Equestrian Woods Vacation Rentals

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Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Equestrian Woods vacation rentals

Iron/ironing board, travel crib, WiFi, bed sheets
Modern Studio Near UChicago

Apartment in Hyde Park

Modern Studio Near UChicago
9.6 out of 10, Exceptional, (11)
"Clean room and convenient location! "
United States
Gabriela
The price is ￥8,899
￥23,645 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Modern Studio Near UChicago
Interior
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades

Apartment in Lawndale

10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
2.0 star property
8.0 out of 10, Very Good, (2)
"While it was a great price, you get what you pay for. "
United States
Deya R.
The price is ￥10,148
￥45,519 total
includes taxes & fees
Jan 6 - Jan 7, 2026
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
Interior
Spacious 3-bedroom apartment near downtown, FREE PARKING

Apartment in Near West Side

Spacious 3-bedroom apartment near downtown, FREE PARKING
9.4 out of 10, Exceptional, (10)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is ￥9,257
￥50,726 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Spacious 3-bedroom apartment near downtown, FREE PARKING
1 bedroom, iron/ironing board, WiFi, bed sheets
Charming 1BR/1BA Apt in Chicago

Apartment in Hyde Park

Charming 1BR/1BA Apt in Chicago
10.0 out of 10, Exceptional, (1)
The price is ￥9,367
￥25,753 total
includes taxes & fees
Dec 28 - Dec 29
Charming 1BR/1BA Apt in Chicago
Property grounds
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Apartment in Downers Grove

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is ￥9,367
￥17,373 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Iron/ironing board, travel crib, WiFi, bed sheets
Cozy Charm Studio Apt in Chicago

Apartment in Hyde Park

Cozy Charm Studio Apt in Chicago
10.0 out of 10, Exceptional, (1)
The price is ￥8,899
￥23,645 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cozy Charm Studio Apt in Chicago
TV, offices
Bright 1BR Unit in a Prime Spot

Apartment in Hyde Park

Bright 1BR Unit in a Prime Spot
10.0 out of 10, Exceptional, (1)
"We had a great stay. Location is in nice neighborhood with walking access to restaurants and university of Chicago. Apartment was clean and as pictured. Would stay again!!"
United States
christine m.
The price is ￥9,836
￥26,304 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Bright 1BR Unit in a Prime Spot
1 bedroom, desk, iron/ironing board, travel crib
Bright & Cozy 1BR Near UChicago

Apartment in Hyde Park

Bright & Cozy 1BR Near UChicago
9.4 out of 10, Exceptional, (3)
"This apartment is a very basic rental unit – – had what we needed for our three nights stay, and we were very pleased. Great value for the money."
United States
Alan F.
The price is ￥9,367
￥25,753 total
includes taxes & fees
Dec 29 - Dec 30
Bright & Cozy 1BR Near UChicago
Game room
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Apartment in Brighton Park

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
9.2 out of 10, Wonderful, (7)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
The price is ￥17,954
￥48,496 total
includes taxes & fees
Jan 1 - Jan 2, 2026
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Interior
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Apartment in Northlake

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is ￥14,831
￥19,207 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Smart TV, video games
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Apartment in Brighton Park

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
The price is ￥13,582
￥36,933 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Dining
5 Mins to Downtown CHI Sleeps 10 - Parking + Games

Apartment in Lower West Side

5 Mins to Downtown CHI Sleeps 10 - Parking + Games
10.0 out of 10, Exceptional, (1)
"We loved the location, the area is awesome! Great stay, highly recommend. "
United States
Db D.
The price is ￥12,421
￥45,442 total
includes taxes & fees
Jan 13 - Jan 14, 2026
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
Interior
15mins DT | Wicker Park Gem | Sleeps 7 | FreePark

Apartment in East Garfield Park

15mins DT | Wicker Park Gem | Sleeps 7 | FreePark
15mins DT | Wicker Park Gem | Sleeps 7 | FreePark
Interior
Your Perfect 2BR Home

Apartment in Near West Side

Your Perfect 2BR Home
8.2 out of 10, Very Good, (14)
"Great stay by the United Center "
United States
Brian H.
The price is ￥10,460
￥30,351 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Your Perfect 2BR Home
Smart TV, books
Chic Suite/Mins to L Train /Laundry/Free Parking

Condo in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (57)
"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "
United States
Travis S.
The price is ￥10,032
￥30,251 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Chic Suite/Mins to L Train /Laundry/Free Parking
Fridge, microwave, oven, stovetop
Bright & Modern 1BR in Hyde Park

Apartment in Hyde Park

Bright & Modern 1BR in Hyde Park
8.8 out of 10, Excellent, (3)
"Property was very clean. We enjoyed ourselves, Thank you!"
United States
Charles S.
The price is ￥9,414
￥25,882 total
includes taxes & fees
Dec 25 - Dec 26
Bright & Modern 1BR in Hyde Park
Smart TV, offices
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

Apartment in Oak Park

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
2.0 star property
The price is ￥16,945
￥73,106 total
includes taxes & fees
Dec 28 - Dec 29
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
4 bedrooms, iron/ironing board, travel crib, WiFi
Stylish 4BR South Loop Home

Apartment in Greater Grand Crossing

Stylish 4BR South Loop Home
10.0 out of 10, Exceptional, (2)
"Very happy with stay. Good communication from property host. "
United States
Nicole E.
The price is ￥16,705
￥58,306 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Stylish 4BR South Loop Home
Interior
Spacious, lovely 2bed 1bath with free parking

Apartment in Oak Park

Spacious, lovely 2bed 1bath with free parking
9.8 out of 10, Exceptional, (18)
"It was a very lovely place to stay. Very clean and inviting."
United States
Kay N.
The price is ￥16,720
￥46,842 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spacious, lovely 2bed 1bath with free parking
Iron/ironing board, travel crib, WiFi, bed sheets
Trendy Studio Apartment in Chicago

Apartment in Hyde Park

Trendy Studio Apartment in Chicago
8.0 out of 10, Very Good, (3)
"Loved my two-night stay here. The apartment was spotless, quiet, and in the perfect location for my UChicago visit. Check-in info arrived a bit later than expected, but communication overall was thoughtful and helpful, and everything worked out smoothly. Would happily stay again."
United States
Helmut P.
The price is ￥9,211
￥24,010 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Trendy Studio Apartment in Chicago
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 Woods Hotel Reviews

Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

10/10 Excellent
"It was perfect"
Nicholas 1-night trip
Posted 17 hours ago
Sonesta Simply Suites Chicago O'Hare Airport

Find out more about Equestrian Woods

Search for holiday rentals in Equestrian Woods on Expedia! You can easily find your home rentals, villas, holiday apartments in Equestrian Woods using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Equestrian Woods?

Yes, we have vacation rentals near well known points of interest in Equestrian Woods, or you can choose a more secluded option if you want a relaxing place to stay. Equestrian Woods is known for its shopping and restaurants.

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

Modern 4 Bedroom Private Vacation Home : This vacation home rental outside of Equestrian Woods offers a barbecue grill and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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 larger area, you’ll find Cog Hill Golf & Country Club and Burr Ridge Village Center.

What’s a vacation rental in Equestrian Woods like?

A vacation rental is a private property you can stay in for a couple of days or more in Equestrian Woods. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to 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 an attractive choice for a small group gathering.