Vacation rentals with a patio near Millennium Park

The living room features a spacious, light-colored sectional sofa adorned with orange and black cushions. A coffee table sits in front, accompanied by a cozy pouf on a patterned rug. A mounted TV is visible, along with large windows allowing natural light to brighten the room.

4.9 out of 5 average rating, 102 reviews

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.

4.97 out of 5 average rating, 198 reviews

A cozy living room features a gray sofa with decorative pillows, a round dining table with chairs, and a stone fireplace. Natural light enters through windows adorned with decorative molding, while a few bookshelves provide a space for books and decor. A colorful area rug adds warmth to the hardwood floor.

Home in Oak Park

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

Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

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, 112 reviews

Wicker Park Walk-Up Condo

Enjoy the best of what Chicago has to offer. Located in the West Town/Wicker Park Neighborhood, steps away from the exciting Division St. and Milwaukee Ave. lined with great neighborhood bars, restaurants, boutiques, etc. Centrally located steps from public transit (The "L" Train/Bus), the expressway, Goose Island, Lincoln Park, & More. Experience one of Chicago's best and most interesting neighborhoods! This apartment is fully furnished with modern touches, a private rear deck & front patio.

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.

4.95 out of 5 average rating, 151 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

A cozy living room features a gray sectional sofa and a teal accent chair, complemented by patterned curtains. A TV is positioned on a low stand, with framed artwork on the walls. Natural light filters through multiple windows, enhancing the vibrant decor.

4.98 out of 5 average rating, 128 reviews

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.

A spacious bed with a dark wood frame is positioned against a teal wall, flanked by matching nightstands and elegant lamps. A round mirror above the bed reflects soft light, while a textured blanket rests at the foot. Rich curtains frame the windows, adding depth to the room.

4.95 out of 5 average rating, 118 reviews

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.

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, 255 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.

A spacious living area features a mustard-colored sectional couch, accompanied by a small side table. Large windows allow natural light to fill the room, illuminating the modern decor. A flat-screen TV is mounted on the wall, and a cozy reading nook is visible through an open door.

4.93 out of 5 average rating, 109 reviews

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because: -Central Location near public transit (no car needed!) -FAST WIFI -En-suite Laundry -Lake & Park are outside our front door -Comfy Queen beds -1 Closed & 1 Loft style bedroom -Shared Rooftop Deck with stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you're interested in booking, see our FAQs below.

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, 191 reviews

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

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.

4.96 out of 5 average rating, 274 reviews

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).

4.95 out of 5 average rating, 183 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!

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.

4.87 out of 5 average rating, 174 reviews

A living area features exposed brick walls and polished hardwood floors. A comfortable sofa along with two wooden side tables, each topped with a lamp, is positioned for relaxing. Large windows allow natural light to fill the space, providing views of the outdoors.

Guest suite in Chicago

The Huron Haven

A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking

Popular amenities for patio rentals near Millennium Park

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, 82 reviews

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

5 out of 5 average rating, 9 reviews

Upscale High-Rise Apt · Rooftop Pool + Views

An open living area features a comfortable sofa and stylish accent chairs, arranged around a glass coffee table. A large flat-screen TV is mounted on the wall, reflecting the light from the expansive windows that provide a view of the exterior building and greenery.

4.86 out of 5 average rating, 69 reviews

Chic 2-Bedroom Condo in River North with Parking!

A modern living space features a comfortable gray sectional sofa and two light-colored chairs. A round wooden coffee table sits on a patterned rug. Natural light enters through two small windows, complemented by minimal greenery in the corner.

4.94 out of 5 average rating, 144 reviews

Two bedroom garden apartment

A bright bedroom features a king-sized bed with plush white bedding. Natural light filters through sheer curtains at a window. A simple dresser with a floral arrangement sits adjacent to the bed, complemented by a circular mirror on the wall and a wall-mounted lamp.

4.95 out of 5 average rating, 101 reviews

King Sleep Number Bed – No Cleaning Fee

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, 233 reviews

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

A rooftop pool area features a long, inviting pool bordered by lounge chairs in various colors. Sunlit trees are visible nearby, and the backdrop consists of modern high-rise buildings, creating a vibrant urban atmosphere.

4.92 out of 5 average rating, 105 reviews

The Metropolitan Retreat (Fitness Center • Sauna)

A welcoming living area features a leather sofa paired with a decorative throw, complemented by a glass coffee table atop a patterned area rug. Natural light filters through the bright windows, illuminating the bookshelf filled with various books and houseplants adorning the space.

4.98 out of 5 average rating, 128 reviews

Urban Oasis with Skylights and Cozy Queen Beds

House rentals with a patio

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, 157 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly

A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.

4.88 out of 5 average rating, 171 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

The living area features a spacious sectional sofa with red accent pillows, positioned near a large arched window that offers views of the private outdoor space. A round dining table and colorful rug add a cheerful touch, while a flat-screen TV is mounted nearby.

