
House vacation rentals in Westchester
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Top-rated house rentals in Westchester
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Vacation rentals for every style
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Popular amenities for Westchester house rentals
House rentals with a pool

Cozy house in Schererville
Very well thought through place for every detail, with a mix of 70s wood style and some higher tech upgrades like the main bathroom mirror with light and anti fog, or sensor lights. Kate was very responsive and accommodating for the 1 baby & 1 toddler we asked for. The place was stocked with all necessary items especially in the kitchen with appliances and cutlery, coffee, tea. There were 2 hairdryers, nice shampoo and conditioner, shower gel.

Rosemont 4BD2BA house with Pool
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Now Open: Heated Pool with Entire House
Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.

Paradiso Vacation
Everything looked exactly like the pictures. So much to do at the house that we wished we would have stayed an extra day or two. Lots of space for our group of 7.

Schaumburg Oasis:Private Pool & Enchanted Garden
They were a fantastic host, very responsive to every question and anything we needed. The location is quiet and amazing, great place to relax and enjoy time. love the pool! Will definitely stay again. 100% recommend!

Beautiful Spanish style Home (w/inground pool)
Stayed here the night before my wedding with my siblings who stayed the night of the wedding. We hosted our getting ready portion here for the morning of the wedding and Olinka and Daniel were gracious enough to allow us to stay in their beautiful home. Made for gorgeous pictures and a comfortable stay both nights. Thank you!!

In Ground Pool, Full Ranch Home
My friend and I booked with Patrick because it was an easy place to find in between where we live. It was also important that it was pet friendly because I had my 2 dachshunds and she had her German shepherd mix with a toddler. Kiddo enjoyed the pool, and the doggos loved the yard. We all felt at home!

Bayless Dune Lodge at West Beach - Indiana Dunes!
We had a great weekend getaway from Chicago and it was less than an hour (without traffic) away! Peaceful, quiet, near the beach. Cullen was an awesome host!
Weekly house rentals

Little house on the river
Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.

King-size beds ! All the luxeries of home!
This property is great -- nice quiet neighborhood close to town. It is a comfortable home that looks brand new. Ami is a great host. Very responsive and easy to communicate with. I had a medical issue come up during my short stay and was able to easily and quickly extend my stay. Everything about my stay in this Airbnb was more than perfect and I highly recommend it to anyone looking for a place to stay here.

Big Family Home, 4King Beds, Sleep22, Safe area
I would definitely use this home again. The host, Syed, is very easy to communicate with and is quick to respond to any questions you may have. The place was cozy and relaxing for everyone. The basement was a hit with all the games and the beds are so very comfortable. The rooms do appear larger on the pictures, however, the place was well able to accommodate all of the guest. (18 people) Concerns would be to have enough bath/face towels for everyone especially if you are staying a few days. There is a laundry room though with a wonderful washer and dryer! Also, be prepared for ants. Maybe because of the season! Overall, I enjoyed my time there and would recommend it to others.

A ranch home within the outskirts of Chicago
Juan was very kind and responsive on requests. Place was big enough to relax and comfortable stay

27min2City-Fun~SLP10-15~Large patio w/dining~BBQ
The stay was great. My kids absolutely loved the ample space and the proximity to downtown Chicago.

Bliss in Brookfield- 5BR, 3BA
My stay was wonderful everything was nice. Communication was outstanding.

Cozy getaway in the city.
Juan was not only a great communicator but his home was beautiful and centrally located. If ever in the Chicago/Burbank area would definitely love to rent.

Cute & Cozy Lisle, IL House Near the Best Areas
Was clean and with in distance of everything we had planned , easy to find, quiet location and responsive hosts
Private house rentals

European Custom Built Home
House is vast, clean, and absolutely beautiful inside and out. Easy to get with a car or local transit and a short walk. Pictures don't do the house justice it has lovely historical features and more room than it seems between the three floors (ground floor, basement and upstairs). With two usable balconies and a patio backyard there is more enough space to entertain a small group outside.

Spacious Designer Oasis: Game Room - Yard - Garage
Rameez was an amazing host! Making the experience even more enjoyable with his quick responses & fast accommodations. The home is more spacious than it looks in the photos and it truly exceeded my expectations. I had a great stay for my birthday!

Enamored in Elmhurst
Great place, clean house, beautiful neighborhood. Mark was very accommodating and easy to communicate with. Highly recommend this place as a stay!

Boutique Charmer Brookfield/La Grange
This house was on perfect location for us. Easy to walk to La Grange stores and restaurants, and also easy walk to Skadarliya where we attended an event. Quiet neighborhood with sidewalks. Nice fenced backyard. Weather wasn’t the best during our stay but backyard was protected from wind so we were able to spend a little time there. Our host was easy to reach couple times we needed her. Nothing big, just the app that should unlock doors was misbehaving for me, but once reinstalled it was so easy to use and easy to lock and unlock the door. Hair dryer died and Jolean delivered new one in few minutes. House had everything we needed. We will stay here again.

Lakefront View Getaway Home! Hot tub! Kayak!
Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!

Modern Victorian Charm | A+ Location in OP
Great place to stay while visiting family! Very kid friendly and baby items provided too! Loved this home away from home!

Luxury Stay Near Six Flags & Navy Graduation
We had a fantastic stay! James was extremely attentive and accommodating, communication was seamless from start to finish. The location was ideal for our family, just minutes from Six Flags, which made our trip so convenient. The house itself was incredibly spacious, giving everyone room to relax without feeling crowded. We especially appreciated waking up to the peaceful sound of birds chirping each morning, such a nice touch of nature. Every living area had its own TV, which made downtime easy for everyone, and the ping pong table added a fun extra activity for the family. The home was spotless upon arrival, very clean and well kept. You can tell the host takes pride in maintaining the property. Highly recommend staying here if you're visiting the area!

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~
Such a BEAUTIFUL home ! The place is amazing and very clean. We really enjoyed our stay, the backyard is huge to let dogs walk around. The neighborhood is quiet and really nice ! Paul is very responsive and friendly! 10 out of 10 !
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Moraine Hills State Park