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House vacation rentals in Rolling Meadows

Find and book unique houses on Airbnb

Top-rated house rentals in Rolling Meadows

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The exterior of a spacious stone home is shown, set against a clear blue sky. The property features a wrap-around driveway, accommodating multiple vehicles, and is bordered by well-maintained hedges and vibrant landscaping.

Home in South Elgin

4.9 out of 5 average rating, 172 reviews

River Front 3 bed 2 bath! Custom luxury getaway!

River Front massive home Situated along an antique trolley railroad (electric trolleys, very quiet) beautiful views of the Fox River from the full window solarium. Walking path that is right in your HUGE backyard. 3 bedroom, 2 full bath, comfy family home. Classic dining room for 8-10. Large driveway! Railroad & historic memorabilia all over the grounds & in the home. Large 3000 sqft home, sleeps 7-8 easily & entertains up to 12 or more comfortably. Full laundry, cozy fireplace, WiFi & cable TV.

Top guest favorite

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

4.98 out of 5 average rating, 171 reviews

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.

A well-lit bedroom featuring a spacious bed with fresh linens. Two large windows allow natural light to fill the space, while a patterned rug adds texture to the floor. A simple bookshelf stands in the corner, enhancing the room's modern decor.

Home in Hoffman Estates

4.82 out of 5 average rating, 109 reviews

Conv Center | Sleeps 12 KlNG w/Huge Yard WOODFlELD

Welcome home to this 3 bedroom 2 full bath ranch home with huge backyard near Schaumburg. Rest easy in this modern farmhouse style, fully renovated home. This home offers a completely open concept with tons of natural light throughout! With a dedicated workspace with ZOOM SET UP you will be able to vacation and connect with both work and family at the same time. Amazing location walking distance to grocery and restaurants. Just 2 miles to Woodfield Mall. Perfect for a short or extended stay.

A spacious living area features a light-colored sectional sofa, accompanied by a decorative plant. A dining table is set nearby, and natural light enters through multiple windows. The space is complemented by a patterned area rug and a decorative wall art piece.

4.94 out of 5 average rating, 166 reviews

My Lagoon - 3 br Entire SF home Sleeps 8. King Bed

Welcome to your lagoon. An entire single family house boasting 3 bedrooms with a King bed, 2 queens and a Sofa bed. A true home away from home freshly renovated with tasteful modern coziness. 2 car garage w/ plenty of driveway space for 4 more. You are 25 mins from O'Hare Airport, 35 from the Epic Chicago Dwntwn. Stay Local? Plenty to do ! 10 mins to Now arena, 10 mins to Woodfield Mall, mins away is Villa Olivia, Arboretum, Main Event and more. Short Term, Keyless entry make yourself at home.

Top guest favorite

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

4.98 out of 5 average rating, 161 reviews

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Top guest favorite

A spacious living area features a cozy gray sofa adorned with colorful cushions, complemented by two vibrant blue chairs. A wooden coffee table rests on a floral area rug, while a flat-screen TV is mounted on the wall above a modern fireplace. Natural light enters through large windows.

Home in Schaumburg

4.96 out of 5 average rating, 102 reviews

Modern & Clean 3 Bedroom Ranch House with Sunroom

Kick back and relax in this fully renovated and stylish space. House is stocked with new kitchenware, appliances, smart TVs. This rental has everything you need! 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall. Enjoy restaurants, parks, golf courses, Legoland, Medieval Times and much more. This is a 3 bedroom 1 bathroom house with a beautiful sunroom that sleeps up to 6 people (2 in each bedroom). Garage is not available for guests' use.

Home in Highland Park

4.91 out of 5 average rating, 147 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Experience luxury of this award winning 6BR 4Bath family home in picturesque Northshore private estate. Spend day by the private heated pool, enjoy beauty of gardens, explore local landmarks, starting with the gates of neighborhood Michael Jordan estate. The stylish design and rich amenity list will leave you in awe. ✔ Two-Acre Estate ✔ 6 Comfy BRs ✔ Multiple Living Areas ✔ Full Kitchen ✔ Backyard (Pool, Lounges, BBQ) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

4.95 out of 5 average rating, 196 reviews

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Top guest favorite

The exterior of a red cottage is illuminated by warm outdoor lighting at dusk. A welcoming porch is highlighted, with two front windows reflecting a soft glow. Lush greenery and flowerbeds surround the property, contributing to a tranquil atmosphere.

