Holiday rentals with a patio in Woodridge

4.94 out of 5 average rating, 112 reviews

A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.

Apartment in West Dundee

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

4.91 out of 5 average rating, 174 reviews

A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.

Home in Glen Ellyn

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

4.91 out of 5 average rating, 197 reviews

A cozy seating area is highlighted by a modern electric fireplace beneath a mounted television displaying streaming options. Soft cushions and a pastel throw blanket add comfort to the light-colored chair. A touch of decor is presented with wall art and a small side table.

Apartment in Oak Park

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!

4.96 out of 5 average rating, 347 reviews

A cozy living area features a gray sofa adorned with patterned cushions, complemented by a light-colored coffee table. Wooden flooring adds warmth, and large windows are draped with sheer curtains, allowing natural light to brighten the space. A small workspace is visible in the corner.

Apartment in Cicero

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

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

4.94 out of 5 average rating, 171 reviews

A spacious rooftop deck features comfortable wooden seating arranged around a circular table. The area is adorned with vibrant flowers and a decorative rug, all set against a sweeping view of the Chicago skyline under a soft blue sky.

Condo in Wicker Park

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Escape into this spacious, Chicago Penthouse! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

4.87 out of 5 average rating, 159 reviews

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.

Home in Chicago

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

4.86 out of 5 average rating, 143 reviews

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

4.9 out of 5 average rating, 351 reviews

The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.

Apartment in Berwyn

The Green Bungalow: Charming 1-BR apt. with patio

Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

Guest suite in Saint Charles

A spacious sleeping area features a queen-sized bed adorned with a light-colored quilt and two decorative pillows. Natural light enters through window treatments, brightening the room. Neutral walls and hardwood flooring provide a calming backdrop, with decorative art adding subtle touches of character.

4.87 out of 5 average rating, 166 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🪻🏡

4.89 out of 5 average rating, 102 reviews

A cozy living room features a spacious sofa and a round coffee table on a patterned area rug. A barn door partially closes off the room, while natural light streams in through two windows adorned with light curtains.

Home in Westmont

“Aunt Betty’s Cottage” whimsical enclosed yard

Perfect for 1 - 4 in quaint Westmont. Decor is vintage chic with a focus on retro arts and collectibles. Cozy blankets and whimsical art adorn the walls. Perfect for folks who love cute quaint CLEAN and comfy not Kondo! A place to call home where the barn door closes off the Living room. A dinner for 6 in the quaint dining area. Laundry room in the home. New Grill for Summer 2024, out door furniture. Beyond pet friendly we have many accessories for Dogs.

4.9 out of 5 average rating, 152 reviews

A living area features a brown leather sofa accompanied by two accent chairs, all arranged around a glass-top coffee table. Natural light enters through a large window adorned with flowing curtains, complemented by a decorative mirror and wall-mounted storage.

Home in Lisle

Cozy House, Main Road Access, Close to Colleges

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 2 bedrooms (a queen & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from 2 major highways, 2 colleges, Four Lakes Ski Resort, & much much more, the journey is just getting started once you arrive!

4.92 out of 5 average rating, 144 reviews

A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.

Home in Bolingbrook

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Popular amenities for Woodridge Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.96 out of 5 average rating, 98 reviews

An open-concept living space displays modern kitchen cabinetry and a dining area set for a meal. A sectional sofa with accent pillows is positioned near a large window, allowing natural light to illuminate the room. A mounted television is visible on the wall.

Apartment in West Town

Sleeps 12 | Free Parking | Rooftop | Near Downtown

Apartment in Roscoe Village

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, 212 reviews

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

4.99 out of 5 average rating, 180 reviews

A bright living room features a cozy seating arrangement with a variety of armchairs and a sofa. Original art pieces adorn the walls, and a coffee table with a decorative table runner sits on a soft area rug. Light streams in through windows creating a lively atmosphere.

Apartment in Forest Park

Sunny 1 bedroom apartment 1 block from restaurants

4.93 out of 5 average rating, 150 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!

Apartment in Lincoln Square

A bright living room features hardwood flooring and a large, comfortable gray sectional sofa. Two unique yellow chairs are positioned nearby. A stylish TV unit and shelves display decor items, while light streams in through multiple windows, enhancing the open and inviting layout.

4.98 out of 5 average rating, 183 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

Apartment in Humboldt Park

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.

4.97 out of 5 average rating, 112 reviews

Humboldt Park Retreat: Skylights & Queen Beds

4.88 out of 5 average rating, 318 reviews

A spacious living area features a modern sectional sofa in neutral tones. A sleek television is mounted on the wall opposite a minimalist coffee table. The adjoining dining area, visible through an archway, includes a round table with four chairs.

Apartment in Forest Park

Home in Forest Park Upstairs.

4.98 out of 5 average rating, 122 reviews

A cozy bedroom is visible through an open doorway, featuring a king size bed with decorative pillows and a soft blanket. Three framed wall decorations are arranged above the headboard, while bedside lamps provide soft illumination, creating a restful and inviting atmosphere.

Apartment in Oak Park

Cheerful Oak Park Apartment

Holiday House Rentals with a Verandah

5 out of 5 average rating, 3 reviews

Home in Berwyn

Chicago Buddha's Abode

5 out of 5 average rating, 3 reviews

Home in Elgin

The Pea Pod

4.98 out of 5 average rating, 177 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

4.97 out of 5 average rating, 159 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 & Comfy, Central Loc. & Parking, Sleeps 4

4.86 out of 5 average rating, 78 reviews

A cozy living room features four plush purple chairs arranged around a circular table. A modern television is mounted above a white brick fireplace, complemented by bookshelves filled with various items. A large potted plant adds a touch of greenery, enhancing the warm atmosphere.

Home in Oak Park

A Comfortable Stay While You are Away in Oak Park

Home in Downtown Naperville

The exterior of a two-story home is shown, featuring a light yellow facade and white trim. A covered porch with steps is visible, framed by colorful autumn foliage. Well-maintained landscaping lines the walkway, enhancing the inviting appearance.

4.87 out of 5 average rating, 45 reviews

Quaint and Quiet - Downtown Naperville!

4.97 out of 5 average rating, 143 reviews

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.

Home in Humboldt Park

Cozy/Spacious WFH Family Friendly w Permit Parking

5 out of 5 average rating, 18 reviews

The cottage exterior is surrounded by lush green grass and mature trees, providing a peaceful setting. A pathway leads to the inviting porch with pleasant lighting. The sunset casts a warm glow, enhancing the tranquil atmosphere of the setting.

Home in Big Rock

Riverside Cottage

Holiday condos with a patio

4.99 out of 5 average rating, 180 reviews

Condo in Lake View

Christmas in the City- Holiday Duplex in Lakeview

4.96 out of 5 average rating, 133 reviews

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.

Condo in Avondale

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

4.97 out of 5 average rating, 139 reviews

A spacious living area is depicted, featuring a large leather sofa and armchair facing a wooden coffee table. A fireplace is adorned with neatly stacked logs. Soft lighting highlights the elegant decor, while large windows provide views of the yard and allow natural light to fill the room.

Condo in Geneva

- King Bed - Massive Yard - Fully-Equipped Condo -

4.94 out of 5 average rating, 142 reviews

A spacious bedroom is equipped with a large bed featuring decorative pillows. On either side of the bed, warm lamps provide soft lighting. Above the bed, two framed art pieces display botanical themes, adding a touch of nature to the decor. A neutral-colored bench is placed at the foot of the bed.

Condo in East Pilsen

The Urban Oasis | Outdoor Lounge • Sleeps 10+

4.96 out of 5 average rating, 162 reviews

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.

Condo in West Town

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

4.92 out of 5 average rating, 113 reviews

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.

Condo in Bucktown

Wicker Park/Bucktown condo with large balcony

4.96 out of 5 average rating, 249 reviews

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.

Condo in Fulton Market

Updated Designer Duplex In Fulton Market W/parking