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Holiday houses in Bolingbrook

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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 $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,440 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

  • 4.7 Average rating

    Bolingbrook stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Bolingbrook

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

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Superhost
A well-lit sleeping area features a cozy bed with soft linens and decorative pillows. Natural light filters through two windows, complemented by light-colored curtains. A wooden bench and a small desk enhance the space, while a stylish area rug adds warmth to the hardwood floor.
Apartment in Lockport
4.92 out of 5 average rating, 105 reviews

Fully Equipped Studio w/ Kitchen & Laundry Access

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Guest favourite
A hot tub is featured in a wooden deck area, surrounded by lush greenery. Two wine glasses and a bottle of red wine are placed on the edge, adding to the relaxing ambiance. The background includes a wooden fence, providing privacy.
Home in Bolingbrook
4.95 out of 5 average rating, 38 reviews

Naperville-Bolingbrook, Hot Tub, 10 beds, Jacuzzi

Discover a world of comfort at our Elegant Cosmos Theme Home. This 5-bedroom, 4-bathroom sanctuary combines modern luxury with a prime location. Step into an oasis of cool blues and silvers, perfect for unwinding. Our well-appointed amenities, from a plush living area to a serene spaces ensure a stay of utmost relaxation. Explore Naperville, Aurora, Romeoville, Plainfield, etc. vibrant scenes, just moments away. Free parking, Wi-Fi and many other convenient amenities. Hot Tub on a beautiful deck

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
4.92 out of 5 average rating, 162 reviews

Spacious Bolingbrook Retreat w/ Garage & Yard

Relax with the whole family at this peaceful and spacious 3-bedroom ranch home conveniently located near I-55 & I-355. Walking distance to Promenade Mall, restaurants, bars, shopping, Bass Pro Shop. Enjoy self check-in with smart lock, private attached 2-car garage, large backyard, patio, and grill. Perfect for families, work trips, or weekend getaways. Clean, safe, and only 30 minutes from downtown Chicago and major attractions. Self check-in Free parking Fast Wi-Fi Washer/dryer Backyard/patio

Top Guest favourite
Home in Bolingbrook
5 out of 5 average rating, 22 reviews

A Spacious, Well Stocked, Family-Friendly Retreat

Your spacious, family-friendly getaway awaits! Centrally located near I-355 & I-55, just 45 minutes from downtown Chicago, 20 minutes from the natural wonders of the Morton Arboretum, 15 minutes from lively downtown Naperville, and 10 minutes from The Promenade. Enjoy lots to do locally, relax in the fully fenced natural backyard with firepit or savor magical evenings on the deck. With comfort, convenience, and plenty of room for all, this is the perfect home away from home for your next stay.

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
4.85 out of 5 average rating, 179 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!

Top 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, 275 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.

Superhost
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
4.74 out of 5 average rating, 80 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.

Superhost
A two-story brick home is framed by lush greenery and a manicured lawn. Large windows reflect sunlight, while a welcoming front entry is highlighted by stone landscaping. Dual garage doors are visible alongside a wide driveway, creating a spacious and inviting exterior.
Guest suite in Bolingbrook
4.88 out of 5 average rating, 43 reviews

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Unwind, shop, and dine while relaxing in our spacious 2-bedroom guest suite with private entrance. Surrounded by peaceful valley views, shops, restaurants, and grocery stores. Perfect if you want to cook in the full kitchen. Enjoy all the comforts of home: King and Queen beds, a large living room, full kitchen, and bathroom. Breathe in the fresh air, clear your mind, and make lasting memories near Bolingbrook Promenade, parks, nature trails, and family-friendly attractions.

Superhost
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
4.86 out of 5 average rating, 169 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, 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.)!

Superhost
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
4.85 out of 5 average rating, 153 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.

Top Guest favourite
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, 150 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!

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, 558 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.

Popular amenities for Bolingbrook holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Bolingbrook

Guest favourite
A soft blue sofa with white cushions is positioned in the foreground, facing a modern kitchen area. The kitchen features wooden cabinetry, stainless steel appliances, and ample natural light streaming through large windows, illuminating the warm tones of the space.
Apartment in Plainfield
4.89 out of 5 average rating, 28 reviews

Odd Fellows Retreat

Top Guest favourite
A geodesic dome home is nestled among lush green trees, featuring a sloped roof and large windows that invite natural light. The surrounding yard is manicured with grass and bordered by colorful flower beds, creating a serene outdoor space.
Dome in Naperville
4.93 out of 5 average rating, 98 reviews

Professionally Sanitized - Dome Away From Home

Superhost
A bright living area features a comfortable couch complemented by plush accent chairs. A round coffee table rests on a soft area rug, while a sleek dining area with white chairs and a stylish kitchen in the background adds to the modern decor.
Apartment in Lisle
4.83 out of 5 average rating, 81 reviews

Elegant 1BR | Perfect Location, King Bed, Desk

Superhost
Home in Bolingbrook
5 out of 5 average rating, 4 reviews

Luxe Home with Michelin Star Kitchen & King Beds

Guest favourite
Apartment in Downtown Naperville
4.87 out of 5 average rating, 195 reviews

Comforts of home in downtown Naperville

Guest favourite
A cozy bedroom features a spacious bed dressed in floral bedding, complemented by pastel pillows. Two nightstands frame the bed, and a light-colored rug covers the floor, adding warmth to the neutral walls. Soft lighting is provided by recessed ceiling fixtures, enhancing the serene ambiance.
Home in Woodridge
4.84 out of 5 average rating, 88 reviews

Private Apartment • Ground Floor • Free Parking

Superhost
Home in Bolingbrook
4.91 out of 5 average rating, 11 reviews

Grateful: 3BR - 1BT Modern Getaway

Guest favourite
Home in Plainfield
5 out of 5 average rating, 12 reviews

Spacious 4BR, 2 Living Rooms Family & Pet Friendly

When is the best time to visit Bolingbrook?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$252 NZD$230 NZD$255 NZD$304 NZD$306 NZD$265 NZD$252 NZD$257 NZD$252 NZD$255 NZD$230 NZD$253 NZD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Frequently Asked Questions

  • What are the best places to stay in Bolingbrook?

    The neighborhoods around The Promenade Bolingbrook, as well as areas near local parks and shopping, are often chosen for convenient access to dining, outdoor spaces, and entertainment. Stays here make it easy to enjoy local activities.

  • What are the best things to do in Bolingbrook with kids?

    Families often explore the Pelican Harbor Indoor/Outdoor Aquatic Park, play at The Promenade Bolingbrook, or enjoy local parks and recreation centers. These spots are known for their engaging activities and kid-friendly environments.

  • What are some of the best things to do in Bolingbrook?

    Explore The Promenade Bolingbrook for shopping and dining, walk trails at Whalon Lake, or unwind at local parks. Community centers and conservation areas provide opportunities to connect with local nature and culture.

  • How is the weather in Bolingbrook?

    Bolingbrook has cold, snowy winters with temperatures often between 19–38°F (-7–3°C), while late spring through summer brings warmer weather around 60–85°F (16–29°C). Rain is most common in spring, so packing layers and a light rain jacket is suggested.

  • When is the best time to visit Bolingbrook?

    Late spring through early fall is often recommended for milder temperatures and outdoor events, with afternoons reaching 60–85°F (16–29°C). Winter visits have cooler weather and a quieter pace, with temperatures regularly below 38°F (3°C).

  • What are the best places to visit in Bolingbrook?

    Many visitors explore The Promenade Bolingbrook for shopping and dining, relax at Whalon Lake, or learn about nature at Hidden Oaks Conservation Area. These spots are often recommended for experiencing the community’s atmosphere.

  • What are some hiking trails in Bolingbrook?

    Bolingbrook has paved and natural walking paths in local parks, often recommended for gentle strolls, nature observation, and birdwatching. Residents frequently explore park trails that are suitable for a variety of experience levels.

  • What are some family activities we can do in Bolingbrook?

    Try swimming and playing at Pelican Harbor Indoor/Outdoor Aquatic Park, mini-golfing, or enjoying hands-on exhibits at local recreation centers. Parks and open spaces host community activities throughout the year.

  • What are some of the best day trip ideas from Bolingbrook?

    Around Bolingbrook, you can explore nature preserves, visit regional museums, or discover vibrant local food scenes in neighboring cities. The broader Chicago area has cultural experiences, gardens, and entertainment for a range of interests.

  • Are there any pet friendly accommodations available in Bolingbrook?

    Many accommodations in Bolingbrook welcome pets and are located near parks and green spaces, making it easier to bring animal companions along. Host policies can vary, so it is helpful to check pet guidelines in advance.

  • What are some local tips for visiting Bolingbrook?

    Locals often suggest bringing comfortable walking shoes for park trails and checking the community calendar for seasonal markets or outdoor events. Early mornings and weekdays can be quieter times at popular parks.

  • What is Bolingbrook known for?

    Bolingbrook is known for its expansive park system, community events, and shopping at The Promenade Bolingbrook. Its blend of recreational facilities and family-oriented activities draws residents and visitors alike.

  • What are the best hidden gems to explore in Bolingbrook?

    Hidden Oaks Conservation Area is often described as a quieter spot for nature walks and wildlife observation. Community gardens and less-visited local parks can also provide a peaceful atmosphere away from busy shopping areas.

  • What are the best foods to try in Bolingbrook?

    Bolingbrook has a mix of locally rooted Midwestern flavors, international cuisines, and classic American fare. Pizzerias, casual grills, and family-owned bakeries are frequently mentioned by locals and travelers alike.

  • What should I bring for a trip to Bolingbrook?

    Pack comfortable walking shoes, layered clothing for changing temperatures, and a light rain jacket, especially in spring. Reusable water bottles and sun protection are useful for exploring parks and outdoor attractions.

  • What is the nightlife in Bolingbrook like?

    Bolingbrook has a laid-back nightlife scene, with local restaurants, sports bars, and casual lounges. Live music and relaxed gathering spots are frequently found around The Promenade Bolingbrook area.

  • What are the most popular events or festivals in Bolingbrook?

    Bolingbrook hosts community festivals in summer, farmers markets, and celebrations around the Fourth of July. Seasonal events in parks and at The Promenade Bolingbrook are frequently suggested for visitors of all ages.

  • Are there family friendly vacation rentals in Bolingbrook?

    Bolingbrook has a variety of family-friendly vacation rentals, often featuring multiple bedrooms, kitchens, and comfortable living areas. Many hosts welcome children and can provide amenities that help make travel with little ones easier.

Destinations to explore