Richard Clark Park Rentals
From $204 per night (USD)VRBO
Charming 4-bedroom apartment in delightful Chicago with central heat\/AC, WiFi.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Discover this marvelous 4-bedroom gem in Chicago. Step into this cool apartment and be greeted by a pleasant ambiance th ...
From $204 per night (USD)VRBO
From $451 per night (USD)Expedia
Marvelous 3-bedroom town-home in Chicago.\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Marvelous 3-bedroom town-home in Chicago. Over 2100 sqft of space including 3 bedrooms, & 2.5 bathrooms. Located in a qu ...
From $451 per night (USD)Expedia
From $180 per night (USD)VRBO
Duplex 3 Bed 2 Bat Apt Steps from Lincoln Square
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Chicago getaway! This spacious 3-bedroom, 2-bathroom multi-level apartment offers everything you ...
From $180 per night (USD)VRBO
From $130 per night (USD)Expedia
Charming Chi-town 2-bedroom apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Unwind in the bustling city of Chicago at this superb apartment. With 2 serene bedrooms featuring queen beds, a welcomin ...
From $130 per night (USD)Expedia
From $126 per night (USD)VRBO
Spacious Chicago Apartment ~ 6 Mi to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 6
Experience Chicago in style at this chic apartment just 2 miles from Wrigleyville and Bucktown. This updated vacation re ...
From $126 per night (USD)VRBO
From $233 per night (USD)Expedia
Large 2-Bedroom w\/ Huge Roofdeck view of Skyline
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience luxurious living in Chicago! This brand new, spacious 2-bedroom 2-bath penthouse apartment offers an exceptio ...
From $233 per night (USD)Expedia
From $810 per night (USD)VRBO
Stunning 4-Bed 4-Bath Fully Renovated Home - Dual Living Spaces in North Chicago
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of ...
From $810 per night (USD)VRBO
From $1728 per night (USD)Expedia
Vacation home just 2 minutes drive to Wrigley Field
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
More photos to come as construction is still wrapping up and things being moved in. This brand new Greystone is in the h ...
From $1728 per night (USD)Expedia
From $404 per night (USD)VRBO
Unique Chicago Penthouse Loft - Amazing Deal & Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Ideal for a Chicago getaway, a business trip, or to visit family & friends! This comfortable 3rd-floor Penthouse Loft (n ...
From $404 per night (USD)VRBO
From $232 per night (USD)Expedia
The Avondale Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This is a private three bedroom house you will be reserving in the Avondale neighborhood. Plenty of available free stree ...
From $232 per night (USD)Expedia
From $227 per night (USD)VRBO
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Roscoe Village Inn offers charming vacation rental homes in Chicago's trendy Roscoe Village neighborhood 5 miles north o ...
From $227 per night (USD)VRBO
From $799 per night (USD)Expedia
Stylish 6 Bedroom Home in Trendy Logan Square!
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
Our stylish and newly-built home in Logan Square has all of the space a family or group of friends traveling together ne ...
From $799 per night (USD)Expedia
From $548 per night (USD)VRBO
Gorgeous Home for the Holidays Near Wrigley Field
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern design of a historic Chicago row house in one of the "cities best" neighborhoods. This home was totally redesigne ...
From $548 per night (USD)VRBO
From $283 per night (USD)VRBO
Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Ready to stay in MODERN Chicago? Our NEWLY FINISHED 2-level masterpiece has IMPECCABLE DESIGN, 4 bedrooms, IN-U ...
From $283 per night (USD)VRBO
From $251 per night (USD)VRBO
Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Vil ...
From $251 per night (USD)VRBO
From $666 per night (USD)Expedia
Home Near Wrigley *Free Parking & Pet Friendly!*
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Located in the vibrant neighborhood of North Center, this stunning home offers the perfect blend of relaxation and enter ...
From $666 per night (USD)Expedia
From $368 per night (USD)VRBO
Perfect weekend getaway 2BR 2BA Apartment near Wrigley Field
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your getaway location in the heart of the Roscoe Village neighborhood of Chicago! A short walk to Wrigley Fie ...
From $368 per night (USD)VRBO
From $185 per night (USD)Expedia
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely renovated, modern kitchen and bath, comfortable beds, and solar-powered. Great location in a safe neighborhood, J ...
From $185 per night (USD)Expedia
From $226 per night (USD)VRBO
4\/2 Home + Foosball Table | Near Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to this four bedroom, two bathroom apartment located in the neighborhood of Lakeview. The location is f ...
From $226 per night (USD)VRBO
From $510 per night (USD)Expedia
Gorgeous NEW 5 BDR\/ 4BA in Logan Square w\/Parking!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
In desirable LOGAN SQUARE - 10 minutes from Downtown Chicago, steps away from the new Restaurant Row on Diversey Avenue! ...
