Holiday houses in Bolingbrook

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Top-rated holiday rentals in Bolingbrook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A bright living area features a cozy sofa and an armchair, arranged around a small desk workspace. Sliding glass doors open to an outdoor patio area, allowing natural light to fill the room. Soft curtains frame the doors, enhancing the inviting atmosphere.
Apartment in Elgin
4.99 out of 5 average rating, 104 reviews

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything for a weekend getaway, business trip, or extended stay with a full kitchen, open living space & bedroom. Enjoy peace & nature while still being minutes away from restaurants, shopping, outdoor activities & all the Chicago suburbs have to offer. The Tipi BNB is a walkout lower-level basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Guest favourite
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
4.87 out of 5 average rating, 163 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!

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 228 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Top Guest favourite
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, 50 reviews

Stylish 1970s Home for Vintage Getaway!

Embrace Timeless Charm: Step into the enchanting world of a meticulously restored 1971 Mid-Century gem. Located just 30 minutes from downtown Chicago in Glen Ellyn, this unique retreat captures the essence of the 1960s and 70s. Every corner showcases vintage artifacts, offering an unforgettable stay. Enjoy the spacious Great room, well-equipped kitchen, and outdoor patio. Lounge by the 70-inch TV, groove to vintage vinyl records, and relish classic board games for a nostalgic getaway.

Superhost
A modern dining area features a round wooden table surrounded by four woven chairs. Bright overhead lighting illuminates the space, which connects to a sleek kitchen with stainless steel appliances. Open layout enhances the airy feel, with a cozy seating area visible in the background.
Home in Lisle
4.86 out of 5 average rating, 66 reviews

Captivating Home near Naperville

A captivating, newly renovated 3 bedroom / 2 bathroom with fully furnished basement. Clean finishes and modern amenities create the perfect, relaxed space for you and your group. Minutes from downtown Naperville! Walk to downtown Lisle for restaurants, shopping, outdoor events, walk to Lisle train station, Lisle Community Park with walking paths, outdoor summer concerts, playing fields, walk to Prairie Walk Pond with weekly French Market May thru Oct, walk to Sea Lion Aquatic Park.

Guest favourite
A historic cottage is presented with a red exterior and white trim. Large windows with white curtains are positioned on either side of the front door. Lush green landscaping surrounds the home, enhancing its charm. A pathway leads to the entrance, with grass visible in the foreground.
Home in Plainfield
4.91 out of 5 average rating, 34 reviews

Historic Pioneer House

Relive the early days of Plainfield by staying at the historic Pioneer House! Charming cottage built in 1834 has tons of character. 2 bedrooms, 1 bath, kitchen, living room, dining room, laundry facilities, and outdoor living. Parking off street for 2 cars. Mature landscaping with outdoor seating. Walking distance to downtown Plainfield, loaded with coffee shops, boutiques and restaurants. Stay in a quiet, safe neighborhood with easy access to all that Chicago has to offer.

Guest favourite
The exterior of the house is framed by lush greenery and mature trees, creating a natural boundary. A well-maintained driveway leads to a two-car garage, while the inviting entrance is accentuated by a landscaped garden with stone edging.
Home in Bolingbrook
4.79 out of 5 average rating, 62 reviews

Peaceful Bolingbrook Getaway

Welcome to our charming Airbnb rental located just minutes away from the Promenade Mall in Bolingbrook, Illinois! Located just minutes away from the Promenade Mall, this house is in a prime location for shopping, dining, and entertainment. And, with great access to major highways, it's easy to explore all that the Chicagoland area has to offer. Whether you're in town for a weekend getaway or an extended stay, our charming Airbnb rental is the perfect home away from home.

Guest favourite
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
4.91 out of 5 average rating, 149 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 !

Guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Apartment in Warrenville
4.93 out of 5 average rating, 101 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Guest favourite
A cozy living area is shown, featuring a blue leather couch with decorative pillows. An artistic fish sculpture adorns the wall beside colorful, patterned wallpaper. A small dining table with stools is visible, along with a refrigerator and natural light streaming through the window.
Home in Lockport
4.88 out of 5 average rating, 116 reviews

Island Time - Murals and more

Our charming and crooked, tropical-themed house🌴 is located one block from lively historic downtown Lockport. We are two blocks from train tracks, I & M Canal, and The Public Landing Restaurant. Near to Dellwood Park, Illinois State Museum, Lewis University, Joliet Junior College, Silver Cross Hospital, Chicagoland Speedway, and 30 miles southwest of Chicago. Minutes away from I-80, I-55, and I-355.🌿

Top Guest favourite
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 505 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Top Guest favourite
Home in Naperville
5 out of 5 average rating, 5 reviews

Elegant 4BR Tudor Retreat — Spacious, Peaceful!

Just Renovated! Welcome to your home away from home in beautiful South Naperville. This elegant 4-bedroom, 3-bath English Tudor sits on a peaceful half-acre wooded lot, blending classic charm with modern comfort. Enjoy spacious living areas, a fully equipped kitchen, and cozy corners perfect for relaxation — all just minutes from Downtown Naperville’s shops, restaurants, and scenic Riverwalk.

Popular amenities for Bolingbrook holiday rentals

When is the best time to visit Bolingbrook?

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Avg. price$211 AUD$242 AUD$259 AUD$255 AUD$256 AUD$222 AUD$211 AUD$215 AUD$211 AUD$213 AUD$192 AUD$212 AUD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Bolingbrook?

    Experience the best of Bolingbrook with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Bolingbrook?

    Yes! Work meets play with ease at over 30 house rentals in Bolingbrook featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Bolingbrook?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Bolingbrook?

    Bolingbrook has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Bolingbrook?

    Four-legged friends are welcome in Bolingbrook. Choose from more than 20 house rentals for guests traveling with pets.

  • Do house rentals in Bolingbrook have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Bolingbrook. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Bolingbrook

  • Total holiday rentals

    Explore 50 holiday rentals in Bolingbrook

  • Nightly prices starting at

    Bolingbrook holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Bolingbrook holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Bolingbrook rentals

  • 4.8 Average rating

    Bolingbrook stays are highly rated by guests—averaging 4.8 out of 5!

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