Equestrian Estates Vacation Rentals

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Vacation 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 ¥12,499
¥14,121 total
includes taxes & fees
Aug 13 - Aug 14
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 ¥18,024
¥58,137 total
includes taxes & fees
Aug 13 - Aug 14
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 ¥16,251
¥37,437 total
includes taxes & fees
Sep 1 - Sep 2
Your Perfect 2BR Home w/ Parking

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

6.0 out of 10, (3)
"Very nice place "
The price is ¥21,939
¥34,693 total
includes taxes & fees
Aug 13 - Aug 14
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

2.0 out of 10, (1)
The price is ¥21,806
¥50,830 total
includes taxes & fees
Aug 14 - Aug 15
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)
"Very communicative and good host for sure!"
The price is ¥19,214
¥49,479 total
includes taxes & fees
Aug 19 - Aug 20
Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Spacious 3-bedroom apartment near downtown, FREE PARKING

10.0 out of 10, Exceptional, (1)
"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 ¥16,399
¥60,160 total
includes taxes & fees
Aug 19 - Aug 20
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

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"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

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 ¥33,347
¥67,385 total
includes taxes & fees
Sep 9 - Sep 10
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

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 ¥33,980
¥43,054 total
includes taxes & fees
Aug 18 - Aug 19
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

7.2 out of 10, Good, (7)
"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

10.0 out of 10, Exceptional, (2)
"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 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 is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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 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.