Equestrian Estates Vacation Rentals

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Check prices for these dates

Next weekend
Mar 14 - Mar 16
In two weeks
Mar 21 - Mar 23
In one month
Apr 4 - Apr 6
In two months
May 2 - May 4

Browse Select Equestrian Estates Vacation Homes

Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
9.2 out of 10, Wonderful, (5)
"GREAT"
The price is CA $190
CA $464 total
includes taxes & fees
Mar 5 - Mar 6
Spacious 3br home near Chicago, fenced yard for pets
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Fridge, microwave, oven, stovetop

Gorgeous historic mansion on UChicago campus. Renovation with original detail.

10.0 out of 10, Exceptional, (4)
"Delightful home in charming neighborhood. The host was great to deal with, making sure we had what we needed for our toddler. All we had to bring was ourselves!"
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop

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
Spacious open concept home w/ game room + firepit
Microwave, dishwasher, coffee/tea maker, toaster

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (53)
"We enjoyed the house very much. Great communication with host!"
Spacious open concept home w/ game room + firepit
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Smart TV, fireplace, video games

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (17)
"We LOVED it!! Definitely will be back in the summer to enjoy the outside."
The price is CA $722
CA $1,375 total
includes taxes & fees
Mar 6 - Mar 7
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Berwyn Beauty
Fridge, microwave, oven, stovetop

Berwyn Beauty

10.0 out of 10, Exceptional, (13)
"Amazing... location, price, amenities, etc."
Berwyn Beauty
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
Microwave, oven, stovetop, dishwasher

LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

9.4 out of 10, Exceptional, (3)
"Good stay. "
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (47)
"Nice property with 3 bedrooms & a fenced in back yard. Great communication with owner. "
The price is CA $230
CA $510 total
includes taxes & fees
Mar 31 - Apr 1
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Interior

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
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (21)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is CA $204
CA $437 total
includes taxes & fees
Mar 5 - Mar 6
LUXE 3 BR, 2 BA + Hot Tub
Spacious 5-bedroom house with movie room, game room and more!
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (73)
"Our party came to town to visit relatives during Christmas holidays. The house was in good working order and met our needs. Beds were comfortable with easy check- in/ check- out."
Furnished Private home in Aurora sleeps 9 guests
Cozy 5-bedroom with lake views and spacious deck
Outdoor dining

Cozy 5-bedroom with lake views and spacious deck

10.0 out of 10, Exceptional, (8)
"This was our 2nd year in a row staying here. Everything was great yet again. I highly recommend this house for anyone staying in the area."
Cozy 5-bedroom with lake views and spacious deck
Cozy 3-bedroom house in family-oriented Melrose Park.
Interior

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

10.0 out of 10, Exceptional, (4)
"This is a great place and very pet friendly. Only negatives were lack of hashtags (only one in the home), no hair dryer when it advertised it had one, and no TV in any of the bedrooms. The home was clean, spacious, fireplace and hot tub are a great bonus."
Cozy 3-bedroom house in family-oriented Melrose Park.
Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
Shower, jetted tub, hair dryer, towels

Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

10.0 out of 10, Exceptional, (2)
"This was an amazing weekend. The home was absolutely beautiful! Loved the history of the neighborhood and home. Such a very walkable location to some amazing restaurants!Tobi was very responsive and helpful! Thanks for a very memorable weekend!"
The price is CA $513
CA $640 total
includes taxes & fees
Mar 5 - Mar 6
Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago
Fridge, microwave, stovetop, dishwasher

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

8.2 out of 10, Very good, (20)
"We really love the home and the setup."
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago
Full Luxurious Modern House Near Chicago
Private kitchen

Full Luxurious Modern House Near Chicago

3.4 out of 10, (6)
"I stayed in this home for two nights. It was cold as ever. The heat did not work at all, no matter how high I turned it up and I couldn’t even heat up my food in the microwave because that didn’t work either. My food was not getting warm no matter how long I put it on in the microwave me and my company was cold For both nights."
Full Luxurious Modern House Near Chicago
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
3 bedrooms, desk, iron/ironing board, internet

8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!

5.4 out of 10, (3)
"We really enjoyed our stay here. It's a great area - walking distance to several great restaurant options! Our only frustrations were the lack of toilet paper (2 rolls for 5 people staying for 5 days) and lack of supplies for the oven (cookware only available for stovetop). Other than that, I'd highly recommend staying here. "
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover
House, 4 Bedrooms | Private kitchen

Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover

3.0 star property
Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover
Beautiful Modern Historic Greystone - Near Lake Michigan- Free Parking
Fridge, microwave, oven, stovetop

Beautiful Modern Historic Greystone - Near Lake Michigan- Free Parking

6.4 out of 10, (5)
"Great property in a quiet neighborhood. Not far from downtown and other tourist attractions. 10/10 would recommend. "
Beautiful Modern Historic Greystone - Near Lake Michigan- Free Parking
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 property types in Equestrian Estates

Comfort Inn Chicago Wind Creek Casino
Comfort Double Room

Comfort Inn Chicago Wind Creek Casino

2.5 star property
4.0 out of 10, (5)
"HVAC did not work, no microwave no refrigerator. Only one sheet on bed Had to provide a security deposit not mentioned on reservation did not provide breakfast broken glass door on side of hotel Very noisy "
The price is CA $129
CA $146 total
includes taxes & fees
Apr 4 - Apr 5
Comfort Inn Chicago Wind Creek Casino
Chic Suite/Mins to L Train /Laundry/Free Parking
Miscellaneous

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

9.6 out of 10, Exceptional, (36)
"I texted the host a question and he almost immediately got back to me and talked me through the entire check-in process, and he didn’t hang up until he was sure we were able to get in! This was my first out-of-state trip with my boyfriend, so it was an enormous relief to have such a dedicated host to help us out! Additionally, the interior was tidy and very pleasantly decorated!"
Chic Suite/Mins to L Train /Laundry/Free Parking
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center
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.