Home in South Elgin

4.97 out of 5 average rating, 257 reviews

Rustic River House W/Firepit, Tire Swing & Grill

Fall is in the air!! Come visit our family's wonderful riverfront cottage, ready and waiting. A two bedroom 750 sqft house with 1 bathroom on just under an acre property. A special place to relax, do some fishing, grilling, and roasting marshmallows on the fire. Located in a secluded unincorporated Fox River neighborhood in Kane County just a half mile from Blackhawk waterfall via bike path. The subdivision is hidden between the Jon J. Duerr and Blackhawk forest preserves.

Top guest favorite

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

4.99 out of 5 average rating, 163 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Top guest favorite

An upgraded patio features a hot tub illuminated in blue, with a scenic view of the lake and a vibrant sunset reflecting on the water. The outdoor dining area is nestled under string lights, adding a cozy touch to the serene atmosphere.

Home in Carol Stream

4.92 out of 5 average rating, 112 reviews

LakeHouse Stay! Hot Tub-Bar-Kayak-pool table-darts

Our beautiful home is the perfect place to gather with friends & family, relax, refresh, fish, have fun with your loved ones. It's the perfect home away from home with great views of the lake and on a quiet cul-de-sac. Stunning views of the lake while grilling or the firepit from the completely upgraded patio & the hot tub 🥂 🐶Up to 2 furry babies are allowed & they'll love the almost 1 acre fenced-in yard! (pet fee is extra & must be included at time of booking)

Top guest favorite

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.

Home in Des Plaines

4.88 out of 5 average rating, 126 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!

Vacation rentals for every style

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Hotels

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Unique stays

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Homes

Comfortable places with all the essentials

Popular amenities for Rolling Meadows house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A bright living room features large windows offering city views and ample natural light. The space includes a comfortable sofa, unique upholstered chairs in green, and a modern coffee table. A flat-screen TV is mounted on the wall, complemented by a stylish floor lamp.

Home in Fulton Market

4.65 out of 5 average rating, 17 reviews

2BR w/ Stunning Views and Resort-Style Amenities

A living room is presented with light wooden flooring and a soothing grey wall. Two red sofas are arranged for seating, facing a wall-mounted television. Natural light filters through two textured window shades, and a lamp stands beside the furnishings, adding to the room's cozy layout.

Home in Schaumburg

4.72 out of 5 average rating, 29 reviews

Spacious 3 Floor Townhome

A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.

Home in Bloomingdale

4.92 out of 5 average rating, 60 reviews

Now Open: Heated Pool with Entire House

Top guest favorite

An outdoor space features a uniquely shaped pool surrounded by a spacious deck. Four lounge chairs and an umbrella are positioned near the water. Steps lead to a wooden deck above, while lush trees and greenery provide a natural backdrop.

Home in McHenry

5 out of 5 average rating, 34 reviews

Paradiso Vacation

A welcoming sitting area features original inlaid floors and large leaded glass windows, allowing natural light to fill the space. Traditional furniture includes a wooden loveseat and two accent chairs, with a round ottoman positioned centrally, enhancing the room's charm.

Home in Woodstock

4.89 out of 5 average rating, 75 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

A cozy loft area features exposed brick walls and wooden beams. A compact sleeping space includes a spacious bed covered in neutral bedding. Two white chairs and a small side table are positioned for seating, with a window allowing natural light to enter.

Home in Lake View

4.84 out of 5 average rating, 64 reviews

Luxury Loft with Private Pool and Movie Theater

Home in Schaumburg

4.95 out of 5 average rating, 37 reviews

Unique 3BR Escape/ Pool, Vintage Decor & Big Yard

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. An island with bar seating is positioned in the foreground, while a spacious archway leads to an elegantly designed hallway featuring artwork and natural light.

Home in Plainfield

4.94 out of 5 average rating, 85 reviews

Beautiful Spanish style Home (w/inground pool)

Weekly house rentals

Top guest favorite

A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.

Home in Northbrook

4.98 out of 5 average rating, 83 reviews

*King bed *Outdoor Living *Sought-After Area

A cozy living area features a mix of seating options, including a dark sofa and a light brown couch adorned with colorful pillows. A wooden coffee table sits center stage on a patterned rug, while natural light filters through the sheer curtains of a large window.

Home in Streamwood

4.95 out of 5 average rating, 58 reviews

Cozy Retreat in a Prime location

Top guest favorite

A spacious living area features a warm-toned seating arrangement with a brown leather sofa and a white accent chair. A large television is mounted on the wall opposite a decorative light fixture. Soft natural light floods in through large windows, complemented by light-colored curtains.

