Holiday houses in Bolingbrook
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Top-rated holiday rentals in Bolingbrook
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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!
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
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!
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.
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.
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.
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.)!
*The Heron House*/King Bed/Spacious/Remodeled/
Newly remodeled, Spacious Craftsman Style Home in prime location! Quiet neighborhood near major highways: I55 and I80. 30 Mins SW of Chicago, Free Wi-Fi (800+Mbps) and private parking for 4 cars. Walking distance to restaurants and shops! Minutes from: The Rialto Theatre, Univ. of St. Francis, St. Joe's Hospital, Harrah's and Empress Casinos, Haley Mansion, Lewis Univ., Silver Cross Hospital, Chicagoland Speedway, Autobahn CC, and much more!
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.
“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 holiday rentals
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Comforts of home in downtown Naperville
1 Bed w/ Full Kitchen A Mile From Downtown Oswego
When is the best time to visit Bolingbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 NZD | $230 NZD | $255 NZD | $305 NZD | $307 NZD | $266 NZD | $252 NZD | $257 NZD | $252 NZD | $255 NZD | $230 NZD | $254 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.
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 $34 NZD per night before taxes and fees
Verified guest reviews
Over 1,400 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
4.8 Average rating
Bolingbrook stays are highly rated by guests—averaging 4.8 out of 5!
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