Westchester vacation rentals

We found 84 vacation rentals — enter your dates for availability

Discover a selection of 15 homes and other vacation rentals in Westchester that are perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as WiFi and a fireplace. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Westchester

Why visit Westchester

  • Family-friendly activities: Westchester offers a variety of attractions suitable for families, ensuring enjoyable experiences for all ages.
  • Cultural diversity: Experience Miami’s rich culture through vibrant streets and local neighborhoods, showcasing unique dining and shopping options.
  • Urban parks: Explore urban parks that provide a refreshing escape for relaxation and outdoor activities.
  • Welcoming atmosphere: The area’s friendly vibe makes it perfect for romantic outings, family trips, or business stays.
  • Variety of accommodations: Choose from spacious apartments, condos, or charming homes to suit your vacation needs.

Popular types of accommodation around Westchester

Planning a getaway to Westchester? You’re in for a treat. Discover a range of vacation rentals, from spacious apartments and condos to charming private homes. Whether you're seeking cozy one-bedroom options or larger homes for rent, Westchester has something for everyone. Enjoy the comfort and convenience of a home away from home while exploring all that this vibrant region has to offer.

  • Apartments: The top choice for vacation rentals in Westchester, offering convenient living spaces ideal for both short and extended stays.
  • Condos: A popular option for travelers seeking modern amenities and a sense of community in a vibrant setting.
  • Houses: Perfect for families or groups, these homes provide privacy and comfort for your getaway.
  • Villas: Luxurious accommodations with ample space, perfect for a relaxing and upscale vacation experience.
  • Cottages: Charming and cozy, these rentals offer a quaint escape for those looking to unwind in a serene environment.**

Top attractions near Westchester

Westchester, Miami, is ideal for family, business, and city-themed vacations. Visitors can explore a variety of points of interest, including medical centers, urban parks, and vibrant streets. The area offers diverse attractions that cater to travelers seeking cultural experiences, family-friendly activities, and an urban atmosphere. Whether you're traveling solo or with family, Westchester has something for everyone to enjoy during your stay.

  • Miracle Mile: This vibrant street, located 4 miles from Westchester, offers a lively urban atmosphere with a mix of shops, dining, and cultural experiences, perfect for strolling and exploring.
  • Vizcaya Museum and Gardens: Situated 7 miles away, this stunning museum features Italian Renaissance-style architecture and exquisite gardens, providing a glimpse into Miami's rich history and artistic culture.
  • Waterford at Blue Lagoon: Just 2 miles from Westchester, this business center showcases modern architecture and a professional environment, making it a hub for business and networking.

Things to do recommended for couples

Westchester offers a charming escape for couples. Enjoy a romantic picnic at Tropical Park or take a leisurely stroll through the scenic trails at the nearby Bird Drive Park. For a cozy evening, indulge in a candlelit dinner at a local restaurant featuring delicious cuisine.

Things to do recommended for families

Families will love exploring the interactive exhibits at the Miami Children's Museum, visiting the lush gardens of the Fairchild Tropical Botanic Garden, or enjoying a fun day at Tropical Park, featuring playgrounds, picnic areas, and sports fields for everyone to enjoy.

Things to do recommended for groups

Explore the vibrant local food scene with a group food tour, visit the lively Westchester Park for outdoor activities, or enjoy a fun day at the nearby Dolphin Mall for shopping and entertainment. Experience the rich culture through local art galleries and community events.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Westchester

If you're traveling with a group, family, pets, or planning an extended stay, be sure to refine your search based on your specific priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Westchester with a group: Think about how many bedrooms you'll require and any additional features, like a full kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search on Vrbo to include all of these options and more.
  • Traveling to Westchester with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Westchester: For many families, a vacation wouldn't feel complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Westchester: If you’re searching for vacation rentals with discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can easily discover and save on monthly rental options. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Westchester

Westchester, Miami, offers a vibrant mix of family-friendly activities and urban charm. Explore nearby neighborhoods like West Miami, where you can enjoy shopping malls and local eateries. With a welcoming atmosphere perfect for romantic outings or business trips, Westchester is a fantastic base for excursions. The area's moderate population density ensures a pleasant visit, making it an ideal spot to experience Miami's diverse culture and attractions.

  • Miami: Miami is a vibrant city known for its lively atmosphere and diverse culture. Situated in the heart of South Florida, it offers a plethora of activities for families, business travelers, and city explorers alike. Visitors can indulge in shopping at iconic malls and centers, while also enjoying the beautiful marina and stunning beaches nearby. Miami's nightlife is legendary, with numerous venues providing entertainment and dining options. Don't miss exploring the Art Deco Historic District or relaxing at South Beach, where sun and surf await.
  • Coral Terrace: Located just 2 miles from Westchester, Coral Terrace is a charming neighborhood perfect for families and outdoor enthusiasts. This community offers a more relaxed pace while still being close to the bustling city of Miami. Visitors can enjoy shopping at local centers and taking part in educational activities. The nearby beaches, including family-friendly spots, provide a great place for sunbathing and enjoying water sports. With its welcoming atmosphere and accessible amenities, Coral Terrace is an ideal place to unwind and explore.
  • Fontainebleau: Fontainebleau, also situated 2 miles from Westchester, is a dynamic neighborhood that caters to families, business travelers, and city explorers. Known for its stylish shopping centers and educational resources, Fontainebleau offers a variety of attractions, including beautiful beaches that are perfect for family outings. The neighborhood features stunning architecture and local landmarks that enhance its appeal. Fontainebleau combines urban convenience with leisure, making it a great destination for travelers looking to experience both relaxation and excitement.