Home in Schaumburg

5 out of 5 average rating, 62 reviews

Great location-King beds-Kids playroom

Top guest favorite

A bright dining area features a large wooden table surrounded by black chairs. Natural light filters through sheer curtains, enhancing the space. A rectangular mirror hangs on the wall alongside a console table adorned with decorative vases, adding a touch of elegance.

Home in Des Plaines

5 out of 5 average rating, 23 reviews

Des Plaines Home

A modern kitchen features sleek white cabinetry and a spacious island with a quartz countertop. Stools in warm tones surround the island, while stainless steel appliances and a stylish exhaust hood are prominent. Natural light filters through nearby windows onto the open layout.

Home in Schaumburg

4.82 out of 5 average rating, 39 reviews

Cozy Modern Renovated 3bd House

A modern kitchen and dining area is showcased, featuring a light wood dining table with white chairs. The kitchen is equipped with stainless steel appliances and a large island with bar stools. Ample natural light fills the space through sliding glass doors.

Home in Elk Grove Village

5 out of 5 average rating, 15 reviews

4Br/2ba Modern Fresh rehab near O'Hare

Top guest favorite

A cozy living area features two blue sofas and an ottoman centered on a patterned rug. A brick fireplace provides a warm accent, while a large TV is positioned next to soft gray curtains, enhancing the comfort of the space.

Home in Bartlett

4.96 out of 5 average rating, 26 reviews

Basement Suite

Top guest favorite

An outdoor patio area features a large dining table surrounded by several chairs, shaded by an umbrella. A charcoal grill is positioned near the seating arrangement. String lights overhead provide soft illumination among the greenery of the spacious backyard.

Home in Streamwood

4.99 out of 5 average rating, 78 reviews

Suburban Serenity~Grill, Fire pit, Big yard~

Private house rentals

A comfortable living area is furnished with a modern couch and two armchairs, surrounding a glass coffee table. Large windows provide natural light and a view of the greenery outside. A soft orange throw drapes over the couch, adding a touch of color.

Home in Des Plaines

4.81 out of 5 average rating, 43 reviews

O’Hare Mid Century Cozy Comfort. 15 min & Relax!

Top guest favorite

A modern kitchen features grey cabinetry and stainless steel appliances, including a microwave, oven, and refrigerator. A granite countertop provides ample space for food preparation. Soft lighting illuminates the area, enhancing functionality and comfort.

Home in Schaumburg

4.97 out of 5 average rating, 66 reviews

Paradise in Schaumburg Low Cleaning Fee, 3 BR, 4Bd

Top guest favorite

The open living area features a spacious sectional sofa facing a modern stone fireplace. A wall-mounted smart TV is visible above the fireplace, while a kitchen island with bar seating is positioned nearby. Natural light enters through windows, enhancing the neutral decor.

5 out of 5 average rating, 28 reviews

Casa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath

Top guest favorite

The exterior of the home features a blue siding with white trim and architectural details. A welcoming front door is framed by well-maintained greenery and flowering plants. Steps lead to the entrance, providing accessibility to the charming facade.

4.97 out of 5 average rating, 36 reviews

Little Blue House

A spacious living area features large floor-to-ceiling windows, allowing natural light to illuminate the space. The view of Grayslake is visible through the windows, complemented by indoor plants and comfortable seating arrangements. A cozy rug lies on the wooden floor, enhancing the inviting atmosphere.

Home in Grayslake

4.95 out of 5 average rating, 40 reviews

Lake House Walk to Train-Chicago

Top guest favorite

A relaxing jacuzzi hot tub is situated under a shaded area with a view of the calm lake. Bubbles are visible in the water, reflecting sunlight, while white chairs are positioned along the dock in the background.

Home in Round Lake Park

4.92 out of 5 average rating, 64 reviews

Lake House Retreat Near Navy Base

A vibrant living area features a green accent wall and a yellow couch adorned with decorative pillows. A staircase with a unique railing leads to additional spaces, while plants add a touch of greenery. The flooring is light and complemented by a striped area rug.

Home in Wood Dale

4.94 out of 5 average rating, 33 reviews

Cheerful Frida&Diego Home, Near O’Hare, King Bed

A private patio area is presented, featuring a grilling station shaded by an umbrella. Comfortable seating with patterned cushions overlooks a lush garden, with trees displaying autumn hues in the background. A geometric outdoor rug enhances the inviting atmosphere of the space.

Home in Schaumburg

4.88 out of 5 average rating, 97 reviews

Near O’Hare/King Bed/Fenced yard/FirePit+Game room

Destinations to explore