
Family-friendly holiday rentals in Bolingbrook
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Bolingbrook

Total holiday rentals
Explore 30 holiday rentals in Bolingbrook

Nightly prices starting at
Bolingbrook holiday rentals start at $112 AUD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Bolingbrook holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bolingbrook rentals

4.7 Average rating
Bolingbrook stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Bolingbrook
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

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!

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

Outdoor Oasis • Fire Pit • EV Charger • Near Town
Private office, high speed internet. EV Charger. Spacious,King Bed.Great outdoor space, fire pit, Indoor fireplace. Close to towns. Great weekend getaway. Great rate. Close to two beautiful parks, huge soccer field, water splash park, slide and swing and etc. Mins away from to the fox river trail. Less than 2 miles away from beautiful downtown Geneva, historic shopping district with over 160 specialty shops and restaurants. Less than 3 miles away from another beautiful downtown of St. Charles.

Large Luxury Home: King Beds, Theater & BBQ
Relax and enjoy this sunny, fully outfitted family haven! ### FUN: Finished basement with a Movie Theater (projector), ping-pong, and PlayStation. We even have a toy-filled dresser for the kids! ### COMFORT: Fully stocked chef’s kitchen (mixer/Air Fryer), King/Queen beds, and a large master suite. ### PERKS: Huge yard with a stone patio, grill, and fire pit. Includes a 2-car garage and in-home laundry. ### SAFE: Professionally cleaned and sanitized before every stay for your peace of mind.

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!

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.

Bliss in Batavia near the Fox River
Beautifully renovated house with and open floor plan, gourmet fully stocked kitchen, 4 bedrooms, 2.5 bathrooms and smart tv's in all the bedrooms and quick reliable wifi for all to enjoy. Home has large lot with amazing deck and 4 season room that also doubles as a separate work space as well as a smaller second workspace as . House also has a fully finished basement with 2 of the bedrooms, a full bathroom and a large theater room with a sectional sleeper sofa if more space is needed.

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.)!

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!

Island Time - Murals and more
Our charming and crooked, tropical-themed house🌴 is located one block from lively historic downtown Lockport. We are two blocks from train tracks, I & M Canal, and The Public Landing Restaurant. Near to Dellwood Park, Illinois State Museum, Lewis University, Joliet Junior College, Silver Cross Hospital, Chicagoland Speedway, and 30 miles southwest of Chicago. Minutes away from I-80, I-55, and I-355.🌿

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Home Retreat-HotTub• FirePit• Kayak• Fishing!

Enchanted Garden Treehouse (Amenity*)

THE RIVER HOUSE Water front! Hot Tub,Sauna!

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Fun game-room suite with hot tub & optional Yurt

The River House Sauna/Kayaks/Hot Tub/Fire Pit

Master qtr close to nature & easy urban facilities

Modern Getaway w/ Hot Tub, Lrg Yard, Parking
Family- and pet-friendly home rentals

*The Historic Hideaway*/King Bed/Remodeled/Wi-Fi

Home in Glen Ellyn

Burr Oak

Home away from home

Cozy Lakeview Studio with Private Access

Spacious 4BR Modern Home—Walk to Downtown Geneva!

Beautiful Redone Townhome Next to Wheaton College

Worth It! 3 bedroom ranch home
Family-friendly home rentals with a pool

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Just remodeled apartment close to airport and mall

Tranquil Coachhouse Studio Apartment

Cozy & Spacious Suite in Quiet Neighborhood

Farm Themed Guesthouse!

Fun & cozy getaway w/POOL/game room/FREE parking

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

33rd-Floor Penthouse with Breathtaking Views
When is the best time to visit Bolingbrook?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 AUD | $264 AUD | $343 AUD | $376 AUD | $388 AUD | $392 AUD | $384 AUD | $338 AUD | $306 AUD | $285 AUD | $322 AUD | $307 AUD |
| 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 |
Destinations to explore
- Chicago Holiday rentals
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- Traverse City Holiday rentals
- Des Moines Holiday rentals
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- Ann Arbor Holiday rentals
- 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
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Byline Bank Aragon Ballroom
- Garfield Park Conservatory
- Oak Street Beach
- University of Illinois At Chicago





