We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a patio in North Side

Find and book unique patio rentals on Airbnb

Top-rated patio rentals in North Side

Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Guesthouse in Chicago

4.92 out of 5 average rating, 13 reviews

Private Coach House / Easy Commute

Located in the vibrant neighborhood of Logan Square, known for its hip atmosphere, tree-lined streets, and diverse dining scene, this private apartment is a perfect home away from home for your visit to the Windy City. Whether you're a culinary enthusiast or just looking to whip up a quick snack, you'll find everything for your cooking needs. Convenient public transportation, you can access all that Chicago has to offer. 10 mins walk to the train to get to either downtown Chicago or O’Hare.

Sep 11 – 18

G$34,753 GYD per night

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

Sep 5 – 12

G$25,947 GYD per night

Apartment in Chicago

4.87 out of 5 average rating, 106 reviews

Idyllic Lakefront Sanctuary W/ Unforgettable Vista

From the moment you step into the living room of my lakefront home, your breath will be taken away by the incredible scenery outside of the huge windows. Let the gentle sounds of the lake relax you and clear your mind during your tranquil stay. The interior is just as stunning with professionally designed decor, completely new appliances, & thoughtfully provided amenities. You will want for nothing during your stay and may not want to leave! Don't miss out on a true lakefront gem, book today!

Apr 9 – 16

G$70,531 GYD per night

Apartment in Edgewater

4.8 out of 5 average rating, 5 reviews

Lovely Lake Side Apartment

Enjoy a stylish experience at this centrally-located place. My studio apartment is right off of Lake Shore Drive. Across the street from Hollywood beach, a 4 minute walk. The 147 bus stop is right outside the apartment, which gets you downtown in 30 mins and the red line is a short 5-7 minute walk. The apartment is on the 12th floor with an amazing view of the city. The space is equipped with coffee station, records, books, art, and a great pantry of spices for those that enjoy cooking.

Jun 22 – 29

G$25,368 GYD per night

Apartment in Chicago

4.93 out of 5 average rating, 186 reviews

Spacious & Clean Ukrainian Village 2 Bedroom!

This charming 2 bedroom/1 bath garden apartment is located in Ukrainian Village, a friendly neighborhood on Chicago's near West side! Steps to the restaurants and bars on bustling Division Street, our home is located on a quiet residential side street, so you will have the best of both worlds. Drive to downtown in just 10 - 15 minutes! For any type of traveler, our home is the perfect oasis. Don't miss out, book today! Early Check-Ins and Late Check-Outs are difficult to accommodate.

Jan 30 – Feb 6

G$27,330 GYD per night

Apartment in Chicago

4.86 out of 5 average rating, 188 reviews

Perfect Lincoln Park Retreat - Walk to Depaul!

This perfectly located 2 BD/2 BA unit is waiting for you to call it home for your trip to gorgeous Lincoln Park! Make yourself comfortable in the sleek and modern interior of this newly renovated garden unit. Enjoy all of the comforts of home, as well as some cool features you don't see every day– such as LED-lit mirrors in both bathrooms! Walk to famous attractions like the historic Kingston Mines blues bar and the Lincoln Park Zoo, as well as the DePaul campus & 'El' train stop.

Jan 26 – Feb 2

G$30,666 GYD per night

Home in Chicago

4.98 out of 5 average rating, 55 reviews

2BD/1 BA with summer patio in quiet Roscoe Village

Welcome to a wonderful home in quiet, family-friendly West Lakeview/Roscoe Village. This is a spacious 2 bedroom+office/1 bath with a sunny private patio deck in the rear with everything you need for a relaxing getaway in Chicago. It is walking distance to everything you need: grocery store (5 min walk), pharmacy (3 min walk), bars + restos (5 min walk), Brown line station Paulina (9 min walk), Hamlin Park (6 min walk), Wrigley Field (8 min drive). On-street parking is permitted.

Feb 18 – 25

G$26,175 GYD per night

Apartment in Chicago

4.92 out of 5 average rating, 39 reviews

Cozy 2BR, Own Entrance, Gated Free Parking Spot

This charming 2 BR apartment is in an 1890's Chicago A-frame house & blends vintage with modern providing a comfortable base to discover Chicago and its surrounding areas. Unique details abound, giving the apartment a warm, rustic feel. Perfect for families/friends looking for a short/extended stay in the urban core. Guests will have a free gated parking space and be close to Divvy bike stations, the Metra (7 minute walk), buses, and the L train (1.5 miles/10 minute bike ride).

Oct 26 – Nov 2

G$23,672 GYD per night

Condo in Chicago

4.96 out of 5 average rating, 27 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

Welcome to Jarvis Gardens. A hidden gem in the heart of Chicago's Rogers Park northside neighborhood. Live like a true Chicagoan in this beautifully appointed and recently renovated apartment. Just 1 block to Lake Michigan's Jarvis beach, 1/2 block to Jarvis Square (shops/restaurants/bars/wine stores), and the Jarvis Redline train to Wrigley Field or the 147 bus to the famed Michigan Avenue shopping. No car is necessary for this vacation destination.

Mar 31 – Apr 7

G$26,488 GYD per night

Apartment in Chicago

4.97 out of 5 average rating, 32 reviews

Serene Escape with King Sleep Number Bed, No Fees!

