Uptown (Chicago) Rentals
- From $395 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 $395 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $219 per night (USD)
VRBO
1BR Chic Apartment Close to Everything
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a stylish and modern apartment with a cozy bedroom, well-equipped kitchen, and chic living area. The tasteful fu ...
From $219 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Tranquil & Airy 1BR Apt in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax and unwind in our peaceful apartment, which includes a well-equipped kitchen, chic living area, and comfortable be ...
From $179 per night (USD)VRBO
- From $485 per night (USD)
VRBO
3BR Comfy & Bright Apartment Fully Furnished
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your home away from home in our inviting 3-bedroom apartment, where comfort and brightness create the perfect r ...
From $485 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Cozy 1BR Apartment Serene Local Vibe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our calm and stylish 1-bedroom apartment, complete with everything you need to live like a local in the Windy ...
From $188 per night (USD)VRBO
- From $365 per night (USD)
VRBO
Stay in Style: Expansive 2BR Unit w\/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in unparalleled relaxation within our expansive and inviting 2-bedroom apartment, meticulously crafted to offer ...
From $365 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Beautifully Furnished 1BR Apt with King-sized bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your home away from home in Chicago! This charming 1-bedroom apartment is located in a friendly and peaceful ...
From $211 per night (USD)VRBO
- From $88 per night (USD)
VRBO
Sleek 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 spacious studio Blueground apartment. You’ll love coming home ...
From $88 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Airy Lakeview Studio, w\/ W\/D, Gym, near Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Lakeview. with high floor views over the city. It’ll be easy ...
From $176 per night (USD)VRBO
- From $604 per night (USD)
VRBO
Wrigleyville Inn AllStar Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 Bedroom, 2 Full Bathrooms Sleeps 7 people. Located in Garden Unit in a Wrigley Rooftop Building. Located directly ac ...
From $604 per night (USD)VRBO
- From $997 per night (USD)
VRBO
Lakeview Lux - NEW - 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 $997 per night (USD)VRBO
- From $998 per night (USD)
VRBO
Luxurious, custom built single family home near Wrigley
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to one of the best home rentals in Chicago! Built in 2015, this 5 bedroom, 6 bathroom also boasts has an office, ...
From $998 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Charming Edgewater 1BR, nr Thorndale Red Line Station, 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 $86 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Inviting Lakeview 1BR w\/ W\/D, nr Belmont L & Lake, 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 $225 per night (USD)
VRBO
Premium Lakeview 2BR w\/ W\/D, nr Wrigley Field & Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $225 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Cozy 2BR Apartment in Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our conveniently located 2-bedroom apartment! Our inviting place is designed to provide you with all the esse ...
From $231 per night (USD)VRBO
- Click For Pricing
VRBO
Wrigleyville | Spacious Duplex w\/ Entertainment Ro
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our spacious and stylish apartment, located just steps away from the iconic Wrigley Field in Chicago! This is ...
Click For PricingVRBO
- From $941 per night (USD)
VRBO
Wrigleyville Jungle Themed HUGE House w\/ game room basement & 2 parking spaces
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to our jungle-themed home in Wrigleyville! With room for 15 guests, 6 bedrooms and a huge basement, this place i ...
From $941 per night (USD)VRBO
- From $610 per night (USD)
VRBO
Ultimate Lakeview 3bd Duplex 4 Blocks from Wrigley by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the ultimate Chicago getaway in this spacious 3bd duplex down, 4 blocks from iconic Wrigley Field. Relax in o ...
From $610 per night (USD)VRBO
- From $232 per night (USD)
VRBO
MODERN COMPLETELY REMODELED Bright, Spacious Flat STEPS from Wrigley Field &Bars
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LOCATION! LOCATION! LOCATION!!! You will absolutely love this NEWLY REMODELED 1100 sq ft apartment in the HEART OF WRIG ...
From $232 per night (USD)VRBO
- From $99 per night (USD)
VRBO
A laid-back studio few minutes from Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy your stay in Chicago, Lakeview in this cozy, newly remodeled studio! This studio is located in a walking distance ...
From $99 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Escape to a Lakeview Hideaway in the heart of downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
Welcome to Chicago and Lakeview! From this apartment, you’re a 10-15 minute walk from Wrigley field, 15-20 minutes from ...
From $261 per night (USD)VRBO
- From $679 per night (USD)
VRBO
Charming 3rd Floor Penthouse in B&B
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stay in charm! 3rd floor Penthouse suite at the Old Chicago Inn. 3 Bed/4bath (king bed, full bed with bathroom ...
