Holiday houses in Bolingbrook
Find and book unique accommodation on Airbnb
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 $69 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.
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
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.
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!
Apartment in Clarendon Hills.
Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet, private bathroom/shower. Bedroom 2 - queen bed, closet. Bedroom 3 - size bed, closet. Living room has a pull-out sofa bed. Family room with gas fireplace, access to deck/outdoor area. Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.
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.
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.
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.
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!
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.
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!
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.
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"! Can accommodate up to 6 guests.
Popular amenities for Bolingbrook holiday rentals
Other great holiday rentals in Bolingbrook
Odd Fellows Retreat
Luxe Home with Michelin Star Kitchen & King Beds
Comforts of home in downtown Naperville
Private Apartment • Ground Floor • Free Parking
Grateful: 3BR - 1BT Modern Getaway
Stylish Lockport Home | King Bed + Coffee Bar
Naperville-Bolingbrook, Hot Tub, 10 beds, Jacuzzi
Spacious, Cozy 4BR | Great Sleep, Peaceful Setting
When is the best time to visit Bolingbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 NZD | $233 NZD | $259 NZD | $309 NZD | $310 NZD | $269 NZD | $255 NZD | $260 NZD | $255 NZD | $259 NZD | $233 NZD | $257 NZD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°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.
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Chicago River Walk
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Garfield Park Conservatory
- Museum of Science and Industry
- Oak Street Beach