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House vacation rentals in Bolingbrook

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Top-rated house rentals in Bolingbrook

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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, 154 reviews

Retro Modern Bungalow | fire pit | free parking

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] back yard. Enjoy central HVAC, hi-speed 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.

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.

Home in Naperville

4.88 out of 5 average rating, 136 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 (w/ complimentary Hulu & Disney+), 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.)!

Top guest favorite

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

4.96 out of 5 average rating, 140 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.

Home in Glen Ellyn

4.91 out of 5 average rating, 158 reviews

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

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, 252 reviews

Small Red River House W/Firepit & Tire Swing!

Greetings Airbnb fans! Happy Spring! Here is 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.

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.

Home in Naperville

4.85 out of 5 average rating, 128 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!

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

4.86 out of 5 average rating, 144 reviews

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.

A spacious bedroom features a king-size bed adorned with a colorful quilt and accent pillows. A wall mural of large ferns creates a vibrant backdrop. A full-size futon is positioned alongside, with a lamp and window allowing natural light to brighten the area.

4.92 out of 5 average rating, 202 reviews

The Garden House - Murals and more

Our garden-themed house🌿 located on busy Plainfield Road is minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Joliet Union Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball and St. Joe's Hospital. Minutes away from: Chicagoland Speedway, Hollywood Casino, Lewis University and Silver Cross Hospital. 30 minutes SW of Chicago. (Entire house-2 Bdr (2 Bd and 1 Futon), Bathroom , Living Rm, Kitchen, Front Deck)

A cozy living space features a vibrant red sofa and wooden dining chairs surrounding a circular table. Natural light fills the room through large windows adorned with white curtains, highlighting a woven area rug and potted plants near the window.

Home in West Chicago

4.9 out of 5 average rating, 141 reviews

The Train Conductor's Cottage

Enjoy your stay at the Train Conductor’s Cottage! Welcome to our charming home in a family neighborhood, just a couple of blocks away from the Metra train to Chicago & from West Chicago's authentic Mexican restaurants. We are close to Wheaton College, North Central College, Dupage Airport, and Central Dupage Hospital. Rest and relax in a queen bed, full bed, two twin beds, two full bathrooms, spacious children's play area. Amazon Fire stick, WiFi, TV. “All aboard!”

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

4.91 out of 5 average rating, 107 reviews

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 single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.

Home in Bolingbrook

4.93 out of 5 average rating, 135 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

A spacious living area is furnished with two grey sofas adorned with bright yellow and blue pillows. A wooden coffee table is positioned in the center, featuring a decorative tray. Coastal-themed decor and blue curtains complement the light wood flooring, while a staircase is visible in the background.

4.97 out of 5 average rating, 119 reviews

King Bed Suite, *Spacious Newly Remodeled House*

Newly remodeled, Spacious Craftsman Style Home in prime location! Quiet neighborhood near major highways: I55 and I80. 30 Mins SW of Chicago, Free Wi-Fi (500+Mbps) and private parking for 4 cars. Walking distance to restaurants and shops! Minutes from: The Rialto Theatre, Univ. of St. Francis, St. Joe's Hospital, Harrah's and Empress Casinos, Haley Mansion, Lewis Univ., Silver Cross Hospital, Chicagoland Speedway, Autobahn CC, and much more!

Vacation rentals for every style

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Comfortable places with all the essentials

Popular amenities for Bolingbrook house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Highland Park

4.91 out of 5 average rating, 145 reviews

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

A living room is displayed featuring a stone fireplace as a focal point. A ceiling fan hangs above a light-colored sofa and a clear coffee table. Dark curtains frame two windows, and a dining table is positioned near the staircase, creating a functional and inviting space.

Home in Schererville

4.93 out of 5 average rating, 58 reviews

Cozy house in Schererville

A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.

Home in Munster

5 out of 5 average rating, 11 reviews

Munster hide away

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

4.8 out of 5 average rating, 20 reviews

Spacious 3 Floor Townhome

Top guest favorite

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

4.93 out of 5 average rating, 55 reviews

Now Open: Heated Pool with Entire House

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

4.94 out of 5 average rating, 31 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

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, 80 reviews

Beautiful Spanish style Home (w/inground pool)

A well-maintained in-ground pool is shown surrounded by a concrete deck and lush greenery. A wooden fence encloses the yard, offering privacy. Tall trees and shrubs provide a natural backdrop, while the bright blue sky adds to the inviting atmosphere.

Home in Crystal Lake

5 out of 5 average rating, 10 reviews

In Ground Pool, Full Ranch Home

Weekly house rentals

A cozy living area features two black leather sofas and an armchair, arranged around a central coffee table. A large flat-screen TV is mounted on the wall, and natural light floods in from multiple windows, highlighting the warm wooden beams and textured area rug.