From $679 per night (USD)VRBO
- From $1215 per night (USD)
VRBO
9 bed 10 bath in Lakeview
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 16
Summary: Rent out all the rooms in the Old Chicago Inn. Nine bedrooms and 10 bathrooms, with a kitchen and two living ro ...
From $1215 per night (USD)VRBO
- From $179 per night (USD)
VRBO
3Bed\/2Bath Penthouse Steps from the Brown Line
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This condo is a gorgeous, spacious and bright 3Bed/2Bath Penthouse in the heart of North Center. It includes a home offi ...
From $179 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Elegant 1BR Stylishly Furnished Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the refined charm of this 1-bedroom apartment, where sophistication meets comfort. This meticulously curated ...
From $218 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Spacious 3BR in Andersonville - Just off Clark St
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy local living on the 1st floor of our classic Chicago 2-flat with modern touches and free street parking. Our locat ...
From $300 per night (USD)VRBO
- Click For Pricing
VRBO
Chic & Cozy 2BR Ashland Apt - Near Wrigley, Great for Families & Workers
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming and cozy two-bedroom apartment in the heart of Chicago, a perfect retreat for both leisure and b ...
Click For PricingVRBO
- From $1274 per night (USD)
VRBO
Whole house in Boystown
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 19
Located in the Boystown neighborhood of Chicago, this house has 8 bedrooms, 7 bathrooms. Operates normally as a bed & br ...
From $1274 per night (USD)VRBO
- Click For Pricing
VRBO
The Chicago Hotel Collection - Wrigleyville\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Chicago Hotel Collection - Wrigleyville is located in Wrigleyville, a neighborhood in Chicago, and is in the enterta ...
Click For PricingVRBO
- From $1041 per night (USD)
VRBO
LARGE LUX 6BD, 4BA HOME +garage & patio
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Escape into this Chicago Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retail on ...
From $1041 per night (USD)VRBO
- Click For Pricing
VRBO
Modern Apartment on Quiet Street in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Remodeled, Sun-filled, Spacious private apartment in Andersonville, the coolest neighborhood in the US, according to Tim ...
Click For PricingVRBO
- From $222 per night (USD)
VRBO
Charming Wrigleyville Home Close to the Cubs!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Chicago while staying in our private guest suite in a fantastic Wrigleyville location! We are the main residents o ...
From $222 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Lakeview\/Wrigley Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
About this space Make yourself at home in this cozy Wrigleyville townhouse that is a fun short walk to Chicago's legenda ...
From $165 per night (USD)VRBO
- From $419 per night (USD)
VRBO
Stylish 3BD 2BA Apt Near Wrigley w\/ Parking x3
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a neighborhood feel within a big city. Welcome to our centrally located 3 bedroom, 2 bathroom apartment on a quiet ...
From $419 per night (USD)VRBO
- From $303 per night (USD)
VRBO
The Lincoln Square Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
As you walk into your private 1st floor apartment from Western Ave, you’ll be greeted by a stunning wide-open great room ...
From $303 per night (USD)VRBO
- From $192 per night (USD)
VRBO
2 bedroom apartment in the heart of Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom apartment in the heart of Andersonville featuring of one of a kind retailers, popular cafe's, restaurants and ...
From $192 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Private Gem, quiet street in Andersonville -1 bedroom + sofa bed + easy parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This newly renovated, private 1-bedroom garden apartment is located on a quiet residential block in Andersonville's Lake ...
From $210 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Root! Root! Root! For the Home Team in this Modern Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cozy and quiet studio apartment just 2 blocks from Wrigley Field and less than a 5-minute walk to the center of Wrigleyv ...
From $225 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Charming 2-bedroom 2 blocks to Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The whole group will enjoy easy access to everything from this centrally located place, less than a 5-minute walk to the ...
From $205 per night (USD)VRBO
- From $639 per night (USD)
VRBO
Elegant Duplex with Chef's Kitchen Near Wrigley Field by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this elegant Wrigleyville duplex down, just steps from Chicago's legendary Wrigley Field! This ...
From $639 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Stylish & Modern Apartment in Walk to Everything Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stylish and comfortable on a premier residential block that has multi-million dollar homes in Chicago's popular North Ce ...
From $179 per night (USD)VRBO
- Click For Pricing
VRBO
Stylish Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
Click For PricingVRBO
- From $711 per night (USD)
VRBO
Wrigley Field is across the street with a Patio and Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
- Across the street from Wrigley Field - 1 parking spot included! (No in/out during Cubs game days) - Private Front Pat ...
From $711 per night (USD)VRBO
- Click For Pricing
VRBO
Andersonville Abode steps away from local coffee shops, restaurants & boutiques
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy all that Andersonville has to offer in this brand new apartment. Located in the heart of Andersonville, this moder ...
