A lake surrounded by autumn-colored trees and a small island with a dock.

Hickory Hills Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Hickory Hills vacation rentals

A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

1. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
$185 nightly
The price is $197
Sep 9 - Sep 10
Total with taxes and fees
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
A modern building with the name 'SENIORAL' prominently displayed on the facade.

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,287 reviews)
"Nice stay"
United States
Heather
$177 nightly
The price is $208
Aug 30 - Aug 31
Total with taxes and fees
Sentral Michigan Avenue
A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

3. Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
$185 nightly
The price is $197
Aug 30 - Aug 31
Total with taxes and fees
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

4. *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
$399 nightly
The price is $426
Aug 30 - Aug 31
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (21 reviews)
"Great location and super clean!"
United States
Erica
$227 nightly
The price is $269
Aug 31 - Sep 1
Total with taxes and fees
Kasa Lake Shore Chicago
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

6. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (70 reviews)
"Easy access to the Green Line."
United States
Michael
$216 nightly
The price is $248
Sep 1 - Sep 2
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

7. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
$231 nightly
The price is $259
Sep 7 - Sep 8
Total with taxes and fees
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
A living room with a blue sectional sofa, a glass coffee table, and yellow curtains.

8. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (11 reviews)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
$252 nightly
The price is $269
Sep 8 - Sep 9
Total with taxes and fees
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

9. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
$148 nightly
The price is $175
Aug 31 - Sep 1
Total with taxes and fees
LIVN West Loop Chicago Queen Superior Studio
A modern building with a glass facade, surrounded by a parking area and greenery.

10. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (31 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
$325 nightly
The price is $401
Aug 31 - Sep 1
Total with taxes and fees
Spacious 4BR Central Apartment w/ Skyline Views
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

11. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (79 reviews)
"Excellent place to stay!"
United States
Alicia K.
$263 nightly
The price is $301
Sep 22 - Sep 23
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

12. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (33 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
$284 nightly
The price is $303
Aug 31 - Sep 1
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

13. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.4 out of 10, Exceptional, (23 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$383 nightly
The price is $410
Sep 1 - Sep 2
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
A kitchen with white cabinets, a microwave, a kettle, and a toaster.

14. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
$631 nightly
The price is $728
Sep 2 - Sep 3
Total with taxes and fees
Plymouth Collection: 3BD 2BA High Floor with Gym

15. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, and stylish!"
United States
Maurya K.
$412 nightly
The price is $508
Sep 2 - Sep 3
Total with taxes and fees
Premium Urban 4BR - Perfect Mix of Comfort & Location
A glass elevator with a city view.

16. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (111 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
$254 nightly
The price is $291
Sep 1 - Sep 2
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A room with a large window, a round table with chairs, a television, and a lamp.

17. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
$168 nightly
The price is $199
Aug 30 - Aug 31
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Superior 1BR
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

18. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.6 out of 10, Exceptional, (29 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$78 nightly
The price is $86
Sep 19 - Sep 20
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

19. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (54 reviews)
"Hot tub was very nice!"
United States
Jeff
$349 nightly
The price is $373
Sep 2 - Sep 3
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

20. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
$324 nightly
The price is $365
Sep 7 - Sep 8
Total with taxes and fees
River North Private Balcony With In and Out Parking
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 Hickory Hills Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Awesome place in a great location"
Meri 2-night trip
Posted 1 hour ago
River Hotel

Find out more about Hickory Hills

Everything you need to know about Hickory Hills 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 Hickory Hills 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 Hickory Hills vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hickory Hills vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hickory Hills. 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 Hickory Hills 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 $175 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 Hickory Hills rentals

At Expedia, we put the best Hickory Hills 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 Hickory Hills 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 Hickory Hills 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 Hickory Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Hickory Hills?

Yes, there are vacation rentals near popular attractions in Hickory Hills, or you can choose a more secluded option if you're looking for relaxation. Hickory Hills is known for its shopping and forests. Make sure you have time to check out the restaurants while you're in the area.

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Hickory Hills is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Hickory Hills?

Explore the area and family-friendly sights such as Galloping Ghost, or get out into nature at a spot like Millennium Park. In the larger area, you’ll find popular places like Soldier Field and Navy Pier.

What’s a vacation rental in Hickory Hills like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Hickory Hills. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.