Best time to go to Westchester

If you're planning a trip to Westchester, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.0°F (21.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February72.0°F (22.2°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March73.0°F (22.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April76.6°F (24.8°C)Light RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.6°F (29.2°C)Light RainMostly SunnyModerately LowSlightly Low
September83.1°F (28.4°C)Light RainMostly SunnyModerately LowSlightly Low
October80.2°F (26.8°C)Light RainMostly SunnyModerately LowSlightly Low
November75.9°F (24.4°C)Light RainMostly SunnyAverageAverage
December72.9°F (22.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can help, as prices often vary. Additionally, opting for an extended stay typically allows for significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Westchester?
In Westchester, vacation houses are the most popular type of rental, with around 23 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Travelers can also find several apartments and villas, which provide additional options for those seeking a comfortable stay. Many of these rentals come with amenities such as private outdoor spaces, pools, and modern furnishings, ensuring a pleasant experience for guests.
Are there any beach house rentals in Westchester?
In Westchester, Florida, there are approximately 12 beach house rentals available. These properties are typically situated in family-friendly neighborhoods and provide a comfortable escape for travelers. Most beach houses come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor patios or decks, making them ideal for gatherings or relaxing after a day at the beach. While Westchester is not directly on the coast, the nearby beaches are easily accessible, offering an inclusive setting for sunbathing and water activities.
How much does it cost to rent a vacation home in Westchester?
Prices for vacation rentals in Westchester vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Westchester to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Westchester vacation house rentals?
You can find great discounts on house rentals in Westchester on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Westchester?
In Westchester, Florida, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals easily. Onsite parking is also a common feature, providing convenience for those with vehicles. Many rentals come equipped with a coffee and tea maker for those who enjoy their morning brew. Outdoor spaces, such as decks or patios, are often available, offering a great spot to relax and enjoy the pleasant Florida weather. Additionally, some properties include blenders, superb for making smoothies or frozen drinks.
Can I rent a vacation home with a pool or hot tub in Westchester?
In Westchester, Florida, there are several vacation homes available for rent that come with both pools and hot tubs. This suburban area offers a range of rental options, with many properties located in peaceful neighborhoods that provide a relaxing atmosphere for families or groups.

Travelers can expect amenities such as private pools, outdoor lounges, and hot tubs, great for unwinding after a day of exploring the local attractions. Many of these homes also feature fully equipped kitchens, spacious living areas, and outdoor spaces that enhance the overall vacation experience.
Are there any Westchester vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Westchester with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Westchester?
Yes, you can book pet-friendly vacation rentals in Westchester, Florida. This area offers a variety of options, with around 16 pet-friendly rentals available for travelers. Many of these vacation homes feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families and groups traveling with pets.

Westchester is conveniently located near several parks and recreational areas, providing ample opportunities for outdoor activities with your furry friends. Local parks often have walking trails and green spaces, allowing for enjoyable strolls and playtime.
Can I find long-stay vacation rentals in Westchester?
A long-stay vacation rental in Westchester is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Westchester for a vacation rental?
The best time to visit Westchester for a vacation rental is during the peak season from January to March, with March being particularly popular. This period attracts travelers seeking to escape colder climates, as the region enjoys pleasant temperatures ranging from the mid-60s to low 80s Fahrenheit. The comfortable weather is superb for outdoor activities, allowing visitors to explore local parks, enjoy leisurely strolls, or partake in nearby attractions.

During these months, you can expect a vibrant setting, with many events and activities taking place that cater to a variety of interests. The warm sunshine beckons travelers to enjoy the beautiful landscapes and engage in outdoor adventures, making it an ideal choice for travelers.

For those looking for a more budget-friendly option, October presents a wonderful opportunity to experience Westchester with fewer crowds. While the weather might be a bit warmer, the tranquility of the season allows for a more relaxed exploration of the area. You can take leisurely walks through local parks or enjoy the charm of the neighborhood without the hustle and bustle of peak tourist activity.

Ultimately, your choice of when to visit Westchester depends on whether you prefer the lively option of the peak season with its array of activities or the peacefulness of the shoulder months when you can enjoy the area at your own pace.
Are there any remote work vacation rentals in Westchester?
In Westchester, Florida, there are 26 vacation rentals that cater specifically to remote work needs. Travelers can expect properties equipped with essential amenities such as reliable Wi-Fi in the rooms, designated workspaces with desk chairs, and policies that permit events, making them ideal for those balancing work and leisure. Many rentals also feature comfortable seating areas for relaxation, fully equipped kitchens for preparing meals, and access to outdoor spaces where one can unwind after a day of remote work. The area's proximity to local parks and recreational facilities adds to the appeal, providing opportunities for outdoor activities during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Westchester vacation rental?
Book your Westchester vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Westchester, Florida, United States of America?
In Westchester, Florida, visitors can enjoy several attractions that highlight the area's charm. The neighborhood is primarily residential but offers access to recreational opportunities at local parks such as Westchester Park, which features sports fields, playgrounds, and picnic areas. The park is a great spot for families and solo travelers looking to enjoy outdoor activities.

For a taste of local culture, the nearby Miami neighborhoods of Coral Gables and South Miami are just a short drive away. Coral Gables is known for its Mediterranean-style architecture and attractions like the Venetian Pool and the historic Biltmore Hotel. South Miami offers a vibrant dining scene and the popular South Miami Market, where visitors can find local goods and restaurants.
Can I change or cancel my Westchester home rental booking on Vrbo?
To find Westchester vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Westchester vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas