Westchester Vacation Rentals

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Vacation Rentals in Westchester

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 429 reviews
"Nice place very nice front desk"
The price is ₩232,285
per night
Jul 3 - Jul 4
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.4 out of 10, Very Good, 94 reviews
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is ₩112,538
per night
Jun 30 - Jul 1
Sonder Market Hall
Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 312 reviews
"Pretty nice but the outlet and few other items not functioning "
The price is ₩258,614
per night
Jul 2 - Jul 3
Sonder South Wabash
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Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, 250 reviews
"Had some difficulty finding a USB charging port. It was located under the kitchen counter-top."
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, 214 reviews
"The staff here is amazing and so helpful. Loved my stay here. "
The price is ₩332,901
per night
Jul 2 - Jul 3
Level Chicago – Old Town
Found Chicago powered by Sonder
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, 132 reviews
"I loved my stay at Found Chicago! The logistical communication was easy to understand and implement, and I liked that it was contactless. It was nice to use my PIN code for room entrance instead of keeping track of a key. The WiFi was sufficient for remote meetings on my laptop. And all of the amenities (lobby access, luggage locker, and printer) were convenient and easy to use. I highly recommend this hotel, and I'll plan to stay here again. "
The price is ₩228,085
per night
Jul 1 - Jul 2
Found Chicago powered by Sonder
Sonder The Burnham
Studio, 1 King Bed | Individually decorated, individually furnished, free cribs/infant beds
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, 78 reviews
"I like the hotel, I did not realize there was no cleaning services or fresh towels. After 4 days the room needed some freshing and clean wash rags and towels. There was a washing machine but doing laundry on vacation is not for me."
The price is ₩334,781
per night
Jul 7 - Jul 8
Sonder The Burnham
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, 34 reviews
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, 188 reviews
"Very nice property "
The price is ₩122,889
per night
Jun 9 - Jun 10
WoodSpring Suites Chicago Addison
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, 68 reviews
"The building was clean and attractive. Security on site. Breakfast options close by. All the best sites walking distance. Units was amazing. Kasa very engaged and accessible. River Walk, boat excursions etc. Tours etc. Right there. Rooftop pool and all amenities on site wow!"
The price is ₩485,412
per night
Jun 12 - Jun 13
Kasa River North Chicago
Sonder Jewelers Row
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very Good, 107 reviews
"Loved it "
The price is ₩261,058
per night
Jul 7 - Jul 8
Sonder Jewelers Row
Kasa South Loop Chicago
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, 162 reviews
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Sonder The Plymouth
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very Good, 68 reviews
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is ₩298,147
per night
Jul 2 - Jul 3
Sonder The Plymouth
Sonder The Opal
Full-size fridge, oven, stovetop, dishwasher
Sonder The Opal
3.5 star property
8.2 out of 10, Very Good, 15 reviews
"I like that was contactless and easy to access. "
The price is ₩318,563
per night
Jul 1 - Jul 2
Sonder The Opal
Sonder Greektown
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, 29 reviews
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is ₩324,899
per night
Jul 2 - Jul 3
Sonder Greektown
Ground Floor Studios in Chicago by 747 Lofts
Exterior
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, 8 reviews
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is ₩148,583
per night
Jun 12 - Jun 13
Ground Floor Studios in Chicago by 747 Lofts
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See all available properties in Westchester
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.

Other types of properties in Westchester you may be interested in

Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, 6,869 reviews
"Nice place."
The price is ₩202,952
per night
Jun 17 - Jun 18
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Lobby
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.0 out of 10, Very Good, 2,374 reviews
"Very good location "
The price is ₩274,564
per night
Jun 16 - Jun 17
Embassy Suites by Hilton Chicago Downtown River North
River Hotel
View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, 2,961 reviews
"Excellent property "
The price is ₩221,838
per night
Jul 7 - Jul 8
River Hotel
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.

Search for Vacation rentals in Westchester on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Westchester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Westchester!

Frequently asked questions

Can I find vacation rentals in Westchester?

Yes, you can find vacation rentals close to popular points of interest in Westchester, or you can select a secluded option if you want a relaxing place to stay. The shops and restaurants are several reasons why visitors like Westchester. Make sure you have time to check out the basketball games while you're in the area.

How many vacation rentals are there in Westchester?

Expedia has 5 vacation rentals for your stay in Westchester.

What can I see and do in Westchester?

Explore the area and family-friendly sights such as Galloping Ghost, or get out into nature at a spot like Millennium Park. You’ll find favorite places to visit like Wrigley Field and Navy Pier in the larger area.

What are vacation rentals like in Westchester?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Westchester. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

Recent reviews of Westchester properties
Expedia verified reviews

InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

5/5 Excellent
More than a hotel
"Best place to stay in Chicago. This hotel is in the perfect location. The rooms were clean and comfortable beds. The vintage pool was very unique and refreshing. The hotel building is historical (1929) and has its own story and hidden architecture. The most helpful guide in Chicago was the doorman/valet standing out front. Trust me, it’s a little more expensive for a reason and definitely worth it."
A verified traveler stayed at InterContinental Chicago Magnificent Mile, an IHG Hotel
Posted 7 hours ago
InterContinental Chicago Magnificent Mile, an IHG Hotel