Westchester Holiday Rentals - Holiday Homes in Westchester

Q: 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.

Q: How many holiday rentals are there in Westchester?

Expedia has 5 holiday rentals for your stay in Westchester.

Q: 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 Soldier Field in the wider area.

Q: 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.

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Our top choices for Westchester holiday rentals

A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

1. Kasa Lake Shore Chicago

Downtown Chicago

Felipe

RM1,023 total

includes taxes & fees

4 Nov - 5 Nov

A modern building with the name 'SENIORAL' prominently displayed on the facade.

2. Sentral Michigan Avenue

Downtown Chicago

Rosa

RM647 total

includes taxes & fees

22 Nov - 23 Nov

A spacious lobby with a high ceiling, a reception desk, comfortable seating, and a large stained glass window.

3. The Gem Museum Suites

Downtown Evanston

Archita

RM933 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

4. Classic Forest Park Foursquare < 1 Mi to Blue Line

Forest Park

RM1,936 total

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

5. Wrigleyville Suites

Lakeview

Diana

RM713 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a large island, bar stools, and a city view.

6. Level Chicago – Old Town

Downtown Chicago

Robert Edward

RM1,005 total

includes taxes & fees

2 Nov - 3 Nov

A building with a white exterior and a tree with white blossoms in front.

7. Historic Oak Park Residence

Oak Park

Ann-Marie

A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

8. Historic Oak Park Home

Oak Park

Janette

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Top Westchester Hotel Reviews

The Wade

10/10 Excellent

"Great stay"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Stayed at Royal Sonos downtown Chicago with my son to celebrate my birthday . Excellent property, is under statement! The rooms are spacious and clean. The lobby was not only clean. It smelled so good as you walk in. Excellent location ! walking distance to everything . I was upgrade to the Riverview room . The view was exceptional !Everybody that worked there was extremely friendly and kind. We received A+ hospitality. Thank you for making my birthday so special!"

Find out more about 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 Soldier Field 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.

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