Holiday Rentals in Homewood

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Holiday Rentals in Homewood

Cozy Home Sweet Homewood.

10.0 out of 10, Exceptional, (15)
"We were in Homewood for a wedding and this was a perfect location. Besides its proximity to the wedding venue, we walked to the train station for a day in the city. The house is exactly as listed. It was very clean, organized and comfortable. Everything we needed was supplied. My husband especially liked the TVs. 😊 Since we were there on Halloween, we had the added bonus of seeing a truly family-oriented neighborhood in action. Lots of happy trick-or-treaters showed up accompanied by lots of...
Cozy Home Sweet Homewood.

Cozy & Lavish 2B/1B in Homewood! 5 min from Shopping, Expressway, & New Casino!!

10.0 out of 10, Exceptional, (6)
"Clean & Convenient "
Cozy & Lavish 2B/1B in Homewood! 5 min from Shopping, Expressway, & New Casino!!

A Dream Home in Chicagoland

4.8 out of 10, (3)
"The house is very old, however, the owners have made updates that make it comfortable. Very clean inside. The kitchen and bathroom is well stocked. The neighborhood is very well kept and people/neighbors are very friendly. I would recommend for adults or corporate stays just because the stairways are a little steep and lacking in handrails. Had a great experience with the host which means a lot to me when I book a vacation rental."
A Dream Home in Chicagoland

Charming Home with Hot Tub and Private Yard. RELAX and be at PEACE

9.6 out of 10, Exceptional, (9)
"House was perfect for myself and coworker for the fabtech event fully stocked kitchen was nice for cooking then hot tub just topped the cake. Very clean place!"
Charming Home with Hot Tub and Private Yard. RELAX and be at PEACE

Cozy 2- bedroom w/ patio mins from Midway Airport

10.0 out of 10, Exceptional, (8)
"This place was perfect for three of us in town for family reunion. Has well stocked kitchen, nice bath, decent beds. Best feature is back yard/patio with lights & privacy. Street parking was not a problem while we were there."
Cozy 2- bedroom w/ patio mins from Midway Airport

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.4 out of 10, Exceptional, (12)
"Thank you for the great stay. I really appreciate the little touches like the bath bomb. Much needed. Communication was great. Good location to stay. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

9.6 out of 10, Exceptional, (9)
"Stayed at the property for a conference at McCormick. Very convenient and nice."
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.8 out of 10, Exceptional, (66)
"Rented with Valane for the marathon weekend. It was clean, quiet, away from the hustle of the city. It was super easy to navigate to expo, start lines, and sites. Loved jot beong couped up in a hotel room for the weekend Highly recommend Thank you so much for the great stay"
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

8.6 out of 10, Excellent, (4)
"Overall it was a great experience and I’ll be coming back sooner"
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Cheerful 4 bedroom smart home w/ indoor fireplace

7.8 out of 10, Good, (12)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace

Modern Log Cabin for Luxury experience

10.0 out of 10, Exceptional, (42)
"We had an amazing weekend at this rental house! The property was spotless, beautifully decorated, and incredibly spacious, with plenty of beds to accommodate our group comfortably. The host went above and beyond, leaving champagne and chocolates for us, which was such a thoughtful touch. It made our stay even more special. We couldn’t have asked for a better place to stay and will definitely book again!"
Modern Log Cabin for Luxury experience

Woodlawn ~ Entire Luxury Apt

Woodlawn ~ Entire Luxury Apt

Lux Home in Chicago 7mins Downtown

9.8 out of 10, Exceptional, (14)
"Headed to Chicago for weekend getaway and stayed again at Larry's property. Our friends were impressed with the entire house and had such a great time. Kitchen and living room was perfect space for dinners and watching the games. The property again was immaculate, spotless and made us feel at home. Anytime we come to Chicago, will always look to stay here as it is our home away from home now!! ;-)"
Lux Home in Chicago 7mins Downtown

cozy home in Bridgeport Chicago. walking to park and river front

10.0 out of 10, Exceptional, (4)
"Good location easy communication"
cozy home in Bridgeport Chicago. walking to park and river front

The Comfy King Ranch /King Bed/Fast WiFi & Free Parking

9.6 out of 10, Exceptional, (43)
"House was great, clean, and the owners were wonderful to work with. Welcome emails and they even checked in via email during our stay to make sure we were comfortable. If I ever travel back I will stay here again!!! Highly recommend "
The price is €391
includes taxes & fees
15 Dec - 16 Dec
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking

Cedar Sunrise-1 BR Lake House

10.0 out of 10, Exceptional, (13)
"Good, comfortable, quiet."
Cedar Sunrise-1 BR Lake House

Stay near family or close to downtown, this loft in Beverly has it all!

10.0 out of 10, Exceptional, (4)
"The property was located on a nice, quiet street very close to the grocery store. It was only about a 10 minute drive for the park and ride to the green line, or short Uber ride to red line to get downtown. Decor was cute and chic, and we found what we needed (just probably needed more extra sheets with air mattress but we made it work). The kids with us loved the little game room. Host definitely made us feel welcome. "
Stay near family or close to downtown, this loft in Beverly has it all!

Cozy, king and queen bed Indiana home!

9.0 out of 10, Wonderful, (12)
"We all enjoyed our stay."
Cozy, king and queen bed Indiana home!

Small hidden Gem

8.8 out of 10, Excellent, (6)
"Good stay."
The price is €277
includes taxes & fees
25 Nov - 26 Nov
Small hidden Gem
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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Other types of properties in Homewood you may be interested in

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 star property
6.2 out of 10, (1009)
"My husband and I stayed overnight. The room was extremely clean, and close to stores and restaurants. The other visitors were respectable with noise and movements."
The price is €62
includes taxes & fees
2 Dec - 3 Dec
Red Roof Inn PLUS+ Chicago - Willowbrook

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1016)
"Loved it!"
The price is €115
includes taxes & fees
25 Nov - 26 Nov
The Champagne Lodge & Luxury Suites

Sleep Inn Midway Airport Bedford Park

2.5 star property
7.6 out of 10, Good, (1236)
"Enjoy my stay "
The price is €86
includes taxes & fees
20 Dec - 21 Dec
Sleep Inn Midway Airport Bedford Park
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.

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?

LakeHouse: This holiday home rental outside of Homewood is located on the beach, and has a balcony, a garden and a BBQ to put you at ease 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Homewood?

Expedia has 14 holiday rentals for your stay in Homewood.

What can I see and do in Homewood?

Enjoy the area's cultural attractions such as Midwest Carvers Museum, or get outdoors into nature at a spot like Centennial Park. In the wider area, you’ll find Ravisloe Country Club and Coyote Run Golf Course.

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.