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, 118 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

ValueLocationLong stay

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.

ValueFamilyKitchen

4.98 out of 5 average rating, 211 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

This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

FamilyValueParks

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.

ValueFamilyParking

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)♥️🎰

FamilyLocationNearby

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!

FamilyLocationCheckout

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).

LocationFamilyAmenities

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.

LocationFamilyParks

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!

FamilyValueWi-Fi

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!

LocationValueAmenities

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

Cozy home near O'Hare airport with a huge park just behind the backyard, located in one of the safest neighborhoods in the City of Chicago. Quick access to the expressway and short walk to the CTA Blue Line train/bus station. Conveniently located within 5 miles of: - O'Hare Airport - Rosemont/Donald E. Stephens Convention Center - All-State Arena - Fashion Outlets of Chicago

LocationFamilyWi-Fi

4.87 out of 5 average rating, 103 reviews

A spacious living room features a rich blue accent wall and mid-century modern furniture. Two armchairs and a plush sofa are arranged around a low coffee table. A television is mounted on the wall, complemented by decorative wall art. Natural light fills the room.

Home in Westchester

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Enjoy a stylish experience at this centrally located home in Westchester, IL. Our home is just 20mins away from downtown Chicago, approx. 10mins away from Premium Oak Brook mall and just 20mins away from Rosemont shopping center. Public Transportation is within walking distance from the home. This beautiful home sits in a peaceful neighborhood for a perfect relaxation getaway.

FamilyValueCheckout

Popular amenities for Des Plains house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 60 reviews

Backyard Paradise/ Private Pool + Peaceful Stay

ValueLocationDecor

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.

4.93 out of 5 average rating, 27 reviews

Paradise with Pool & Games

FamilyLocationLaundry

4.91 out of 5 average rating, 34 reviews

Home in Crystal Lake

Private Heated Indoor Pool + Sauna, Family Retreat

LocationValueCondition

5.0 out of 5 average rating, 14 reviews

A light-filled living room features a large sectional sofa and multiple accent chairs arranged around a central rug. A cozy fireplace is flanked by built-in shelves displaying decorative items. A vibrant painting and colorful decor enhance the welcoming atmosphere.

Home in Evanston

1/2 mile to NU, 5min walk to Lake, Swim Spa Pool

LocationFamilyHiking

4.83 out of 5 average rating, 6 reviews

Home in Skokie

Luxury fenced in modern ranch

FamilyDecorCleanliness

5.0 out of 5 average rating, 3 reviews

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

Riverwoods Nature Retreat

LocationFamilyOutdoor spaces

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+

LocationFamilyGetting around

4.87 out of 5 average rating, 30 reviews

Home in Bridgeport

PRIME 2BD Designer Retreat & Pool |Parking| Patio

FamilyLocationAccuracy

Weekly house rentals

4.96 out of 5 average rating, 207 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!

ValueLocationAmenities

4.98 out of 5 average rating, 131 reviews

Home in Northbrook

*King bed *Outdoor Living *Sought-After Area

ValueLocationWalkability

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.

4.93 out of 5 average rating, 97 reviews

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

FamilyLocationSleep quality

The open living area features a modern dining table set for four, complemented by a spacious kitchen visible in the background. A comfortable seating area is arranged with plush couches and decorative pillows, illuminated by natural light from large windows.

4.98 out of 5 average rating, 190 reviews

Modern Spacious Quiet Home Near O'Hare -Deck&Yard

LocationValueTV

4.92 out of 5 average rating, 144 reviews

Home in Bensenville

Luxury 4BR,3BA, GameRm Near O’Hare DT Free Parking

FamilyValueComfort

5.0 out of 5 average rating, 8 reviews

Unassuming Gem • Luxury & Comfort

LocationFamilyHospitality

4.78 out of 5 average rating, 23 reviews

Modern Cozy Retreat by O’Hare

LocationValueCleanliness

4.94 out of 5 average rating, 16 reviews

Luxury New Home O’Hare WiFi Yard EV Charger

LocationFamilyPets

Private house rentals

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

ValueFamilyLong stay

The living area features a light gray sectional sofa, paired with two accent chairs in shades of green. A round coffee table is centered on a textured area rug, with a modern floor lamp providing ambient light. A console table and artwork adorn the walls.

4.86 out of 5 average rating, 29 reviews

Renovated Mid-Century, 4 bed/2.1 bath townhome

LocationFamilySleep quality

4.67 out of 5 average rating, 76 reviews

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

LocationValueCheckout

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

LocationFamilySleep quality

5.0 out of 5 average rating, 6 reviews

Cozy family home away from home

LocationFamilyAccuracy

A lakeside area is visible, featuring a variety of colorful sailboats and pedal boats lined along the shore. Lush green grass and small white flowers enhance the outdoor space, with a view of calm waters and distant trees under a partly cloudy sky.

4.81 out of 5 average rating, 69 reviews

House in the Park- 5 Min from O'Hare.

LocationFamilyParking

5.0 out of 5 average rating, 31 reviews

Relaxing Home Getaway | 4 BED 2 BATH

LocationFamilyHospitality