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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.

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Superhost
The image showcases a modern living room featuring a spacious sectional sofa, a decorative area rug, and a sleek media console with a large wall-mounted TV. A vibrant piece of artwork adorns the wall, adding color to the space.
Home in Miami
4.87 out of 5 average rating, 67 reviews

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!

Top Guest favourite
Home in Miami
4.95 out of 5 average rating, 20 reviews

Cozy and Stylish Home in Miami w HotTub & Patio

Step into a space where comfort meets charm. Our cozy home is carefully designed to make you feel instantly at home. Enjoy mornings with a fresh cup of coffee on the porch or spend afternoons relaxing in the hot tub. Our fully equipped kitchen is perfect for home-cooked meals, and the comfy beds promise restful nights. Located in a quiet neighborhood just minutes from downtown or the beach, you’ll have the best of both worlds, peaceful surroundings and easy access to shops and restaurants.

Guest favourite
A well-decorated bedroom features a plush gray bed with tufted upholstery. Coordinated decorative pillows, including a pair reading 'love,' provide comfort and style. A small bedside table displays a lamp and accessories, enhancing the cozy atmosphere. Sheer curtains allow soft light to filter in.
Guesthouse in Miami
4.98 out of 5 average rating, 60 reviews

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

Top Guest favourite
Home in Westchester
5 out of 5 average rating, 9 reviews

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.

Top Guest favourite
An aerial view showcases the lakefront villa with a well-manicured lawn leading to a sandy beach. Palms gently sway in the breeze, and outdoor seating is positioned beside the water. The villa's modern architecture is complemented by its proximity to crystal-clear blue waters.
Home in Miami
5 out of 5 average rating, 53 reviews

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!

Superhost
A spacious living area is presented with modern furnishings, including a large gray sofa facing a sleek television mounted on the wall. Light-colored cabinetry and a dining table are visible in the background, while a fireplace adds warmth to the ambiance. Potted plants offer a touch of greenery.
Home in Miami
4.88 out of 5 average rating, 144 reviews

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!

Top Guest favourite
A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.
Home in Fountainebleau
5 out of 5 average rating, 459 reviews

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

Guest favourite
A serene swimming pool is surrounded by lush greenery, with natural stone edges complementing the landscape. Soft lighting accentuates the water, creating a tranquil atmosphere within a private outdoor area. Tall trees and vibrant foliage provide a sense of seclusion and relaxation.
Home in Kendall
4.94 out of 5 average rating, 31 reviews

High House by Stone Bridge & Sunken Garden

A world away... in the middle of everything. Relax with the whole family at this peaceful home—the greenest house in Miami, by the Stone Bridge & the Sunken Garden. Your host family is always close by to help with whatever you need, like catering dinners & BBQ, or directions to INSIDER SPOTS in Miami. We’ve got all the gear for a young family: high chairs, baby bedding & baths. Charge your electric car off the sun! And learn how this big beautiful home can have a ZERO electric bill.

Top Guest favourite
A welcoming entrance is highlighted by two chairs positioned on a patterned rug. Potted plants are arranged around the space, accompanied by a decorative light fixture. A ceiling fan is visible above, and a door leads into the private room, creating an inviting atmosphere.
Guest suite in Miami
4.97 out of 5 average rating, 162 reviews

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!

Top Guest favourite
Guest suite in Miami
4.96 out of 5 average rating, 49 reviews

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.

Top Guest favourite
Apartment in Sweetwater
5 out of 5 average rating, 38 reviews

Modern Studio | 5 Min from FIU

Welcome to our cozy private room with separate entrance and no contact, perfect for travelers looking for comfort, privacy and a great location in Miami The space includes: Queen size bed Private bathroom Air conditioning High-speed Wi-Fi Refrigerator, coffee maker and microwave 📍Excellent location: Only 5 minutes from FIU (Florida International University) 10 minutes from International Mall and Dolphin Mall 15 minutes from Miami International Airport

Top Guest favourite
Guesthouse in Miami
4.96 out of 5 average rating, 201 reviews

Stylish Studio Retreat – Private Entry + Parking.

Look no further—this cozy, stylish studio is in a quiet neighborhood, perfect for relaxing or working. Just 18 min from the airport, 10 min from Dolphin & International Mall, and 3 min from Florida International University and major expressways. About 30 min to Downtown, Miami Beach, and Port of Miami. Close to restaurants, gyms, and shops. Fast WiFi included for work or streaming. Private entrance and free parking included for your convenience.

Popular amenities for Westchester holiday rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$275 AUD$299 AUD$294 AUD$199 AUD$205 AUD$212 AUD$211 AUD$231 AUD$215 AUD$241 AUD$238 AUD$298 AUD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°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.

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