Holiday houses in Westchester
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Westchester
Total holiday rentals
Explore 170 holiday rentals in Westchester
Nightly prices starting at
Westchester holiday rentals start at $44 AUD per night before taxes and fees
Verified guest reviews
Over 10,510 verified reviews to help you choose
Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 70 rentals that welcome pets
Holiday rentals with a pool
60 properties feature pools
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wi-Fi availability
170 of Westchester holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westchester rentals
4.8 Average rating
Westchester stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Westchester
Guests agree: these stays are highly rated for location, cleanliness and more.
Cozy Modern Home w/ Arcade MIAMI
Welcome to our vibrant Miami home, a few blocks from FIU! Immerse yourself in the heart of the city with our stylish, centrally located space. This 2-bedroom gem boasts modern decor, a fully equipped kitchen, a cozy living area, and a wonderful guava fruit tree! The highlight? An arcade game for endless entertainment! Minutes away from Miami's hotspots, beaches and nightlife, this is the perfect base for your Miami adventure. Book now and experience the ultimate blend of comfort and excitement!
Luxe Paradise:Post-Op Style Edition Zip Code 33165
Step into your own slice of tropical serenity where Miami style meets boutique comfort, hosted by a trusted Airbnb Superhost. Whether you're healing post-surgery or enjoying a solo or couples' escape, this private studio offers plush bedding, spa-style bathroom, and a chic kitchenette for light meals. Unwind on your private terrace under the stars,just minutes from South Beach, Brickell, Wynwood & Miami's top clinics. High-speed Wi-Fi, smart TV, and onsite parking included for a worry-free stay
Modern 4BR Home w/ Pool, Fast Wi-Fi & Near Airport
Welcome to your perfect Miami getaway—a stylish, newly renovated 2,600 sq ft home designed for comfort and relaxation. Featuring 4 bedrooms, modern furnishings, a spacious living room, dining area, private office, and fully equipped kitchen. Enjoy a private outdoor oasis with a pool, fountain, and BBQ—perfect for sunny days and warm nights. Conveniently located near the airport and Inter Miami stadium, 20–25 minutes from beaches, dining, shopping, and nightlife. Ideal for families and groups.
Miami Blue Lake Beach House w/Theater & Mini Golf!
Welcome to your dream Lakefront Villa on stunning Blue Lake! This fully renovated home features crystal-clear water, a private sandy beach, theater room, pool table, and mini golf for endless fun. Enjoy lake adventures with 3 kayaks and 2 paddle boards included. Unwind and take in the views from the spacious patio. Whether you’re relaxing indoors or playing outside, this getaway offers the perfect blend of comfort, luxury, and adventure for families and friends. 30 minutes from Miami Beach!
The Lux Paradise Miami
Enjoy a stylish experience at this centrally-located place. Located in the heart of Miami, our property is close to all the main attractions the city has to offer. Whether you’re looking to explore vibrant neighborhoods like Little Havana and Coconut Grove, enjoy the stunning beaches of Miami Beach, or visit popular spots like the Miami Zoo, Vizcaya Museum, and the bustling Brickell area, you’ll find everything within easy reach. Perfect for those who want to experience the best of Miami!
Waterfront Retreat + Heated Pool + Sand Court
Newly remodeled. This stunning 4BR/2BA waterfront gem offers the perfect mix of relaxation and fun—featuring your very own private pool, sand court, and direct access to miles of navigable waterways. Step inside to a bright, open-concept layout that flows seamlessly from the modern kitchen and living room to a lush backyard retreat. This home has everything you need to unwind and enjoy Miami’s laid-back Westchester vibe. It's centrally located and close to all major Miami attractions.
Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area
Adorable private studio
Relaxing, private, peaceful and centrally-located studio. You do not share your space with anyone. Walking distance to restaurants, supermarket, bus stop, Gym and Florida International University. Conveniently close to Miami Airport, Kendall Regional Hospital, Dolphin Mall, TopGolf, Everglades Airboat Expeditions, City Place Doral with Fresh Market, shops, Movie Theaters, Comedy Club, live music and more. Eleven miles from Bayside and Wynwood Walls. The beach? A short 15-mile drive!
