Equestrian Estates Holiday Rentals

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Holiday Rentals in Equestrian Estates

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (51)
"Property is advertised as a Comfort Inn, but is actually undergoing the transformation of becoming a Comfort Inn. It is still very much so operating as a motel on the south side of Chicago. Be safe. "
The price is AU$147
includes taxes & fees
18 Aug - 19 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Bright & Roomy 4BR in Pilsen

7.8 out of 10, Good, (7)
The price is AU$617
includes taxes & fees
25 Aug - 26 Aug
Bright & Roomy 4BR in Pilsen

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is AU$394
includes taxes & fees
3 Sept - 4 Sept
Your Perfect 2BR Home w/ Parking

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

6.6 out of 10, (4)
"Very nice place "
The price is AU$371
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

6.0 out of 10, (2)
"Only issue was the water pressure in the bathroom was very very low. "
The price is AU$480
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

7.4 out of 10, Good, (8)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is AU$521
includes taxes & fees
19 Aug - 20 Aug
Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Spacious 3-bedroom apartment near downtown, FREE PARKING

8.6 out of 10, Excellent, (4)
"Extremely clean space that was perfect for our group. We didn't spend a lot of time in the home during our stay, but when we did it was fantastic. Only minor gripe would be the upstairs neighbors, they were occasionally quite loud and woke us up a few times in the middle of the night. Would absolutely stay here again, if/when we come back to the area."
The price is AU$562
includes taxes & fees
18 Aug - 19 Aug
Spacious 3-bedroom apartment near downtown, FREE PARKING

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (17)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center

Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

8.0 out of 10, Very good, (3)
"Only complaint was the fact that the yard was not cut and the grass needed to maintained"
The price is AU$705
includes taxes & fees
10 Sept - 11 Sept
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

3BR Prime Hyde Park Location Near University of Chicago and Dining

2.0 star property
10.0 out of 10, Exceptional, (7)
"Excellent stay in a good location. The place is comfortable and big, the host was very kind and attentive. I hope to comeback soon. ☺️"
3BR Prime Hyde Park Location Near University of Chicago and Dining

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (20)
"Comfortable beds and room for everyone. Nice quiet neighborhood and a great home away from home. Would stay there again. Host was very easy to work with and responded quickly to questions. "
Cozy 3-bedroom house in family-oriented Melrose Park.

Cozy Home Sweet Homewood.

9.6 out of 10, Exceptional, (32)
"Nice location outside of Chicago, cozy and clean, good communication, would definitely recommend! "
Cozy Home Sweet Homewood.

Luxury Home Away From Your Home

8.8 out of 10, Excellent, (126)
"Perfect for what we were looking for!"
Luxury Home Away From Your Home

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

The price is AU$451
includes taxes & fees
8 Sept - 9 Sept
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

2.0 star property
9.0 out of 10, Wonderful, (7)
"We got all the help and instructions needed to easily find this clean, well-supplied apartment with lovely outdoor space attached. And with the Pink Line just a few minutes walk and The Loop just 6 stops away, it was the perfect home base for getting to all that Chicago has to offer!"
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

Entire house/4bd 1bath/GlenEllyn

2.0 star property
3.0 out of 10, (2)
"This is the first time a host has made me feel unwelcome and unsafe. She insisted that we send a copy of the government-issued photo ID for every adult staying in the house, with no care about possible identity theft. She acknowledged that the VRBO platform isn't great for that and told us to text a random number with those instead. She provided no information about the security of how she would store those copies or her retention policy. We didn't know about this requirement until after the...
Entire house/4bd 1bath/GlenEllyn

Vintage Arcade Apt with Parking

2.0 star property
6.0 out of 10, (2)
"Very clean and private"
Vintage Arcade Apt with Parking

Clarendon Hills Top Floor

6.8 out of 10, (8)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

1 Mi to University of Chicago: Urban Escape!

10.0 out of 10, Exceptional, (6)
"Quiet area. The owner was very welcoming and we had a very pleasant stay. Place was spacious and clean"
1 Mi to University of Chicago: Urban Escape!

House with garage, outdoor dining and basement bar

7.4 out of 10, Good, (3)
"Property was very clean, warm and welcoming. Beds were comfortable. Property manager was great at checking in, and readily available. The place smells great! Everything is new! We will definitely book again!"
House with garage, outdoor dining and basement bar
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

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 Galloping Ghost, 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.