House vacation rentals in Westchester

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Westchester house rentals

House rentals with a pool

Top guest favorite
A spacious living room is highlighted by a stone fireplace, providing a cozy focal point. A gray sofa is positioned across from a glass coffee table, with a large area rug beneath. Light wood flooring is complemented by neutral-toned walls and soft gray curtains.
Home in Schererville
4.95 out of 5 average rating, 57 reviews

Cozy house in Schererville

AlishaRating, 5 stars2 weeks ago
Kate's house was cute, comfortable and the beds were fantastic. Also, we loved all the beautiful rose bushes...great landscaping! Definitely recommend!
Superhost
A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.
Home in Des Plaines
5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

HannahRating, 5 stars1 month ago
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!
Guest favorite
A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.
Home in Bloomingdale
4.92 out of 5 average rating, 52 reviews

Now Open: Heated Pool with Entire House

AmyRating, 5 stars2 days ago
Really great place to stay, super responsive host! The pool was pretty great and so was the hot tub! Great location too, lots of stores, restaurants around, and parks like the Busse Woods (it’s huge and lots of walking paths)!
Guest favorite
A spacious backyard is illuminated by soft evening light, showcasing a lush green lawn framed by well-maintained gardens. Multiple seating areas are visible, including a hammock, lounge chairs, and patio furniture. A large tree offers shade, while a pool is partially seen beyond the greenery.
Home in Schaumburg
4.93 out of 5 average rating, 28 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

AshleaRating, 5 starstoday
Beautiful Airbnb. Had everything we needed and more. Appreciated the special touches. Host tried to think of everything a guest might need. The beds were VERY comfortable, all of them. The place was clean and the backyard is amazing. We had a great time with family and spent a lot of time in the backyard. Would stay again.
Guest favorite
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. An island with bar seating is positioned in the foreground, while a spacious archway leads to an elegantly designed hallway featuring artwork and natural light.
Home in Plainfield
4.94 out of 5 average rating, 78 reviews

Unique Spanish style Home (w/inground pool)

ElizabethRating, 5 stars1 month ago
We had a great stay! We celebrated my daughter’s birthday here with a couple of her friends and everyone loved the house. All the rooms were clean and beds were comfortable. Hosts responded quickly and were accommodating.
Guest favorite
A fenced-in backyard features a landscaped yard with well-maintained grass surrounding a heated in-ground pool. The pool area includes a comfortable covered patio, providing shade with ample space for relaxation. Lush green trees and shrubs create a serene atmosphere.
Home in Crystal Lake
5 out of 5 average rating, 7 reviews

In Ground Pool, Full Ranch Home

ErinRating, 5 stars5 days ago
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!
Guest favorite
A serene pool area features a heated in-ground pool surrounded by lush greenery. Lounge chairs with red umbrellas provide shaded seating. Colorful flowers and tropical plants enhance the peaceful outdoor setting, creating an inviting place for relaxation.
Home in Miller
4.93 out of 5 average rating, 138 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

TerriRating, 5 stars3 days ago
We had a lovely stay at The Lodge. My grandchildren enjoyed the yard and the pool. The adults enjoyed the areas around the pool so we could relax and keep an eye on the children. My children enjoyed taking the train into Chicago to go sight seeing, They spent a couple days at The Dunes and enjoyed the hiking.
Guest favorite
Home in Carol Stream
4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

CarmenRating, 5 stars8 months ago
Beautiful house very clean and comfortable. We'll be back very soon

Weekly house rentals

Guest favorite
A spacious living area features two gray sofas and an ottoman, arranged on a light-colored rug. Large windows offer views of the river and allow natural light to fill the space. A dining table is situated nearby, enhancing the inviting layout.
Home in Elgin
4.9 out of 5 average rating, 80 reviews

Little house on the river

CharlotteRating, 5 stars2 days ago
Beautiful setting close to everything I needed to do. Quiet and peaceful Everything promised and pictured was accurate. I would highly recommend this Airbnb. Loved being on the Fox River with the geese, ducks, squirrels and rabbits.
Top guest favorite
A game room features a felt-covered pool table, foosball table, and air hockey table against a backdrop of a beach scene mural. Orange-painted walls enhance the lively atmosphere. Several gray chairs are arranged neatly along one side of the room, providing ample seating.
Home in Elmhurst
5 out of 5 average rating, 57 reviews

Big Family Home, 4King Beds, Sleep22, Safe area

CedricRating, 5 stars6 days ago
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.
Superhost
An inviting living space features warm wooden ceilings and a polished table set for dining. Comfortable seating options are arranged around a media area with a television in view. Large windows allow natural light to brighten the room, enhancing the cozy atmosphere.
Home in Melrose Park
4.92 out of 5 average rating, 12 reviews

A ranch home within the outskirts of Chicago

Seung IlRating, 5 stars1 month ago
Juan was very kind and responsive on requests. Place was big enough to relax and comfortable stay
Guest favorite
A modern dining area is presented with a dark wooden table set for meals, featuring plates and wine glasses. A large TV mounted on the wall displays streaming options. A stylish kitchen in the background includes stainless steel appliances and bright cabinetry.
Home in Villa Park
4.92 out of 5 average rating, 50 reviews

Villa Park Getaway – Cozy 3BR Retreat Near Chicago

JunaidRating, 5 stars1 week ago
The rental was awesome!! It had all the features listed and everything was just as described. I really enjoyed my stay - comfortable, clean, and a great experience overall. Would definitely recommend!!
Guest favorite
A spacious dining area is highlighted by a large wooden table surrounded by light-colored upholstered chairs. The walls are painted a calming blue, complemented by large windows that allow natural light to fill the room. Elegant curtains frame the windows, adding a touch of softness.
Home in Brookfield
4.93 out of 5 average rating, 28 reviews

Bliss in Brookfield- 5BR, 3BA

TaiquitiaRating, 5 stars2 months ago
My stay was wonderful everything was nice. Communication was outstanding.
Guest favorite
A modern dining area features a large marble table set with plates and utensils, surrounded by upholstered chairs. Pendant lights illuminate the space, highlighting the sleek kitchen in the background, equipped with stainless steel appliances and white cabinetry.
Home in Burbank
4.83 out of 5 average rating, 23 reviews

Cozy getaway in the city.

