Vacation rentals with a patio near Wrigley Field

An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.

4.95 out of 5 average rating, 153 reviews

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

1 King, 1 Queen, 1 Sofa Bed, 2 Air Mattresses (1 Full, 1Queen) 1 Pack n Play Enjoy your stay in this cozy modern home that sits on an oversized lot with luxury amenities and a spacious front yard with exceptional landscaping. The property has a car port in back which allows parking for 2 cars. The ideal getaway to grill up some food and relax in the jacuzzi hot tub year round! We are pet friendly! NO CHORES! Please reach out with any questions you may have before booking Hot tub 5-6 Person Spa

4.96 out of 5 average rating, 23 reviews

*New* Luxury Wrigley Penthouse, Free Parking

✨ NEW Guest Favorite in Chicago Wrigleyville! SPACIOUS 3BR, 2.5BA DUPLEX, UP TO 12 GUESTS w/ NEW FURNITURE, BEDS & GAME ROOM ✨ A standout stay in Chicago — nothing else like it! Just a 5-min walk to Chicago Red Line Station (10 mins to Downtown Chicago!) & only 5 mins to Wrigley Field. Walk to cafes, shops, parks & more. Includes FREE parking, fast Wi-Fi, foosball & arcade games. Perfect for friend groups, families, corporate housing, and digital nomads! A perfect score in the heart of Chicago!

A charming three-story building is framed by lush greenery and blooming daffodils at its base. The stone façade features decorative columns and a welcoming front entrance, complemented by a wrought iron fence surrounding the landscaped front yard.

5 out of 5 average rating, 80 reviews

WrigleyRoost <5 min to Cubs/train/lake!

Decked for the holidays-enjoy Greystone Grandeur - 3 bdrm flat with study, boasts stunning architectural features, an eclectic refinished kitchen, new appliances, and onsite parking. 2 flights of stairs lead to your private treetop deck! Onsite hosts here to assist you. Easy access to everything - public transit to zip downtown - train/bus lines, restaurants galore, Lake Michigan bike paths, Wrigley Field, pub crawls on Clark, Halsted Pride. Read our reviews - this is the place for you!

A modern chef's kitchen is shown, featuring an island with seating for four. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. A bowl of fruit adds a touch of color, while glass pendant lights provide illumination above the island.

4.96 out of 5 average rating, 139 reviews

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

4.99 out of 5 average rating, 182 reviews

Christmas in the City- Holiday Duplex in Lakeview

Decorated thanksgiving-NYE. A front door walkup duplex condo in the heart of Lakeview neighborhood. A perfect cozy place for a holiday winter getaway. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils/spices, cafe du monde coffee and various teas. Walk to nearby Wrigley, Lake, Lincoln Park Zoo or enjoy a cozy fire in private backyard adorned with planters full of wintery greenery.

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

4.95 out of 5 average rating, 217 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

A modern kitchen and dining area are highlighted by sleek white cabinetry and stainless steel appliances. A spacious island with two stools provides seating, while a wooden dining table accommodates four. A decorative shelving unit displays various items, enhancing the clean aesthetic.

4.99 out of 5 average rating, 139 reviews

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.

A cozy living space features a gray couch adorned with green accent pillows, positioned in front of a vibrant brick wall. Artwork depicting historical images and signage hangs above, complemented by decorative greenery. A wooden coffee table sits center stage, enhancing the room's welcoming feel.

5 out of 5 average rating, 25 reviews

Xmas and NYE are Available! Across from Wrigley!

- Private patio on Waveland Ave with Wrigley views - In iconic rooftop building (rooftop is separate ticketed event, not included) - Cubs-themed décor—total Chicago experience - Walk to games, restaurants, and CTA Red Line - 1 free parking spot (note game day restrictions) - Fully furnished, kitchen & essentials provided - High-speed WiFi & all utilities included - Superhost, instant booking, support Perfect for Cubs fans, couples, families, and business stays—steps from legendary rooftop!

A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.

4.94 out of 5 average rating, 235 reviews

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.

4.98 out of 5 average rating, 163 reviews

A well-lit sleeping area is featuring two spacious beds with crisp white bedding. A dresser is positioned nearby, and a round mirror is mounted on the wall, reflecting natural light from a window. A bold blue accent wall adds a pop of color to the room.

Home in Oak Park

Clean & Cozy, Near, Train w/ Parking, Sleeps 4

Our Oak Park, recently remodeled garden unit is 3 blocks to the train with free parking in upscale, safe, walkable Oak Park. Enjoy some time in our little urban farm. Check out the gardens and visit our 6 friendly hens. This non-smoking studio with a kitchenette is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

A modern living area features a green sofa positioned in front of a glass coffee table on a patterned rug. An open kitchen with white cabinetry and stainless steel appliances is visible in the background. Natural light fills the space, enhancing its welcoming atmosphere.

4.97 out of 5 average rating, 145 reviews

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

Welcome to our charming home in the peaceful yet centrally located Buena Park neighborhood, housed in an updated antique building. This prime location offers easy access to the Red and Purple train lines, as well as multiple bus routes, making it easy to explore Chicago. You’ll be within walking distance of Wrigley Field, Clark St. bars, Montrose Beach, Lakeview, Boystown, and the iconic Green Mill. A perfect blend of quiet comfort and proximity to Chicago’s best attractions.

The living area features a mix of modern and industrial design, with exposed brick walls and hardwood flooring. A cozy sectional sofa, accented by colorful pillows, complements a stylish area rug. A kitchen area with dark cabinetry and stainless-steel appliances is visible in the background.

4.81 out of 5 average rating, 251 reviews

Can't Beat This 2min Walk to Wrigley!

My home is a half block from Wrigley Field. You can be to the ballpark in 2 minutes (or Murphy's)! Enjoy your pregame afternoon feeling the buzz of the neighborhood from the private deck. Room for 6 to sleep comfortably in a Queen, 1 Twin plus a Twin over Full Bunk Bed and a Murphy Bed. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! I have extensive information for you - let's chat!

Popular amenities for patio rentals near Wrigley Field

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.

5 out of 5 average rating, 70 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

A modern living area is shown featuring a light-colored sectional sofa and a wall-mounted television. Natural light enters through large windows, and a small indoor plant adds a touch of greenery. A low coffee table sits in front of the seating area, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 103 reviews

Wicker Park Walk-Up Condo

A comfortable living area showcases a modern design with a large flat-screen TV mounted on a stone feature wall. Soft lighting highlights a cozy seating arrangement, including a plush sofa and two armchairs. A decorative coffee table sits in the center, contributing to a welcoming atmosphere.

4.97 out of 5 average rating, 172 reviews

NorthSide Chicago duplex 5-BD,2King size-free park

A spacious living area is adorned with floral wallpaper, featuring a comfortable gray sofa and a wooden coffee table. Two white chairs are positioned around a woven rug. An open kitchen area is visible, equipped with modern appliances and green bar stools at the counter.

4.93 out of 5 average rating, 155 reviews

Andersonville's Secret Garden: 2 beds, 1 bath

4.94 out of 5 average rating, 155 reviews

A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.

Apartment in Maywood

Cozy guest studio, great for couples!

A welcoming living area features comfortable black leather seating arranged around a coffee table. A large rug with a natural design sits beneath, while a plant adds a touch of greenery. A Cubs-themed wall mural and dining space are visible in the background.

4.92 out of 5 average rating, 37 reviews

Wrigleyville Oasis 1 minute walk to Wrigley Field

A spacious basement entertainment area features a comfortable sectional sofa and a large coffee table. A pool table is positioned in the center, while a wall-mounted TV and an electric fireplace create a relaxed atmosphere. Light-colored walls and flooring enhance the space's openness.

4.86 out of 5 average rating, 126 reviews

Logan’s Cozy Inn.

A modern living area features a spacious orange sofa and a wooden coffee table positioned on a light rug. A large flat-screen television is mounted on the wall, with a stylish lamp and potted plant nearby. An open kitchen with white cabinetry and stainless-steel appliances is visible in the background.

4.99 out of 5 average rating, 100 reviews

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

House rentals with a patio

A stylish living space is highlighted by a brown leather sofa and a large area rug, with natural light streaming through the window. The modern kitchen is equipped with sleek black cabinetry and stainless steel appliances. Potted plants add a touch of greenery to the setting.

4.97 out of 5 average rating, 271 reviews

Division St Designer Home In Heart of Wicker Park

4.98 out of 5 average rating, 179 reviews

The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.

Home in Wilmette

Unique porcelain-enamel paneled "Lustron" home

A spacious living area features a vibrant orange sofa adorned with green and beige throw blankets. A stylish coffee table holds decorative items, while a large houseplant adds a touch of greenery. Natural light fills the room, highlighting the wooden staircase in the background.

4.92 out of 5 average rating, 170 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

A stately Victorian house is surrounded by a landscaped garden featuring lush greenery and colorful plants. The front porch is framed by pillars and features multiple seating areas. A red front door adds a bold contrast to the dark exterior of the home.

4.98 out of 5 average rating, 116 reviews

Victorian House in Heart of Rogers Park

A welcoming living area is presented with a mix of plush seating, including a white chair and a vibrant orange sofa. A wooden shelving unit displays decorative items and books. Soft lighting enhances the wooden floor, while light streams through large windows dressed with sheer coverings.

4.98 out of 5 average rating, 127 reviews

Entire first floor in Lincoln Square!

The living room is designed with a combination of blue walls and wooden flooring, featuring a mix of lush velvet and leather sofas. A round coffee table stands at the center, complemented by a patterned rug. Natural light filters through sheer curtains, illuminating the space.

