Holiday Rentals Westchester from ₹12,722: Find Short-Term Rentals & Holiday Accommodations

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 waterfront promenade with high-rise buildings, a sandy beach, and a pedestrian walkway.

1. Kasa Lake Shore Chicago

Downtown Chicago

Jair

₹20,131 total

includes taxes & fees

25 Nov - 26 Nov

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

2. Sentral Michigan Avenue

Downtown Chicago

Jeff

₹21,029 total

includes taxes & fees

14 Dec - 15 Dec

A two-story house with a brick exterior, a sloped roof, and a front porch.

3. At Home in Oak Park

Oak Park

Melissa

A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

4. The Gem Museum Suites

Downtown Evanston

Ernest

₹21,452 total

includes taxes & fees

9 Dec - 10 Dec

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

Francisco

₹12,722 total

includes taxes & fees

18 Nov - 19 Nov

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

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

Forest Park

₹44,488 total

includes taxes & fees

7 Dec - 8 Dec

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

7. Level Chicago – Old Town

Downtown Chicago

Robert Edward

₹21,198 total

includes taxes & fees

22 Nov - 23 Nov

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

₹33,504 total

includes taxes & fees

16 Nov - 17 Nov

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

9. Historic Oak Park Residence

Oak Park

Ann-Marie

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Top Westchester Hotel Reviews

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Room w/super small and no little fridge."

L7 Chicago by LOTTE

8/10 Good

"We chose a room with a river view. It was magnificent. The staff were pleasant and helpful enough. In particular the door person, Christy, was very friendly and helpful ( Thank you). Our room was clean and spacious and we really liked the big shower. We checked out the restaurant at the bar for happy hour which was quite good. They do give a discount for guests. If you go for breakfast, make sure you have a bit of extra time, as the kitchen was a bit slow and the bacon and potatoes were a bit overcooked to our liking. Other than that I it was a great time. It’s well situated that we were able to walk to most places. We Andy’s and the Green Milll (cash only venue)for music, Second City comedy club, hockey and the Art Institute to round out our four day trip."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"When I checked in Alexsia greeted me warmly, she thanked me for being a VIP with Expedia and told me the benefits—no one has ever done that before. She welcomed me back and made me feel valued. The room I was upgraded to was so nice. The rooms are always clean, quiet and functional. The beds are comfortable and I sleep well in this hotel. The restaurant is always amazing and consistent. Thank you Alexsia for another great visit!"

Find out more about Westchester

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 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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