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Family-friendly vacation rentals in Bolingbrook

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bolingbrook

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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A spacious backyard is surrounded by a white picket fence, featuring a vibrant fall scene with scattered leaves on the lawn. A large tree with golden foliage offers shade, while a gas grill is positioned along the side of the house.

Home in Naperville

4.86 out of 5 average rating, 147 reviews

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 (w/ complimentary Hulu & Disney+), 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.)!

Top guest favorite

A welcoming hallway showcases a vintage console table with a lamp, next to a wall-mounted map. A bookshelf filled with books emphasizes the space's charm. Soft light filters through a doorway leading to a cozy living area that features a partially visible round rug and dining table.

Home in Lockport

4.96 out of 5 average rating, 151 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! 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. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

Top guest favorite

Farm stay in De Motte

4.96 out of 5 average rating, 199 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

A spacious backyard is surrounded by a wooden fence, featuring a well-maintained lawn. A large tree offers shade, while a set of red outdoor chairs is positioned around a small firepit. A children's playset is visible in a corner, enhancing the family-friendly atmosphere.

Home in Naperville

4.86 out of 5 average rating, 138 reviews

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!

A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.

Home in Montgomery

4.87 out of 5 average rating, 150 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Top guest favorite

4.95 out of 5 average rating, 112 reviews

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

Top guest favorite

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

4.99 out of 5 average rating, 188 reviews

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 living area features a large sectional sofa with decorative pillows, positioned opposite a television mounted on a dark wood unit. Artwork depicting colorful pixel characters adorns the wall. An archway leads to a game room with a pool table and ambient lighting.

Home in Downers Grove

4.91 out of 5 average rating, 117 reviews

Games, Grounds, Goodness in DG

Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.

Guesthouse in Villa Park

4.92 out of 5 average rating, 134 reviews

Eclectic Coach House Apartment

Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.

Home in Bolingbrook

4.91 out of 5 average rating, 141 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Top guest favorite

Home in Lombard

4.99 out of 5 average rating, 123 reviews

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!

A cozy living area is shown, featuring a blue leather couch with decorative pillows. An artistic fish sculpture adorns the wall beside colorful, patterned wallpaper. A small dining table with stools is visible, along with a refrigerator and natural light streaming through the window.

Home in Lockport

4.89 out of 5 average rating, 107 reviews

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.🌿

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Popular amenities for Bolingbrook family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Merrillville

4.93 out of 5 average rating, 132 reviews

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

The exterior of a charming coach house is presented, featuring wooden shingles and a well-maintained yard. A circular table with chairs is set on the lawn, accompanied by a green umbrella for shade. Lush bushes border the property, and a wooden fence encloses the yard.

Guesthouse in Lincoln Square

4.88 out of 5 average rating, 327 reviews

Private Coach house near Lincoln Square!

A living area features a light-colored sofa arranged around a round wooden coffee table. Large windows with divided panes allow natural light to fill the space, while a decorative rug adds a touch of color. Potted plants are positioned for a natural accent.

Guest suite in Riverwoods

4.95 out of 5 average rating, 426 reviews

Master qtr close to nature & easy urban facilities

A private hot tub is illuminated with soft blue lighting, surrounded by trees in a serene outdoor setting. The house's exterior is visible in the background, and subtle landscape lighting highlights the path along the backyard.

Home in St. Charles

4.8 out of 5 average rating, 151 reviews

California Ranch on Acre Lot - Hot Tub & Sauna

A charming two-story house is shown with a white exterior and natural wood shutters. Soft string lights outline the roof, enhancing the inviting appearance. A well-maintained yard and curved pathway lead to the front porch, framed by seasonal foliage.

Home in Woodstock

4.94 out of 5 average rating, 211 reviews

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

4.85 out of 5 average rating, 171 reviews

The Spa of Downtown Whiting

A hot tub is positioned in a vibrant game room, surrounded by colorful murals depicting a beach and lively graphics. Water glistens in the tub, inviting relaxation and enjoyment after a day of activities.

Apartment in Dunning

4.97 out of 5 average rating, 138 reviews

Belmont Pleasures - hot tub / arcade gaming room

An inviting dining area features a round table set for four, complemented by modern wooden chairs. The sleek kitchen, equipped with stainless steel appliances, is illuminated by recessed lighting. Large windows bring in natural light, while a potted plant adds a touch of greenery.