4.92 out of 5 average rating, 39 reviews

Entire Cubby Blue House - Wrigley ~Free Parking

The exterior of a historic two-story building is presented, featuring a contrasting mix of white and blue facades. A striking red door serves as the focal point, framed by elegant architectural details. A wrought iron fence surrounds the property, enhancing its charming curb appeal.

5 out of 5 average rating, 109 reviews

Windy City White House (3br/2ba)

A bright and modern living space features a gray loveseat positioned against an angled wall. Two black side tables accompany the seating area, with small potted plants displayed atop. Light-colored flooring complements the neutral wall hues, enhancing the inviting atmosphere of the apartment.

4.9 out of 5 average rating, 173 reviews

Chicago getaway for two!

Condo rentals with a patio

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

4.96 out of 5 average rating, 135 reviews

Lovely top floor 2BR/2BA, steps from everything!

4.94 out of 5 average rating, 144 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

An outdoor patio is showcased, featuring a rectangular fire table surrounded by four cushioned chairs. The wooden decking contrasts with the subdued colors of the furniture. A partial cover is draped over one corner, providing shade from the sun.

4.96 out of 5 average rating, 163 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.

4.98 out of 5 average rating, 188 reviews

Spacious 4 Bedroom Condo

A spacious living area showcases a light-colored sofa paired with dark green accent chairs. A glass coffee table sits atop a patterned rug, while decorative elements, including candles and potted plants, are arranged on a wall shelf. Natural light enters through large windows.

4.92 out of 5 average rating, 115 reviews

Wicker Park/Bucktown condo with large balcony

An aerial view captures the airy living area featuring large glass doors that invite natural light. A modern gray sofa is positioned beside a round coffee table. The wood dining table in the foreground is surrounded by colorful chairs, enhancing the open layout of the space.

4.96 out of 5 average rating, 253 reviews

Updated Designer Duplex In Fulton Market W/parking

A spacious living area is filled with natural light from multiple windows. A comfortable sofa, adorned with a decorative pillow, is positioned in the corner. A dining table and chair are visible in the background, with greenery seen through the windows.

4.97 out of 5 average rating, 179 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

A bright living room is furnished with a blue sofa, an ottoman, and a wooden coffee table. Large windows provide natural light and offer views of greenery outside. A white brick fireplace adds a cozy touch, while a small dining table is positioned near the windows.

4.97 out of 5 average rating, 112 reviews

1910 Beautiful Restoration! Walk to Beach!

Other vacation rentals with a patio

A cozy kitchen and dining space showcases wooden cabinetry and modern appliances. Two patterned chairs are positioned around a round table, while a brown sofa adorned with colorful cushions adds comfort. Sunlight filters through yellow drapes framing a window, enhancing the inviting environment.

4.93 out of 5 average rating, 68 reviews

2 Room Apartment in Vintage Bldg

A spacious kitchen area is highlighted by wooden countertops and decorative flowers in a woven basket. The dining space features a wooden table and chairs, leading to a cozy living area with large windows that illuminate the room, complemented by indoor plants.

4.97 out of 5 average rating, 68 reviews

The Dugout - (2bd/2ba & Free Parking!)

A spacious living area is presented with a mix of seating options, including a green sofa and a neutral couch adorned with colorful throw pillows. A patterned rug covers the floor under a coffee table, and a staircase leads to an upper level, enhancing the open layout.

4.9 out of 5 average rating, 29 reviews

*Best of Northalsted*

A bright living area features large windows allowing natural light to fill the space. A brick fireplace serves as a focal point, complemented by framed artwork depicting cacti. Comfortable chairs and a wooden coffee table are arranged on a patterned rug, with a potted plant adding a touch of greenery.

4.95 out of 5 average rating, 61 reviews

Wrigleyville Oasis with Huge Garage

A spacious rooftop patio features comfortable seating arrangements, including lounge chairs and dining tables, arranged on a patterned outdoor rug. A large red umbrella provides shade, while greenery and a clear blue sky complete the serene urban outdoor space.

4.95 out of 5 average rating, 41 reviews

1 BR w/ Rooftop & Wrigley Views!

A welcoming living area features a spacious gray sectional couch adorned with orange accent pillows and a coordinating blanket. A round coffee table sits atop a decorative wooden floor, complemented by an area rug. Natural light enters through nearby windows, illuminating the room's neutral-toned walls.

4.97 out of 5 average rating, 74 reviews

Charming Lakeview Oasis (parking included)

A living room is presented with a cozy, neutral-colored sofa adorned with blue and gray throw pillows. Two blue chairs flank a small side table beside a window, allowing natural light to fill the space. A textured area rug adds warmth beneath a coffee table.

4.94 out of 5 average rating, 98 reviews

2-story condo / 3-Minute walk to Wrigley Field

A private rooftop space features comfortable seating arrangements with woven furniture and a long dining table. A patterned area rug complements the furnishings, while greenery provides a touch of nature. A patio heater stands at the corner, ensuring warmth during cooler evenings.