4.97 out of 5 average rating, 151 reviews

Cozy/Spacious WFH Family Friendly w Permit Parking

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, 186 reviews

Chicago getaway for two!

An elegant 1890 Greystone building is presented, showcasing a symmetrical façade with decorative stonework. A tiered front staircase leads to a charming entryway, flanked by well-maintained landscaping. Large windows enhance natural light, while a vibrant green shrub adds a touch of color to the exterior.

4.94 out of 5 average rating, 125 reviews

Beautiful Chicago Greystone

The exterior of the house features a modern navy blue facade with white trim and a red front door. A porch runs along the front, adorned with rocking chairs. An American flag is displayed, enhancing the welcoming character of the home amidst a green lawn and surrounding trees.

4.91 out of 5 average rating, 136 reviews

Kid friendly 2 bedroom w/ private office

A spacious living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits on a patterned rug, and a floor lamp provides light. Natural light floods through the bay windows, illuminating the room. A staircase leads to a different level.

4.98 out of 5 average rating, 114 reviews

My Cozy Casa in Pilsen

The living area features a stylish yellow sofa paired with two accent chairs. A round coffee table sits on a soft area rug, while large windows are dressed with sheer curtains, allowing natural light to fill the space. A decorative plant adds a touch of greenery.

4.84 out of 5 average rating, 161 reviews

The Logandale: HUGE Mid-Century Home, sleeps 15

Condo rentals with a patio

4.99 out of 5 average rating, 189 reviews

Int. Designer’s Lakeview Duplex w/private office

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, 141 reviews

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

A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.

4.99 out of 5 average rating, 136 reviews

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

A modern teal sectional sofa with a tufted design is positioned next to a round marble coffee table. A white fur pillow and a patterned throw are draped on the couch. A black and white cowhide rug adds texture to the wooden floor.

4.76 out of 5 average rating, 328 reviews

Chic Home! Walk to Nightlife-Comedy-Restaurants!

A modern living room features a light-colored sectional sofa adorned with various cushions. A sleek black coffee table sits in front of it, and a mounted television occupies the wall above a low console. Soft lighting highlights the textured wall panels.

4.95 out of 5 average rating, 104 reviews

Wicker Park/Bucktown condo with outdoor patio

4.97 out of 5 average rating, 196 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

A stylish living room features a mustard yellow couch and a round coffee table atop polished hardwood flooring. A large wall-mounted TV occupies one side, while a vibrant piece of abstract art is displayed. A dining area is visible in the background, adding to the home's open feel.

4.89 out of 5 average rating, 208 reviews

Stunning 3 BR in prime Chicago location!

A modern kitchen features green cabinetry and a marble-topped dining table surrounded by two chairs with woven seats. A geometric backsplash adds visual interest, while cookware and decorative elements are thoughtfully arranged on the shelves above. Natural light illuminates the space.

4.98 out of 5 average rating, 106 reviews

Grace House | Cozy, contemporary + convenient 2-BR

Other vacation rentals with a patio

A spacious and modern kitchen area features a large island with a sink, complemented by sleek cabinetry. Floor-to-ceiling windows provide natural light, illuminating the adjacent living area furnished with comfortable seating. A neutral color palette fosters a calm atmosphere, enhancing the open layout.

4.9 out of 5 average rating, 84 reviews

Luxury Loft Collection 703 - Terrace - River North

Superhost

The kitchen and dining area feature a large marble table surrounded by black chairs, with a plush area rug underneath. A modern kitchen is equipped with stainless steel appliances and a large island with additional seating. Floor-to-ceiling windows provide natural light and views of the outside greenery.

5 out of 5 average rating, 25 reviews

Huge Boho Luxury Condo | Parking + Balcony

5 out of 5 average rating, 6 reviews

Stylish Stay in the Heart of West Town

An expansive rooftop patio is showcased, featuring woven outdoor couches with blue cushions arranged around a glass-top table. The city skyline is prominently visible, with notable buildings punctuating the clear blue sky, complemented by touches of lush greenery.

4.99 out of 5 average rating, 93 reviews

Private Downtown Retreat with Rooftop Oasis

A light and airy living room is showcased, featuring a comfortable sofa adorned with decorative pillows. Two armchairs are positioned nearby, and a coffee table sits at the center. Natural light filters through two windows, and a large television is mounted on the wall.

4.96 out of 5 average rating, 138 reviews

English garden apt. in the heart of Lincoln Park

4.96 out of 5 average rating, 48 reviews

Chic 1 BR w 1 G Parking| W Park Nightlife nearby

An outdoor deck is illuminated by soft string lights, creating a cozy atmosphere. Comfortable seating arrangements, including a sectional and armchairs, surround a modern fire pit. The urban skyline serves as a backdrop, showcasing the vibrant city life.

5 out of 5 average rating, 27 reviews

Large Luxury House in River North Sleeps up to 10!

A light-filled living area features a modern gray sectional sofa, accompanied by a textured light-colored rug. Two tall windows allow natural light to brighten the space. Decorative art pieces and a floor lamp enhance the room's functionality and warmth.