Family-friendly holiday rentals in Oak Lawn

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oak Lawn

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

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Guest favourite

Guest house in Batavia

4.91 out of 5 average rating, 255 reviews

Quaint Batavia Coach House

I am creating an airbnb account for my two lovely parents, who are empty nesters for the first time in thirty-two years. We, myself and my five siblings, were blessed to be raised in the quaint city of Batavia, IL, which boasts river paths, close proximity to a train station that will take you into Chicago, and historic neighborhoods such as our own. Our property consists of two homes, our own and a coach house, which we would love for you to stay in! Both are situated on a family-friendly old-fashioned alley with mature maple trees. We thank you and wish you a pleasant stay regardless of where you choose to stay the night. All our best.

15–22 Jan

£74 per night

Guest favourite

Guest suite in Wood Dale

4.9 out of 5 average rating, 429 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

13–20 Dec

£97 per night

Guest favourite

Flat in Chicago

4.85 out of 5 average rating, 162 reviews

Your brand new Chicago suite (unit 1F)

Come stay in the home of an artist. Enjoy this comfortable eclectic apartment that's filled with great work from local artist. Enjoy the book collection while you relax on the tufted chaise or cozy up to the couch and enjoy netflix. You get the entire apartment to yourself. It has everything you need for a comfortable stay. The neighborhood is very quiet with multiple nearby transportation options. Surrounding neighborhoods just 10 min away offer many restaurant & entertainment options.

Guest favourite

Home in Forest Park

4.91 out of 5 average rating, 223 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Steps from the cobblestone streets of Forest Park into our cheery bungalow, perfect for artistic souls and business travelers alike. Inside is a design savvy mix of mid-century furniture, comfy beds, and art from around the globe. Built in 1908, it boasts modern amenities you desire without sacrificing vintage charm. Minutes away from local shops, restaurants. Just off I-290, Blue Line CTA, 20. min drive to ORD, Midway & Downtown Chicago. Plus we’re dog-friendly-- bring up to 2 pups!

25 Jun – 2 Jul

£149 per night

Guest favourite

Guest suite in Chicago

4.95 out of 5 average rating, 242 reviews

Great location, private entry and patio!

Large 1 bedroom space tastefully decorated and well equipped. Sleeps 4 (5 with available inflatable). Queen bed in BR, full size futon in LR. Spacious enough for 2 to work comfortably. Use of the patio, fire pit and grill. Located in vibrant Lincoln Square. Steps to the Rockwell brown line el station, restaurants, a bagel shop, and yoga/massage studio. A few blocks away are shops, restaurants and a movie theater! Easy street parking with free permits. Ask about winter specials!

7–14 Nov

£108 per night

Guest favourite

Flat in Chicago

4.93 out of 5 average rating, 227 reviews

2 Miles to MDW 11 Miles DTWN Free Parking Wi-Fi

*50" & 43" 4K HDTVs with Streaming only, 300mbps WiFI *1 King, 2 Queen, 2 Twin Size beds *High-quality printer, Paper Shredder *Office Space with Glass White Board *Pack n Play, Stroller, Baby bathtub, high chair *Central Air/Heat *In-unit Washer/Dryer *In-unit Dry Cleaning Machine *1 Parking Space + St. Parking *Jacuzzi Tub *Fully Equipped Kitchen *Toiletries 24 steps up to the 2nd floor. 2nd door.

25 Feb – 4 Mar

£193 per night

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

6–13 Jan

£88 per night

Guest favourite

Flat in Blue Island

4.93 out of 5 average rating, 265 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

2–9 Jul

£128 per night

Superhost

Flat in Forest Park

4.92 out of 5 average rating, 112 reviews

Village Cottage - Forest Park Studio Pets 72142F

Welcome to Guest Nest Furnished Stays where you can "Stay Like a Local"! We offer furnished neighborhood lodging in walkable, livable areas in the near-west suburbs of Chicago. We own and manage these small, vintage-boutique apartment buildings and convert some or all of our units to furnished apartments available for extended stays. We specialize in offering fully furnished, stylish, and comfortable neighborhood stays.

7–14 May

£111 per night

Guest favourite

Flat in Chicago

4.98 out of 5 average rating, 171 reviews

Bridgeport Garden Apartment

Enjoy a peaceful stay at this colorful, creative, artsy and relaxing garden unit apartment in the heart of Bridgeport. Located a few blocks away from Bridgeport's best bars and restaurants. This unit is good for couples, solo adventurers, business travelers and families (with kids). Street parking is free, and I’m readily available via phone or in person (I live a few minutes away).

28 Jun – 5 Jul

£117 per night

Guest favourite

Home in Justice

4.95 out of 5 average rating, 192 reviews

3 Kings | 1 Queen | 1 Full | 3 air beds | 2 Pack 'n Plays No charge for cleaning, extra people, or any other hidden fees. 20% weekly discount applied to 7+ nights. Minutes to I-294, I-55. 30 mins to Chicago & O'Hare Airport. 20 mins to Midway Airport. 5 mins to Cook County’s forest preserves w/ bike, walking, and horse trails.

10–17 Jan

£380 per night

Guest favourite

Flat in St. Charles

4.93 out of 5 average rating, 232 reviews

Upstairs get-away!

Bright upstairs apartment close to downtown, river, bike path, and parks in quiet and safe neighborhood. You are only blocks from coffee shops, shopping, dining and night life. Walking distance to live shows at the Arcada Theater. Just a short 9 minute drive to Q center.

27 Sept – 4 Oct

£90 per night