Holiday rentals with outdoor seating in Naperville

4.99 out of 5 average rating, 100 reviews

A bright living area features a cozy sofa and an armchair, arranged around a small desk workspace. Sliding glass doors open to an outdoor patio area, allowing natural light to fill the room. Soft curtains frame the doors, enhancing the inviting atmosphere.

Flat in Elgin

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything needed for a weekend getaway, business trip, or extended stay with a full kitchen, open living space, and bedroom. Enjoy peace and nature while still being minutes away from restaurants, shopping, outdoor activities, and all that the Chicago suburbs have to offer. The Tipi BNB is a basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

4.92 out of 5 average rating, 144 reviews

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

4.98 out of 5 average rating, 190 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.

Guest suite in Saint Charles

A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.

5 out of 5 average rating, 303 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

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.

4.87 out of 5 average rating, 151 reviews

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!

4.87 out of 5 average rating, 157 reviews

A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.

Home in Montgomery

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

4.91 out of 5 average rating, 122 reviews

The living area features a large sectional sofa with decorative pillows, positioned opposite a television mounted on a dark wood unit. Artwork depicting colorful pixel characters adorns the wall. An archway leads to a game room with a pool table and ambient lighting.

Home in Downers Grove

Games, Grounds, Goodness in DG

Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

A modern two-story house features a light, neutral exterior with decorative shutters. The inviting front yard is well-maintained, including colorful shrubs and a manicured lawn. A garage door is visible on the right side, and tall trees frame the property against a clear blue sky.

4.85 out of 5 average rating, 156 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs, an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

4.99 out of 5 average rating, 262 reviews

Flat in Lower West Side

Simple, Comfortable Pilsen Apt w/ Artistic Touches

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

The kitchen features modern white cabinetry with sleek countertops and stainless steel appliances. A central island with a wooden top provides additional workspace. Two woven barstools are situated at the island, and natural light enters through the dual windows, illuminating the space.

4.85 out of 5 average rating, 142 reviews

Home away from home

Perfect location, walk/bike to downtown area/ High Speed Wifi throughout the house / 2 King size beds one Queen bed /Newly remodeled / Huge back yard / Brand new appliances / Space for your car in a garage or plenty of parking on long driveway/ Outside porch with seating / Pet friendly - no deposit or any other charge. This is my first house ever listed I will add to the describtion more, after people will notice more things, too many to list.

Guest suite in Naperville

A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.

4.96 out of 5 average rating, 484 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

A spacious living area features a large, comfortable sectional couch accompanied by a round coffee table. Natural light enters through tall windows, highlighting the neutral walls and soft area rug. A modern television is positioned on a wooden media console, creating a cozy entertainment space.

4.92 out of 5 average rating, 114 reviews

4 Bedroom House - Close to Everything - Naperville

Enjoy all Naperville has to offer with this spacious 4 bedroom 2.5 bathroom home. Minutes from shopping, dining, and entertainment, this home is situated in a quiet and cozy neighborhood just a 10 minute drive to Downtown Naperville. Fully stocked kitchen and bathrooms, comfortable beds, fast wifi, Smart TVs, 2 car garage, spacious fenced back yard - everything you need to feel right at home!

Popular amenities for outdoor seating rentals in Naperville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.92 out of 5 average rating, 12 reviews

A single-story ranch house is presented with a light exterior and dark green shutters. A small staircase leads to the front door, which is set beneath a decorative archway. The front yard features manicured greenery and a paved driveway alongside.

Home in Downers Grove

Ranch Retreat

4.92 out of 5 average rating, 26 reviews

A well-lit dining area features a rectangular table accompanied by four wooden chairs and a bench. Natural light filters through large windows, illuminating the space. A small potted plant is centered on the table, enhancing the clean and modern decor.

Home in Westmont

Cute & Cozy Westmont, IL House Near the Best Areas

4.95 out of 5 average rating, 57 reviews

An open living area features a spacious brown sofa paired with two armchairs. A round marble coffee table sits in front, while a dining table for four is positioned nearby. The kitchen is equipped with dark cabinetry and stainless steel appliances, with natural light illuminating the space.

Home in Romeoville

Beautiful Home

4.95 out of 5 average rating, 157 reviews

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.

