
Holiday houses in Westchester
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Westchester

Total holiday rentals
Explore 180 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 11,420 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
180 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.

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
LocationFamilyBackyard

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!
FamilyValueQuiet

Canalfront Pool • Family Escape • Near MIA
🏊♂️ Private pool + scenic canal views 🌴 Outdoor lounge, BBQ & open-air bathroom 🍳 Full kitchen + coffee, air fryer & essentials 🧺 Pool & bath towels provided 🛏️ 4 bedrooms · 2 king + 2 queen · sofa bed 📺 5 Smart TVs · fast Wi-Fi 🧳 Simplified check-out 🅿️ Parking 4 cars 🛍️ 10–15 min → Dolphin Mall & FIU ✈️ 16 min → MIA Airport 🌆 20–30 min → Brickell & Beaches 🐾 Pets welcome · Pet fee applies 🔑 Entire home · private use 🤝 Superhost - English & Spanish 🚫 No parties or indoor smoking
LocationFamilyLayout

Modern Retreat • Pool_BBQ | Near FIU_Central Miami
Escape to this luxurious Westchester Miami home, perfect for up to 14 guests. Enjoy 4 spacious bedrooms, 4 modern bathrooms, and endless entertainment with a heated pool, pool table, ping pong, cornhole and a fully equipped BBQ area. Relax in the tropical backyard or gather in the stylish indoor spaces featuring a gourmet kitchen and large dining area. Conveniently located just 15 minutes from Downtown Miami and 20 minutes from the beach, this home offers the perfect blend of comfort and fun.
LocationFamilyNearby

The Lux Paradise Miami “Breakfast included”
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!
LocationFamilySleep quality

Modern & Spacious Retreat, Near Beaches & Airport
Private guest house in the heart of Miami! This fully independent unit offers a private entrance, dedicated parking, and complete privacy with no shared interior spaces or walls with the main house. Located near Bird Road & SW 102nd Ave in one of Miami's most desirable neighborhoods, you'll be less than 15 minutes from Miami International Airport and within easy reach of major highways, shopping, restaurants, attractions, and Miami's beautiful beaches, everything less 25 minutes away.
LocationFamilyComfort

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.
FamilyLocationBarbecue

Miami Oásis ! Private Salt Water Heated pool &BBQ
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
ValueFamilyBarbecue

Heated* Pool•Hot Tub•Sauna•Games•Prime for Groups*
💦 Heated saltwater pool & hot tub – swim, laugh, and play under Miami’s warm evening sky. 🧖♀️ Sauna & wellness gym – recharge body and mind. 🎮 PS5, VR, billiards & mini golf – fun for all ages. 🔥 Outdoor BBQ & fire pit – dinners & stories under the stars. 📍 15–35 min from Miami’s top spots in a safe neighborhood, w/ Tesla EV Charger — save & explore freely. 🌴 Welcome to Coral Villa Miami! 🏡🧡 Your exclusive home away from home, where resort-style luxury meets heartfelt comfort.
FamilyLocationCondition

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!
FamilyLocationCleanliness

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.
FamilyValueWalkability

Relaxing Tropical Miami Stay • Poolside Vibes
"Are you planning to come to Miami for tourism or surgery? Our independent space is perfect for families and recovering patients. You'll enjoy a quiet, cozy, and very homey atmosphere. Our space includes: • 2 bedrooms (1 queen bed, 3 single beds) with 60" TVs. • Fully equipped kitchen and private bathroom. • Large porch for relaxing and 2 free parking spaces. • Wi-Fi, air conditioning, and family amenities. Ideal location: 10 MIA AIRPORT "duplex house"
LocationValuePets
Popular amenities for Westchester holiday rentals
Other great holiday rentals in Westchester

New Hot Tub! Terra Family, Pets, & Medical Stays
FamilyLocationKitchen

Modern 4BR Home w/ Pool, Fast Wi-Fi & Near Airport
LocationFamilyBarbecue

Villa Shallat
FamilyLocationLayout

Cozy Modern Home w/ Arcade MIAMI
FamilyLocationGetting around

Modern Studio | 5 Min from FIU
LocationFamilyIndoor spaces

Cozy and Stylish Home in Miami w HotTub & Patio
FamilyLocationComfort

Miami Chic-Heated Pool Near FIU and Coral Gables
FamilyValueCheck-in

oasis/2ppl/pet/bbq/park/terrace
FamilyValueSleep quality
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 AUD | $291 AUD | $285 AUD | $263 AUD | $246 AUD | $280 AUD | $205 AUD | $224 AUD | $209 AUD | $234 AUD | $232 AUD | $289 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
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Cape Coral Holiday rentals
- Nassau Holiday rentals
- Fort Lauderdale Beach
- South Beach
- Hard Rock Stadium
- Port Everglades
- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Dolphin Mall
- University of Miami
- Kaseya Center
- Las Olas Beach
- Midtown
- Bayside Marketplace
- Sawgrass Mills
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Amerant Bank Arena





