
House holiday rentals in Homewood
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Top-rated house rentals in Homewood
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Popular amenities for house rentals in Homewood
House rentals with a pool

Cozy house in Schererville
Kate's house was cute, comfortable and the beds were fantastic. Also, we loved all the beautiful rose bushes...great landscaping! Definitely recommend!

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Pool House near the Indiana Dunes
This was a wonderful Airbnb. It was very clean and the decor was lovely. It was a short drive to Indiana Dunes State Park and restaurants in the area. Very convenient. We really enjoyed the heated pool and the dog friendly atmosphere. My dog loved the yard. Would 100% stay again if in the area.

Rosemont 4BD2BA house with Pool
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Now Open: Heated Pool with Entire House
Really great place to stay, super responsive host! The pool was pretty great and so was the hot tub! Great location too, lots of stores, restaurants around, and parks like the Busse Woods (it’s huge and lots of walking paths)!

Entire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Luxury Loft with Private Pool and Movie Theater
Damani was a great host, really responsive and easy to communicate with! The house was exactly as advertised and really nice! The pool was great!

Little Pink House Downtown
The Little Pink House greatly exceeded our expectations. Suzanna was a wonderful host who went above and beyond to make sure our stay went smoothly. We were in town for a wedding and had an infant with us and the provided amenities made it feel like home. We would absolutely love to stay again if we get the chance.
Weekly house rentals

Chicago-ish Travels
I thoroughly enjoyed my stay; the neighborhood was quiet and peaceful. Highly recommend!!!

The Blue House: Family Retreat
Lots of space for my family and Inwhom were visiting from out of town. The kids loved the karaoke machine and little popcorn machine. I didn’t realize 2 beds upstairs were toddler beds, but It was accommodating. Super cute.

Cozy getaway in the city.
“This place was an absolute gem! The house was spotless, stylish, and exactly as described. The location was perfect—close to everything but still peaceful at night. I’d definitely stay here again and highly recommend it to anyone visiting the area!”

Beautiful , fully renovated
Elena was a very proactive and responsive host. Instructions and directions were accurate. The property was easy to find, clean and spacious. The extra bed on the lower level was prefect! Felt like 2 places in one. I would consider coming back again.

Luxury Home in Schererville-garage use included!
Everything about the place was as advertised. My party enjoyed our stay and would definitely stay again. Only one thing that was slightly irritating was the barking dog next door. While we only heard it a couple times, 5:30 am is way too early for that !

Laurna Dune
We had a wonderful stay at this property, it truly felt like a home away from home. The entire place was exceptionally clean, and the kitchen and dining area were spacious and easy to move around in. Both bedrooms were spotless, and the mattresses were incredibly comfortable. If you’re looking for a quiet, private place to stay, this is the perfect choice. I would definitely stay here again! 😊

Heart of Indiana Dunes National Park • Hot Tub
Wow! What an amazing place to stay. The house is lovely and the setting is beautiful. You're literally surrounded by nature and all it's glory. The home is loaded with so many things to do, but we spent most of our time just looking out the big windows at all the animals that came to visit. Our hosts were most gracious. They are very responsive and do their best to take care of your needs as soon as possible. I highly recommend anyone looking for a place to stay near the Indiana Dunes to choose this location. You won't regret it. Thank you very much Elena and Ben for all your hospitality.

Family Friendly Farmhouse + Creek View!
We had a fantastic time staying at this place! The surroundings were beautiful. The check-in was easy and Noel was really communicative. I would highly recommend staying at this location for anyone interested in a place right outside of Chicago.
Private house rentals

Modern 3BR w/ Fenced Yard | LCP Collection
Dawn is definitely a Super Host her airbnb is exactly like the title, Classic Charm with Modern Flair, guests will not be disappointed , from the time you walk through the door until checkout, you'l feel you're in a 5-star hotel, but at home, it was roomy the beds(queen sized) in every room with hotel style linen amenities such as appliances which included washer and dryer and hair dryer, a sun room with games for children and family, TVs in every room except dining and fully equipped kitchen quality dining ware, I'm sure this summer will be booked full because there will be a great outdoor area to enjoy, bottom line I hope next time I visit my Chicago family, she will have availability, Dawn, Thank you !

Technicolor River Retreat just outside of Chicago!
Had a longer duration stay for work. Very peaceful and quiet with plenty of space. It was really nice being right on the river. Felt right at home from the day we arrived.

Experience Chicago from Our 3-Story Retreat
The home is lovely we are seniors so the steps were a little bit tricky for us. I thought it was a bit closer to town but that was my mistake but the home is very relaxing and perfect for a large group or family I would highly recommend this home and our host was exceptional

Home away from home
The house was amazing—clean, spacious, and perfect for both rooming and hosting a baby shower. The kitchen was beautiful, and the huge backyard was a big plus! Delbert was very responsive and made sure everything went smoothly. The location was also great—close to local stores and the expressway, which made getting back and forth super easy. I’ll definitely book again!

5 min walk to the beach
Derek is professional and friendly. He was flexible with us in a way that helped our travels a great deal. I appreciate his tech savvy home and will likely revisit the location. It’s about an 8 min walk to a clean beach where everyone is kind.

House in Frankfort quiet family neighborhood
Really comfortable, nice house, the host is nice. Everything is really perfect. Recommend it

Modern River Cabin
Beautiful property. Stayed for a wedding in the area. Enjoyed outdoor area by the river. Loved all the windows for outdoors view. Place was as pictures and close drive to restaurants and pubs. Didn’t fix meals but a well stocked kitchen. Will stay again if in the area.

Beverly House
The home was cozy and super convenient for what we needed. The backyard was so nice to get some outside time with the kids and we walked to the park up the street a couple of times. The kitchen had everything we needed. Melissa was very helpful in sharing what to know before getting there and a printed manual of facts and tips about the home, the area and some games to play, too. We would book again!
Quick stats about house rentals in Homewood
Total rentals
30 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
790 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Brookfield Zoo
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center