Westchester Accommodations
1200 ft²
8 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $398/Night
For 7 Nights US $2,787
2002.09 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $319/Night
For 7 Nights US $2,233
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $304/Night
For 7 Nights US $2,125
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $256/Night
For 7 Nights US $1,795
3401.4 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Parking
US $406/Night
For 7 Nights US $2,840
825 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $299/Night
For 7 Nights US $2,094
1496.18 ft²
6 Guests
2 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $164/Night
For 7 Nights US $1,148
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $243/Night
For 7 Nights US $1,701
3003.13 ft²
16 Guests
6 Bedrooms
3 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
US $244/Night
For 7 Nights US $1,708
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $322/Night
For 7 Nights US $2,254
1345.49 ft²
9 Guests
3 Bedrooms
2 Bathrooms
House
- Oceanfront
- Ocean View
- View
US $336/Night
For 7 Nights US $2,352
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- View
US $342/Night
For 7 Nights US $2,397
Why Choose Rent By Owner for your Westchester Accommodations?
What makes our Accommodations special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Westchester
How to Book Your Westchester Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Westchester
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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, IN
Porter
Bailly Homestead - American Indians and Fur Traders
Indiana Dunes Visitor Center
Chellberg Farm
Burns Harbor
Lustron House
Indiana Dunes National Park
Indiana Dunes State Park
Chesterton
Dune Acres
Dune Acres Beach
Porter Beach
Frequently Asked Questions about Westchester Accommodations
1. What are the top Accommodations in Westchester?
There are a lot of options in Westchester. If you plan on staying in the Westchester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in Westchester:
- Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
- Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
- Spring House Inn
- Chesterton Charmer: 2 Units in 1
- Wooded beach retreat for artists, writers, and sun seekers.
- Moody Modern Dunes Hot Tub Beach and Trails
- Moody Modern Dunes Hot Tub Beach and Trails
- Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm
- Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach
- Woodsy Retreat w/River Near Dunes - ADA Friendly
2. How many Accommodations are available in Westchester?
Currently, the total number of properties listed by RBO in 2026 is over 40 in the Westchester area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Westchester.
More Rentals You May Like Near Westchester
1194.79 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
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1800 ft²
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- Fireplace/Heating
- Ocean View
- Balcony/Terrace
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6 Guests
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2000 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $414/Night
For 7 Nights US $2,895
6 Guests
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1354 ft²
9 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
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- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $327/Night
For 7 Nights US $2,291
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- Fireplace/Heating
- Balcony/Terrace
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For 7 Nights US $2,430
4 Guests
3 Bedrooms
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Family Friendly
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- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
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