Homewood Vacation Rentals

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Vacation Rentals in Homewood

Fridge, microwave, oven, stovetop
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (4)
"Neighborhood was quiet! Rental was exactly as shown online. Was able to easily find the rental with no problem. Overall great stay."
Cozy Home Sweet Homewood.
Private kitchen
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
10.0 out of 10, Exceptional, (2)
"My family really enjoyed this townhouse. It was very nice clean, location was perfect. Would definitely stay here again. The host Sherice was very very nice, kind, friendly and patient with my family."
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
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Property grounds
"My Quaint Little Escape"
10.0 out of 10, Exceptional, (3)
"Loved our stay,not extremely far from the city! Comfortable furniture and clean! I loved how the old time family picture was hanging up! The back yard was awesome but we couldn't enjoy it due to rain,but thats okay! At first,i was a little put back that there was not a tv in the living room but we ended up chillin,talking and laughing which is what we needed! Thanks for the short but sweet stay!"
"My Quaint Little Escape"
Property grounds
Only 4 minutes to Hard Rock Casino and 25 minutes to Chicago!
10.0 out of 10, Exceptional, (1)
"Great property. Clean, modern and stocked with all the essentials. Owner is available and extremely helpful, would definitely stay again if in the area!"
The price is $65
$151 total
includes taxes & fees
May 23 - May 24
Only 4 minutes to Hard Rock Casino and 25 minutes to Chicago!
Fridge, microwave, oven, stovetop
Cozy Apartment with Location near the University of Chicago & Lake Shore Drive
10.0 out of 10, Exceptional, (2)
"Had some trepidations about the neighborhood when I first saw it. However, neighborhood was very pleasant quiet. Apartment was very nice nicely furnished without being cluttered overall very comfortable place to stay. I would definitely consider it again if I come back to Chicago."
Cozy Apartment with Location near the University of Chicago & Lake Shore Drive
Fridge, oven, stovetop, dishwasher
Pink Wild Rose - Ultimate Romantic Getaway
10.0 out of 10, Exceptional, (1)
"The host was great tgey accommodated ys with a 2 hr early check in and the house was amazing"
The price is $232
$268 total
includes taxes & fees
May 23 - May 24
Pink Wild Rose - Ultimate Romantic Getaway
Fridge, microwave, stovetop, toaster
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, (1)
"Staying at this VRBO house in Chicago was an absolute knockout! The location was perfect for catching the wrestling show with my friends, and the house itself was spacious, clean, and had all the amenities we needed. From comfy beds to a fully equipped kitchen, we felt right at home. The host was super accommodating and made check-in a breeze. Definitely a five-star experience – would book again in a heartbeat!"
cozy home in Bridgeport Chicago. walking to park and river front
Smart TV, video games, stereo
Stay near family or close to downtown, this loft in Beverly has it all!
10.0 out of 10, Exceptional, (1)
"I went with 4 other friends, and this place was super clean, came with everything we needed, and even includes a cute small gaming room! Definitely would stay again!"
Stay near family or close to downtown, this loft in Beverly has it all!
Exterior
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, (8)
"Great"
Cozy, King bed with heated bathroom!
Interior
Spacious Luxury Retreat 8 Bed Oasis with 6 Baths
9.8 out of 10, Exceptional, (7)
"Celebrated my daughters sweet 16 w/close family and friends. Spacious, quiet, safe neighborhood. The home was clean and easy to access. It’s a perfect home for all ages. Really enjoyed my stay. Home away from home with beautiful decor."
Spacious Luxury Retreat 8 Bed Oasis with 6 Baths
Property grounds
Charming Crete Home with Hot Tub, Deck & Fire Pit
9.8 out of 10, Exceptional, (13)
"The stay was the way to go for our family. All being under one roof relaxing and enjoying what the house had to offer.Thanks to the owner for accommodating our early check in to attend our brother’s service. The house is beautiful!!"
Charming Crete Home with Hot Tub, Deck & Fire Pit
Interior
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
9.8 out of 10, Exceptional, (60)
"The location is perfect for plans to the museums and easy access to Lake Shore Drive. It also has plenty of street parking."
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Interior
Elegant Mayor's Manor in Central Chicago - 9 Beds
9.6 out of 10, Exceptional, (8)
"Place was as described and worked perfect for our stay."
Elegant Mayor's Manor in Central Chicago - 9 Beds
Fridge, microwave, oven, stovetop
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking
9.6 out of 10, Exceptional, (38)
"This property was perfect for our Cousins Reunion in nearby Palos Park. The large kitchen was a gathering place, and roomy enough for many walks down memory lane over coffee and snacks. The great weather allowed us to enjoy the backyard patio one evening, although it needs a little spiffing up. The location was close to restaurants but pretty quiet inside. The house was clean and comfortable with ample off street parking. I highly recommend it!"
The price is $219
$400 total
includes taxes & fees
May 28 - May 29
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking
Spa
Welcome to Boss Barbie’s Dreamhouse! Everything is pink.
9.6 out of 10, Exceptional, (4)
"Was cute, had a good time"
Welcome to Boss Barbie’s Dreamhouse! Everything is pink.
Fridge, microwave, oven, stovetop
4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
9.4 out of 10, Exceptional, (9)
"Excellent VRBO for those with large groups! The host was responsive and allowed us to have early checkin and luggage storage! The location was ideal for people who don’t mind a 10 minute walk to the subway or quick 10 minute ride to downtown Chicago. Safe neighborhood in Chinatown. Would recommend to anyone staying in Chicago!"
4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Iron/ironing board, WiFi, bed sheets
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
8.8 out of 10, Excellent, (6)
"Super cute little apartment. Everything was a described very attentive host who quickly answered questions. Would stay again if available next time in Chicago."
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Fridge, microwave, oven, stovetop
Bridgeport /China Town Get Away Near Downtown
8.0 out of 10, Very Good, (4)
"My sons and I stayed here for our annual trip to Chicago. We always stay in Chinatown. This place was great. All was clean. It was so quiet. The train can be heard faintly in the distance. Shower was nice. Towels were thick. The little porch was perfect for sitting outside. It was typical Chicago parking. We were always to find a spot. We hope to stay here again."
Bridgeport /China Town Get Away Near Downtown
Fridge, microwave, oven, stovetop
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
8.0 out of 10, Very Good, (3)
"This House was amazing, very spacious and comfortable. Each one of my friends had their on bathroom and bedroom which made everything so convenient. When we walked in all you could smell was cleaning products showing that the house had been freshly cleaned. Each room had a comfotable bed. And each bathroom was a nice size. All the TV's had great pictures and were not cheap name brands. The only problem was a couple of my friends had to kill some spiders when we first got there but thats typical...
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Don't see what you're looking for?
See all available properties in Homewood
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.

