Equestrian Estates Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Equestrian Estates Vacation Homes

Our top choices for Equestrian Estates vacation homes

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Microwave, oven, stovetop, dishwasher

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."
The price is CA $206
CA $338 total
includes taxes & fees
Aug 24 - Aug 25
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Fridge, microwave, oven, stovetop

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 CA $304
CA $620 total
includes taxes & fees
Sep 9 - Sep 10
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Clarendon Hills Top Floor
Fridge, microwave, oven, stovetop

Clarendon Hills Top Floor

6.8 out of 10, (10)
"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
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (47)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
The price is CA $236
CA $432 total
includes taxes & fees
Aug 25 - Aug 26
✽ Charming Cottage ✽ close to College/Town/Station
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (89)
"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "
Furnished Private home in Aurora sleeps 9 guests
Feel good, live well in this cozy Wheaton 3 bedroom!
Living area

Feel good, live well in this cozy Wheaton 3 bedroom!

10.0 out of 10, Exceptional, (1)
"Very clean. Spacious, open living area, lots of storage and comfortable beds. "
Feel good, live well in this cozy Wheaton 3 bedroom!
Great place to stay in Warrenville
Fridge, microwave, oven, stovetop

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (65)
"Property is a wonderful and beautiful place to enjoy time as a family. "
Great place to stay in Warrenville
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Fridge, microwave, oven, stovetop

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

8.0 out of 10, Very good, (2)
"Awesome place in a very good location (quiet neighborhood). The owner was very responsive with communication and the property was very clean & spacious! 10/10!"
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
Cozy 3-bedroom house in family-oriented Melrose Park.
Property grounds

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.
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Lobby

Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

9.0 out of 10, Wonderful, (2)
"It was nice and everyone was very friendly!!"
The price is CA $151
CA $198 total
includes taxes & fees
Sep 1 - Sep 2
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Fridge, microwave, oven, stovetop

Enjoy Chicago/suburbs 2BR townhouse fully equipped

10.0 out of 10, Exceptional, (7)
"I would recommend to anyone. "
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Cozy Full Home + Free Parking + Fast Wi-fi & Central Area
Living area

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area
Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (169)
"The Davis House is wonderful—large, spacious—and just as described in the listing. It really is fully equipped with just about anything one would need. Beds are comfortable, water pressure is great and the laundry room on the second floor is terrific. William is a gracious owner and answered all our questions promptly. He was a pleasure to work with and it was a pleasure to stay here. We will definitely be back."
Historic home with easy access to Chicago
Sleep10 + Brew Bar + Game RM + Walk2Train to CHI + Pets + 1 MI to Brookfield Zoo
Smart TV, video games, foosball, table tennis

Sleep10 + Brew Bar + Game RM + Walk2Train to CHI + Pets + 1 MI to Brookfield Zoo

Sleep10 + Brew Bar + Game RM + Walk2Train to CHI + Pets + 1 MI to Brookfield Zoo
Chicago Buddha's Abode
Fridge, microwave, oven, stovetop

Chicago Buddha's Abode

Chicago Buddha's Abode
Zoo Holiday Retreat beautiful home with parking, near train into Chicago.
4 bedrooms, iron/ironing board, free WiFi, bed sheets

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! "
The price is CA $499
CA $900 total
includes taxes & fees
Sep 2 - Sep 3
Zoo Holiday Retreat beautiful home with parking, near train into Chicago.
Serene 3 Bedroom Home near Downtown Homewood
Iron/ironing board, WiFi, bed sheets

Serene 3 Bedroom Home near Downtown Homewood

Serene 3 Bedroom Home near Downtown Homewood
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Terrace/patio

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
House with garage, outdoor dining and basement bar
Fridge, microwave, oven, dishwasher

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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Equestrian Estates Hotel Reviews

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"It was really nice. It smelled good and the rooms were nice as well "
Gloria 1-night trip
Posted 1 day ago
SureStay Plus Hotel by Best Western Chicago Lombard