Equestrian Estates Vacation Rentals

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Vacation Rentals in Equestrian Estates

Our top choices for Equestrian Estates vacation rentals

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

2.5 star property
3.8 out of 10, (52)
"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. "
$94 nightly
The price is $106
Aug 24 - Aug 25
Total with taxes and fees
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Bright & Roomy 3BR in Pilsen

7.8 out of 10, Good, (7)
$275 nightly
The price is $304
Aug 27 - Aug 28
Total with taxes and fees
Bright & Roomy 3BR 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."
$228 nightly
The price is $253
Sep 1 - Sep 2
Total with taxes and fees
Your Perfect 2BR Home w/ Parking

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

7.8 out of 10, Good, (6)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
$224 nightly
The price is $239
Aug 25 - Aug 26
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

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

2.0 star property
8.8 out of 10, Excellent, (8)
"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

Zoo Holiday Retreat beautiful home with parking, near train into Chicago.

10.0 out of 10, Exceptional, (2)
"Excellent location, right by the zoo, the place is well stocked and clean, in a nice neighborhood. Close to attractions and easy to go to other western suburbs of Chicago. Has everything we needed :). The host was great with communicating and was able to allow us to borrow a pack n play as well. Would stay again! "
$582 nightly
The price is $648
Aug 24 - Aug 25
Total with taxes and fees
Zoo Holiday Retreat beautiful home with parking, near train into Chicago.

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"
$428 nightly
The price is $454
Sep 10 - Sep 11
Total with taxes and fees
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

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

Spacious 3-bedroom apartment near downtown, FREE PARKING

9.4 out of 10, Exceptional, (3)
"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."
$320 nightly
The price is $395
Aug 27 - Aug 28
Total with taxes and fees
Spacious 3-bedroom apartment near downtown, FREE PARKING

Less is more! Pet friendly Tiny Home near Chicago!

9.8 out of 10, Exceptional, (24)
"Could not have picked a better place to stay. Location was grea,fenced in area fir the dogs was perfecy. "
$158 nightly
The price is $169
Sep 2 - Sep 3
Total with taxes and fees
Less is more! Pet friendly Tiny Home near Chicago!

Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

9.8 out of 10, Exceptional, (23)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
$99 nightly
The price is $105
Aug 25 - Aug 26
Total with taxes and fees
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Comfortable Condo in the Heart of Bronzeville by RedAwning

6.6 out of 10, (4)
"There was confusion with VRBO regarding our arrival date, no fault of the property owner. They made arrangements to clean the unit and provide lunch for our group while we waited and offered a second night free for the inconvenience. Highly recommend. Property owner went above and beyond!"
$356 nightly
The price is $404
Aug 25 - Aug 26
Total with taxes and fees
Comfortable Condo in the Heart of Bronzeville by RedAwning

Oak Park Queen

8.6 out of 10, Excellent, (27)
"This was a great place to stay! "
$209 nightly
The price is $239
Aug 24 - Aug 25
Total with taxes and fees
Oak Park Queen

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

10.0 out of 10, Exceptional, (21)
"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.

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

Vintage Arcade Apt with Parking

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

Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

8.6 out of 10, Excellent, (7)
"Very nice stay. Very clean, plenty of room, great location from Downtown Chicago. "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

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

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. "
$324 nightly
The price is $346
Aug 24 - Aug 25
Total with taxes and fees
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. "
$316 nightly
The price is $339
Aug 25 - Aug 26
Total with taxes and fees
Charming 2-bedroom house with WiFi in peaceful Hazel Crest
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 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 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.