Miami Oasis: Charming home with private pool
Welcome to your Miami oasis at our 3 bedroom, 2 bathroom home! This home features a private pool and backyard with a bar, TV and plenty of seating. The pool can be heated for an additional charge. Inside is a well-equipped kitchen and ample living space for families or groups of friends. Many child friendly amenities provided. Located in a desirable and central neighborhood. 10-20 mins to Coral Gables, Little Havanna, Coconut Grove and Brickell. 25 mins to South Beach.
The Sunflower Inn
Our Sunflower Inn is a perfect destination for your getaway in Miami! With close proximity to Miami International Airport, the Everglades, the Florida Keys and more, our space has all of your desired needs. Our townhouse features an open spacious natural living room and dining room area, a fully equipped kitchen, two bedrooms, and amenities such as a tennis court and pool readily available for your use! Come and enjoy our Sunflower Inn! **We are pet-friendly**
Private Suite + Parking / 30 min Hard Rock Stadium
Private suite with private entrance in West Miami. Spacious bedroom + small workspace, ideal for remote work or World Cup visitors. Includes private bathroom, fast WiFi, and free parking. Quiet residential area with easy access to Hard Rock Stadium (only 30 min) airport (15 min) beaches, Coral Gables, Little Havana, Brickell, and Downtown Miami. Perfect for solo travelers or couples seeking comfort and privacy. Book early for limited World Cup availability.
Casita For Families, Pets, Medical Stays | Hot Tub
Welcome to your perfect stay—ideal for families, pets, or medical visits! Guests rave it's “sparkling clean and designed to perfection!” ✨ Everything you need is here: 👶 Crib, stroller & high chair for little ones 🐶 Pet-friendly w/ waste stations & big yard 🏥 Near top hospitals—great for recovery or rest Enjoy these extras: ☕ Free snacks, coffee & tea bar 🔥 BBQ, free parking & your own private hot tub! 🧴 Toiletries, beach gear & laundry
Popular amenities for Westchester holiday rentals
Other great holiday rentals in Westchester
Quiet Miami Home w/ Yard: Near World Cup!
Cozy and Stylish Home in Miami w HotTub & Patio
Tuscany Vibes • King Beds • Recliner Chair • FIU
Villa Madre Pet Friendly Southwest Miami
Casa Mimosa Family Tropical Oasis with Pool
The Perfect Sanctuary
oasis/2ppl/pet/bbq/park/terrace
Modern Studio | 5 Min from FIU
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 AUD | $299 AUD | $293 AUD | $199 AUD | $205 AUD | $212 AUD | $210 AUD | $231 AUD | $215 AUD | $241 AUD | $238 AUD | $297 AUD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Frequently Asked Questions
What are the best places to stay in Westchester?
Westchester’s residential neighborhoods have a mix of single-family homes and apartments, with many stays appealing to travelers seeking a local experience. Areas near parks or main streets are often chosen for convenience and access to amenities.
What are the best things to do in Westchester with kids?
Kids can enjoy time in local parks with playgrounds, interactive spaces in nearby museums, or community workshops tailored for young visitors. Family-friendly cafes and outdoor sports fields add variety to a day out.
What are some of the best things to do in Westchester?
Explore neighborhood parks, sample Cuban cafés, and discover public art murals reflecting local culture. Residents and visitors also enjoy community gatherings, food markets, and spending time in relaxed green spaces.
How is the weather in Westchester?
Westchester has warm, tropical weather most of the year, with average highs from 76°F–91°F (25°C–33°C) and mild winters. Rain is more common from late spring through early fall; packing a light rain jacket is useful.
When is the best time to visit Westchester?
Late fall to early spring is often recommended for pleasant temperatures around 76°F–81°F (25°C–27°C) and lighter rainfall. Visitors in summer can expect warmer, humid days and short afternoon showers.
What are the best places to visit in Westchester?
