Westchester Cabin Rentals

House
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like-icon10.0
Exceptional
(21 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $267/Night 7 Nights - US $1,872
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House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 12 Guests 1840.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $358/Night 7 Nights - US $2,504
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Hotel
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like-icon9.0
Exceptional
(1005 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $175/Night 7 Nights - US $1,228
House
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 1 Bath 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $425/Night 7 Nights - US $2,977
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $244/Night 7 Nights - US $1,708
Condo
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $212/Night 7 Nights - US $1,483
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House
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3 Bedrooms 2 Baths 6 Guests 1603.82 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $444/Night 7 Nights - US $3,108
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $303/Night 7 Nights - US $2,122
House
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5 Bedrooms 2 Baths 14 Guests 2195.84 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $754/Night 7 Nights - US $5,279
Condo
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like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $211/Night 7 Nights - US $1,475
House
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4 Bedrooms 2 Baths 10 Guests 2249.66 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $471/Night 7 Nights - US $3,295
Apartment
Map-icon
like-icon8.0
Excellent
(6 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $136/Night 7 Nights - US $949

Discover & compare premier experiences around Chicago

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Westchester Cabin Rentals?

What makes our Cabin Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Westchester

Booking Steps

01

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Use our filters to find the right property that fits your needs.
02

Select a Rental

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03

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Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Other Places to Stay in Westchester, IL

Fresh Meadow Golf Club

Westchester Cabin Rentals Frequently Asked Questions

2. How many Cabins are available in Westchester?

Currently, the total number of properties listed by RBO in 2026 is over 112 in the Westchester area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Westchester. 

More Rentals You May Like Near Westchester

House
Map-icon
1 Bedroom 3 Baths 10 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
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US $222/Night 7 Nights - US $1,554
Apartment
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Bedrooms 1 Bath 8 Guests
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US $459/Night 7 Nights - US $3,214
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US $498/Night 7 Nights - US $3,485
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House
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2 Bedrooms 3 Baths 7 Guests
  • Fireplace/Heating
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US $427/Night 7 Nights - US $2,990
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1 Bedroom 2 Baths 8 Guests
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US $412/Night 7 Nights - US $2,882
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2 Bedrooms 2 Baths 4 Guests
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US $402/Night 7 Nights - US $2,817
House
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2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
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More amenities
US $301/Night 7 Nights - US $2,106
New
Apartment
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
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US $266/Night 7 Nights - US $1,865
House
Map-icon
1 Bedroom 1 Bath 2 Guests 650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $213/Night 7 Nights - US $1,492
Condo
Map-icon
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $211/Night 7 Nights - US $1,474
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 3 Baths 12 Guests 2400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $584/Night 7 Nights - US $4,087
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $589/Night 7 Nights - US $4,124