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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 Woodridge Fhs Rental - Bolingbrook, IL
8.0 9 reviews
Bolingbrook, IL
06/27 – 06/30
$749/nighttotal: $2247 (3 )

Extended Stay Woodridge Fhs Rental

4 1
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.
Riverfront Luxury W/ Fire Pit & Chef's Kitchen - Bolingbrook, IL
10 12 reviews
Bolingbrook, IL
06/26 – 06/28
$792/nighttotal: $1584 (2 )

Riverfront Luxury W/ Fire Pit & Chef's Kitchen

5 1
apartment , Bolingbrook
This 5-bedroom, 2-bathroom house is located on a cul-de-sac 36 miles west of Chicago, bordering the scenic DuPage River Park and offering direct access for kayaking and biking.
This family-friendly rental accommodates up to 12 guests with a chef's kitchen featuring a Forno gas range, a private patio with a fire pit, a smart TV, fast WiFi, and is near attractions like Moser Tower and Naper Settlement Museum.
Riverfront Luxury | Fire Pit & Chef's Kitchen - Bolingbrook, IL
9.9 60 reviews
Bolingbrook, IL
06/26 – 06/28
$890/nighttotal: $1780 (2 )

Riverfront Luxury | Fire Pit & Chef's Kitchen

1 1
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.
*Extended Stay* Plainfield Rental - Monticello Cir - Bolingbrook, IL
Bolingbrook, IL
06/26 – 06/28
$924/nighttotal: $1848 (2 )

*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.

Best Bolingbrook, IL vacation rentals with parking

Furnished 4br Townhome Pickleball Court & Garage - Bolingbrook, IL
Bolingbrook, IL
07/14 – 07/21
$522/nighttotal: $3654 (7 )

Furnished 4br Townhome Pickleball Court & Garage

4 2
apartment , Warrenville
This 1910 sq ft Warrenville apartment offers 4 bedrooms and 4 bathrooms, accommodating up to 10 guests with amenities like air conditioning, Wi-Fi, and a full kitchen.
Located a 3-minute drive from the Nike Sports Complex and a 5-minute drive from Topgolf, this rental provides convenient access to attractions and features in-unit laundry and covered parking.
Spacious 4br Warrenville Home- Rep 1 - Bolingbrook, IL
Bolingbrook, IL
07/14 – 07/21
$474/nighttotal: $3318 (7 )

Spacious 4br Warrenville Home- Rep 1

1 2
apartment , Warrenville
This Warrenville apartment rental is conveniently located near downtown Warrenville, offering easy access to major Chicago attractions such as the Willis Tower, Cadillac Palace Theatre, and Chicago Theatre, although precise distances aren't provided.
This pet-friendly four-bedroom unit sleeps two guests and includes a full kitchen with a refrigerator, microwave, and dishwasher, plus on-site parking and air conditioning.
Bolingbrook Fhs Rental - Bolingbrook, IL
9.8 13 reviews
Bolingbrook, IL
06/27 – 06/30
$940/nighttotal: $2820 (3 )

Bolingbrook Fhs Rental

4 1
apartment , Bolingbrook
This renovated 2900 sq ft house is situated in a well-established Bolingbrook neighborhood, offering 4 bedrooms and 3 bathrooms accommodating up to 16 guests.
This home features a fully equipped kitchen, a finished basement with a pool table, and family-friendly amenities, with high-speed Wi-Fi and ample parking for a comfortable stay.
1 Queen Bed | Non-smoking, Kitchen - Bolingbrook, IL
9.8 26 reviews
Bolingbrook, IL
07/14 – 07/21
$106/nighttotal: $742 (7 )

1 Queen Bed | Non-smoking, Kitchen

1 2
apartment , Lisle
This studio apartment is located in Lisle, 16 miles from Midway International Airport and 23 miles from the United Center and Willis Tower.
This 300 sq ft studio offers a queen bed, air conditioning, a private bathroom, a kitchenette with a fridge and microwave, free WiFi, and on-site parking, accommodating up to two guests.

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.

Downtown Naperville Retreat With King Bed Near Riverwalk Dedicated Workspace Free Garage Parking Patio - Bolingbrook, IL
Bolingbrook, IL
07/14 – 07/21
$396/nighttotal: $2772 (7 )

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

2 2
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.

Neighborhoods and points of interest in Bolingbrook, IL

Best Bolingbrook, IL vacation rentals with air conditioning

Cozy King Bed,nsmk|kitchen|shower|studio 6 Chicago - Bolingbrook, IL
10 26 reviews
Bolingbrook, IL
07/14 – 07/21
$109/nighttotal: $763 (7 )

Cozy King Bed,nsmk|kitchen|shower|studio 6 Chicago

1 2
studio , Lisle
This studio apartment in Lisle is located 17 miles from Midway International Airport and 23 miles from downtown Chicago landmarks, including the United Center and Willis Tower.
This 300 square foot apartment accommodates up to two guests and features a full kitchen, air conditioning, free WiFi, and on-site parking, with proximity to Seven Bridges Golf Club, Belmont Prairie Nature Preserve, and motor boating on the lake.
4br Townhouse With Parking - Wv Rep 3 - Bolingbrook, IL
Bolingbrook, IL
07/14 – 07/21
$639/nighttotal: $4473 (7 )

4br Townhouse With Parking - Wv Rep 3

1 2
apartment , Warrenville
This townhouse-style apartment in Warrenville is located 0.6 miles from the city center, offering convenient access to Chicago attractions such as Willis Tower, Cadillac Palace Theatre, and the Chicago Theater.
This pet-friendly accommodation for 2 guests features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, an on-site restaurant, and complimentary parking.
Conveniently To Excellent Transportation! Studio Queen With Full Kitchen! - Bolingbrook, IL
8.0 4 reviews
Bolingbrook, IL
07/14 – 07/21
$187/nighttotal: $1309 (7 )

Conveniently To Excellent Transportation! Studio Queen With Full Kitchen!

1 2
studio , Warrenville
This Warrenville vacation rental is conveniently located within two miles of the Nike Sports Complex, Northern Illinois University's Naperville campus, and Blackwell Forest Preserve.
This 360-square-foot house features one bedroom, one bathroom, and accommodates two guests, offering amenities such as a fully equipped kitchen, on-site fitness center, BBQ grills, and free internet.
Great Location! Beautiful Home Near Downtown Westmont - Bolingbrook, IL
9.8 18 reviews
Bolingbrook, IL
07/14 – 07/21
$479/nighttotal: $3353 (7 )

Great Location! Beautiful Home Near Downtown Westmont

3 2
apartment , Westmont
This Westmont apartment rental is conveniently located near downtown Westmont's train station, offering easy access to Yorktown Shopping Center and Oakbrook Center, and a short drive to Graue Mill and Museum.
The three-bedroom, two-bathroom dwelling boasts an open floor plan, a lower-level game room with air hockey, in-room TVs, and comfortably accommodates up to eight guests, making it ideal for families or groups visiting the area.
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