Explore locally beloved parks, public art, and family-friendly spaces in Westchester. Those interested in culture can seek out nearby museums or community centers that highlight Miami’s diverse heritage.
What are some hiking trails in Westchester?
Westchester has a selection of community parks with paved walking paths and shaded trails for leisurely strolls. Those looking for longer hikes often explore natural reserves in the wider Miami area.
What are some family activities we can do in Westchester?
Families can enjoy playgrounds, public parks, and nearby museums with interactive exhibits. Community centers sometimes host workshops, while local sports fields welcome active play for all ages.
What are some of the best day trip ideas from Westchester?
Plan a day exploring Miami’s vibrant neighborhoods, walking the sandy beaches nearby, or visiting a local nature reserve for birdwatching and fresh air. The Everglades and Coral Gables’ botanical spots are also frequently suggested options.
Are there any pet friendly accommodations available in Westchester?
Many accommodations in Westchester are pet friendly and may provide outdoor spaces or easy access to parks. Always check each listing’s policy for details on bringing pets along.
What are some local tips for visiting Westchester?
Locals often suggest sampling bakery cafés for Cuban pastries and coffee, and exploring smaller, family-run eateries. Wearing light, breathable clothing and packing sunscreen helps with the sunny, humid weather.
What is Westchester known for?
Westchester is known for its locally rooted Cuban-American culture, vibrant dining, and proximity to Miami’s arts and entertainment. The area has parks, casual eateries, and family-focused spaces, creating a welcoming neighborhood atmosphere.
What are the best hidden gems to explore in Westchester?
Seek out small neighborhood parks, independently owned bakeries, and local art murals that reflect the community’s character. Less crowded eateries tucked in side streets are frequently suggested by locals for a genuine experience.
What are the best foods to try in Westchester?
Try Cuban sandwiches, croquetas, pastelitos, and fresh tropical fruit juices, which are staples in Westchester’s dining scene. Local taquerías, Latin American bakeries, and ventanitas are frequently suggested for an authentic taste.
What should I bring for a trip to Westchester?
Bring light, breathable clothing, sunscreen, and comfortable shoes for exploring. A reusable water bottle and a compact umbrella or rain jacket are helpful, especially during summer’s wetter months.
What is the nightlife in Westchester like?
Westchester’s nightlife centers on casual dining spots, family gatherings, and cafés that stay open into the evening. For those seeking more vibrant scenes, nearby Miami neighborhoods are known for live music and diverse bars.
What are the most popular events or festivals in Westchester?
Cultural festivals celebrating Latin American heritage, food fairs, and community parades are frequently suggested events, especially during spring and around major U.S. holidays. Art shows and family events often take place at local parks or community centers.
Are there family friendly vacation rentals in Westchester?
Many vacation rentals in Westchester are family friendly, with amenities like kitchens, outdoor space, and comfortable living areas. Listings often highlight features such as cribs or play areas, so check for details based on your needs.
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Hollywood Holiday rentals
- St. Augustine Holiday rentals
- Key West Holiday rentals
- Davenport Holiday rentals
- Naples Holiday rentals
- Pet-friendly rentals Westchester
- House rentals Westchester
- Family-friendly rentals Westchester
- Apartment rentals Westchester
- Rentals with a patio Westchester
- Rentals with a hot tub Westchester
- Rentals with pools Westchester
- Rentals with a washing machine and dryer Westchester
- Rentals with outdoor seating Westchester
- Fort Lauderdale Beach
- South Beach
- Hard Rock Stadium
- Port Everglades
- Bayfront Park
- Miami Beach Convention Center
- Everglades National Park
- Haulover Beach
- Brickell City Centre
- University of Miami
- Dolphin Mall
- Kaseya Center
- Las Olas Beach
- Sawgrass Mills
- Seminole Hard Rock Hotel and Casino
- Midtown
- LoanDepot Park
- Bayside Marketplace
- Bal Harbour Beach
- Florida International University
- The Tides on Hollywood Beach
- John Pennekamp Coral Reef State Park
- Aventura Mall
- Zoo Miami