Homewood Holiday Rentals

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Holiday Rentals in Homewood

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

3.0 star property
3.8 out of 10, (54)
"Property is advertised as a Comfort Inn, but is actually undergoing the transformation of becoming a Comfort Inn. It is still very much so operating as a motel on the south side of Chicago. Be safe. "
The price is AU$147
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Cozy Studio in Hyde Park-Walk to Lake & University

10.0 out of 10, Exceptional, (2)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is AU$299
includes taxes & fees
1 Sept - 2 Sept
Cozy Studio in Hyde Park-Walk to Lake & University

Beautiful Rustic Cabin for Two!

9.6 out of 10, Exceptional, (15)
"This place was very cozy and amazing. Daniel was the greatest host and I would definitely stay here on future trips"
The price is AU$161
includes taxes & fees
1 Sept - 2 Sept
Beautiful Rustic Cabin for Two!

LakeHouse

9.2 out of 10, Wonderful, (20)
"Everything was perfect with the property and the host even came to help right away when we had one issue with the lights."
LakeHouse

South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly

South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly

Perfect 1BR Spot near Attractions

7.2 out of 10, Good, (5)
"Freshly painted and clean. Hosts were responsive. Everything we needed for our stay. Walkable area. "
The price is AU$314
includes taxes & fees
2 Sept - 3 Sept
Perfect 1BR Spot near Attractions

Less is more! Pet friendly Tiny Home near Chicago!

9.8 out of 10, Exceptional, (24)
"Could not have picked a better place to stay. Location was grea,fenced in area fir the dogs was perfecy. "
The price is AU$263
includes taxes & fees
2 Sept - 3 Sept
Less is more! Pet friendly Tiny Home near Chicago!

Comfortable Condo in the Heart of Bronzeville by RedAwning

6.6 out of 10, (4)
"There was confusion with VRBO regarding our arrival date, no fault of the property owner. They made arrangements to clean the unit and provide lunch for our group while we waited and offered a second night free for the inconvenience. Highly recommend. Property owner went above and beyond!"
The price is AU$628
includes taxes & fees
2 Sept - 3 Sept
Comfortable Condo in the Heart of Bronzeville by RedAwning

Come experience The Lake Shore!

10.0 out of 10, Exceptional, (1)
"We had a great stay at the property. "
Come experience The Lake Shore!

A Home Away From Home!

9.6 out of 10, Exceptional, (7)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
A Home Away From Home!

House with garage, outdoor dining and basement bar

7.4 out of 10, Good, (3)
"Property was very clean, warm and welcoming. Beds were comfortable. Property manager was great at checking in, and readily available. The place smells great! Everything is new! We will definitely book again!"
House with garage, outdoor dining and basement bar

Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

8.6 out of 10, Excellent, (8)
"Very nice stay. Very clean, plenty of room, great location from Downtown Chicago. "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.0 out of 10, Wonderful, (23)
"Very comfortable, enjoyed my stay "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

7.4 out of 10, Good, (8)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is AU$466
includes taxes & fees
2 Sept - 3 Sept
Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

6.0 out of 10, (2)
"Only issue was the water pressure in the bathroom was very very low. "
The price is AU$535
includes taxes & fees
1 Sept - 2 Sept
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

1 Mi to University of Chicago: Urban Escape!

10.0 out of 10, Exceptional, (7)
"Quiet area. The owner was very welcoming and we had a very pleasant stay. Place was spacious and clean"
1 Mi to University of Chicago: Urban Escape!

Chic 1-bedroom apartment in marvelous Chicago with WiFi, AC.

Chic 1-bedroom apartment in marvelous Chicago with WiFi, AC.

Furnished 3BR Apt w/ Laundry

10.0 out of 10, Exceptional, (2)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
The price is AU$433
includes taxes & fees
2 Sept - 3 Sept
Furnished 3BR Apt w/ Laundry

Bright & Cozy 1BR Near UChicago

10.0 out of 10, Exceptional, (1)
"This stay was very pleasant. The place was clean and the area safe. They provided two towel sets, dishware set, pans, utensils, cups, mugs, and coffee. Also a travel crib. I will definitely be back to show my littles the city. The apartment is located on the third floor. However the elevator is out of service. So if you’re handicapped I would not recommend this place. We however didn’t mind the haul upstairs three flights. It was very short and very few steps. We had packed light as we only...
The price is AU$320
includes taxes & fees
3 Sept - 4 Sept
Bright & Cozy 1BR Near UChicago

Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago

2.0 star property
9.6 out of 10, Exceptional, (10)
"Served us well for our event near the McCormick Center. Hospitality was second to none! "
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Homewood Hotel Reviews

Find out more about Homewood

Find out more about Homewood

Everything you need to know about Homewood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Homewood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Homewood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Homewood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Homewood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Homewood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Homewood holiday rentals we have selected for you start as low as AU$147 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Homewood rentals

At Expedia, we put the best Homewood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Homewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Homewood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Homewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Homewood?

Yes, there are holiday rentals close to the most popular sights in Homewood, or you can select a more secluded option if you're looking for a relaxing stay. Homewood is known for its golf courses.

What are some of the best holiday rentals that Homewood has to offer?

Charming 2-bedroom house with WiFi in peaceful Hazel Crest: This holiday home rental outside of Homewood offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Homewood?

Expedia has 20 holiday rentals for your stay in Homewood.

What can I see and do in Homewood?

Explore the area and family-friendly sights such as Odyssey Fun World, or get out into nature at a spot like Centennial Park. In the wider area, you’ll find Ravisloe Country Club and Credit Union 1 Amphitheatre.

What are holiday rentals like in Homewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Homewood. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips.