House holiday rentals in Des Plains

A spacious kitchen area is shown with modern stainless steel appliances and ample cabinet storage. A large wooden dining table is centered, set with decorative placemats. Soft light illuminates the room, complementing the neutral color scheme of the walls and cabinetry.

4.97 out of 5 average rating, 119 reviews

Newly remodeled O’hare oasis

Your family will be close to everything when you stay at this centrally-located place. This 3 bed 2 bath newly remodeled private home will have everything you need to feel comfortable during your stay! You are 3 miles from O’Hare airport ,2 miles from Rivers Casino, 1 mile from Allstate Arena, and 4 miles from Fashion outlet mall of Chicago. Enjoy spacious living room and Rec Room, large eat-in kitchen with all new appliances! King bed . 2 queen Beds and pullout sofa with queen bed for sleeping

FamilyLocationLayout

4.95 out of 5 average rating, 121 reviews

A single-story brick house is presented with a spacious front yard, featuring trimmed greenery and a walkway of stone steps leading to the front door. A driveway, visible to the right, accommodates a garage door with a dark finish.

Home in Skokie

Cozy 2 bedroom house/w garage in Skokie

Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

LocationValueCheck-in

An open living and dining area features a large table set for meals, surrounded by comfortable chairs. A cozy sectional sofa sits nearby, complemented by a ceiling fan and a wall-mounted TV. Natural light flows in from windowed areas towards the rear.

4.86 out of 5 average rating, 170 reviews

Entire house, close to O'Hare airport

You and your family will be close to all amenities when you stay at this centrally-located place. 5 miles from O'hare Airport, 1.3 miles from Allstate Arena, 4 miles from Rosemont Convention Center and 5 miles from Fashion Outlet of Chicago. Few mins from Rivers Casino, Shopping Centers, Restaurants, Express way. Easy access to I-90 & I-294. 15 miles away from Chicago Downtown. A newly renovated space with extremely fast WIFI up to 800mbps, suitable for WFH. Walking distance to a close by lake.

ValueFamilyBackyard

4.96 out of 5 average rating, 208 reviews

A private outdoor patio is surrounded by wooden fencing, featuring a glowing sofa and two chairs placed on a patterned rug. A small table holds a plant, while greenery adds a natural touch to the tranquil setting, under a colorful sky at dusk.

Home in Chicago

The Chicago River House – GIANT wall projector!

Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

LocationFamilyTV

The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.

4.97 out of 5 average rating, 131 reviews

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨‍🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨‍👩‍👧‍👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

LocationFamilyBackyard

Home in Rogers Park Township

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.

4.99 out of 5 average rating, 136 reviews

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

LocationValueCheckout

The exterior of a two-story home is depicted, featuring a combination of white and black siding. A prominent bay window enhances the facade, while landscaped flower beds with red mulch and small plants frame the entrance. Green grass and a sidewalk lead up to the house.

4.9 out of 5 average rating, 178 reviews

Cozy Home by O'Hare + EV Plug

Family-friendly 3BR/2BA home in Des Plaines! Enjoy arcade games, board games, and an EV charger. Nestled in a quiet neighborhood near parks, shopping, and entertainment. Just minutes from Des Plaines Theatre, Rivers Casino, Mystic Waters, and Fashion Outlets of Chicago. Ideal for families or groups seeking comfort, fun, and convenience with easy access to top attractions and O'Hare Airport. Your perfect home base for exploring the Chicago area!

LocationFamilyAccuracy

4.99 out of 5 average rating, 105 reviews

A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.

Home in Brookfield

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

LocationValueWalkability

4.93 out of 5 average rating, 98 reviews

The exterior of a modern ranch-style home is showcased, featuring a strategic arrangement of greenery and colorful landscaping. A paved driveway leads to a welcoming entrance, flanked by two garage doors. The home is complemented by a clear blue sky and mature trees in the background.

Home in Schaumburg

Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office

Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.

ValueFamilyParking

Home in Elk Grove Village

A bright living area is presented with a light-colored sofa and a welcoming cushion. Colorful floral artwork decorates the wall above. A round, dark wood coffee table is centered, complemented by a small planter with decorative flowers and a potted plant in the corner.

4.93 out of 5 average rating, 103 reviews

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

FamilyLocationSleep quality

4.99 out of 5 average rating, 154 reviews

A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.

Home in Lombard

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

FamilyLocationCheckout

4.83 out of 5 average rating, 109 reviews

Cozy Home near O'Hare & fun Hubs

Relax with the whole family at this peaceful place to stay. Experience comfort and convenience at our newly remodeled cozy house, perfectly situated near O'Hare Airport, Allstate Arena, and Rosemont Theater. Ideal for travelers and entertainment enthusiasts, this charming Airbnb offers modern amenities and a warm ambiance, ensuring a delightful stay. Book now and enjoy the best of Rosemont!

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Popular amenities for Des Plains house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 27 reviews

A spacious living area features a light-coloured sofa set positioned around a wooden coffee table, with a television mounted on the wall. A large area rug enhances the space, while plants and natural light provide a fresh atmosphere. Dining space is visible in the background.

Home in Schaumburg

Paradise with Pool & Games

LocationFamilyBackyard

4.97 out of 5 average rating, 60 reviews

Home in Schaumburg

Backyard Paradise/ Private Pool + Peaceful Stay

FamilyValuePool

4.91 out of 5 average rating, 34 reviews

Home in Crystal Lake

Private Heated Indoor Pool + Sauna, Family Retreat

LocationValueKitchen

Superhost

An outdoor swim spa is prominently featured, surrounded by a wooden deck and situated amidst a natural setting. The backdrop includes a mid-century modern structure with large windows, nestled among trees and greenery.

Home in Riverwoods

5.0 out of 5 average rating, 3 reviews

Riverwoods Nature Retreat

FamilyLocationAccuracy

4.83 out of 5 average rating, 6 reviews

Home in Skokie

Luxury fenced in modern ranch

FamilySleep qualityDecor

4.89 out of 5 average rating, 18 reviews

The exterior of a spacious two-story home is shown, featuring a mixture of brick and siding. Lush green landscaping surrounds the house, with trees casting shade across the front yard. A paved driveway leads to a garage, and a clear blue sky provides a bright backdrop.

Home in Carol Stream

Spacious 4 Bed/3.5 Bath Sleeps 8+

FamilyLocationIndoor spaces

4.87 out of 5 average rating, 31 reviews

Home in Bridgeport

PRIME 2BD Designer Retreat & Pool |Parking| Patio

LocationFamilyAmenities

4.88 out of 5 average rating, 84 reviews

A modern living area is showcased with a blue sofa adorned with decorative cushions, paired with a light armchair. A striped area rug anchors the space, while a glass coffee table sits centrally. The kitchen features contemporary cabinetry and blue barstools along the counter, illuminated by pendant lights.

Home in Chicago Loop

Spacious 2BR in The Loop Downtown Resort Amenities

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Weekly house rentals

4.94 out of 5 average rating, 183 reviews

A cozy living room features a pair of light-colored sofas and an accent chair, positioned around a rustic coffee table. A patterned area rug lies underfoot, while a mirror with a wooden frame and wall art enhance the space. A partial view of the kitchenette is visible in the background.

Home in Highland Park

Cozy 2-Bedroom Cottage Near Downtown Highland Park

FamilyValueBathroom

4.96 out of 5 average rating, 138 reviews

A comfortable living area is highlighted by a leather couch adorned with a yellow cushion. A wooden coffee table sits at the center, topped with a vase of bright flowers. A large television is mounted on the wall, while a desk and chair are positioned near the window.

Home in Wheaton

Beautiful Redone Townhome Next to Wheaton College

ValueLocationLayout

4.98 out of 5 average rating, 212 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

LocationFamilyLayout

4.95 out of 5 average rating, 168 reviews

A bright living area features a plush green sofa and a glass coffee table, set against light-colored walls. Near large windows, a small dining table is complemented by four chairs. Natural light fills the space, creating a welcoming and airy environment.

Home in Norwood Park

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

LocationFamilyCondition

4.92 out of 5 average rating, 120 reviews

A game room features a felt-covered pool table, foosball table, and air hockey table against a backdrop of a beach scene mural. Orange-painted walls enhance the lively atmosphere. Several gray chairs are arranged neatly along one side of the room, providing ample seating.

Home in Elmhurst

Big 5BR 3.5BA Game Rm Prime Location minutes to DT

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 9 reviews

Unassuming Gem • Luxury & Comfort

ValueFamilyQuiet

4.75 out of 5 average rating, 24 reviews

Modern Cozy Retreat by O’Hare

LocationValueHospitality

4.94 out of 5 average rating, 16 reviews

Luxury New Home O’Hare WiFi Yard EV Charger

LocationFamilyIndoor spaces

Private house rentals

The spacious lower level features two comfortable leather couches, a coffee table, and a wall-mounted TV. A workstation with a desk and monitor is visible, along with a kitchenette area in the background. Ample natural light illuminates the space, creating a welcoming environment.

4.96 out of 5 average rating, 91 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

FamilyLocationCleanliness

Home in Arlington Heights

4.96 out of 5 average rating, 24 reviews

Elegance: 4BR - 2 BT Spacious Ranch w/ Basement

FamilyLocationOutdoor spaces

Superhost

4.67 out of 5 average rating, 76 reviews

Entire House 5 min: •O’Hare •AllstateArena •Casino

ValueFamilyCheck-in

Superhost

4.73 out of 5 average rating, 26 reviews

Comfortable 3BR Near O'Hare | Fast Wi-Fi & Kitchen

FamilyLocationCondition

A modern kitchen is showcased with sleek gray cabinets and stainless-steel appliances. A large island, equipped with a white countertop, features seating for six on black wooden stools. Natural light filters in through a nearby window, illuminating the space.

4.93 out of 5 average rating, 84 reviews

Luxury Home in Des Plaines

FamilyLocationAccess

5.0 out of 5 average rating, 6 reviews

Cozy family home away from home

FamilyLocationHospitality

The open-concept living area features two dark sofas facing a glass coffee table, along with a flat-screen TV mounted on the wall. A dining table with four chairs is positioned nearby, and the kitchen is accessible in the background, visible through bright decor.

4.97 out of 5 average rating, 94 reviews

Freshly Remodeled Cozy 3 Bedroom Home

FamilyValueLong stay