Condo in Little Italy

4.95 out of 5 average rating, 225 reviews

Private hot tub - King bed suite - Free parking

Family- and pet-friendly home rentals

Apartment in Oak Park

4.91 out of 5 average rating, 196 reviews

Lovely, spacious 2bd, 1bath home w/free parking

A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.

Home in Glen Ellyn

4.91 out of 5 average rating, 168 reviews

Home in Glen Ellyn

A modern living area contains a light-colored sofa with black cushions, complemented by a coffee table and decorative plants. A dining table with chairs is positioned near a large window, while a fully equipped kitchen is visible in the background, featuring white cabinetry and stainless steel appliances.

Apartment in Warrenville

4.84 out of 5 average rating, 109 reviews

Spacious 4BR Home - Perfect for Groups!

A two-story apartment building is shown, featuring a light-colored exterior with dual-tone siding. Lush greenery surrounds the structure, including shrubs and grass. A staircase leads to the entrance, while the nearby homes display varying architectural styles.

Apartment in Forest Park

4.84 out of 5 average rating, 317 reviews

Home in Forest Park downstairs.

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

4.91 out of 5 average rating, 129 reviews

1920s fully updated unique open artist loft space

A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.

Townhouse in Hoffman Estates

4.9 out of 5 average rating, 350 reviews

a SIMPLE place

A spacious dining area features a dark wooden table accompanied by matching chairs and a bench. A vibrant orchid in a blue pot adds a touch of color. In the background, a living space is visible, offering comfortable seating and bright natural light.

Apartment in Cathedral Area

4.96 out of 5 average rating, 183 reviews

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

An outdoor patio area is set against a backdrop of lush greenery. A round table with four chairs is shaded by a large umbrella, providing a comfortable spot for relaxation. The entrance to the guest apartment features glass doors, enhancing the inviting atmosphere.

Guest suite in St. Charles

4.87 out of 5 average rating, 163 reviews

Cozy, Comfy, Close to Downtown

Family-friendly home rentals with a pool

A modern living area features comfortable seating, including a vibrant yellow chair and a sectional sofa adorned with textured throw pillows. A stylish marble coffee table sits atop a patterned rug, with a large flat-screen TV mounted on the wall. A dining table with blue chairs is visible in the background.

Apartment in Warrenville

5 out of 5 average rating, 3 reviews

Naperville Family Fun! Pool, Pickleball, Kids Room

Condo in Evanston

4.95 out of 5 average rating, 116 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

A cozy bedroom features a spacious bed dressed in bold black and white striped bedding. A decorative red pillow adds a pop of color. A framed artwork of a rabbit is displayed above the bed, complemented by bedside tables with a lamp and a small potted plant.

Apartment in Uptown

4.9 out of 5 average rating, 551 reviews

Whole Flat in Private Club. Walk to L, Dining & Shows

A tranquil backyard setting features a swimming pool reflecting soft lights from strings above. Lounge chairs are positioned around the pool, with lush greenery providing privacy in the background. The evening sky casts a serene ambiance over the outdoor space.

Home in Plainfield

4.94 out of 5 average rating, 85 reviews

Beautiful Spanish style Home (w/inground pool)

Apartment in South Loop

4.9 out of 5 average rating, 107 reviews

The Executive's Escape (2BD / 2BA)

Top guest favorite

A fenced-in backyard features a landscaped yard with well-maintained grass surrounding a heated in-ground pool. The pool area includes a comfortable covered patio, providing shade with ample space for relaxation. Lush green trees and shrubs create a serene atmosphere.

Home in Crystal Lake

5 out of 5 average rating, 18 reviews

In Ground Pool, Full Ranch Home

4.94 out of 5 average rating, 147 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

A serene outdoor area features a clear swimming pool surrounded by a spacious stone patio. Lush green trees provide natural shade, and several lounge chairs are arranged around the pool, offering ample seating. A gazebo and additional seating are visible in the background.

Chalet in Ingleside

4.84 out of 5 average rating, 395 reviews

"A" Frame Brandenburg Lake

Quick stats about vacation rentals that are family-friendly in Bolingbrook

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees
Total number of reviews
770 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore