Holiday Rentals in Equestrian Estates

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Our top choices for Equestrian Estates holiday rentals

8.4 out of 10, Very good, (6 reviews)
"Very responsive, parking and nice layout "
United States
Cynthia B.
The price is €237
includes taxes & fees
15 Jan - 16 Jan
Comfy 2-bedroom apartment with AC, WiFi in Oak Park
9.4 out of 10, Exceptional, (10 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is €291
includes taxes & fees
20 Jan - 21 Jan
Spacious 3-bedroom apartment near downtown, FREE PARKING
9.4 out of 10, Exceptional, (3 reviews)
"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 €213
includes taxes & fees
15 Jan - 16 Jan
NEW Private West Loop 1br with Backyard near Green Line and CTA

Apartment in Hyde Park

Cozy Charm Studio Apt in Chicago
10.0 out of 10, Exceptional, (2 reviews)
The price is €134
includes taxes & fees
15 Jan - 16 Jan
Cozy Charm Studio Apt in Chicago
9.6 out of 10, Exceptional, (30 reviews)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is €94
includes taxes & fees
19 Jan - 20 Jan
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
10.0 out of 10, Exceptional, (3 reviews)
"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 €244
includes taxes & fees
15 Jan - 16 Jan
Modern & Spacious Stay by Northwestern Hospital Bronzeville

Apartment in Near West Side

Your Perfect 2BR Home
8.2 out of 10, Very good, (14 reviews)
"Great stay by the United Center "
United States
Brian H.
The price is €170
includes taxes & fees
27 Jan - 28 Jan
Your Perfect 2BR Home
The price is €351
includes taxes & fees
15 Jan - 16 Jan
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
8.0 out of 10, Very good, (3 reviews)
"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 €134
includes taxes & fees
15 Jan - 16 Jan
Trendy Studio Apartment in Chicago
2.0 star property
9.0 out of 10, Wonderful, (14 reviews)
"Really cute house! Very comfortable beds. Clean and well maintained. "
United States
Samantha D.
The price is €273
includes taxes & fees
15 Jan - 16 Jan
Spacious 3br home near Chicago, fenced yard for pets

Apartment in Greater Grand Crossing

Stylish 4BR South Loop Home
10.0 out of 10, Exceptional, (2 reviews)
"Very happy with stay. Good communication from property host. "
United States
Nicole E.
The price is €306
includes taxes & fees
15 Jan - 16 Jan
Stylish 4BR South Loop Home

Holiday Home in La Grange Highlands

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
10.0 out of 10, Exceptional, (2 reviews)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
The price is €225
includes taxes & fees
15 Jan - 16 Jan
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Apartment in Hyde Park

Bright & Modern 1BR in Hyde Park
8.8 out of 10, Excellent, (3 reviews)
"Property was very clean. We enjoyed ourselves, Thank you!"
United States
Charles S.
The price is €148
includes taxes & fees
15 Jan - 16 Jan
Bright & Modern 1BR in Hyde Park
8.8 out of 10, Excellent, (25 reviews)
"Very good communication by the host, well located, clean and comfortable, everything you need!"
Canada
Maxime L.
The price is €179
includes taxes & fees
19 Jan - 20 Jan
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
9.8 out of 10, Exceptional, (37 reviews)
"We loved it! We were in for a short time and it was perfect!!"
United States
nicole l.
The price is €184
includes taxes & fees
18 Jan - 19 Jan
Less is more! Pet friendly Tiny Home near Chicago!
2.0 star property
Game Room • Fire-pit • Playground • Gym • Billiard
9.6 out of 10, Exceptional, (20 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
The price is €234
includes taxes & fees
15 Jan - 16 Jan
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
10.0 out of 10, Exceptional, (2 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is €109
includes taxes & fees
15 Jan - 16 Jan
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Apartment in Oak Park

Oak Park Queen
8.2 out of 10, Very good, (31 reviews)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
The price is €194
includes taxes & fees
18 Jan - 19 Jan
Oak Park Queen
9.6 out of 10, Exceptional, (97 reviews)
"The kitchen was fully equipped and the whole apartment was very comfortable. I especially liked the two very clean bathrooms. There were even curling and flat irons for me to do my hair. Wow! So thoughtful!"
United States
Masooma
The price is €232
includes taxes & fees
20 Jan - 21 Jan
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
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 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, apart-hotels, 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 favorite 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 depends 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 €82 per night. Entering your travel dates in the search wizard you might find 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 Lake Katherine Nature Center. 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.