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Bolingbrook, IL vacation rentals
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Best Vacation rentals and Airbnb offers in Bolingbrook, IL

Discover Family-Friendly Vacation Rentals in Bolingbrook, IL

Booking a family-oriented vacation rental in Bolingbrook, IL keeps you close to top city attractions for a stress-free getaway.

*Extended Stay* Plainfield Rental - Monticello Cir - Bolingbrook, IL
Bolingbrook, IL
06/27 – 06/30
$799/nighttotal: $2397 (3 )

*Extended Stay* Plainfield Rental - Monticello Cir

1 1
apartment , Romeoville
This spacious Plainfield, Illinois house rental is conveniently located in a family-friendly neighborhood, a short drive from Romeoville, offering easy access to local attractions.
The 1600-square-foot home features four bedrooms, three bathrooms, sleeps up to eight guests, and includes a fully equipped kitchen, high-speed internet, a two-car garage, and numerous family-friendly amenities such as a pack 'n play, stroller, highchair, and booster seat, plus entertainment options including multiple TVs with streaming services and arcade games.
Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious - Bolingbrook, IL
9.6 39 reviews
Bolingbrook, IL
07/03 – 07/05
$1225/nighttotal: $2450 (2 )

Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious

4 5
apartment , Bolingbrook
This Bolingbrook vacation home is centrally located, within three miles of Naperbrook Golf Course and Rocket Ice Arena, and six miles from Promenade Bolingbrook.
This 3,610-square-foot house features six bedrooms, four bathrooms, a jacuzzi, and can comfortably accommodate up to twelve guests, with amenities including a tennis court, private patio, and game room.
Riverfront Luxury | Fire Pit & Chef's Kitchen - Bolingbrook, IL
9.9 60 reviews
Bolingbrook, IL
07/14 – 07/21
$901/nighttotal: $6307 (7 )

Riverfront Luxury | Fire Pit & Chef's Kitchen

1 2
apartment , Bolingbrook
This spacious house is located in a quiet cul-de-sac in Naperville/Bolingbrook, close to shopping, restaurants, and the DuPage River. The home offers a peaceful setting while being conveniently located near popular attractions.
This 5-bedroom, 2-bathroom home comfortably sleeps 10 guests. You'll enjoy a fully equipped kitchen, a private backyard, and easy access to the DuPage River for kayaking, biking, and scenic walks.
Peaceful Backyard Oasis. Unique! - Bolingbrook, IL
Bolingbrook, IL
06/27 – 07/01
$855/nighttotal: $3420 (4 )

Peaceful Backyard Oasis. Unique!

1 1
apartment , Bolingbrook
This 4-bedroom apartment is located near Naperville, about 30 minutes from Chicago, offering a peaceful, wooded backyard retreat despite its proximity to the city. The apartment provides a secluded country setting with easy access to both Naperville and Chicago.
The apartment features spacious rooms that comfortably accommodate up to 12 guests. Amenities include a swimming pool, a pool table, a fire pit, a fitness center, and a garden, perfect for relaxation and entertainment.

Best Bolingbrook, IL vacation rentals with parking

Large Private Studio Apartment - Bolingbrook, IL
10 2 reviews
Bolingbrook, IL
06/27 – 06/30
$219/nighttotal: $657 (3 )

Large Private Studio Apartment

1 1
studio , Lockport
This Lockport studio is conveniently located just 24 miles from Midway International Airport, offering easy access to the city while providing a tranquil escape in a peaceful neighborhood. The studio is a comfortable space for up to 3 guests, with a floor area of 530 square feet, perfect for a relaxing getaway.
The studio comes equipped with modern amenities like a flat-screen TV, a washing machine, and a fully equipped kitchen with an oven and microwave, ensuring a comfortable and convenient stay. Guests can enjoy free Wi-Fi, private parking, and an electric vehicle charging station.
Naperville Luxury 3-bedroom - Bolingbrook, IL
Bolingbrook, IL
07/03 – 07/05
$641/nighttotal: $1282 (2 )

Naperville Luxury 3-bedroom

3 5
apartment , Naperville
This 3-bedroom condo in Naperville offers convenient access to Naper Settlement Museum and Wentz Concert Hall, and is located 2 miles from Naperbrook Golf Course.
This pet-friendly rental accommodates up to 6 guests with air conditioning, three bathrooms, and is ideal for those seeking a comfortable stay near local entertainment and golf courses.
Mokena Manor: Luxury Living - Your Elite Escape! - Bolingbrook, IL
8.6 8 reviews
Bolingbrook, IL
07/03 – 07/05
$2175/nighttotal: $4350 (2 )

Mokena Manor: Luxury Living - Your Elite Escape!

