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 $427 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 $427 per night (USD)Expedia
From $272 per night (USD)VRBO
Duplex 3 Bed 2 Bath Apt Steps from Lincoln Square
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
Summary: Welcome to your perfect Chicago getaway! This spacious 3-bedroom, 2-bathroom multi-level apartment offers every ...
From $272 per night (USD)VRBO
From $134 per night (USD)Expedia
Spacious Roscoe Village Apt w\/ Home Office!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 6
Pet Friendly w/ Fee | Walkable Location | 2 Mi to Wrigley Field Experience the city in style when you stay at this Chic ...
From $134 per night (USD)Expedia
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Large 2-Bedroom w\/ Huge Roofdeck view of Skyline
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Summary: Experience luxurious living in Chicago! This brand new, spacious 2-bedroom 2-bath penthouse apartment offers an ...
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From $850 per night (USD)Expedia
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 $850 per night (USD)Expedia
From $130 per night (USD)VRBO
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)VRBO
From $1840 per night (USD)Expedia
Vacation home just 2 minutes drive to Wrigley Field
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This brand new Greystone is in the heart of North Center Lakeview, Chicago. Walking distance to Wrigley, Andersonville, ...
From $1840 per night (USD)Expedia
From $389 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 $389 per night (USD)VRBO
From $288 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 $288 per night (USD)Expedia
From $238 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 $238 per night (USD)VRBO
From $759 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 $759 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 $351 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 $351 per night (USD)VRBO
From $261 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 $261 per night (USD)VRBO
From $818 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 $818 per night (USD)Expedia
From $336 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 $336 per night (USD)VRBO
From $255 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 $255 per night (USD)VRBO
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Your 1BR Homey Haven in Vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the allure of urban living at its finest with a warm invitation to our exquisitely renovated one-bedroom apartm ...
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From $523 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 $523 per night (USD)Expedia
From $200 per night (USD)VRBO
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 $200 per night (USD)VRBO
From $162 per night (USD)Expedia
Lovely stay in Avondale!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Surround yourself with style in this standout space near Avondale/Logan Square! It features a newly remodeled kitchen an ...
From $162 per night (USD)Expedia
From $192 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 $192 per night (USD)VRBO
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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 ...
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From $760 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 $760 per night (USD)VRBO
From $623 per night (USD)Expedia
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 $623 per night (USD)Expedia
From $655 per night (USD)VRBO
Elegant 3-Bed, 3-Bath Home in North Chicago with Gourmet Kitchen & Private Decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of ...
From $655 per night (USD)VRBO
From $165 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 $165 per night (USD)Expedia
From $193 per night (USD)VRBO
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a spot during some Cubs games or a concert? Or just a lovely relaxing spot for a weekend in the city? YOU F ...
From $193 per night (USD)VRBO
From $191 per night (USD)Expedia
Spacious 3-bedroom apartment with WiFi, AC in charming Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Chicago at this fantastic apartment. With 3 bedrooms, a washing machine, iron, hair dryer, W ...
From $191 per night (USD)Expedia
From $316 per night (USD)VRBO
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 $316 per night (USD)VRBO
From $259 per night (USD)Expedia
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)Expedia
From $271 per night (USD)VRBO
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)VRBO
From $755 per night (USD)VRBO
The Grand Vic: Large 5BD\/3BA Home +Garage\n
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Grand Vic, an extraordinary bnb nestled in the heart of the city’s historic North Center neighborhood. Th ...
From $755 per night (USD)VRBO
From $219 per night (USD)VRBO
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 ...
From $219 per night (USD)VRBO
From $179 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 $179 per night (USD)Expedia
From $675 per night (USD)VRBO
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 $675 per night (USD)VRBO
From $245 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 $245 per night (USD)VRBO
From $534 per night (USD)VRBO
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 $534 per night (USD)VRBO
From $297 per night (USD)Expedia
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 $297 per night (USD)Expedia
From $342 per night (USD)VRBO
Luxury duplex home in Roscoe Village\/Wrigley Field with Free Steet Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Upgraded luxury and spacious Living in this beautiful walkable, and safe Roscoe Village/Wrigley field, surrounded by sho ...
From $342 per night (USD)VRBO
From $454 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 $454 per night (USD)Expedia
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Chicago 2 Beds Family Retreat with Attic Space
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our spacious 2-bedroom home in the heart of Avondale! This unique property features a living area on the firs ...
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From $254 per night (USD)Expedia
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 $254 per night (USD)Expedia
Click For PricingVRBO
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 ...
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From $1146 per night (USD)Expedia
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 $1146 per night (USD)Expedia
From $136 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 $136 per night (USD)VRBO
From $837 per night (USD)Expedia
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 $837 per night (USD)Expedia
From $164 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 $164 per night (USD)VRBO
From $161 per night (USD)Expedia
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)Expedia
From $284 per night (USD)VRBO
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 $284 per night (USD)VRBO
From $391 per night (USD)Expedia
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 $391 per night (USD)Expedia
Click For PricingVRBO
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 ...
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From $117 per night (USD)VRBO
Entire city apartment with free street parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly furnished and remodeled apartment unit with brand new appliances! We offer a smart TV, newly purchased mattress an ...
From $117 per night (USD)VRBO
From $263 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 $263 per night (USD)VRBO
From $114 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 $114 per night (USD)Expedia
From $298 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 $298 per night (USD)VRBO
From $239 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 $239 per night (USD)Expedia
From $226 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 $226 per night (USD)VRBO
From $553 per night (USD)Expedia
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 $553 per night (USD)Expedia
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)Expedia
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)Expedia
From $315 per night (USD)VRBO
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 $315 per night (USD)VRBO
From $327 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 $327 per night (USD)Expedia
From $191 per night (USD)VRBO
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 $191 per night (USD)VRBO
From $190 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 $190 per night (USD)VRBO
From $68 per night (USD)VRBO
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 $68 per night (USD)VRBO
From $655 per night (USD)Expedia
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 $655 per night (USD)Expedia
From $230 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 $230 per night (USD)VRBO