space for your ...
From $239 per night (USD)VRBO
- From $309 per night (USD)
VRBO
2BR Live in Style Designer Apt in Festive Boystown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our chic and stylish two-bedroom, one-bathroom apartment in the heart of Chicago! Whether you're in town for ...
From $309 per night (USD)VRBO
- From $232 per night (USD)
VRBO
2BR Apt in Lively Neighborhood of Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for an affordable and snug place to stay in the city center? Our charming two-bedroom apartment is the perfect o ...
From $232 per night (USD)VRBO
- From $310 per night (USD)
VRBO
All Complete 2BR Apt in Lakeview
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy 2-bedroom apartment is perfect for both short and long-term stays, with everything you need to make your time ...
From $310 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Vibrant 2BR and 1BA Apartment Furnished
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embark on a Chicago getaway with this exceptional property. This fully-equipped unit is designed to offer all the comfor ...
From $284 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Best Deal 2BR Apartment in Lakeview
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in the perfect setting to kickstart your city explorations or seal that critical business deal with our chic two ...
From $326 per night (USD)VRBO
- From $214 per night (USD)
VRBO
Lively Rejuvenating 1BR in Outstanding Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our fully furnished 1-bedroom/1-bathroom condo in Chicago! Whether for business or vacation, our modern space ...
From $214 per night (USD)VRBO
- From $221 per night (USD)
VRBO
1BR Apartment Full Kitchen Popular Spot
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of downtown Chicago, our modern and stylish studio apartment offers the perfect home base for your ...
From $221 per night (USD)VRBO
- From $246 per night (USD)
VRBO
Newly Decorated 1BR\/1BA Apt Safe & Convenient
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our luxurious 1BR condo is located in the heart of Chicago, just a short walk from all the city's top attractions. With ...
From $246 per night (USD)VRBO
- Click For Pricing
VRBO
Upscale Lakeview Studio w\/ Rooftop Pool near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful studio Blueground apartment. You’ll love coming hom ...
Click For PricingVRBO