Equestrian Woods Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Equestrian Woods

50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (32)
"This is one of the best hotels I have ever stayed. Very clean, spacious, and everything is well-designed. Exceed my expectation in every aspect."
The Neighborhood Hotel-Little Italy
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is NZ$156
per night
30 May - 31 May
WoodSpring Suites Chicago Addison
3 bedrooms, WiFi, bed sheets
Your Home Away From Home
2.0 out of 10, (1)
"No me agradó"
The price is NZ$283
per night
30 May - 31 May
Your Home Away From Home
Save an average of 15% on thousands of hotels when you're signed in
Private kitchen
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Smart TV, books
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (7)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Outdoor dining
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (19)
"Had a great time used space for birthday event!!"
The price is NZ$566
per night
30 May - 31 May
national historic home near downtown airports no parties no events
Exterior
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (176)
"Great stay! All of the rooms were wonderful! Really close to food! There are a lot of stairs so make sure you are able to walk up but really great place!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Exterior
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (18)
"It’s really confortable clean and accesible easy"
Cozy modern unit w/ easy access to downtown Chi
Exterior
Chic Suite/Mins to L Train /Laundry/Free Parking
9.4 out of 10, Exceptional, (18)
"The manager had unbelievable communication. He has his phone with him constantly and responds immediately. It's a good walking neighborhood lots of sidewalks and pleasant surroundings. The condo itself is exceptionally clean. For the price in that neighborhood it is a very good value."
Chic Suite/Mins to L Train /Laundry/Free Parking
Private kitchen
LUXE 3 BR, 2 BA + Hot Tub
9.2 out of 10, Wonderful, (9)
"Our team had a one day conference in Chicago. Although it was near the highway it wasn't very loud. Decent neighborhood and the good part is that it was near the highway. Lower level bed is uncomfortable, no other way to say that. I still give it 5-stars as it is as advertised. Communication with owner was timely."
The price is NZ$511
per night
28 May - 29 May
LUXE 3 BR, 2 BA + Hot Tub
Smart TV, printers
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
8.0 out of 10, Very good, (1)
"Excellent"
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Living area
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
2.0 out of 10, (1)
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Exterior
1F Chicago's Little italy Graystone nearDowntown
10.0 out of 10, Exceptional, (92)
"We loved our stay. The apartment was clean, the location was wonderful, and the host was easy to communicate with."
1F Chicago's Little italy Graystone nearDowntown
Fridge, microwave, oven, stovetop
Cheerful 4 bedroom smart home w/ indoor fireplace
7.4 out of 10, Good, (6)
"The check in process was great and the house was very clean. It was easy to communicate with the property manager. Helped make our trip to chicago great!"
Cheerful 4 bedroom smart home w/ indoor fireplace
Private kitchen
The Upscale Getaway Near Downtown
9.8 out of 10, Exceptional, (72)
"The property worked great for our stay in Chicago."
The Upscale Getaway Near Downtown
Fridge, microwave, oven, stovetop
Lovely 2-Bdrm unit with pool. Home away from home.
9.0 out of 10, Wonderful, (12)
"This apartment fit our needs perfectly. The room sizes are generous and the kitchen is appropriately set up for short term stays. The Owner was responsive and extremely easy to work with. The apartment is located in a good area with very good access to major roads, shopping, services, etc.. We really enjoyed our stay"
Lovely 2-Bdrm unit with pool. Home away from home.
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Lounge
Historic Oak Park Residence
4.0 star property
9.0 out of 10, Wonderful, (4)
"Very spacious. The bathroom needs an upgrade."
The price is NZ$493
per night
9 Jun - 10 Jun
Historic Oak Park Residence
Property grounds
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (31)
"Great house thank you"
✽ Charming Cottage ✽ close to College/Town/Station
Fridge, microwave, stovetop, toaster
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, (1)
"Staying at this VRBO house in Chicago was an absolute knockout! The location was perfect for catching the wrestling show with my friends, and the house itself was spacious, clean, and had all the amenities we needed. From comfy beds to a fully equipped kitchen, we felt right at home. The host was super accommodating and made check-in a breeze. Definitely a five-star experience – would book again in a heartbeat!"
cozy home in Bridgeport Chicago. walking to park and river front
Microwave, oven, stovetop, dishwasher
Furnished Private home in Aurora
9.4 out of 10, Exceptional, (56)
"We stayed over Mother's Day weekend. It was a lovely house with two large family areas and TVs in every room and access to our streaming apps. We were disappointed the yard was not mowed w/tall weeds. Some of the deck is starting to fall apart. It wasn't suitable for the 3-year-old to run around in. However, the neighbors did say that the landscaping had been kept up last year. But knowing we were coming, it would have been nice to have at least sprayed for the weeds. The sump pump hose has...
Furnished Private home in Aurora
Don't see what you're looking for?
See all available properties in Equestrian Woods
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.

Other types of properties in Equestrian Woods you may be interested in

Lobby
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
8.8 out of 10, Excellent, (1533)
"Perfect "
The price is NZ$164
per night
26 May - 27 May
SureStay Plus Hotel by Best Western Chicago Lombard
Front of property - evening/night
Hotel Chicago West Loop
2.5 star property
8.2 out of 10, Very good, (1004)
"Stayed here for a concert at Credit 1 Arena at UIC. Very conveniently located within easy walking distance of that arena and also the United Center. Small room but clean , quiet, comfortable. "
The price is NZ$258
per night
27 May - 28 May
Hotel Chicago West Loop
Fridge, microwave, stovetop, dishwasher
Sonesta Simply Suites Chicago O'Hare Airport
2.0 star property
8.4 out of 10, Very good, (1342)
"The customer service was excellent. When we arrived, the two gals at the front desk were handling a few different Customer Service emergencies, but still managed to check us in quickly. It was nice to have a kitchen. We were there for less than 12 hours and almost everything was in working order. The recliner was broken (didn’t recline), but the couch was comfortable to sleep on and extra sheets and pillows were provided. It might be helpful to mention that there is a $10 charge to park in the...
The price is NZ$204
per night
28 May - 29 May
Sonesta Simply Suites Chicago O'Hare Airport
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Equestrian Woods holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Equestrian Woods. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Equestrian Woods. Seeing all the best attractions is bound to make you fall in love with Equestrian Woods. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Equestrian Woods short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Equestrian Woods?

Yes, there are holiday rentals close to the most popular sights in Equestrian Woods, or you can select a more secluded option if you're looking for a relaxing stay. Equestrian Woods is known for its shopping and restaurants.

What are some of the best holiday rentals that Equestrian Woods has to offer?

Your Home Away From Home: This holiday home rental outside of Equestrian Woods offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

What’s there to see and do in Equestrian Woods?

Explore the area and family-friendly sights such as Orland Park Sportsplex, or get out into nature at a spot like Centennial Park. In the wider area, you’ll find Cog Hill Golf & Country Club and Burr Ridge Village Center.

What’s a holiday rental in Equestrian Woods like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Equestrian Woods. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips.

Recent reviews of Equestrian Woods properties
Expedia verified reviews