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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.

4.99 out of 5 average rating, 146 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, 133 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, 137 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 spacious master bedroom features a large bed with a neutral-coloured duvet, accompanied by decorative pillows. A ceiling fan provides ventilation, and natural light filters through sheer curtains. A cozy chair offers additional seating, with framed art adorning the walls.

4.89 out of 5 average rating, 167 reviews

Large Family Home w/Garage-King beds, Fast Wi-Fi

Relax and enjoy this open, well lit piece of suburbia designed and furnished to be the fully outfitted home away from home. Before every reservation this home is throughly cleaned and given ozone and UV treatment to sanitize. This home includes amenities like the fire pit and grill on the back porch, the 2 car garage, and a finished basement with a ping pong table and PlayStation. Particular favorites also include the fully outfitted kitchen, and the large master bedroom with a private bath.

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, 154 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, 127 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, 142 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, 198 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)

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, 151 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!

The front exterior of a single-story ranch home is displayed, featuring a brick facade and a light-colored siding. A two-car garage is present on the right, with a paved driveway leading to the entrance. Lush green grass surrounds the house, under a clear blue sky.

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 !

The kitchen features modern white cabinetry with sleek countertops and stainless steel appliances. A central island with a wooden top provides additional workspace. Two woven barstools are situated at the island, and natural light enters through the dual windows, illuminating the space.

Home in Naperville

4.87 out of 5 average rating, 132 reviews

Home away from home

Perfect location, walk/bike to downtown area/ High Speed Wifi throughout the house / 2 King size beds one Queen bed /Newly remodeled / Huge back yard / Brand new appliances / Space for your car in a garage or plenty of parking on long driveway/ Outside porch with seating / Pet friendly - no deposit or any other charge. This is my first house ever listed I will add to the describtion more, after people will notice more things, too many to list.

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Popular amenities for Bolingbrook house rentals

Free parking on premises

Air conditioning

House rentals with a pool

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

4.93 out of 5 average rating, 28 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

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 Lincoln Park

4.88 out of 5 average rating, 56 reviews

Luxury Loft with Private Pool and Movie Theater

The indoor pool area features a large swimming pool with clear blue water, surrounded by wooden beams and glass panels that create a bright atmosphere. A hot tub is located nearby, and seating is arranged along the pool's edge, providing a relaxing space for guests.

4.9 out of 5 average rating, 51 reviews

Pearl Street Pool House

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, 78 reviews

Unique Spanish style Home (w/inground pool)

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, 7 reviews

In Ground Pool, Full Ranch Home

A serene pool area features a heated in-ground pool surrounded by lush greenery. Lounge chairs with red umbrellas provide shaded seating. Colorful flowers and tropical plants enhance the peaceful outdoor setting, creating an inviting place for relaxation.

4.93 out of 5 average rating, 138 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

A backyard patio is softly lit by string lights, casting a warm glow across the outdoor space. Paved stones create a welcoming area, surrounded by greenery. Steps lead to a raised wooden deck, enhancing accessibility and inviting outdoor gatherings.

4.9 out of 5 average rating, 20 reviews

Entire Home in Elgin with Pool!

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

4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

Weekly house rentals

A spacious living area features a combination of modern and retro elements. A light blue armchair, gray sofa, and a glass coffee table provide comfortable seating. Stylish wood paneling, large windows, and decorative lighting create a warm ambiance, while a dining set for four is visible in the background.

5 out of 5 average rating, 11 reviews

Retro Home fit for 6

Top guest favorite

A cozy bedroom showcases a spacious bed adorned with colorful floral and patterned pillows. Green nightstands are positioned on either side, complemented by wall-mounted lamps. Dark curtains frame a window that offers a view of the outdoors, adding to the inviting decor.

Home in Clarendon Hills

4.9 out of 5 average rating, 41 reviews

3 Bedroom+Office*Huge Sofa*Chic Decor*Garden*5 TVs

Top guest favorite

The kitchen features modern white cabinetry and stainless steel appliances, complemented by a spacious island with a decorative tray. Natural light floods the area through the nearby window, and a stylish backsplash adds an elegant touch to the space.

Home in Batavia

4.99 out of 5 average rating, 69 reviews

Bliss in Batavia near the Fox River

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

4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

Top guest favorite

The living room is spacious and features casual seating on a gray sectional sofa. Natural light enters through large windows, illuminating the polished floor. A round coffee table sits at the center, while a decorative bookshelf displays items against the wall. A ceiling fan enhances airflow.

5 out of 5 average rating, 27 reviews

Evergreen Retreat

Top guest favorite

The living area contains a large sectional leather sofa and two white armchairs, arranged around a wooden coffee table. A floral rug lies beneath. Natural light enters through a window lined with light-colored curtains, contributing to the room's bright atmosphere.

5 out of 5 average rating, 31 reviews

Cheerful 3- bedroom home with fireplace - Peloton

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, 68 reviews

Patriotic Cottage on the Hill

A wooden deck furnishes an outdoor dining area with a large table and chairs, set against a backdrop of lush greenery and expansive views of the river. The tranquil water glistens in the sunlight, bordered by trees that enhance the natural setting.

4.9 out of 5 average rating, 30 reviews

Retreat on Fox River w/ Stunning Views & Hot Tub!

Private house rentals

A spacious living area is arranged with a dark sectional sofa and two accent chairs. A wooden coffee table is positioned in front, adorned with a bowl of greenery. Large windows allow natural light to fill the room, complemented by neutral-toned curtains and modern decor.

4.71 out of 5 average rating, 7 reviews

Your Unique Stay by the Tracks | LCP Collection

A cozy living room features a dark leather sofa and two armchairs positioned around a wooden coffee table. A decorative plant sits on the table, while a fireplace is centered against the wall. Natural light filters through two windows dressed in light curtains.

4.74 out of 5 average rating, 39 reviews

Private Cottage in Cathedral District

Top guest favorite

5 out of 5 average rating, 83 reviews

Center St. Retreat

A modern kitchen showcases wood cabinets and sleek granite countertops. Stainless steel appliances, including an oven and dishwasher, are visible. The space is complemented by pendant lighting and a coffee maker on the counter, with a dining area seen in the background.

Home in Elmhurst

4.9 out of 5 average rating, 20 reviews

Elmhurst Charming Ranch-Pet Friendly, fenced yard

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!

A spacious bedroom is depicted, featuring a king-sized bed adorned with a patterned quilt. Two armchairs sit beside a nightstand, and a desk is positioned adjacent to a window with sheer curtains. A dresser and wall-mounted TV complete the room's modern design.

Home in Channahon

5 out of 5 average rating, 7 reviews

NEW Construction, Modern Amenities, Cozy Fireplace

Top guest favorite

A spacious living and dining area features a dark leather sofa with decorative pillows, two armchairs, and a patterned area rug. A wooden dining table with chairs occupies one corner. Windows allow natural light, and ceiling fans provide comfort.

Home in Saint Charles

5 out of 5 average rating, 82 reviews

Sweet Cottage Retreat Near Downtown Saint Charles

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, 47 reviews

Skip the hotel! Relax here!

Quick stats about house rentals in Bolingbrook

Total rentals
50 properties
Total number of reviews
1.7K reviews
Family-friendly rentals
30 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

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