Equestrian Estates Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Equestrian Estates holiday rentals

9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is AU$169
includes taxes & fees
19 Jan - 20 Jan
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.8 out of 10, Exceptional, (70)
"My husband, daughter and I went to Chicago for a weekend getaway and this place was clean, cute and so close to transit. Great place for a small family to stay. "
United States
Amy A.
The price is AU$444
includes taxes & fees
2 Jan - 3 Jan
Cozy, Comfortable and Convenient apartment. Close to everything!
8.0 out of 10, Very good, (2)
"While it was a great price, you get what you pay for. "
United States
Deya R.
The price is AU$441
includes taxes & fees
6 Jan - 7 Jan
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
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.
The price is AU$369
includes taxes & fees
13 Jan - 14 Jan
NEW Private West Loop 1br with Backyard near Green Line and CTA
2.0 star property
9.0 out of 10, Wonderful, (14)
"Really cute house! Very comfortable beds. Clean and well maintained. "
United States
Samantha D.
The price is AU$470
includes taxes & fees
5 Jan - 6 Jan
Spacious 3br home near Chicago, fenced yard for pets

Apartment in Hyde Park

Cozy Charm Studio Apt in Chicago
10.0 out of 10, Exceptional, (1)
The price is AU$230
includes taxes & fees
4 Jan - 5 Jan
Cozy Charm Studio Apt in Chicago
9.4 out of 10, Exceptional, (10)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is AU$500
includes taxes & fees
20 Jan - 21 Jan
Spacious 3-bedroom apartment near downtown, FREE PARKING
9.6 out of 10, Exceptional, (8)
"Great two nights, nice big TV with all the stations you'll need. Big living area, comfortable bed, great kitchen to cook in if you want. Nice safe neighborhood. Highly recommend. "
United States
linda t.
The price is AU$293
includes taxes & fees
3 Jan - 4 Jan
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
10.0 out of 10, Exceptional, (2)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is AU$187
includes taxes & fees
6 Jan - 7 Jan
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
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.
The price is AU$454
includes taxes & fees
5 Jan - 6 Jan
Modern & Spacious Stay by Northwestern Hospital Bronzeville
9.8 out of 10, Exceptional, (19)
"Great place Great location "
United States
Josh W.
The price is AU$628
includes taxes & fees
5 Jan - 6 Jan
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
8.0 out of 10, Very good, (3)
"Loved my two-night stay here. The apartment was spotless, quiet, and in the perfect location for my UChicago visit. Check-in info arrived a bit later than expected, but communication overall was thoughtful and helpful, and everything worked out smoothly. Would happily stay again."
United States
Helmut P.
The price is AU$230
includes taxes & fees
4 Jan - 5 Jan
Trendy Studio Apartment in Chicago
10.0 out of 10, Exceptional, (2)
"We loved the location, the area is awesome! Great stay, highly recommend. "
United States
Db D.
The price is AU$441
includes taxes & fees
13 Jan - 14 Jan
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
8.4 out of 10, Very good, (6)
"Very responsive, parking and nice layout "
United States
Cynthia B.
The price is AU$433
includes taxes & fees
4 Jan - 5 Jan
Comfy 2-bedroom apartment with AC, WiFi in Oak Park

Apartment in Near West Side

Your Perfect 2BR Home
8.2 out of 10, Very good, (14)
"Great stay by the United Center "
United States
Brian H.
The price is AU$293
includes taxes & fees
12 Jan - 13 Jan
Your Perfect 2BR Home

Apartment in Greater Grand Crossing

Stylish 4BR South Loop Home
10.0 out of 10, Exceptional, (2)
"Very happy with stay. Good communication from property host. "
United States
Nicole E.
The price is AU$528
includes taxes & fees
4 Jan - 5 Jan
Stylish 4BR South Loop Home

Holiday Home in Elmhurst

Enamored in Elmhurst
2.0 star property
10.0 out of 10, Exceptional, (14)
"Great stay"
United States
Aaron B.
The price is AU$743
includes taxes & fees
5 Jan - 6 Jan
Enamored in Elmhurst
8.8 out of 10, Excellent, (25)
"The house was very comfortable and clean. We definitely enjoyed our stay there, and will keep it in mind next time we visit the area."
United States
Jill S.
The price is AU$314
includes taxes & fees
5 Jan - 6 Jan
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
9.0 out of 10, Wonderful, (2)
"This clean, cozy upper level apartment in a duplex was absolutely perfect for our family trip to visit relatives in Oak Park. The neighborhood setting and off-street parking were really convenient, and it was a comfortable (just less than a mile) walk to the downtown area. We will definitely book here for our next trip. "
United States
Kathryn W.
The price is AU$842
includes taxes & fees
2 Jan - 3 Jan
Beautiful, cozy stay in Historic Frank Lloyd Wright District
7.6 out of 10, Good, (4)
"Only issue was the water pressure in the bathroom was very very low. "
United States
Derrick M.
The price is AU$514
includes taxes & fees
2 Jan - 3 Jan
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Equestrian Estates Hotel Reviews

Find out more about Equestrian Estates

Everything you need to know about Equestrian Estates holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Equestrian Estates holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Equestrian Estates holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Equestrian Estates holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Equestrian Estates holiday rentals we have selected for you start as low as AU$131 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Equestrian Estates rentals

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

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 holiday rentals in Equestrian Estates?

Yes, there are holiday rentals close to the most popular sights in Equestrian Estates, or you can select a more secluded option if you're looking for a relaxing stay. Equestrian Estates is known for its shopping and restaurants.

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Equestrian Estates offers a patio, a BBQ 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 Orland Park Sportsplex, or get out into nature at a spot like Centennial Park. In the wider area, you’ll find Cog Hill Golf & Country Club and Moraine Valley Community College Fine and Performing Arts Center.

What’s a holiday rental in Equestrian Estates like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Equestrian Estates. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.