Chicago Heights Holiday Rentals

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Holiday Rentals in Chicago Heights

Clean Cozy Comfortable
8.2 out of 10, Very good, (12)
"The location was in the middle of Chicago Heights, local restaurants where very good, grocery store and pizza was close, plenty of hot water, the 2 beds where comfortable, the pull out is a pull out, I slept about 9 people with 1 air mattress, plenty of clean towels, kitchen was nice, just needed a washer dryer"
Clean Cozy Comfortable
Standard King Room
The price is NZ$145
includes taxes & fees
26 June - 27 June
Standard King Room
LakeHouse
10.0 out of 10, Exceptional, (7)
"Great"
LakeHouse
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.
Stay near family or close to downtown, this cottage in Beverly has it all!
10.0 out of 10, Exceptional, (2)
"Great Stay!"
Stay near family or close to downtown, this cottage in Beverly has it all!
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking
9.6 out of 10, Exceptional, (39)
"Nice property with large rooms. Easy access to Chicago. Property is on busy street but sleeping in the front bedroom and no issues. Fenced backyard was nice for our dog. Would stay again if in area."
The price is NZ$635
includes taxes & fees
26 June - 27 June
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking
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!
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
9.6 out of 10, Exceptional, (5)
"While some of us attended a training the others did the tour thing. The host was very responsive and nice. The neighborhood seemed quiet during the day but not very safe at night.There aren’t things to do nearby but that was fine because we didn’t want to be out too late. Overall our stay was pleasant and the location made it easy to get places in Uber."
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Full Luxurious Modern House Near Chicago
2.0 out of 10, (1)
"So the day of check in they cancelled on me! With excuses and I paint almos $600 Still struggling to get my money back. This is not good at all!"
Full Luxurious Modern House Near Chicago
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
9.0 out of 10, Wonderful, (7)
"I have stayed at the apartment last fall & was impressed enough to book again. I will likely continue to book this place for all future trips."
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Taste the Best of Chicago is a cozy stylish nook in the perfect location
10.0 out of 10, Exceptional, (2)
"Overall satisfied."
Taste the Best of Chicago is a cozy stylish nook in the perfect location
Great suburban location! Perfect for solo or couple travelers
9.4 out of 10, Exceptional, (9)
"The accuracy of this listing is incredible! It was very clean with cute decor and a large shower. The TV and bed are huge as well!"
The price is NZ$277
includes taxes & fees
1 July - 2 July
Great suburban location! Perfect for solo or couple travelers
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 NZ$436
includes taxes & fees
27 June - 28 June
Pink Wild Rose - Ultimate Romantic Getaway
Cheerful 4 bedroom smart home w/ indoor fireplace
7.4 out of 10, Good, (6)
"The check in process was great and the house was very clean. It was easy to communicate with the property manager. Helped make our trip to chicago great!"
Cheerful 4 bedroom smart home w/ indoor fireplace
Spacious Family Glenwood Estates Home w/ Hot Tub!
9.4 out of 10, Exceptional, (13)
"Place was perfect! I grew up in the suburbs of Chicago and wanted to come back to honor my grandmother's 90th birthday. This place was perfect. It had a piano and the pastor was able to serinate her in playing church hymnals. Of course, her famiy, fch family, family and friends were all able to show"
Spacious Family Glenwood Estates Home w/ Hot Tub!
Woodlawn ~ Entire Luxury Apt
Woodlawn ~ Entire Luxury Apt
Charming Crete Home with Hot Tub, Deck & Fire Pit
9.8 out of 10, Exceptional, (14)
"Plenty of room to see the family and play with great grand kids"
Charming Crete Home with Hot Tub, Deck & Fire Pit
"My Quaint Little Escape"
9.0 out of 10, Wonderful, (4)
"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!"
The price is NZ$381
includes taxes & fees
10 July - 11 July
"My Quaint Little Escape"
Spacious 3 bdrm 1.5 bath; Renovated Woodlawn; Incredible Access; UChicago; OPC
8.0 out of 10, Very good, (5)
"The house was good for our needs, we enjoyed it, and the communication with the host (Henry) was excellent, plus he was always available and expedite in helping us. We were able to enjoy our time in Chicago at this property! The microwave had a dirty tray, so we washed it before use it. Also the kitchen countertop needed a cleaning before using. And there was many of those places with hidden dust around the house (behind the table, for example) - I understand Chicago's dirt is hard, but it was...
Spacious 3 bdrm 1.5 bath; Renovated Woodlawn; Incredible Access; UChicago; OPC
Cozy & Lavish 2B/1B in Homewood! 5 min from Shopping, Expressway, & New Casino!!
10.0 out of 10, Exceptional, (2)
"Very nice and clean ."
Cozy & Lavish 2B/1B in Homewood! 5 min from Shopping, Expressway, & New Casino!!
Don't see what you're looking for?
See all available properties in Chicago Heights
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.

Other types of properties in Chicago Heights you may be interested in

Holiday Inn Chicago – Midway Airport S, an IHG hotel
2.5 star property
8.4 out of 10, Very good, (1009)
"The staff herd are friendly and helpful. The hotel is nicely situated for visiting the entire city."
Holiday Inn Chicago – Midway Airport S, an IHG hotel
Sleep Inn Midway Airport Bedford Park
2.5 star property
7.4 out of 10, Good, (1017)
"."
The price is NZ$187
includes taxes & fees
7 July - 8 July
Sleep Inn Midway Airport Bedford Park
Motel 6 Bridgeview, IL
2.0 star property
6.8 out of 10, (1014)
"It’s was close to my destination. Staff was really nice, and walkable to a lot of dinning options. I would definitely come back again. "
The price is NZ$107
includes taxes & fees
1 July - 2 July
Motel 6 Bridgeview, IL
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chicago Heights holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chicago Heights. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chicago Heights. Seeing all the best attractions is bound to make you fall in love with Chicago Heights. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chicago Heights short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Chicago Heights?

Yes, there are holiday rentals close to the most popular sights in Chicago Heights, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chicago Heights has to offer?

Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking: This holiday home rental outside of Chicago Heights has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Chicago Heights?

While exploring the area, visit family-friendly sights like Odyssey Fun World, or get outside and enjoy nature at Centennial Park. Ravisloe Country Club and River Oaks Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Chicago Heights?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chicago Heights. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.

Recent reviews of Chicago Heights properties
Expedia verified reviews