Click For PricingVRBO
- From $306 per night (USD)
VRBO
Wrigleyville 4-Bed with Tons of Sunlight
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
The is a very comfortable spacious apartment with high ceilings, abundant sunlight. The kitchen and bath were recently ...
From $306 per night (USD)VRBO
- From $694 per night (USD)
VRBO
Stunning 5 Bedroom Gem Steps from Wrigley Field!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
One of a kind, beautiful 5 bed, 2 full bath two-level condo inside of an amazingly well-appointed all brick building, ju ...
From $694 per night (USD)VRBO
- From $1292 per night (USD)
VRBO
One of a kind, beautifully designed 5 bedroom 2 full bath and one half bath, two-level condo.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
One of a kind, beautifully designed 5 bedroom 2 full bath and one half bath, two-level condo, in classic Chicago brick b ...
From $1292 per night (USD)VRBO
- From $408 per night (USD)
VRBO
5 Minute Walk to Wrigley Fie, Parking, Big Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spend time in Chicago living in a classic Chicago greystone building with all the modern upgrades. You'll feel the hist ...
From $408 per night (USD)VRBO
- From $349 per night (USD)
VRBO
Beautiful and Relaxing Wrigleyville Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Located across the street from Wrigley Field, this recently remodeled and thoughtfully decorated apartment provides a pe ...
From $349 per night (USD)VRBO
- From $335 per night (USD)
VRBO
Spacious Wrigleyville Apt 2 Blks from Lake & Train
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red lin ...
From $335 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Wrigleyville Private Guesthouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Guesthouse ideal for 6+guests 1 block from Southport brown line station, 1/2 mile from Wrigley Field & red line stat ...
From $325 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover Chicago's charm in this newly designed 2-bedroom condo! Located a few blocks away from the heart of Lincoln Squ ...
From $220 per night (USD)VRBO
- From $84 per night (USD)
VRBO
Beautiful Condo, Awesome amenities, with parking!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come to enjoy this beautiful Condo with amazing amenities, stunning views of the great Lake Michigan and Down Town. The ...
From $84 per night (USD)VRBO
- From $337 per night (USD)
VRBO
1 Garage Spot Included - Near Brown Line - NEW Listing - Hestia Apt -Northcenter
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
-1 Garage Spot INCLUDED!!!! - Fully furnished unit with everything you'll need for your stay. - Third-floor rear unit ...
From $337 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Charming House in Lakeview - 1895. Walk to Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
About this space Great city living in this bright, comfy, farmhouse style home. Perfect for entertaining with the whole ...
From $395 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Fully restored 1900's 2-Flat on Chicago’s family friendly quiet North Side.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
When I renovated this building my dream was to maintain the look and feel of a 1911 city farmhouse building's charm but ...
From $375 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Cozy 2 bedroom apartment in Wrigleyville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the heart of Wrigleyville, this 2 bedroom, 1.5 bathrooms in situated right on Clark St. This property comes w ...
From $180 per night (USD)VRBO
- Click For Pricing
VRBO
Steps from Wrigley Field - Sleeps 1-6 - Play Ball!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
About this space Located steps away from Wrigley Field. 5 min = 2 1/2 blocks. = 0.2 miles. Can you get any closer? This ...
Click For PricingVRBO
- From $610 per night (USD)
VRBO
Wrigley Stylish 2-Level Designer Flat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The location literally can't be beaten, with easy access to Wrigley Field, the bustling Southport shopping corridor, and ...
From $610 per night (USD)VRBO
- From $464 per night (USD)
VRBO
Home Plate at Wrigley Field
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Steps from Wrigley Field, my 3 bed/3 bath pad is the perfect “home base” for your group. With the excitement of Wrigleyv ...
From $464 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Lovely 2 Bedroom condo near Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
My charming 2-bedroom apartment has everything you need for your Chicago trip. The unit comes with washer/dryer in build ...
From $400 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Beautiful Spa Like Suite on the North side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on a quiet, tree-lined street in the North Center/Lakeview neighborhood, the featured space is a beautiful studi ...
From $225 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Luxury Wrigleyville condo steps from Wrigley
- Bedrooms:
- 3
- 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 $600 per night (USD)VRBO
- From $126 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. with views over the city. It’ll be easy to s ...
From $126 per night (USD)VRBO
- From $128 per night (USD)
VRBO
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 furnished one bedroom ...
From $128 per night (USD)VRBO
- From $160 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 $160 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Upscale Lakeview 3BR, 3 blocks to Wrigleyville dining & L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Show up and start living from day one in Chicago with this charming three bedroom Blueground apartment. You’ll love comi ...