From $510 per night (USD)Expedia
From $167 per night (USD)VRBO
Cozy Garden Unit Located in North Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
My home is located on a charming tree-lined street in the North Center/Lakeview neighborhood. The featured space is a qu ...
From $167 per night (USD)VRBO
Click For PricingExpedia
Perfect 4 Bedroom + 2 Bath unit on 2 separate floors, Free parking, CUBS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy Chicago in this lovely and very spacious home! Entire 2 floors of space for guests to enjoy! 4 total bedrooms with ...
Click For PricingExpedia
From $713 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 $713 per night (USD)VRBO
From $271 per night (USD)Expedia
Charming 3-bedroom house with AC and WiFi in awesome Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Chicago retreat. This charming house offers all the comforts you need for a wond ...
From $271 per night (USD)Expedia
From $707 per night (USD)VRBO
Elegant 3-Bed, 3-Bath Home in North Chicago with Gourmet Kitchen & Private Decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of ...
From $707 per night (USD)VRBO
From $185 per night (USD)Expedia
Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Feel comfortable in this spacious and unique 1bd space. New In-law-suite which includes a large family room. There is an ...
From $185 per night (USD)Expedia
From $604 per night (USD)VRBO
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Spacious 8-bedroom townhome withThis newly renovated and styled 8 bedroom in Avondale is ready to host you! Two units ha ...
From $604 per night (USD)VRBO
From $352 per night (USD)Expedia
Urban Oasis in Roscoe Village! Pet friendly and family friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your stylish home away from home in the heart of Roscoe Village, Chicago’s charming “village within the city” ...
From $352 per night (USD)Expedia
From $259 per night (USD)VRBO
Chic 3-bedroom apartment with AC, WiFi in vibrant Roscoe Village
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Get ready to relax in this 3-bedroom apartment in Chicago. This welcoming property features 2 queen beds and 1 bunk bed, ...
From $259 per night (USD)VRBO
From $362 per night (USD)VRBO
Spacious 5 Bedrooms 3 Baths - 2 Car Garage -Walking distance to Bus & Train\n\n
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Chicago Uncovered, an extraordinary apartment nestled in the heart of the city’s historic North Center neighb ...
From $362 per night (USD)VRBO
Click For PricingVRBO
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Look no further - Read our reviews! Ideal for a Chicago Get-Away, business trip, or to visit family & friends! This com ...
Click For PricingVRBO
From $527 per night (USD)Expedia
Stunning \/ Spacious 6BD Home + garage - Bucktown!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
About this space NEW HOME/NEWLY FURNISHED! This 5 br home is centrally located to Chicago's best areas; Wicker Park, Log ...
From $527 per night (USD)Expedia
From $183 per night (USD)VRBO
Light and bright 3BD duplex in Avondale, Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ahh, the calm colors and neutral tones in this main & upper level, 3 bedroom / 2 bath duplex is just what you need to re ...
From $183 per night (USD)VRBO
From $412 per night (USD)Expedia
Luxury Home near Wrigley, Boystown & Andersonville
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This luxury property is perfect for family and group trips. The first floor consists of a beautiful living room, chef's ...
From $412 per night (USD)Expedia
From $263 per night (USD)VRBO
Avondale Condo Near Classic Bars, Eateries, and More! by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Come stay at our newly updated home in the heart of Chicago's Avondale neighborhood! Full of character and fun design to ...
From $263 per night (USD)VRBO
From $139 per night (USD)Expedia
The Avondale Lower Level
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Check out my basement apartment in Irving Park. The property is right off of Addison Street. Free parking and close to t ...
From $139 per night (USD)Expedia
From $738 per night (USD)VRBO
Huge & Luxurious Logan Sq home,2 car garage,PRIVATE rooftop deck,great location!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Look no further than our newly renovated house in Logan Square! Start your adventure in Chicago from this prime location ...
From $738 per night (USD)VRBO
From $134 per night (USD)VRBO
Cozy 2 Bedroom Home Near Downtown & Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy Vrbo in the vibrant city of Chicago. Situated conveniently between O’Hare airport and downtown. Our ...
From $134 per night (USD)VRBO
From $161 per night (USD)VRBO
Luxury Meets Chic at Urban 2BR\/2BA Condo in Roscoe Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury meets urban chic in this gorgeous, recently renovated Roscoe Village condo! Walk in to find soaring 12' ceilings ...
From $161 per night (USD)VRBO
From $535 per night (USD)Expedia
Stylish 3BD 2BA Apt Near Wrigley w\/ Parking x3
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a neighborhood feel in a big city. Welcome to our North Center 3 bedroom, 2 bathroom apartment on a quiet tree lin ...
From $535 per night (USD)Expedia
From $380 per night (USD)VRBO
Chic Urban Stay: Queen Beds, Near Train, EV Charge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the best of city living at our Logan Square retreat, a mere stone's throw from downtown Chicago and a short wal ...
