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House vacation rentals in Rolling Meadows

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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

4.89 out of 5 average rating, 171 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, 164 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, 101 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.

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, 195 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

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, 125 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!

Top guest favorite

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

4.99 out of 5 average rating, 122 reviews

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!

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

4.94 out of 5 average rating, 142 reviews

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Step into comfort and character in this beautifully updated home’s front suite. Featuring two comfortable bedrooms, a private bathroom, and cozy living spaces decorated in modern farmhouse style. Enjoy a well equipped kitchenette, free coffee & tea, and a prime Highland Park location. Walk to shops, restaurants, parks, and easy access to Chicago.

Vacation rentals for every style

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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 West Loop

4.65 out of 5 average rating, 17 reviews

2BR w/ Stunning Views and Resort-Style Amenities

An aerial view showcases the impressive ranch home and its expansive grounds. The inground heated pool is bordered by lounge chairs, while a stone firepit is visible nearby. Lush green fields stretch beyond classic white fences, presenting a serene rural landscape.

Home in McHenry

4.88 out of 5 average rating, 88 reviews

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

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, 33 reviews

Paradiso Vacation

A spacious backyard is illuminated by soft evening light, showcasing a lush green lawn framed by well-maintained gardens. Multiple seating areas are visible, including a hammock, lounge chairs, and patio furniture. A large tree offers shade, while a pool is partially seen beyond the greenery.

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)

Top guest favorite

A fenced-in backyard features a landscaped yard with well-maintained grass surrounding a heated in-ground pool. The pool area includes a comfortable covered patio, providing shade with ample space for relaxation. Lush green trees and shrubs create a serene atmosphere.

Home in Crystal Lake

5 out of 5 average rating, 17 reviews

In Ground Pool, Full Ranch Home

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, 82 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

The living area features a comfortable sectional sofa facing a modern TV mounted above a white fireplace. A large area rug defines the space, complemented by multiple seating options, including an armchair and dining table. Natural light filters through sheer curtains, enhancing the inviting atmosphere.

Home in Schaumburg

5 out of 5 average rating, 60 reviews

Great location-King beds-Kids playroom

A spacious living area features a large sectional sofa, arranged around a central coffee table. Natural light fills the room through expansive windows adorned with sheer curtains. Light wood flooring complements the neutral color palette, creating a comfortable and airy environment.

Home in Arlington Heights

4.95 out of 5 average rating, 94 reviews

White House, 5 Beds

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

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 spacious living area features a bright red sofa and a matching loveseat, arranged around a coffee table. A dining area with a wooden table and chairs is visible in the background, along with an updated kitchen, creating an inviting and open atmosphere.

Home in Arlington Heights

4.99 out of 5 average rating, 72 reviews

Home in the Heights

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 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 sunlit living area is characterized by a neutral color palette and large windows allowing natural light to fill the space. A wooden dining table with seating for six is present, alongside a cozy seating arrangement featuring a sofa and armchair, positioned near a decorative fireplace.

Home in Arlington Heights

4.84 out of 5 average rating, 38 reviews

Entire house, ranch style, walkable to downtown AH

A charming brick home is set amidst a lush green lawn, framed by trees and bushes. The two-story structure features a distinctive sloped roof and a welcoming front porch. Natural light enhances the inviting exterior on a clear blue sky day.

Home in Highland Park

4.91 out of 5 average rating, 77 reviews

A Wonderful Getaway Home on the North Shore!

Top guest favorite

A bright living area features a spacious cream-colored sofa with colorful pillows, complemented by a sleek console table with barstools. A large TV is mounted on the wall, while natural light enters through windows and glass doors leading to the outdoor patio.

Home in Highland Park

4.99 out of 5 average rating, 85 reviews

Modern & Private Basement Retreat with Kitchenette

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, 63 reviews

Lake House Retreat Near Navy Base

Top guest favorite

A grassy area features multiple wooden lounge chairs facing the lake. A small fire pit is positioned in the center. Behind, a light-colored shed and a dock can be seen, with boats and kayaks stored nearby. A vibrant sky with colorful clouds adds to the scene.

Home in Fox Lake

5 out of 5 average rating, 83 reviews

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids

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