7 5
apartment , Homer Glen
This 7-bedroom rental is located in Mokena, a short drive from Centennial Park and the Tinley Park Convention Center, offering easy access to attractions. It has received excellent ratings from previous guests.
The spacious vacation home comfortably accommodates up to 15 guests. Enjoy amenities like a swimming pool, jacuzzi, barbecue area, and a fully equipped kitchen, perfect for relaxing and entertaining.
Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Bolingbrook, IL
Bolingbrook, IL
07/16 – 07/19
$514/nighttotal: $1542 (3 )

Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio

2 4
apartment , Naperville
This Naperville condo offers a prime downtown location, situated 28 miles from Chicago's United Center and Guaranteed Rate Field, with the Riverwalk nearby.
This 1650 sq ft residence accommodates up to 11 guests, featuring a dedicated workspace, a private patio, complimentary garage parking, and free high-speed WiFi.

Frequently Asked Questions about vacation rentals in Bolingbrook, IL

  • What are the top family-friendly attractions in Bolingbrook, IL?

    The Indian Boundary Park is a great place for families, with playgrounds, a splash pad, and walking trails. The Bolingbrook Recreation Center has a swimming pool, fitness classes, and a variety of programs for kids. The Bolingbrook Public Library is also a great place for families, with story times, book clubs, and other activities.
  • What are the best Airbnb and vacation rentals in Bolingbrook, IL?

    Entire Residential Home, Open 2 Bedroom Townhouse With Parking and Bolingbrook 3bd Duplex Unit Near Hwy & Mall are the most popular Airbnb and vacation rentals in Bolingbrook, IL among travelers.

  • When is the best time to book a vacation rental in Bolingbrook, IL?

    Booking in advance is always a good idea, especially if you're traveling during peak season, which is typically summer. Spring and fall are also popular times to visit, so it's best to book a few months ahead of time.
  • What are the most popular Airbnbs in Bolingbrook, IL?

    Among the Airbnbs in Bolingbrook, IL, Entire Residential Home, Open 2 Bedroom Townhouse With Parking and Nature Retreat Hide N Seek Private Suite/ House are the most popular ones.

  • What events or festivals should visitors check out in and around Bolingbrook, IL?

    The Bolingbrook Summerfest is a big event in July with live music, food, and rides. The Bolingbrook Farmers Market is held every Saturday from June to September, and features local produce, crafts, and food vendors. You can also check out events at the Bolingbrook Golf Club and the Bolingbrook Recreation Center.
  • What are the best vacation rentals with a pool in Bolingbrook, IL?

    Lovely Cozy Spacious Two Bedroom - One Bathroom and Relaxing 2 Bdrm Guest Suite W/ Kit - & Pvt - Entry are the best vacation rentals with a pool in Bolingbrook, IL.

  • What are the best budget-friendly activities in Bolingbrook, IL?

    The Indian Boundary Park is a great place to spend a day outdoors for free. You can also take a walk or bike ride on the Prairie Path, which runs through Bolingbrook and connects to other trails. The Bolingbrook Public Library has free programs and events throughout the year.
  • What are the best rentals for families and kids in Bolingbrook, IL?

  • What are the best restaurants with local dishes in Bolingbrook, IL?

    There are a lot of great restaurants in Bolingbrook, but for local dishes, I'd recommend checking out The Bolingbrook Country Club or the Bolingbrook Golf Club. They both have great menus with classic American dishes.
  • What are the best walking or cycling routes in Bolingbrook, IL?

    The Prairie Path is a great option for both walking and cycling. It's a paved trail that runs through Bolingbrook and connects to other trails in the area. The Indian Boundary Park also has a number of walking trails.
  • Are there pet-friendly attractions in Bolingbrook, IL?

    Yes, the Indian Boundary Park is pet-friendly and has a designated dog park. Many restaurants in Bolingbrook also have outdoor seating that is pet-friendly. The Bolingbrook Public Library also hosts occasional pet-friendly events.
  • What are the benefits of choosing a vacation rental in Bolingbrook, IL?

