
House vacation rentals in Homewood
Find and book unique houses on Airbnb
Top-rated house rentals in Homewood
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Homewood house rentals
House rentals with a pool

Vip! 4BD 5 min to Lake, W pool heater.
Stayed there for almost a month never had a problem really clean and a quiet neighborhood I’ll definitely stay there again and the host responds very quickly 100% recommend this house !

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.

Splash (Pool! Hot Tub!) at Aqua House by the Lake
Everything was great. Anytime I had a question Greg was right there to answer it. I recommend booking with Greg anytime. Me and my family had a great weekend. Thank you

Pool House near the Indiana Dunes
We had a great stay!! The house was perfect for the five of us and our dog, with enough space for all of us to feel comfortable. The bathrooms were clean and the kitchen was well stocked. The pool was the best part! Melissa was super prompt when it seemed like the heat to the pool wasn’t running and we were back in there in no time - the heated water was perfect for this fall weather! We also tried some of the recommended spots and overall, this was exactly the quick getaway we needed!

Whole House With Hot Tub And Spacious Bedrooms
Moiz and his team were extremely responsive and helpful throughout the booking process. The home was clean and spacious enough for our family of 6.

(2025 Open!) Private Heated Pool and Pet Friendly!
We enjoyed our stay with our son and his family. The house, yard and pool were perfect for our grandson and their two dogs. The neighborhood was very quiet and walkable. Our only possible concern was the lack of communication about the lawn being mowed and the pool being serviced on the Friday of our stay. It would have been nice to know so we could have had the dogs inside before people came into the yard.

Home near the lake with an inground pool
Clean house and will definitely book again for our needs. Very comfortable with everything.

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
Weekly house rentals

Lakefront House, Pontoon, Deck, Fire Pit & More!
Very pleasant stay over Thanksgiving while visiting family. Quiet, peaceful lake setting (even though it was very cold out and no swimming in the lake at 20 degrees!).. It was a good place to rest after the noise and activity of our large family 3 day gathering!

Duplex Home RoscoeVillage/Wrigley Free St Parking
We loved Sharlene’s place! It was so clean and spacious. The neighborhood was great, easy parking, and she was a great communicator. Highly recommend!

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
Lovely place in a good location.

Spacious 4 Bed Room suburban home
Uthuman’s was a great place to stay! It was cozy! There were plenty of towels available. The beds were comfy and everything was clean. I had quick responses to any questions I had. I would recommend staying here!

Indiana Dunes Park Getaway w/Firepit, Near Beach
Kelly’s place was wonderful. There’s a lot to enjoy here from a wonderful backyard with a fire pit, a lovely front porch, a chill side porch with a grill, a second floor balcony, and a sun room. The place was perfectly clean when I got there and they so nicely left out plenty of clean towels and sweatshirts for myself and my friends. I would definitely stay again if I came back to the area!

Wicker Park 6bd/4ba, Steps from Cta, Parking Incl
The location alone makes this home worth booking. Add that there’s ample room for family/friends and it’s a gem in the middle of a great Chicago neighborhood. We were a group of six and loved every minute.

Serene Settings
Absolutely the hardest place to say bye to after being there awhile. A perfect piece of home without missing any if the necessaries/luxuries.

RANCH, House-tel: updated full kitchen, comfy beds
We absolutely loved our stay with Jehu in Itasca! I grew up there in my childhood and her home made us feel so cared for and comforted. It is beautifully laid out, well appointed and so convenient for travelers that want to stay in the suburbs but have easy access to the city and airport. I plan to stay often when I return!
Private house rentals

The River House Sauna/Kayaks/Hot Tub/Fire Pit
Beautiful home on the river. Comfortable, relaxing atmosphere with high quality furnishings and a well stocked kitchen. We used the hot tub to unwind at night after a full day of activity. The patio space and grill were fantastic to use on the sunny afternoon we had off from activity. The town is within walking distance and has really good local restaurants. Close to a big shopping complex.

Sleeps 12 Comfortably in 8 Bedrooms 3 Full Bath
This is the 2nd time this year we rented from Michael. He continued to impress with the responsiveness. This time we filled the whole house, all bedrooms and both floors, 12 in total, mix of kids and adults. We decorated for Christmas, made it feel like we were home for the holidays. We walked all around the neighborhood, got coffee in the morning, fresh bread from a fabulous bakery in Downtown Oak Park and always felt safe and enjoyed the friendly neighborhood. The home and bedrooms were warm when you wanted them warm during the day and cool at night to sleep in. Kitchens were well equipped and all the appliances worked perfectly. The tankless water heater was a blessing when we were all trying to get out for a family event. At one point we realized that we were out of trash bags on Christmas morning. Michael had them there in less than 30 minutes. Over the top responsiveness. Being 10 minutes from the Eisenhower makes this convenient to either Downtown or Oak Brook.

Bliss in Batavia near the Fox River
We had a family gathering there so we could just hang out together. Perfect place for that! It was comfortable for everyone, ages 8 months to 93 years old! Thanks for your help with everything, Mark!

California King Bed | Fast Wi-Fi | 75" Smart TV
Vic’s place was just what we needed

Rivera House-fun and comfort steps from the beach
We had an absolutely lovely time! We took a family trip and the house was perfect for 6 adults and 5 kids. The beach was super close to walk to. The large house was perfect for everyone to have their own space. The spacious living room/kitchen was a great place to spend family time cooking, playing games, eating, etc where we could all be together but doing separate things. There were plenty of towels for everyone for that many days which surprised me! Inga had thought of everything! There was all the extras you might need too like cooking basics, sunscreen, flashlight, bug spray, beach chairs, toys, umbrellas! And the espresso machine was also a hit with our family! Thank you so much Inga for having us!! We made memories that will last a lifetime in your beautiful home!

The Country Life! Entire House.
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.

Sleep 18, Chef Experience! 12 min walk to beach
I stayed at Jacki’s home with my friends and sisters for my bachelorette weekend. We are all in our 30s and loved the ample space, with plenty of bathrooms and sleeping options. And we were all so impressed with the decor and design! We had lots of memorable convos gathered in the beautiful kitchens and living rooms. The hot tub was such a nice amenity and when we had an issue, Jacki had a worker come out right away. She is very responsive and helpful, and provides great recommendations for the local area. We also walked to the beach, which was lovely. There are loads of restaurants nearby and in new Buffalo. We also went to the casino and that was really fun. This house is great for all kinds of large gatherings. I wish we had longer to enjoy it!

Small Clean Home Near Beach, Casino, Outlet Mall
Had a great stay here with some friends! It was a clean and cozy space in a really nice area. It was a very inviting space with lots of little things that made us feel right at home :)
Quick stats about house rentals in Homewood
Total rentals
30 properties
Nightly prices starting at
$71 CAD before taxes and fees
Total number of reviews
750 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
Destinations to explore
- Downtown Chicago Vacation rentals
- Lake Geneva Vacation rentals
- West Side Vacation rentals
- North Side Vacation rentals
- South Bend Vacation rentals
- Lake Michigan Beach Vacation rentals
- South Side Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- West Lafayette Vacation rentals
- Naperville Vacation rentals
- Chicago Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- Lincoln Park Zoo
- The Field Museum
- Raging Waves Waterpark
- Chicago History Museum
- 875 North Michigan Avenue
- Woodlands Course at Whittaker
- Skydeck Chicago
- Olympia Fields Country Club
- Splash Station
- Deep River Waterpark
- Flossmoor Golf Club
- Odyssey Fun World
- The 606
- Humboldt Park
- Black Sheep Golf Club
- The Beverly Country Club
- National Museum of Mexican Art