Welcome to our meticulously designed oasis! Relax in luxury on a king-sized Sleep Number bed, refresh in the marbled bathroom with a rain shower, and indulge your culinary passions in the farmhouse-inspired chef's kitchen. Bright, airy, and inviting, our space offers a serene escape. Conveniently located near Belmont CTA Blue Line Station and bus stops, it's the perfect base for your Chicago adventure. Book now for sophistication and comfort!

Jan 10 – 17

G$21,233 GYD per night

Apartment in Cicero

4.98 out of 5 average rating, 203 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

Feb 5 – 12

G$25,897 GYD per night

Guest suite in Wheaton

4.85 out of 5 average rating, 103 reviews

Cozy Wheaton Home

Cozy lower level apartment close to DT Wheaton & Glen Ellyn, restaurants, coffee shops, and shopping. Only 40 minutes outside of the DT Chicago! Train station is walking distance. You'll have the entire lower level of our home to yourself! You'll be able to enjoy your own private entrance, living space, and parking . There is everything you need, coffee, tea, mini fridge, microwave, and a comfy couch with a Firestick TV!

Oct 22 – 29

G$26,319 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for North Side patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Lincoln Park

4.83 out of 5 average rating, 211 reviews

Cozy Lincoln Park Studio - Steps to Zoo!

Apr 24 – May 1

G$39,861 GYD per night

Apartment in Wicker Park

4.96 out of 5 average rating, 100 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Jul 15 – 22

G$47,737 GYD per night

Apartment in Forest Park

4.85 out of 5 average rating, 114 reviews

Home away from home downstairs

Dec 28 – Jan 4

G$25,247 GYD per night

Apartment in Chicago

4.91 out of 5 average rating, 33 reviews

Private City Hideaway

Sep 16 – 23

G$29,191 GYD per night

Apartment in Logan Square

5.0 out of 5 average rating, 9 reviews

Paradise on the Boulevard!

Nov 26 – Dec 3

G$33,121 GYD per night

Apartment in Andersonville

4.99 out of 5 average rating, 84 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

Sep 25 – Oct 2

G$37,573 GYD per night

Apartment in Irving Park

4.96 out of 5 average rating, 45 reviews

Charming 2 Bedroom Apartment w/Private Entrance

Jul 20 – 27

G$31,847 GYD per night

Apartment in Chicago

4.9 out of 5 average rating, 81 reviews

Adorable Private Edgewater Suite

Sep 5 – 12

G$27,977 GYD per night

House rentals with a patio

Home in Chicago

4.91 out of 5 average rating, 88 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Dec 5 – 12

G$23,866 GYD per night

Home in Chicago

4.98 out of 5 average rating, 87 reviews

3BD Home Mins from Airport | Free Wi-Fi + Parking

Sep 11 – 18

G$34,782 GYD per night

Home in Wilmette

4.98 out of 5 average rating, 92 reviews

Unique porcelain-enamel paneled "Lustron" home

Oct 22 – 29

G$35,352 GYD per night

Home in West Rogers Park

5.0 out of 5 average rating, 12 reviews

Hidden Gem on the CHI north side

Jun 23 – 30

G$30,992 GYD per night

Home in Chicago

4.97 out of 5 average rating, 75 reviews

Cozy/Spacious WFH Family Friendly w Permit Parking

Feb 3 – 10

G$31,226 GYD per night

Home in Chicago

5.0 out of 5 average rating, 11 reviews

Cubby Blue home - Wrigley ~Free Parking~

Jan 14 – 21

G$41,442 GYD per night

Home in Chicago

4.98 out of 5 average rating, 61 reviews

Victorian House in Heart of Rogers Park

Sep 14 – 21

G$108,679 GYD per night

Home in Irving Park

4.91 out of 5 average rating, 23 reviews

Home Near Wrigley with a Garage.

Jan 9 – 16

G$34,029 GYD per night

Condo rentals with a patio

Condo in Little Italy

4.96 out of 5 average rating, 120 reviews

Private hot tub - King bed suite - Free parking

Jul 27 – Aug 3

G$82,951 GYD per night

Condo in Chicago

4.98 out of 5 average rating, 104 reviews

Interior designer duplex 2bd 2bath w/ prvt office

Jan 22 – 29

G$63,895 GYD per night

Condo in Chicago

5.0 out of 5 average rating, 100 reviews

Spacious 4 Bedroom Condo

Jan 2 – 9

G$87,578 GYD per night

Condo in Chicago

4.96 out of 5 average rating, 101 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

Sep 26 – Oct 3

G$72,949 GYD per night

Condo in Chicago

4.83 out of 5 average rating, 178 reviews

Can't Beat This 2min Walk to Wrigley!

Nov 28 – Dec 5

G$93,783 GYD per night

Condo in Chicago

4.95 out of 5 average rating, 111 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Jul 17 – 24

G$84,494 GYD per night

Condo in Chicago

4.95 out of 5 average rating, 129 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

Apr 1 – 8

G$164,115 GYD per night

Condo in Chicago

4.82 out of 5 average rating, 309 reviews

Lively Wicker Park 2br, Steps to Damen Blue Line

Feb 20 – 27

G$35,977 GYD per night

Destinations to explore