    Vacation rentals in Bolingbrook offer more space and privacy than hotels. They're also a great option for families or groups of friends traveling together. You can often find vacation rentals with amenities that aren't available in hotels, like a full kitchen or a backyard.
  • What are the top sports attractions and facilities in Bolingbrook, IL?

    The Bolingbrook Golf Club is a popular destination for golfers. The Bolingbrook Recreation Center has a swimming pool, fitness classes, and a variety of sports programs for all ages. You can also find a number of private fitness studios and gyms in the area.

Destinations nearby

Top Vacation Rentals with Balconies in Bolingbrook, IL

Enjoy a Bolingbrook, IL vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Modern, Spacious, & Convenient 4 Br/3.5 Ba Home Minutes From Golf & Shopping - Bolingbrook, IL
9.7 122 reviews
Bolingbrook, IL
07/16 – 07/19
$815/nighttotal: $2445 (3 )

Modern, Spacious, & Convenient 4 Br/3.5 Ba Home Minutes From Golf & Shopping

6 4
apartment , Bolingbrook
This spacious 4-bedroom house is located in Bolingbrook, just minutes from The Promenade shopping and dining center, offering easy access to major highways and airports, including a 30-minute drive to downtown Chicago and a 25-30 minute drive to ORD airport. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The home provides over 3500 square feet of living space, accommodating up to 12 guests, making it ideal for large families or groups. Enjoy a fully equipped kitchen, a finished basement with a wet bar, a backyard deck with a BBQ grill, and a fire pit, perfect for relaxing and entertaining.

Neighborhoods and points of interest in Bolingbrook, IL

Best Bolingbrook, IL vacation rentals with air conditioning

Back Unit  Patio, Balcony, Yard, Smart Tvs, W/d - Bolingbrook, IL
Bolingbrook, IL
07/03 – 07/05
$409/nighttotal: $818 (2 )

Back Unit Patio, Balcony, Yard, Smart Tvs, W/d

2 5
apartment , Westmont
This Westmont rental is a 12-minute walk from Ty Warner Park and a 5-minute drive from Mayslake Peabody Mansion, with proximity to the Lizzadro Museum of Lapidary Art, Graue Mill and Museum, Morton Arboretum, and Addison Ice Arena.
This 2-bedroom, 1.5-bathroom house accommodates up to 7 guests and features air conditioning, a barbecue, on-site laundry, and essential bathroom amenities.
Townhome With Game Zone, Big Beds, & Smart Tvs - Bolingbrook, IL
Bolingbrook, IL
07/03 – 07/05
$588/nighttotal: $1176 (2 )

Townhome With Game Zone, Big Beds, & Smart Tvs

5 5
apartment , Westmont
This spacious Westmont townhome, near I-355, I-88, I-294, and I-55, offers easy access to Oak Brook Center and Yorktown Center malls, the Westmont Metra station, and attractions like the Gregg House Museum and Ty Warner Park.
The five-bedroom, two-bathroom property sleeps fourteen guests comfortably and includes a fully equipped kitchen, washer/dryer, ping pong table, smart TVs, five parking spaces, plus a shared fire pit and grill; enjoy nearby Lions Park (0.5 miles) and Mayslake Forest Preserve (2.3 miles).
Extended Stay Woodridge Fhs Rental - Bolingbrook, IL
8.0 9 reviews
Bolingbrook, IL
07/14 – 07/21
$403/nighttotal: $2821 (7 )

Extended Stay Woodridge Fhs Rental

1 2
apartment , Woodridge
This 2,200-square-foot Woodridge, Illinois rental home is conveniently located near the intersection of Illinois Route 355 and I-55, offering easy access to attractions like the Naper Settlement Museum and the Morton Arboretum.
The four-bedroom, 3.5-bathroom residence features a finished basement, two-car garage, additional driveway parking, a fully equipped kitchen, home theater, game room, and kid-friendly amenities including a pack 'n play, stroller, highchair, and booster seat.
Private Apartment • Ground Floor • Free Parking - Bolingbrook, IL
9.7 73 reviews
Bolingbrook, IL
07/16 – 07/19
$289/nighttotal: $867 (3 )

Private Apartment • Ground Floor • Free Parking

1 4
apartment , Woodridge
This one-bedroom basement apartment is located in a quiet Woodridge neighborhood, just a short drive from Promenade Bolingbrook and Greene Valley Forest Preserve.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, a fitness center, and free parking.
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