
Vacation rentals in Westchester
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Westchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Westchester vacation rentals
Other great vacation rentals in Westchester

Luxurious house with pool and recreational areas.
Beautiful Home! Host was very responsive and we truly enjoyed our stay. Pool had a gate which was not in pictures but we truly appreciated this feature when traveling with little ones! Clean, private, peacful, everything you need for a little vacay !

Key Biscayne Beach Vacation #1
Lucia’s place on Key Biscayne is top notch and she was a very helpful host. It’s walkable to the great restaurants and bakeries on Key Biscayne. We loved the pool immediately in front of our building. We also enjoyed the Ocean pool with restaurant. The kids loved the walking path to the beach. The beach has umbrellas and chairs. The Apartment is large and has all the amenities you need to relax after a long day in the sun. We cooked a few meals and kitchen had everything we needed. And no need to rent a car - the island is small and they provide FreeBee - golf cart shuttles. I’ve stayed in nearly every building on the Key and this checked all the boxes for a family that loves KB. We will definitely be back.

Beautiful Home W/ Lake View in Kendall West!
Belle responded within minutes of any questions. This home is in a safe walkable neighborhood and extremely spotless. Belle! We’ll definitely be back.

New sea breeze
Cute little spot that accommodated my family well. Loved the open garden space and that the property was gated. We felt very safe. The apartment was clean and beds comfortable.

Beautiful 2 - Bedroom Rental Unit near the Beach
Ideal location close to airport, beach, grocery stores and eateries. Kids enjoyed the backyard to play in and it was a quiet place to relax. All the amenities you need for a comfortable stay.

La Paloma
I just loved the house, the cleanliness, everything in place, organized and it has all the tools you need for a wonderful experience. Roxette was very helpful, and professional. Would definitely recommend this place to my friends!

North Beach Paradise
We really enjoyed Lidia's place. It was clean and there were little add ons, like shower caps, make up wipes, enough washing liquid etc... There was lots to do for the kids as pictured, mini golf, basketball, warm pool, pool table, slide etc... Inside the house was perfect. The neighborhood seemed a little seedy as first, however we met the neighbors and they were super sweet. It is close to many amenities, Publix, TJMax, a gym etc... All in all we were very pleased and will stay again.

Beautiful beach resort villa
The location was perfect and the unit had everything we needed for a great stay. Gorgeous views and walking distance to shopping and restaurants and the music festival. When I first requested the booking, it was for a 2 bedroom, but the host let me know that there was only a 1 bedroom available. Knowing that the location was exactly where I needed to be, I was okay with taking the 1 bedroom. The front desk did need me to provide the host's last name and phone number so I would recommend requesting that information before you arrive. Fortunately, Hanna was available to call the front desk and confirm my reservation. Overall, check-in took a little longer than expected, but they were very pleasant. Great place to stay and very friendly host. would definitely stay here again!
Quick stats about vacation rentals in Westchester
Total rentals
180 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
50 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Westchester?
Yes! Work meets play with ease at over 120 vacation rentals in Westchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Westchester?
Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Westchester have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Westchester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westchester have wifi?
Absolutely! We offer over 120 house rentals with wifi in Westchester. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Westchester?
Four-legged friends are welcome in Westchester. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there Westchester house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Westchester, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Westchester?
Westchester has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Westchester?
Experience the best of Westchester with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Florida Keys Vacation rentals
- Key West Vacation rentals
- Central Florida Vacation rentals
- Kissimmee Vacation rentals
- Tampa Bay Vacation rentals
- Four Corners Vacation rentals
- St Petersburg Vacation rentals
- Tampa Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Everglades National Park
- Bal Harbour Beach
- Hard Rock Stadium
- Miami Design District
- Broward Center for the Performing Arts
- Port Everglades
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Coral Castle
- Hobie Island Beach Park North
- Ocean Terrace Public Beach
- Boca Dunes Golf & Country Club
- Biltmore Golf Course Miami
- Cannon Beach
- Biscayne National Park
- Dania Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes