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, (62)
"Good "
The price is NZ$142
includes taxes & fees
9 Oct - 10 Oct
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Stylish Apartment near Chicago Downtown

2.0 star property
The price is NZ$585
includes taxes & fees
16 Oct - 17 Oct
Stylish Apartment near Chicago Downtown

Cozy Studio in Hyde Park-Walk to Lake & University

9.0 out of 10, Wonderful, (6)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is NZ$322
includes taxes & fees
15 Oct - 16 Oct
Cozy Studio in Hyde Park-Walk to Lake & University

Modern Studio Near UChicago

10.0 out of 10, Exceptional, (6)
The price is NZ$303
includes taxes & fees
4 Nov - 5 Nov
Modern Studio Near UChicago

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

6.8 out of 10, (3)
"Only issue was the water pressure in the bathroom was very very low. "
The price is NZ$593
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
9.0 out of 10, Wonderful, (12)
"Nice property easy check in. Experience was amazing. Thank you again "
The price is NZ$783
includes taxes & fees
13 Oct - 14 Oct
Spacious 3br home near Chicago, fenced yard for pets

A Home Away From Home!

9.6 out of 10, Exceptional, (12)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
A Home Away From Home!

Modern 1BR in Historic HydePark

7.6 out of 10, Good, (4)
"The location couldn't be beat. The beds were super comfortable and the room was perfect for my husband and I. We'll definitely stay here again!"
The price is NZ$321
includes taxes & fees
14 Oct - 15 Oct
Modern 1BR in Historic HydePark

LakeHouse

9.4 out of 10, Exceptional, (21)
"Everything was perfect with the property and the host even came to help right away when we had one issue with the lights."
LakeHouse

3-bedroom hillside property in woods with fireplace and lake view

6.6 out of 10, (4)
"Was very nice to stay owner was very nice it was a pleasant stay for me ,my family and my friends will recommend . "
The price is NZ$522
includes taxes & fees
17 Oct - 18 Oct
3-bedroom hillside property in woods with fireplace and lake view

Less is more! Pet friendly Tiny Home near Chicago!

9.8 out of 10, Exceptional, (26)
"It was a cute and quiet and private area really nice and relaxing experience"
The price is NZ$279
includes taxes & fees
13 Oct - 14 Oct
Less is more! Pet friendly Tiny Home near Chicago!

Cheerful 4 bedroom smart home w/ indoor fireplace

7.8 out of 10, Good, (18)
"The property is shown accurately in the photos. It was pretty clean. Its centrally located to eateries and shopping. Need more pillows, had no window coverings and had to contact tbe host for the correct code to the door.Would stay again."
Cheerful 4 bedroom smart home w/ indoor fireplace

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

Charming Full Modern Home+Free Parking+Fast Wi-Fi & Centrally located

4.0 out of 10, (1)
"The house was normal. No major issues. We were told there would be a washer and dryer, but it did not have one accessible. It appeared to be in the garage, but the garage was locked and no one would respond.Our check in was 3:00 pm on Friday, at noon on Friday the company managing the property tetzy? told me that I needed to provide everyones first and last name and their cell phone. Seemed strange. 1. Why wait until the last minute and 2. Why do you need everyone's contact? I saw this request,...
Charming Full Modern Home+Free Parking+Fast Wi-Fi & Centrally located

Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests

9.4 out of 10, Exceptional, (18)
"The owners were SUPER helpful and their communication was SUPERB!"
Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests

Animal House Near Sox Stadium

8.0 out of 10, Very good, (10)
"It was very cute! I enjoyed staying here"
Animal House Near Sox Stadium

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

10.0 out of 10, Exceptional, (1)
"Clean apartment and great communication with host. Fixed any small problems very quickly. "
South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly

Sleek & Functional 2-Bedroom Apt

9.4 out of 10, Exceptional, (3)
"I really enjoyed my stay at this property! Everything was exactly as described and the property was exceptionally clean and centrally located. The check-in process was smooth and the hosts were very communicative from booking to check-out. "
The price is NZ$371
includes taxes & fees
20 Oct - 21 Oct
Sleek & Functional 2-Bedroom Apt

Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

2.5 star property
7.4 out of 10, Good, (3)
"The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. "
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

8.8 out of 10, Excellent, (15)
"Beautiful place to stay while passing through Chicago! Family friendly and clean. "
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
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 favorite 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 depends 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 NZ$142 per night. Entering your travel dates in the search wizard you might find 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?

Spacious 3br home near Chicago, fenced yard for pets: This holiday home rental outside of Homewood is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. 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 18 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.