Some info has been automatically translated. Show original language

Holiday houses in Westchester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Westchester

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
The entrance features a welcoming door adorned with a floral wreath. A small, wooden porch is complemented by two folding chairs and a table, with vibrant greenery framing the entry. Sunlight casts a warm glow on the inviting space.
Home in Miami
4.85 out of 5 average rating, 207 reviews

Peaceful 3BR Retreat in Quiet Miami Neighborhood

Welcome to your 🏡 away from 🏡! This comfortable and spacious 3-bedroom, 1-bathroom home is perfect for families and small groups looking for a relaxing stay. Location Perks: • Just 5 minutes from supermarkets, restaurants, and shopping • Easy access to Palmetto Expressway for quick trips around the city Important Notes: • This listing is for the main house only • The owner resides in the backside of the property. Book your stay and enjoy a comfortable, well-located home for your next trip!

Guest favourite
Home in Miami
4.93 out of 5 average rating, 117 reviews

10 ppl |Top Location | 20 Min Beach | Bar | Patio

Welcome to our newly renovated house, perfect for spending some unforgettable days with your family and friends Why booking with us? 1- Best Location in the heart of Miami. 2- 15 Min to Wynwood Art District 3- 15 Min to Downtown and Brickell 4- 20 Min to Beach 6- 4 Bedrooms | 2 Baths 7- Designed for 10 guests (1 King , 2 Queen, 2 Twins, 1 Queen Sofa Bed) 7- Free Parking (5 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Bar 11- Kids Playground 11- Private Patio 12- Barbecue Area 13- 4 TVs

Guest favourite
An aerial view showcases a modern house situated near a tranquil canal. Lush green lawns and palm trees surround the property, with kayaks resting on a concrete area by the water's edge. The clear blue sky enhances the peaceful ambiance of the neighborhood.
Home in Miami
4.92 out of 5 average rating, 235 reviews

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

Top Guest favourite
A contemporary living space is depicted, featuring a red chair next to a beige couch. A flat-screen TV is mounted on the wall across from the seating area. Light green curtains frame the windows, and a sleek kitchen island with white cabinetry is visible in the foreground.
Apartment in Miami
4.98 out of 5 average rating, 484 reviews

Serenity Oasis, Garden Retreat with Koi pond

Come and create unforgettable memories at our newly renovated luxury guest house. It boasts a private entrance, separate from the main house, which shares a wall with it. Nestled in a safe neighborhood, it’s conveniently located near everything, including the expressway. Miami Beach is just a 25-minute drive away, the Dolphin Mall is a 10-minute drive, and the Florida Keys are a 45-minute drive. Fiu University is just a 5-minute drive away.Our backyard is shared with us,and a beautiful koi pond!

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
4.85 out of 5 average rating, 62 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!

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, 141 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!

Superhost
An outdoor dining area features a wooden table with game pieces and seating. Beyond the table, a salt pool is visible, surrounded by lounge chairs and umbrellas under a clear blue sky. Ceiling fans are installed for airflow, enhancing the space's comfort.
Home in Miami
4.89 out of 5 average rating, 201 reviews

Miami Palm House with HEATED POOL & BBQ/BAR

Bring the whole family and friends to this Tropical Miami Home with lots of room for gatherings and entertainment! Enjoy the entire house with a stunning backyard, salt pool and gazebo! FREE PARKING 12 Guests. 4 Bedrooms. 9 Beds. 2 Baths Patio: Large Salt Pool (child friendly) BBQ Grill, Fridge, Wine Cooler, Bar Counter, Outdoor Lounge Furniture, Mini Golf Area Rooms: Bedroom 1: 1 Queen Bed Bedroom 2: 1 Queen Bed 1 Twin Bed Bedroom 3: 1 Queen Bed Bedroom 4: 5 Twin beds & (Game Room)

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, 154 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!

Guest favourite
A studio space is presented with a spacious bed featuring a textured blanket, complemented by a cozy brown sofa. A dining table with light-colored chairs is positioned nearby, while natural light fills the room through sheer curtains, enhancing the warm atmosphere.
Home in Miami
4.86 out of 5 average rating, 99 reviews

Cozy studio in Miami with private access.

Beautiful Studio in the Sunset area, with everything you need for your next visit to Miami. This studio has a completely private access with an exterior patio area. This location is walking distance to supermarkets (Publix), restaurants and schools. It is located in a very nice and quiet neighborhood. Aproximate driving times: 5 Minutes to 826 10 Minutes to FIU 10 Minutes to UM 10 Minutes to Coral Gables 15 Minutes to Coconut Grove 20 Minutes to Downtown Miami

Guest favourite
A well-appointed bedroom features a spacious bed adorned with a coral and marine-themed blanket set. Two framed abstract artworks are hung above the headboard. On the bedside tables, soft wall lights provide gentle illumination, while neatly folded beach towels add a coastal touch.
Guesthouse in Flagami
4.88 out of 5 average rating, 199 reviews

Beach Vibes Guest House

(1 queen bed and 1 sofa-bed) 420 sqft approx. With work and effort we created this space for you to enjoy and have a good time in Miami. This is a 420 sqft approximately full apartment with 1 bedroom, full bathroom, small living-kitchen, with independent entrance and parking. It is located in the heart of Miami, this special place is close to everything, making it easy to plan your visit. The apartment is full decorated and equipped for guests enjoy their stay.

Top Guest favourite
A spacious studio is showcased, featuring a queen bed and a bunk bed beside it. The sleek marble flooring reflects abundant ceiling lights. A white kitchenette with dark cabinets and a potted plant complement the modern design. A mounted TV and shelves add functionality.
Guesthouse in Miami
4.96 out of 5 average rating, 193 reviews

Lovely and private studio centrally located.

Look no further. This lovely studio is located in a peaceful neighborhood. Just 18 min from Miami International Airport, 10 min from the famous Dolphin Mall and International Mall, 3 min from FIU (Florida International University) and expressway. Approximately 30 min from the Port of Miami, Downtown Miami and Miami Beach. Also close to Dadeland Mall, Restaurants, Gyms, Supermarkets, Pharmacies, etc. High speed wifi that’s well-suited for working.

Guest favourite
Bungalow in Miami
4.95 out of 5 average rating, 102 reviews

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

When is the best time to visit Westchester?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$261 AUD$284 AUD$279 AUD$189 AUD$194 AUD$201 AUD$200 AUD$219 AUD$204 AUD$229 AUD$226 AUD$283 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.

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 $41 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Miami-Dade County
  5. Westchester