Westchester holiday rentals

We found 90 holiday rentals — enter your dates for availability
Discover a selection of 17 homes and other holiday rentals in Westchester that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Westchester for a holiday rental?
The best time to visit Westchester is during the peak season from January to March, with March being particularly popular among travellers seeking a warm escape. This period is ideal for those looking to enjoy outdoor activities, as the region experiences pleasant temperatures averaging between 18 to 25 degrees Celsius. Visitors can take advantage of the lovely weather for sightseeing, exploring local parks, or indulging in outdoor dining.March offers a vibrant setting as many events and festivals take place, allowing guests to immerse themselves in the local culture while enjoying the beautiful surroundings. The area is bustling with activity, but there are also plenty of options for those who prefer a more relaxed pace.If you're looking for a more budget-friendly option, consider planning your visit in October. This month provides a quieter experience, making it an excellent time for leisurely strolls and enjoying the local scenery without the crowds. Plus, the pleasant weather continues, ensuring comfort for outdoor pursuits.Ultimately, your choice of when to visit Westchester should reflect your preferences for lively events and warm weather or a more tranquil retreat with beautiful autumn scenes.
What are the top attractions in Westchester, Florida, United States of America?
In Westchester, Florida, visitors can explore several attractions that showcase the local culture and outdoor beauty. The area is known for its family-friendly parks, with Westchester Park offering playgrounds, sports fields, and picnic areas, making it an excellent spot for relaxation and recreation. Nearby, the Miami-Dade College West is an educational hub that often hosts cultural events and community activities.For shopping and dining, the Westchester shopping centre features a variety of stores and restaurants, providing a convenient place for visitors to enjoy local cuisine and retail therapy.
Are all fees included in the Westchester holiday homes prices shown on Stayz?
Stayz 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.
Are there any Westchester holiday homes with parking?
Stayz offers a wide selection of holiday homes in Westchester with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Westchester holiday homes?
You can find great discounts on holiday homes in Westchester on Stayz, 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.
Can I change or cancel my Westchester holiday home booking on Stayz?
To find Westchester holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Westchester?
A long-stay holiday home in Westchester is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Westchester holiday home?
Book your Westchester holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Westchester?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Westchester to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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