From $171 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Amazing Edgewater 2BR w\/ Gym, Deck & Lounge, 5 blocks to L, 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 $109 per night (USD)VRBO
- Click For Pricing
VRBO
Sleek 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 pretty Edgewater furnished one bedroom apartm ...
Click For PricingVRBO
- From $84 per night (USD)
VRBO
Beautiful Lakeview 1BR 3 blocks from Wrigley Field, 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 $84 per night (USD)VRBO
- From $75 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. with views over the city. It’ll be easy to s ...
From $75 per night (USD)VRBO
- Click For Pricing
VRBO
Hip Lakeview Studio w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Lakeview. with views over the city. It’ll be easy to simply ...
Click For PricingVRBO
- From $145 per night (USD)
VRBO
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. with views over the city. It’ll be easy to s ...
From $145 per night (USD)VRBO
- From $137 per night (USD)
VRBO
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 $137 per night (USD)VRBO
- From $241 per night (USD)
VRBO
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 $241 per night (USD)VRBO
- From $115 per night (USD)
VRBO
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 $115 per night (USD)VRBO
- From $115 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 $115 per night (USD)VRBO
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
VRBO
Sunny Edgewater 2BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Edgewater. with high floor views over the city. It’ll b ...
Click For PricingVRBO
- From $299 per night (USD)
VRBO
Wrigleyville | Chicago Guest House | Not Just A Vacation Rental; A Real Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Chicago Guest House: Luxury Chicago Vacation Rentals In Wrigleyville Lakeview's Wrigleyville is a lively and ...
From $299 per night (USD)VRBO
- Click For Pricing
VRBO
Cute 2 bed, 2 bath condo on tree-lined Andersonville street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Prime location in Andersonville! Large south-facing windows and exposed brick make for a bright, airy living room. Kitch ...
Click For PricingVRBO
- From $428 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 $428 per night (USD)VRBO
- From $700 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 $700 per night (USD)VRBO
- From $262 per night (USD)
VRBO
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 $262 per night (USD)VRBO
- From $152 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 Lakeview. with views over the city. It’ll be easy to si ...
From $152 per night (USD)VRBO
- From $80 per night (USD)
VRBO
Luxe Lakeview Studio w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming studio Blueground apartment. You’ll love coming home ...
From $80 per night (USD)VRBO
- From $147 per night (USD)
VRBO
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 Lakeview. with views over the city. It’ll be easy to si ...
From $147 per night (USD)VRBO
- From $202 per night (USD)
VRBO
4\/2 Home | Near Wrigley I Sleeps 12 People
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: You'll love having the whole apartment to yourself - where all of the common space is - there's a ton of natur ...
From $202 per night (USD)VRBO
- From $225 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 $225 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Cubbies Dream! Half a Block to Wrigley! You Can Feel the Excitement in the Air on Game Days! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
My place is a half block from Wrigley Field. You can be to the ballpark in 2 minutes (or Murphy's)! Enjoy your pregame a ...
From $316 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by RedAwning
- 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 $279 per night (USD)VRBO
- From $866 per night (USD)
VRBO
Whole house in Boystown close to Wrigleyville
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 21
The house is an operating Bed & Breakfast and is set up, as such. There is a total of 9 bedrooms, 3 of the bedrooms shar ...
From $866 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Deluxe 1BR Apt in Ravenswood w\/ Complete Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our apartment is nestled in a welcoming and family-friendly neighborhood that offers convenient access to major highways ...
From $192 per night (USD)VRBO
- From $1204 per night (USD)
VRBO
Wrigleyville Elegance - Theater Room, Outdoor Space and GARAGE PARKING! by RedAwning
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious, luxurious, & welcoming, our elegant Wrigleyville single-family home is an exquisite refuge for any group of tr ...
From $1204 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Light Filled with Tasteful Pops of Color - You Will Love This Mid-Century Modern Gem by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
If you love Mid-Century Modern decor you will love this apartment. The light-filled main family room and sun porch is th ...
From $304 per night (USD)VRBO
- From $413 per night (USD)
VRBO
A+ on Addison - Steps to Wrigley Field - Let's Go Cubs! by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Clean, comfortable, and homey, you truly can't beat the location of our three bedroom apartment. Just steps from world-f ...
From $413 per night (USD)VRBO
- From $482 per night (USD)
VRBO
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our charming three-bedroom duplex in Andersonville is steps to the beach, antique shopping, and so many food options - p ...
From $482 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Calm & Cozy 1BR Apartment in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind and rejuvenate in this serene and fashionable setting. This well-lit one-bedroom apartment is perfect for an exte ...
From $201 per night (USD)VRBO