Homewood Vacation Rental Travel Info

Popular accommodation
Homewood private vacation homes
Known landmarks
Midwest Carvers Museum, Ravisloe Country Club and Veterans Memorial Park
International airports
Chicago, IL (ORD-O'Hare Intl.) and Chicago, IL (MDW-Midway Intl.)

Other types of properties in Homewood you may be interested in

Swimming Pool Suite, 1 King Bed (Adults Only) | Premium bedding, desk, iron/ironing board, free WiFi
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very Good, (1000)
"It was a wonderful experience "
The price is $99
$130 total
includes taxes & fees
May 28 - May 29
The Champagne Lodge & Luxury Suites
Lobby
Holiday Inn Chicago – Midway Airport S, an IHG hotel
2.5 star property
8.4 out of 10, Very Good, (999)
"The staff was amazing. M.J. and Shay took care of us and made everything perfect. The shuttle drivers were fun and at times went the extra mile to ensure we didn't need to worry."
The price is $108
$137 total
includes taxes & fees
May 26 - May 27
Holiday Inn Chicago – Midway Airport S, an IHG hotel
Reception
Sleep Inn Midway Airport Bedford Park
2.5 star property
7.4 out of 10, Good, (1000)
"Power plugs did not work, free water bottle be nice."
The price is $93
$109 total
includes taxes & fees
May 27 - May 28
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.

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Homewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $65 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Your Home Away From Home: This vacation home rental outside of Homewood offers a fireplace, a spa tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

How many vacation rentals are there in Homewood?

Expedia has 18 vacation 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 larger area, you’ll find Ravisloe Country Club and Hollywood Casino 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.

Recent reviews of Homewood properties
Expedia verified reviews

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

5/5 Excellent
"It was a wonderful experience "
A verified traveler stayed at The Champagne Lodge & Luxury Suites
Posted 1 day ago
The Champagne Lodge & Luxury Suites