From $380 per night (USD)VRBO
From $122 per night (USD)Expedia
Chicago Wrigley Roscoe Village Lakeview Luxury Flat Free Parking\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Top rated bright first floor in top rated Roscoe Village. High speed internet+ work area. Bose music & Smart TV. Very sp ...
From $122 per night (USD)Expedia
From $117 per night (USD)VRBO
Modern 2BR in Roscoe\/Wrigley with Free Street Parking walk to Paulina Brown-line
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Desired longer stay in this beautiful, safe Roscoe Village/Lake View, surrounded by shops and restaurants. 5-min walk to ...
From $117 per night (USD)VRBO
From $437 per night (USD)Expedia
The Broasis at Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
I took a perfectly nice flat on a beautiful street and filled it with great things...I want my guests to feel less like ...
From $437 per night (USD)Expedia
From $184 per night (USD)VRBO
The Roscoe Village Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in a village within the city of Chicago, welcome to "The Roscoe Village Guesthouse", at the corner of Roscoe and ...
From $184 per night (USD)VRBO
Click For PricingExpedia
Charming Village in the City
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About this space European style first floor apartment in a charming three story home built in 1910. Newly renovated with ...
Click For PricingExpedia
From $1143 per night (USD)VRBO
Experience Luxury and Comfort in Chicago - 4bd\/4ba House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your luxurious Chicago retreat! This elegant house boasts upscale amenities and exquisite upgrades, perfect f ...
From $1143 per night (USD)VRBO
From $421 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 $421 per night (USD)VRBO
From $106 per night (USD)VRBO
Cozy apartment near downtown
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Cozy studio apartment near downtown (about 10-15 minutes), 24-30 minutes to O’Hare and Midway airports. Very close to su ...
From $106 per night (USD)VRBO
From $257 per night (USD)Expedia
1 Garage Spot Included - Near \"L\" Train - Highly Rated - North Center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
-1 Garage Spot INCLUDED!!!! - Fully furnished unit with everything you'll need for your stay. - Third-floor rear apar ...
From $257 per night (USD)Expedia
From $558 per night (USD)VRBO
Beautiful Roscoe Village\/Hamlin Park 4 bed 3 bath.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 4 bed 3 bath pet friendly duplex up lives like a house with everything you need and want. Great neighborhood pa ...
From $558 per night (USD)VRBO
From $310 per night (USD)Expedia
Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A gorgeous, spacious and relaxing 2 bedroom, 1 bathroom in Logan Square - one of Chicago's hottest neighborhoods. While ...
From $310 per night (USD)Expedia
From $175 per night (USD)VRBO
The Roscoe Village Brownstone\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Located in a village within the city of Chicago, welcome to "The Roscoe Village Guesthouse" at the corner of Roscoe and ...
From $175 per night (USD)VRBO
From $99 per night (USD)Expedia
Designed with You in Mind - This Property Offers Everything You Need to Work and Play in Chi-Town by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**Now hosting 32+ nights!** Professionally-designed apartment surrounded by some of the best restaurants in the city (i ...
From $99 per night (USD)Expedia
From $166 per night (USD)VRBO
Charming Garden Apartment - Perfect for a Family Getaway by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The quintessential Chicago two-bedroom garden apartment, close to Wrigley Field! Ours gets beautiful light through the f ...
From $166 per night (USD)VRBO
From $210 per night (USD)Expedia
Logan Blvd Luxury! Enjoy the Well-Equipped Kitchen and Prime Location by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
From our beautifully updated unit on historical Logan Blvd, you can walk to the farmer's market on Sundays, then cook yo ...
From $210 per night (USD)Expedia
From $201 per night (USD)VRBO
PET FRIENDLY! Unique Converted Storefront Stay - Great Neighborhood! by AllSet Turnover
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Roscoe Village two-bedroom condo is a spacious converted storefront that can accommodate up to six people - which is ...
From $201 per night (USD)VRBO
From $210 per night (USD)Expedia
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're traveling for business or pleasure, with family, friends or solo, this comfortable 2-bedroom in a classic ...
From $210 per night (USD)Expedia
From $152 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 $152 per night (USD)VRBO
From $65 per night (USD)Expedia
The Avondale Dormer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Retro style 1 bedroom apartment available in the Irving Park neighborhood off of Addison Street. This is a private attic ...
From $65 per night (USD)Expedia
From $369 per night (USD)VRBO
Gather Together & WFH in Piece of Chicago History
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
‘The Wellington’ was created for those looking to gather in a piece of Chicago history. This thoughtfully refurbished 19 ...
From $369 per night (USD)VRBO
From $192 per night (USD)VRBO
Spacious 3 bedroom in ideal Roscoe village location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Come stay in our beautiful vintage updated spacious, and comfortably furnished 3 bedroom, 1 bath, private city apartment ...
From $192 per night (USD)VRBO