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
Harvey
3.8 out of 10, (67)
"This place looked like a whole in the wall I didn’t even stay the place was so dirty and I could not receive a refund looks disgusting and not even worth a $50 stay at minimum. "
United States
Bria
The price is HK$657
HK$743 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Stylish Apartment near Chicago Downtown

2.0 star property
Bridgeport
The price is HK$1,831
HK$2,952 total
includes taxes & fees
17 Nov - 18 Nov
Stylish Apartment near Chicago Downtown

Cozy Studio in Hyde Park-Walk to Lake & University

Hyde Park
8.8 out of 10, Excellent, (10)
"Good communication and easy check-in"
United States
Chen
The price is HK$521
HK$1,268 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Studio in Hyde Park-Walk to Lake & University

LakeHouse

South Shore
9.4 out of 10, Exceptional, (23)
"Nice place, everything clean, the only downside is parking"
United States
quy u.
LakeHouse

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Blue Island
7.6 out of 10, Good, (4)
"Very clean place . The host teddy was very nice and understanding and communicated with me about everything . Even when I had questions he answered each and everyone. Made sure I was as comfortable as possible. Great quiet neighborhood . 5 star rating "
United States
Amber M.
The price is HK$1,147
HK$2,674 total
includes taxes & fees
25 Nov - 26 Nov
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Less is more! Pet friendly Tiny Home near Chicago!

Burr Ridge
10.0 out of 10, Exceptional, (33)
"Could not have picked a better place to stay. Location was grea,fenced in area fir the dogs was perfecy. "
United States
Christina S.
The price is HK$594
HK$1,409 total
includes taxes & fees
17 Nov - 18 Nov
Less is more! Pet friendly Tiny Home near Chicago!

Modern 1BR in Historic HydePark

Hyde Park
7.8 out of 10, Good, (10)
"Comfortable space. All the necessary amenities. Extremely walkable to everything.Will stay again. "
United States
jasmine h.
The price is HK$505
HK$1,327 total
includes taxes & fees
3 Dec - 4 Dec
Modern 1BR in Historic HydePark

Modern Studio Near UChicago

Hyde Park
9.4 out of 10, Exceptional, (9)
"Clean room and convenient location! "
United States
Gabriela
The price is HK$466
HK$1,205 total
includes taxes & fees
1 Dec - 2 Dec
Modern Studio Near UChicago

15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

Gary
8.4 out of 10, Very good, (16)
"Great place, nice location and the Hosts are extremely good to work with. Highly recommend this just out of the city stay!"
United States
Alyssa M.
The price is HK$1,252
HK$3,474 total
includes taxes & fees
17 Nov - 18 Nov
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

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

Lemont
6.8 out of 10, (5)
"Was nice and secluded. Driveway is very steep. Not all windows had curtains. Kitchen is pretty tiny. "
United States
kim h.
The price is HK$1,321
HK$1,946 total
includes taxes & fees
1 Dec - 2 Dec
3-bedroom hillside property in woods with fireplace and lake view

Beautiful Rustic Cabin for Two!

Griffith
9.8 out of 10, Exceptional, (16)
"We had a very nice stay. The cabin was quite cozy and comfortable."
United States
Jeremy & Rebecca F.
The price is HK$521
HK$801 total
includes taxes & fees
16 Nov - 17 Nov
Beautiful Rustic Cabin for Two!

Explore Hyde Park: 2BR Apt on Blackstone Ave

Hyde Park
9.4 out of 10, Exceptional, (3)
"All the necessities with no personal touches. Keys from lockbox to open second door were not needed as the second door is always open. Impeccable communication with host. Great location, close to restaurants and train to Millennium Station. Coffee service was excellent, just be sure to find extra pouches in cabinet. Bathtub faucet could not be turned far enough to prevent leaking. TV remote not great and I couldn’t get CNN or MSNBC. I’d stay here again. "
United States
lost whale press
The price is HK$645
HK$1,628 total
includes taxes & fees
3 Dec - 4 Dec
Explore Hyde Park: 2BR Apt on Blackstone Ave

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

Bronzeville
9.6 out of 10, Exceptional, (73)
"Enough room for a quick get away"
United States
wendy C.
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

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

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

The Chic Urban Oasis Near the Lake!

South Shore
8.0 out of 10, Very good, (7)
"Great property in not the best part of town. "
United States
Scott S.
The Chic Urban Oasis Near the Lake!

Come experience The Lake Shore!

South Shore
10.0 out of 10, Exceptional, (4)
"The pictures does this place no justice! Very specious and clean it even smelt AMAZING walking in, He has everything you need for your stay. Great communication & fast replies 10/10 hands down the BEST place I’ve ever stayed money was WELL spent! I hope to go back for a solo trip just for the peacefulness & homely feel!!! Honestly 10000/10000"
United States
Drea W.
Come experience The Lake Shore!

Stay, Relax & Explore Chicago

Greater Grand Crossing
9.4 out of 10, Exceptional, (3)
"Our stay was a pleasant surprise. The house was newly renovated and even nicer than the online pictures. Our host Demarcus was quick to respond to our questions and needs. We will stay there again when we go back to visit my granddaughter, a student at UI C "
United States
Maria A.
Stay, Relax & Explore Chicago

Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions

Merrillville
10.0 out of 10, Exceptional, (2)
"Our stay at the 1919 Cabin was absolutely wonderful! The home is beautiful, thoughtfully designed, and created such a relaxing atmosphere. Our guests felt comfortable and at ease throughout our visit. Everyone at the club was warm, welcoming, and attentive, which made the experience even more enjoyable. We truly can’t say enough great things about our stay and are already looking for another reason to return. Thank you!"
United States
Zach M.
The price is HK$15,541
HK$19,878 total
includes taxes & fees
29 Nov - 30 Nov
Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions

House with garage, outdoor dining and basement bar

Auburn Gresham
8.8 out of 10, Excellent, (6)
"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!"
United States
Jessica M.
House with garage, outdoor dining and basement bar

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
Richton Park
9.0 out of 10, Wonderful, (13)
"Nice property easy check in. Experience was amazing. Thank you again "
United States
Marshele W.
The price is HK$993
HK$2,609 total
includes taxes & fees
17 Nov - 18 Nov
Spacious 3br home near Chicago, fenced yard for pets
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

Search for holiday rentals in Homewood on Expedia! You can easily find your home rentals, villas, holiday apartments in Homewood using one of the methods below:

  • View our selection of featured holiday rentals in Homewood
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  • Enter your travel dates to view the best deals on holiday rentals in Homewood while they last

Look no further and take a look at our great range of rental properties in Homewood!

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 fireplace, a balcony 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 a selection of games.

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.