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Vacation rentals in Bolingbrook

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Top-rated vacation rentals in Bolingbrook

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

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Guest favourite
The exterior of a two-story house is presented, featuring a light grey siding and blue shutters. A spacious driveway leads to a two-car garage. Lush greenery surrounds the entrance, with a large tree offering shade and a well-maintained lawn completing the inviting front yard.
Home in Plainfield
4.81 out of 5 average rating, 114 reviews

Tranquil 4BR in Naper/Plainfld

Discover our spacious four-bedroom retreat, featuring a master suite with a luxurious bathroom, two queen bedrooms upstairs, downstairs bedroom with two beds, workspace, and a large TV. The living room offers a smart TV and comfy couch, while the kitchen is fully renovated and equipped. Enjoy outdoor amenities like a fire pit, playground, patio set, and grill. Additionally, an easy access to Route 59, I-55, I-88, dining, shopping, and services. Experience comfort and convenience in this charming

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, 171 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 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, 171 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. 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. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! *Note: Pricing is based on "Double Occupancy". Can accommodate up to 6 guests. Extra charges per person apply after 2 guests.

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, 249 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
Home in Bolingbrook
4.74 out of 5 average rating, 69 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 modern two-story home with a welcoming facade features large windows and an inviting entrance. The lawn is well-maintained, surrounded by colorful flower beds, and a driveway leads to a two-car garage. A flag hangs prominently, enhancing the home's character.
Home in Bolingbrook
4.83 out of 5 average rating, 82 reviews

Modern, Spacious, & Convenient 4 BR/3.5 BA Home

Modern single family home with over 3500 sq ft including finished basement. Our 4 bedroom, 3.5 bathroom home includes 1 king bed, 2 queen beds, 1 Full bed, 1 Twin Bed and 1 sofa sleeper. The finished basement is fully equipped for entertaining. Free cable, high speed internet and 3 Smart TVs are included. Enjoy beautiful open views from the backyard deck. Minutes away from shopping, dining, and entertainment at The Promenade. Easy access to major highways and airports.

Superhost
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
4.88 out of 5 average rating, 140 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!

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, 162 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.)!

Guest favourite
Apartment in Lockport
4.96 out of 5 average rating, 104 reviews

Lockport Farmhouse: Private Entry+Parking By Door

Welcome to our charming Airbnb retreat in Lockport, Illinois! Enjoy the convenience of a full kitchen equipped with sleek stainless steel appliances. Kick back and relax in the cozy living room with a 55-inch smart TV featuring Roku for your entertainment needs. Convenience meets comfort with access to our on-site laundry room. Experience the perfect blend of modern amenities and rustic charm during your stay in Lockport. Book now for a delightful getaway!

Superhost
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, 153 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 !

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

Balanced: 4BR/2BT Spacious House - Fully Fenced!

Welcome to your home away from home in Bolingbrook! This spacious 4-bedroom, 2-bath retreat is perfect for families, groups, or extended stays. Enjoy a fully fenced yard—ideal for kids, pets, or simply relaxing outdoors. Inside, you’ll find comfortable living spaces, a well-equipped kitchen, and plenty of room for everyone to unwind. Conveniently located near shopping, dining, and major highways, this home offers both comfort and convenience.

Top 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
4.94 out of 5 average rating, 108 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!

Popular amenities for Bolingbrook vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Bolingbrook

Home in Crest Hill
4.73 out of 5 average rating, 15 reviews

Family-Friendly 3-Bedroom Townhome |Your Home Away

Apartment in Oak Brook
5 out of 5 average rating, 4 reviews

Stylish Home w/ Huge Kitchen Island + Open Living

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
4.92 out of 5 average rating, 93 reviews

Professionally Sanitized - Dome Away From Home

Superhost
A well-lit indoor pool area features a rectangular swimming pool with steps on one end. Brightly colored walls complement sleek lounge chairs and vibrant red chairs. A drinking fountain is located nearby, while ceiling lights emit a tranquil, soft glow throughout the space.
Hotel room in Naperville
4.79 out of 5 average rating, 186 reviews

Close to Riverwalk | Indoor Pool + Free Breakfast

Superhost
Condo in Lisle
4.71 out of 5 average rating, 31 reviews

Stylish 1BR | A+ Location, Parking, Laundry

Top guest favourite
Private room in Wheaton
4.98 out of 5 average rating, 164 reviews

Near Downtown with a two bedroom suite.

A spacious living area features a modern television mounted on a light-colored wall, flanked by a comfortable sofa set. A neutral coffee table sits centrally, while soft natural light enhances the inviting atmosphere through large windows. A dining area is visible in the background.
Home in Romeoville
4.85 out of 5 average rating, 27 reviews

Rejuvenate: 4BR, fenced yard

Superhost
A tranquil bedroom is furnished with a spacious bed adorned with layered bedding and decorative pillows. Two pieces of floral artwork are mounted on the green wall, and natural light filters through a large window, complemented by dark curtains. A wooden dresser and a TV stand are positioned against the walls.
Home in Woodridge
4.76 out of 5 average rating, 25 reviews

Comfy Stay Inn

When is the best time to visit Bolingbrook?

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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.

Quick stats about vacation rentals in Bolingbrook

  • Total vacation rentals

    Explore 50 vacation rentals in Bolingbrook

  • Nightly prices starting at

    Bolingbrook vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Bolingbrook vacation rentals include wifi 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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