Home in Lockport

4.83 out of 5 average rating, 18 reviews

Getaway Home W/Backyard Retreat

A modern dining area is highlighted by a sleek table surrounded by six white chairs with gold accents. A contemporary light fixture hangs above, and the space features a stylish fireplace on the wall. Large glass doors offer access to the outside.

Home in Downers Grove

4.9 out of 5 average rating, 39 reviews

Luxury Bliss: Opulent 5BR/3.5BA Delightful Escape

A wooden dock extends into the calm water, framed by lush greenery and trees. Two metal chairs sit on the dock, offering a serene spot to enjoy the lake views.

Home in Downers Grove

4.95 out of 5 average rating, 39 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

Top guest favorite

A spacious living room features a large sectional sofa adorned with various cushions, complemented by a cozy throw. A sleek flat-screen television is mounted above a natural stone fireplace. Large windows allow natural light to fill the room, enhancing the inviting atmosphere.

Home in Lombard

5 out of 5 average rating, 29 reviews

Spacious Home in Chicago Suburbs

A modern dining area features a glass table surrounded by six blue upholstered chairs with decorative detailing. Above, sleek chrome pendant lights provide illumination. A large window allows natural light to fill the space, complementing the blue wall and area rug beneath.

Home in Plainfield

4.79 out of 5 average rating, 39 reviews

Plainfield Home near Harrah’s Casino & Restaurants

A hot tub is nestled under a metal canopy, offering privacy with curtains that can be drawn. Steps lead up to the tub, surrounded by a concrete patio. Fallen leaves lay on the grass nearby, contributing to the serene outdoor setting.

Home in Montgomery

4.81 out of 5 average rating, 53 reviews

Skip the hotel! Relax here!

The image showcases a modern bedroom entrance, featuring a spacious bed adorned with decorative pillows and a soft blanket. A door leads to a bright bathroom equipped with a walk-in shower and elegant lighting. Neutral tones create a calming atmosphere in this inviting space.

Home in Saint Charles

5 out of 5 average rating, 15 reviews

Modern & Tranquil Stay: Hot Tub & Espresso Machine

A spacious living area is illuminated by a modern chandelier, featuring a comfortable sectional sofa and two accent chairs. A large window allows natural light to fill the room, while a rug defines the seating area. The open layout offers a view into the adjoining kitchen.

Home in Lombard

5 out of 5 average rating, 13 reviews

Grand Retreat/5Brs/Game Room

Private house rentals

A well-lit bedroom features a spacious bed adorned with light gray bedding. A large mirror and a television are positioned against the wall, complemented by a lamp providing additional light. Soft curtains frame a window overlooking the outdoor area.

4.91 out of 5 average rating, 44 reviews

Spacious family friendly home away from home

Top guest favorite

A gathering area by the water features five comfortable chairs arranged around a rustic stone fire pit. The lush green lawn extends toward the river, with trees providing a backdrop against a sunset sky dotted with soft clouds.

Home in Wilmington

4.97 out of 5 average rating, 67 reviews

Waterfront dog friendly 3 bedroom home w/game room

Top guest favorite

5 out of 5 average rating, 86 reviews

Center St. Retreat

Top guest favorite

The cozy blue house is surrounded by vibrant autumn foliage, featuring a newly built wooden porch that offers views of the seasonal colors. A lawn covered with fallen leaves enhances the picturesque setting, inviting a sense of tranquility.

Home in Yorkville

4.99 out of 5 average rating, 72 reviews

Patriotic Cottage on the Hill

The exterior of a two-story home is shown, featuring a light yellow facade and white trim. A covered porch with steps is visible, framed by colorful autumn foliage. Well-maintained landscaping lines the walkway, enhancing the inviting appearance.

Home in Naperville

4.87 out of 5 average rating, 45 reviews

Quaint and Quiet - Downtown Naperville!

Top guest favorite

The Great room features a modern, spacious layout with a light gray sofa and a black lounge chair on a black and white checkered rug. Large sliding glass doors offer views of the lush green outdoor area, while vintage artwork adorns the wall.

Home in Glen Ellyn

5 out of 5 average rating, 37 reviews

Stylish 1970s Home for Vintage Getaway!

A two-story home with a soft blue exterior is set against a backdrop of lush green trees. The front yard features neatly trimmed bushes and colorful flowers. A concrete driveway leads to a double garage, while a mail post stands at the edge of the well-maintained lawn.

Home in Naperville

5 out of 5 average rating, 14 reviews

Naperville Nest

Top guest favorite

A ranch-style home is showcased with a welcoming facade of brick and siding. Large windows provide ample natural light, while a well-maintained garden features a variety of colorful flowers. A manicured lawn and sidewalk lead to the entryway, enhancing the inviting exterior.

4.96 out of 5 average rating, 76 reviews

Worth It! 3 bedroom ranch home

Quick stats about house rentals in Bolingbrook

Total rentals
50 properties
Total number of reviews
1.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

Destinations to explore