Family-friendly vacation rentals in Homewood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Homewood

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

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Top guest favourite

Home in Lockport

4.96 out of 5 average rating, 142 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 favourite

Home in Manteno

4.97 out of 5 average rating, 277 reviews

Manteno clean 2 king beds great location!

This three bedroom two full bath townhome with a 2 car attached garage. King bed & 55' smart tv in the master bedroom. The Master bedroom also has a full bathroom with complimentary body wash, shampoo & conditioner. 2nd bedroom has a super comfy king size bed with king size hotel pillows. 3rd bedroom has comfy queen bed with 55" smart tv. In closet you will find a deluxe queen size air bed with extra pillows & linens. Patio has table & chairs with charcoal grill with charcoal & firepit.

Superhost

Apartment in South Side

4.87 out of 5 average rating, 254 reviews

Historic Coach House Cottage

Historic Coach House Cottage- Nestled in Bronzeville community and nearby Historic Hyde Park neighborhood that is safe and family oriented. Ideal for relaxation, peace & quiet. Cozy and quaint with flower and vegetation garden landscape. Centrally located 1.5 miles from lake front, nearby shopping, movie theater, and restaurants in Hyde Park. Seconds from park, walking track and playground. 15 Minutes from downtown and Magnificent Mile. Local transportation and bike rental within blocks.

Top guest favourite

Apartment in Evanston

4.97 out of 5 average rating, 506 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Superhost

Apartment in North Side

4.81 out of 5 average rating, 325 reviews

Cozy Lincoln Park Nook with Free Street Parking!

This apartment is on the lower level of an updated 1880s Chicago frame home in Lincoln Park and includes its own separate, private entrance. - Fast internet! - Washer/Dryer (private, in-unit) - Free, plentiful street parking! (a rarity in Chicago) Just a few blocks west of DePaul University (0.5-1 mi), the apartment is located on a bustling main street with easy access to public transit (bus, train, & Metra) and a variety of bars and restaurants. Please note ceiling height is 7 ft!

Top guest favourite

Guest suite in Evanston

4.98 out of 5 average rating, 259 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Top guest favourite

Apartment in Noble Square

4.97 out of 5 average rating, 541 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Top guest favourite

Guest suite in Gary

4.96 out of 5 average rating, 377 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SWEET awaits you and is well suited for a young family or 2-3 adult friends. This artsy basement open studio space includes a private entrance, kitchenette, unique art & a cozy reading/sleeping nook! Enjoy beautiful sunsets from the upstairs deck. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome! Sorry no cats (allergies)

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 343 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.

Guest favourite

Cottage in Valparaiso

4.88 out of 5 average rating, 556 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Wood fireplaces (winter only!)

Top guest favourite

Apartment in Blue Island

4.94 out of 5 average rating, 301 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.

Guest favourite

Home in Justice

4.93 out of 5 average rating, 230 reviews

3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin

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. 20% monthly discount. Less than 5 mins to I-294, I-55. 30 mins to Chicago & O'Hare Airport. 15 mins to Midway Airport. 5 mins to Cook County’s forest preserves w/ bike, walking, and horse trails.