Home in Bridgeport

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

4.88 out of 5 average rating, 167 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

4.85 out of 5 average rating, 55 reviews

A cozy bedroom features a spacious bed dressed in floral bedding, complemented by pastel pillows. Two nightstands frame the bed, and a light-colored rug covers the floor, adding warmth to the neutral walls. Soft lighting is provided by recessed ceiling fixtures, enhancing the serene ambiance.

Home in Woodridge

Cozy 1-Bedroom Apartment on the Ground Floor

A two-story house is showcased with a welcoming red front door framed by elegant columns. Large windows allow natural light to enter, while a well-kept lawn with scattered leaves enhances the outdoor space. A driveway leads to the attached garage, contributing to the home's practical charm.

4.82 out of 5 average rating, 38 reviews

Naperville Nest!

4.94 out of 5 average rating, 31 reviews

A modern living area features a gray sectional sofa adorned with plush pillows. A sleek coffee table sits atop a light area rug. A large television is positioned against a wall, and a kitchen bar with three stools is visible in the background, showcasing a stylish kitchen layout.

Home in Lockport

Stylish Lockport Home | King Bed + Coffee Bar

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 349 reviews

A bright living area features a brown sofa adorned with a green accent pillow, positioned in front of a simple black coffee table. Natural light enters through multiple windows, illuminating the space. Decorative wall art and a unique mirror enhance the inviting atmosphere.

Flat in Oak Park

Bright & Spacious Victorian-FREE PKG walk to train

4.87 out of 5 average rating, 226 reviews

The living area is furnished with a comfortable gray sofa and a glass coffee table, complemented by decorative pillows. A large wall art piece depicting a city skyline adds a modern touch. Natural light fills the space, enhanced by nearby windows and an indoor plant.

Flat in Forest Park

2 Bed Apartment | Convenient Access to Downtown

4.95 out of 5 average rating, 216 reviews

A cozy living area features a spacious sectional sofa adorned with patterned and striped cushions. Natural light streams in through large south-facing windows, illuminating the light-colored walls and soft carpeting. A small wooden coffee table is placed in front, accompanied by a chair and plant in the corner.

Flat in Forest Park

Walk to Oak Park from a Cozy, Sun-soaked Hideaway

4.91 out of 5 average rating, 456 reviews

A bright kitchen area features a round table with a red and white checkered tablecloth and four white chairs. A small sink and a gas stove are present, along with a refrigerator. Natural light filters through a window adorned with a red gingham curtain.

Flat in Berwyn

Private apartment with retro vibe

4.88 out of 5 average rating, 334 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.

Flat in Forest Park

Home in Forest Park Upstairs.

4.96 out of 5 average rating, 101 reviews

A charming two-story house is set amidst lush greenery, featuring a welcoming porch and large windows. A newly planted tree and well-maintained lawn enhance the inviting outdoor space, while the textured siding adds character to the home.

Flat in Evanston

Cozy Apartment Near Shops + Train

4.9 out of 5 average rating, 370 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.

Flat in Berwyn

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

4.94 out of 5 average rating, 290 reviews

The exterior of a charming two-story house is depicted, featuring light-colored siding and dark shutters. A well-maintained pathway leads to the front door, surrounded by lush green grass and a variety of flowering plants in bloom. Trees provide shade, enhancing the inviting landscape.

Flat in Saint Charles

Upstairs get-away!

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 142 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.

Apartment in Geneva

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

4.96 out of 5 average rating, 166 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.

Apartment in West Town

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

4.92 out of 5 average rating, 142 reviews

The modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and oven. A central island provides extra counter space with two black stools positioned nearby. The open layout allows a view of the adjoining living area through a doorway.

Apartment in North Side

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

4.92 out of 5 average rating, 376 reviews

A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.

Apartment in North Side

Susie's Space. 2BR easy parking & pet friendly

Apartment in Ukrainian Village

A modern living area features a large black leather couch accompanied by a sleek armchair. Artistic Chicago-themed decor adorns the walls, including a vibrant sign. Natural light fills the space through window coverings, with a stylish area rug enhancing the warm ambiance.

4.9 out of 5 average rating, 177 reviews

Modern Chicago Movie Themed Apt

4.86 out of 5 average rating, 206 reviews

A spacious living area features a large sectional sofa facing a media unit with a TV, accompanied by a coffee table. A dining table with four chairs sits nearby. Floor-to-ceiling windows provide bright natural light and a view of adjacent buildings.

Apartment in Gold Coast

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)

4.91 out of 5 average rating, 117 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.

Apartment in Bucktown

Wicker Park/Bucktown condo with large balcony