
Holiday rentals with a patio in Near North Side
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Top-rated rentals with patio in Near North Side
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Welcome to the Chi! Close to Downtown
Welcome to this contemporary, urban retreat in the bustling heart of River West. This entire unit is thoughtfully designed with modern convenience, catering to those seeking stylish and comfortable accommodation. This trendy unit is in a prime location, just a short walk to the Blue Line and minutes away from 90/94. With an array of restaurants, grocery markets, coffee shops, and stores within walking distance, you'll have the best of Chicago at your doorstep. 5 minute drive to United Center.

Luxury SOHO Styled Two-Level Townhouse - Old Town
NEWLY CONSTRUCTED TOWNHOUSE IN THE HEART OF OLD TOWN! This private luxury townhouse (duplex) is perfectly located in vibrant Old Town-surrounded by nightlife, restaurants, cultural attractions, and is only a 5 min walk to the beach, steps from Lincoln Park, and next to Second City. This 2,800 square foot townhouse features 13 foot ceilings, open floorplan, private patio, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between.

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE with garage parking! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Colorful Bucktown Garden Apartment
Enjoy a stylish experience at this centrally-located apartment. Close to all of the neighborhood amenities including the 606 trail, shopping district, highly reviewed restaurants, blue line "el" train, neighborhood parks, and more. Walk to everything you need or jump on the blue line to get downtown quickly. Our colorful space is perfect for your city stay. Enjoy comfortable spaces including an oversized bedroom, cozy living room, fully appointed bathroom, dining area, and a kitchenette.

Fulton House #1 - Studio Only (Nightly)
Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Large 3BR/2BA Wicker Park Apt +Free Garage Parking
Situated in Wicker Park/Ukrainian Village, one of Chicago's most trendy and popular neighborhoods, this spacious 3BR/2 bath apt has what you need when you're looking to experience Chicago's world famous attractions. Situated with easy access to/from O’Hare & downtown via public transportation CTA blue line train just a few-minutes walk. This apartment is located on a lively street and is a short walk away from a fun/vibrant/historic neighborhood full of experiences/bars/restaurants/shows.

Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Colorful & Peaceful Boho-Chic Unit in Logan Square
Kick back & relax in your home away from home in our stylish, spacious and peaceful abode in the center of the Logan Square neighborhood, close to downtown and the CTA Blue Line. Featuring incredible natural light, modern amenities & beautiful artwork, the apartment is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Milwaukee Avenue, you're only blocks away from local breweries, restaurants, coffee shops and much more!

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.
Popular amenities for rentals with patio in Near North Side
Flat rentals with a patio

Wicker Park Walk-Up Condo

Andersonville's Secret Garden: 2 beds, 1 bath

Stylish Retreat – 2 min to Transit, Fast WiFi

Balcony, Gym, 1 Garage Parking, Tempur-Pedic Bed!

Bright & Modern Apt | Steps to Lake, Train, Food

Newly Remodeled in West Town

Bucktown Garden Suite 7 min walk to train

Wicker Park Historic, Art-Filled, Urban Oasis #1
House rentals with a patio

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

BoHo House - A Chic, 1903 Chicago Workers Cottage

Boho Chic Coach House 30Min to downtown W/ Parking

Windy City White House (3br/2ba)

Cozy/Spacious WFH Family Friendly w Permit Parking

Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4

Chicago getaway for two!

Beautiful Chicago Greystone
Apartment rentals with a patio

Loft-Like Wicker Park 2 Bed Condo Steps from CTA

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Spacious 4 Bedroom Condo

Chic Home! Walk to Nightlife-Comedy-Restaurants!

Wicker Park/Bucktown condo with outdoor patio

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

Stylish 2-bedroom flat in Vibrant Bucktown.
When is the best time to visit Near North Side?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £137 | £135 | £154 | £165 | £212 | £231 | £241 | £232 | £190 | £179 | £173 | £153 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about holiday rentals with a patio in Near North Side

Total holiday rentals
Explore 620 holiday rentals in Near North Side

Nightly prices starting at
Near North Side holiday rentals start at £29 per night before taxes and fees

Verified guest reviews
Over 21,890 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
370 properties feature pools

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
610 of Near North Side holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Near North Side rentals

4.8 Average rating
Near North Side stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Near North Side’s top spots include 875 North Michigan Avenue, Chicago Riverwalk and Museum of Contemporary Art Chicago
Destinations to explore
- Pet-friendly rentals Near North Side
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- Rentals with a fireplace Near North Side
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- Waterfront rentals Near North Side
- Rentals with beach access Near North Side
- Rentals with lake access Near North Side
- Rentals with an accessible-height bed Near North Side
- Flat rentals Near North Side
- Rentals with a sauna Near North Side
- Apartment rentals Near North Side
- Rentals with a firepit Near North Side
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- Rentals with a cinema Near North Side
- Rentals with a patio Chicago
- Rentals with a patio Cook County
- Rentals with a patio Illinois
- Rentals with a patio United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- The 606




