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Top Holiday Rentals in Westchester

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 448 reviews
"Great location and the view was fabulous! We had a very comfortable stay. Communication was excellent."
The price is ₹13,476
per night
1 Jul - 2 Jul
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, 100 reviews
"Perfect for a quick night at the United Center"
The price is ₹10,814
per night
2 Jul - 3 Jul
Sonder Market Hall
Sonder South Wabash
Interior
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 319 reviews
"Comfortable to stay"
The price is ₹13,030
per night
2 Jul - 3 Jul
Sonder South Wabash
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, 259 reviews
"The location is great and the room is fully equipped with the useful home appliances like dish washer, laundry and dryer. It’s very helpful for the long stay travelers."
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, 219 reviews
"I found out that the problem is more me - i am just not a fan of central Chicago - too much traffic-sirens etc., Otherwise the hotel and amenities were fine. "
The price is ₹20,307
per night
30 Jun - 1 Jul
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, 135 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 ₹9,367
per night
14 Jul - 15 Jul
Found Chicago powered by Sonder
Sonder The Burnham
Studio, 1 King Bed | Individually decorated, individually furnished, free cots/infant beds
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, 80 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 ₹17,901
per night
11 Jul - 12 Jul
Sonder The Burnham
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, 38 reviews
"Amazing place! A home away from home. Modern and well appointed. Had a maintenance issue that was dealt with professionally and promptly l, with great communication and follow up. Highly recommended a stay here"
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, 191 reviews
"Very nice property "
The price is ₹7,528
per night
23 Jun - 24 Jun
WoodSpring Suites Chicago Addison
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, 70 reviews
"Very nice "
Kasa River North Chicago
Sonder Jewelers Row
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, 112 reviews
"Loved it "
The price is ₹16,703
per night
7 Jul - 8 Jul
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, 167 reviews
"Great property, great apartment, very quite. Apartment was clean and well stocked. Issue was balcony is completely ignored, weather was beautiful and I would have liked to sit out there and enjoy but it was covered in spider webs and spiders. No TV in the bedroom so for me that was a bummer because I watch TV when I go to bed. Overall it was great and very comfortable, would stay 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, 69 reviews
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is ₹11,803
per night
15 Jul - 16 Jul
Sonder The Plymouth
Sonder The Opal
Full-sized 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 ₹24,166
per night
2 Jul - 3 Jul
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 ₹17,901
per night
2 Jul - 3 Jul
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 ₹9,856
per night
26 Jun - 27 Jun
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, 7,040 reviews
"Loved how it still holding its original character"
The price is ₹11,383
per night
3 Jul - 4 Jul
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, 2,419 reviews
"The location was fantastic. The hotel did not appear to be ready for the crowds of the week, as there were long lines at the front desk, elevators and during breakfast & managers hour. Nice property and the staff was very kind & helpful."
The price is ₹15,994
per night
27 Jun - 28 Jun
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, 2,978 reviews
"Been here three times in the last year ! Great location, staff is great "
The price is ₹12,635
per night
30 Jun - 1 Jul
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.

Holiday Rentals in Westchester

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

  • View our selection of featured holiday rentals in Westchester
  • Use the map to find apartments and other holiday homes in the Westchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westchester while they last

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

Frequently asked questions

Can I find holiday rentals in Westchester?

Yes, there are holiday rentals close to the most popular sights in Westchester, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals are there in Westchester?

Expedia has 5 holiday 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 favourite places to visit such as Wrigley Field and Navy Pier in the wider area.

What are holiday rentals like in Westchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westchester. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.

Recent reviews of Westchester properties
Expedia verified reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

5/5 Excellent
"I had a great stay at Eurostars with convenient valet parking. It was near some really good restaurants and the staff was great!"
A verified traveller stayed at Eurostars Magnificent Mile
Posted 1 day ago
Eurostars Magnificent Mile