CynthiaRating, 5 stars2 weeks ago
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.
Superhost
A comfortable seating area is presented with a light grey sectional sofa, featuring colorful throw pillows. A soft blanket is draped over the armrest. Natural light enters through a window, and the space is complemented by warm wooden paneling along the walls.
Home in Oak Park
4.75 out of 5 average rating, 24 reviews

Private Suite Quiet Safe OakPark

CindiaRating, 5 stars2 months ago
It’s a nice, quiet neighborhood. Definitely felt safe. The space was clean and comfortable. Perfect for a one night stay in Chicago.
Guest favorite
A modern dining area features a large dark wood table surrounded by six light-colored upholstered chairs. A decorative vase holds arranged dried foliage at the center. An accent wall of vertical wooden slats complements a black wall adorned with a circular wall art and a round mirror.
Home in Franklin Park
5 out of 5 average rating, 26 reviews

Near O'Hare: 2xKING, 2xQUEEN

JackRating, 5 stars2 weeks ago
We stayed at Bart’s place for a weekend family trip. Rooms were spacious and able to comfortably accommodate our needs with elderly parents and young children (infant and toddler). It is a convenient location for the suburbs, but can be a long time (~45min) into the city with traffic. Bart was always available and proactive with communication.

Private house rentals

Top guest favorite
A spacious living area features a large sectional sofa arranged around a circular coffee table. A television is positioned on a media stand, and natural light enhances the room through a large arched window, complemented by decorative plants and neutral-colored accents.
Home in Elmhurst
4.93 out of 5 average rating, 30 reviews

Premier 5BR/3BA Modern Retreat with King Suite!

JanaeRating, 5 stars1 week ago
Beautiful home, Tammy was very proactive and checked in to make sure everything was great.
Superhost
The exterior of a multi-story brick home is presented, featuring a distinctive rounded entrance. The facade showcases elegant architectural details and decorative trim, while landscaped greenery surrounds the property. A pathway leads to the front door, flanked by well-maintained shrubs and seasonal foliage.
Home in Berwyn
4.91 out of 5 average rating, 33 reviews

European Custom Built Home

EmilyRating, 5 stars2 months ago
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.
Superhost
A modern living area features large windows providing ample natural light and stunning city views. A round coffee table is set in the center, surrounded by a sectional sofa with soft cushions. Additionally, a workspace is visible, equipped with a desk and ergonomic chair.
Home in Oak Park
4.78 out of 5 average rating, 87 reviews

Rooftop Access with Views and Gym - LCP Collection

CynthiaRating, 5 stars3 weeks ago
Great place in a great location. Would definitely book again!
Superhost
A cozy living room features a pair of dark blue sofas and a coffee table centrally positioned on a patterned area rug. Natural light enters through a window with sheer curtains, while a potted plant adds a touch of greenery. Dark curtains frame the window.
Home in Brookfield
4.88 out of 5 average rating, 56 reviews

Boutique Charmer Brookfield/La Grange

VesnaRating, 5 stars1 month ago
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.
Superhost
A dining area is shown featuring a wooden table set for four with woven placemats. Brown leather chairs complement the modern aesthetic. A ceiling fan hangs above, and a mounted television is visible on the wall. Light enters through the windows, illuminating the space.
Home in Maywood
4.91 out of 5 average rating, 11 reviews

Charming Home Close to Loyola, Zoo & Chicagoland

ElhamRating, 5 stars3 weeks ago
Easy to find and enough to fit 3 people despite one bathroom. The house was clean and the instructions were very clear. Highly recommend for a quick trip to Chicago.
Guest favorite
A wooden dock extends into the calm water, framed by lush greenery and trees. Two metal chairs sit on the dock, offering a serene spot to enjoy the lake views.
Home in Downers Grove
4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

AnnaRating, 5 stars1 week ago
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!
Superhost
The living area features a teal sofa and a mustard yellow armchair arranged around a glass coffee table. A small plant decorates the table, while light enters through a window adorned with greenery. A wall display adds a touch of color to the space.
Home in Cicero
4.79 out of 5 average rating, 193 reviews

Spacious whole apt near shopping and city

CassieRating, 5 stars2 weeks ago
Host was very nice and helpful with our questions, nice neighborhood some noise but nothing too extreme & house was clean.
Top guest favorite
An open concept living area features a mix of leather seating and movable chairs arranged around a central coffee table. The space transitions smoothly into a dining area and modern kitchen, with natural light provided by multiple windows.
Home in Addison
4.93 out of 5 average rating, 15 reviews

Home in Unincorporated Addison Family&Pet Friendly

AlexRating, 5 stars1 week ago
Would definitely stay there again!

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Westchester
  6. House rentals