Equestrian Woods Holiday Rentals

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Holiday Rentals in Equestrian Woods

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (128)
"Loved it, nice, easy and simple check in! Quiet, was clean and cozy too! Felt good to get away and chill in a little place that felt like a new apartment!"
The Neighborhood Hotel-Little Italy

Comfort Inn Chicago Wind Creek Casino

2.5 star property
8.0 out of 10, Very good, (1)
The price is AU$161
includes taxes & fees
10 Feb - 11 Feb
Comfort Inn Chicago Wind Creek Casino

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (221)
"We had a group of couples coming to Chicago from different locations, and this was the perfect spot for us to be all together, but also have our own rooms and spaces. Everything was easy, and when we had a question on parking when we arrived later in the evening, John was very prompt in responding and helping us right away. "
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (273)
"The apartment was clean, well-stocked and very comfortable. The location was perfect for close proximity to restaurants, shops, and coffee/tea shops. I would definitely stay here again."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (102)
"Stayed with my husband and our two preteens. I grew up in Oak Park and chose this based off of location and it was perfect. Walkable neighborhood, close to the El and downtown Oak Park. The house was clean and comfortable, on top of having the quintessential Oak Park / Chicago vibe Communication was easy so was check in and out. I would choose to stay here again for sure!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (33)
"Beautiful apartment! We really enjoyed our time in Chicago. We ended up just parking across the street. It was easier, and there was always a spot available. There are many stairs leading up to the third floor apartment, so keep that in mind if you have mobility issues. The host texts you right back if you have concerns or questions."
Remodeled West Loop Apartment Near United Center

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (124)
"Clearly a lot of thought went into preparing the property and provided a beautiful place to come back to after being out all day. "
1F Chicago's Little italy Graystone nearDowntown

Cheerful 4 bedroom smart home w/ indoor fireplace

7.8 out of 10, Good, (12)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (18)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.

The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

9.6 out of 10, Exceptional, (46)
"The home was updated and very clean. The kitchen was large and was well stocked. The owner provided everything you would need to cook. The fenced in yard was a bonus as we traveled with our dog. The neighborhood is older and safe. The neighboring homes are well maintained. The street in front of the house is busy during rush hour, but didn't create an issue pulling out into traffic. We did not experience noise from the traffic. We had one small glitch which was taken care of quickly. The...
The price is AU$573
includes taxes & fees
24 Feb - 25 Feb
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park Queen

9.4 out of 10, Exceptional, (12)
"Wonderful place. Stayed four nights and went in and out to visit family in Oak Park and nearby neighborhoods. Everything you will need when looking for a place to stay. Clean, roomy, comfy and had everything we needed!Consider staying here!"
The price is AU$374
includes taxes & fees
10 Feb - 11 Feb
Oak Park Queen

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (3)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (13)
"Everything was as advertised. Neighbors with dogs barking in the night and car honking/other outside elements can be disruptive if you're a light sleeper. Very quick and fast communication with host even at 2am. Would recommend."
Experience Chicago living near United Center

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (10)
"The property has lots of space and a game room, ideal for a fun getaway with a large group. Close to bus stops and Metra station (different from metro station, we learned this the hard way). Walking distance from the U of Chicago."
Woodlawn Oasis...10 Minutes to Dining & Downtown

Cozy modern unit w/ easy access to downtown Chi

9.4 out of 10, Exceptional, (38)
"Wesley was super easy to work with. The area is great; the space is great; no complaints at all.Thanks again!"
Cozy modern unit w/ easy access to downtown Chi

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (53)
"We stayed at this property for one night while we participated in some professional learning in the city. We rode the blue line into town and the metro home. This property is very clean and a perfect location to be able to park and not worry about downtown parking fees. We were able to communicate with the property manager regarding parking prior to us checking in. Everything here was delightful."
The price is AU$439
includes taxes & fees
24 Feb - 25 Feb
Cozy, Comfortable and Convenient apartment. Close to everything!
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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Other types of properties in Equestrian Woods you may be interested in

Hampton Inn Chicago-O'Hare International Airport

2.5 star property
9.2 out of 10, Wonderful, (1708)
"Friendly staff"
The price is AU$178
includes taxes & fees
9 Feb - 10 Feb
Hampton Inn Chicago-O'Hare International Airport

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1005)
"Clean"
The price is AU$203
includes taxes & fees
10 Feb - 11 Feb
The Champagne Lodge & Luxury Suites

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 star property
8.8 out of 10, Excellent, (1964)
"For the price this is the best property within 15 miles. Breakfast was good and staff was pleasant. "
The price is AU$135
includes taxes & fees
9 Feb - 10 Feb
SureStay Plus Hotel by Best Western Chicago Lombard
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.

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?

Luxury Home Away From Your Home: This holiday home rental outside of Equestrian Woods is equipped with a BBQ, air conditioning and cable TV to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.