Homewood Vacation Rentals

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Vacation Rentals in Homewood

Quiet and Clean Home near Downtown Homewood with Private Backyard!

Quiet and Clean Home near Downtown Homewood with Private Backyard!

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

3.0 star property
3.8 out of 10, (58)
"Good "
The price is CA $117
CA $132 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $127
CA $265 total
includes taxes & fees
Sep 10 - Sep 11
Cozy Studio in Hyde Park-Walk to Lake & University

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 CA $143
CA $288 total
includes taxes & fees
Sep 5 - Sep 6
Less is more! Pet friendly Tiny Home near Chicago!

Beautiful Rustic Cabin for Two!

9.8 out of 10, Exceptional, (16)
"This place was very cozy and amazing. Daniel was the greatest host and I would definitely stay here on future trips"
The price is CA $110
CA $162 total
includes taxes & fees
Sep 26 - Sep 27
Beautiful Rustic Cabin for Two!

A Home Away From Home!

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

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 CA $203
CA $476 total
includes taxes & fees
Sep 7 - Sep 8
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

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

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

10.0 out of 10, Exceptional, (2)
"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 CA $130
CA $303 total
includes taxes & fees
Sep 7 - Sep 8
Sleek & Functional 2-Bedroom Apt

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 CA $200
CA $550 total
includes taxes & fees
Sep 15 - Sep 16
Comfortable Condo in the Heart of Bronzeville by RedAwning

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

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

Come experience The Lake Shore!

10.0 out of 10, Exceptional, (3)
"Very spacious, quiet and comfortable. Great place to stay!"
Come experience The Lake Shore!

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

7.4 out of 10, Good, (9)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is CA $158
CA $432 total
includes taxes & fees
Sep 9 - Sep 10
Charming 2-bedroom house with WiFi in peaceful Hazel Crest

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

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 CA $127
CA $279 total
includes taxes & fees
Sep 8 - Sep 9
Perfect 1BR Spot near Attractions

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

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

Cheerful 4 bedroom smart home w/ indoor fireplace

8.0 out of 10, Very good, (16)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.4 out of 10, Exceptional, (14)
"Nice amenities, and centrally located, grocery store near, nice full kitchen, nothing we didn’t like about."
The price is CA $120
CA $391 total
includes taxes & fees
Sep 8 - Sep 9
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Homewood vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Homewood vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Homewood vacation rentals we have selected for you start as low as CA $110 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 vacation 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 vacation.

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 vacation rentals in Homewood?

Yes, we offer vacation rentals near the most popular sights in Homewood, or you can go with a more remote option if you'd like a relaxing place to stay. Homewood is known for its golf courses.

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

A Home Away From Home!: This vacation home rental outside of Homewood offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Homewood?

Expedia has 19 vacation 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 larger area, you’ll find Ravisloe Country Club and Credit Union 1 Amphitheatre.

What are vacation rentals like in Homewood?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Homewood. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.