Equestrian Estates Vacation Rentals

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Vacation Rentals in Equestrian Estates

Stylish 4BR South Loop Home

Greater Grand Crossing
10.0 out of 10, Exceptional, (2)
"Very happy with stay. Good communication from property host. "
United States
Nicole E.
$291 nightly
The price is $309
Nov 24 - Nov 25
Total with taxes and fees
Stylish 4BR South Loop Home

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Brighton Park
10.0 out of 10, Exceptional, (1)
"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment [if available]. "
United States
Fabian H.
$224 nightly
The price is $251
Nov 26 - Nov 27
Total with taxes and fees
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

NEW Private West Loop 1br with Backyard near Green Line and CTA

East Garfield Park
9.4 out of 10, Exceptional, (3)
"Clean, and was exactly how described in the booking. Host was quick to respond to any questions we had. "
United States
Cyril M.
$203 nightly
The price is $251
Nov 24 - Nov 25
Total with taxes and fees
NEW Private West Loop 1br with Backyard near Green Line and CTA

Modern & Spacious Stay by Northwestern Hospital Bronzeville

Bronzeville
10.0 out of 10, Exceptional, (3)
"What a great place to stay! Interior of the unit was very nice and modern. Amenities were great. We felt safe and secure the entire time. Our host was in constant communication to make sure our needs were met. We would definitely recommend this stay!"
United States
Matt D.
$270 nightly
The price is $298
Nov 24 - Nov 25
Total with taxes and fees
Modern & Spacious Stay by Northwestern Hospital Bronzeville

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

Oak Park
9.6 out of 10, Exceptional, (96)
"Great spot within a real nice neighborhood. Plenty of places close by to check out. The host Ali is real easy to work with and very friendly. I'll be back for future visits. "
United States
Justin S.
$214 nightly
The price is $244
Nov 24 - Nov 25
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Cozy Charm Studio Apt in Chicago

Hyde Park
10.0 out of 10, Exceptional, (1)
$140 nightly
The price is $155
Dec 1 - Dec 2
Total with taxes and fees
Cozy Charm Studio Apt in Chicago

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

Oak Park
9.6 out of 10, Exceptional, (56)
"Good location. "
United States
Justin C.
$173 nightly
The price is $198
Nov 24 - Nov 25
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking

Relax & Unwind in This Comfortable 3BR Unit

Calumet Park
10.0 out of 10, Exceptional, (5)
"Lakeia was very accommodating throughout our stay."
United States
Timothy K.
$294 nightly
The price is $315
Dec 1 - Dec 2
Total with taxes and fees
Relax & Unwind in This Comfortable 3BR Unit

Spacious 3-bedroom apartment near downtown, FREE PARKING

Near West Side
9.4 out of 10, Exceptional, (8)
"Nice place to stay. Good communication with the owner."
United States
Ryan
$280 nightly
The price is $346
Dec 8 - Dec 9
Total with taxes and fees
Spacious 3-bedroom apartment near downtown, FREE PARKING

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Hazel Crest
7.4 out of 10, Good, (10)
"Good quiet location "
United States
Augusto D.
Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Bright & Modern 1BR in Hyde Park

Hyde Park
10.0 out of 10, Exceptional, (1)
"Great place to stay. It was easy to settle in and relax after a long day of traveling. The bed was comfortable and great to sleep on. Will definitely try for this property again if I need to come to the area."
United States
Michael S.
$145 nightly
The price is $159
Nov 30 - Dec 1
Total with taxes and fees
Bright & Modern 1BR in Hyde Park

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

2.0 star property
Northlake
10.0 out of 10, Exceptional, (1)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
$96 nightly
The price is $103
Nov 25 - Nov 26
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Brighton Park
9.2 out of 10, Wonderful, (7)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
$220 nightly
The price is $246
Dec 8 - Dec 9
Total with taxes and fees
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Oak Park
8.8 out of 10, Excellent, (24)
"We stayed for a few days to move my daughter into her dorm at SAIC downtown. This basement unit feels a lot bigger than it is. It is comfortable, well laid out, and surprisingly spacious. The neighborhood is awesome and there are plenty of places to eat nearby. If I have one gripe is that the host should trim the greenery around the parking spot and, if possible, move the trash cans elsewhere (it was a tight fit). I would definitely stay again. "
United States
Willie S.
$185 nightly
The price is $212
Dec 1 - Dec 2
Total with taxes and fees
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Luxurious, Cozy Beauty 10 min from Downtown Chicago

Little Village
8.4 out of 10, Very Good, (8)
"Close to public transport, clean, helpful host"
United States
Aaron W.
$155 nightly
The price is $184
Nov 24 - Nov 25
Total with taxes and fees
Luxurious, Cozy Beauty 10 min from Downtown Chicago

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

2.0 star property
Hickory Hills
9.8 out of 10, Exceptional, (6)
"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
$183 nightly
The price is $195
Dec 2 - Dec 3
Total with taxes and fees
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

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

Brighton Park
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
$188 nightly
The price is $211
Dec 22 - Dec 23
Total with taxes and fees
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Executive Retreat - 2 Parking Spaces, Sleeps 4!

Westmont
7.4 out of 10, Good, (3)
"Easy stay"
United States
Brent T.
$287 nightly
The price is $313
Nov 24 - Nov 25
Total with taxes and fees
Executive Retreat - 2 Parking Spaces, Sleeps 4!

Classic Forest Park Foursquare < 1 Mi to Blue Line

3.0 star property
Forest Park
$362 nightly
The price is $385
Nov 24 - Nov 25
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
Richton Park
9.0 out of 10, Wonderful, (13)
"Awesome stay!"
United States
Patrick J.
$291 nightly
The price is $311
Dec 1 - Dec 2
Total with taxes and fees
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 Equestrian Estates Hotel Reviews

Find out more about Equestrian Estates

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

Equestrian Estates vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Equestrian Estates. 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 Equestrian Estates 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 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 Equestrian Estates rentals

At Expedia, we put the best Equestrian Estates 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 Equestrian Estates 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 Equestrian Estates 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 Equestrian Estates. 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 Equestrian Estates?

Yes, we give you a choice of vacation rentals near well known local attractions in Equestrian Estates, or you can go with a more secluded option if you're looking for relaxation. Equestrian Estates is known for its shopping and restaurants.

What are some of the best vacation home rentals that Equestrian Estates has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: Visitors like this Equestrian Estates vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What’s there to see and do in Equestrian Estates?

Explore the area and family-friendly sights such as Childrens Museum of Oak Lawn, or get out into nature at a spot like Centennial Park. In the larger area, you’ll find Cog Hill Golf & Country Club and Moraine Valley Community College Fine and Performing Arts Center.

What’s a vacation rental in Equestrian Estates like?

A vacation rental is a private property where you can stay for short or long periods in Equestrian Estates. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety 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 traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.