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Vacation rentals in Westchester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Westchester

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

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Superhost
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 Westchester
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!

Superhost
The exterior of a renovated house is shown at sunset, featuring a clean white façade and a welcoming entrance. A curved driveway leads to the front door, complemented by well-maintained grass and landscaping along the pathway.
Home in Tamiami
4.93 out of 5 average rating, 118 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 favorite
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, 238 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 favorite
A modern living space features a brown leather sofa adorned with patterned pillows. A wooden table with two stylish chairs is positioned against a light-colored wall. Large animal-themed artwork is displayed above the table, while a door leads to an outside area.
Cottage in Flagami
5 out of 5 average rating, 109 reviews

New Modern Near Airport - Cozy Very Clean

Enjoy a stylish experience at this centrally-located cottage 5 min from Miami Airport and 20 min from Port of Miami, Miami Beach, Key Biscayne, Coconut Grove, Brickell, Downtown Miami, minutes to Merrick Park Mall, Dadeland Mall, Dolphin Mall, & more. Our prime location puts you within easy reach of local attractions, dining, and entertainment options. Whether you're here for a romantic getaway or a solo adventure, our modern and clean 1-bedroom gem offers the perfect for an unforgettable stay.

Top guest favorite
Home in Westchester
4.96 out of 5 average rating, 138 reviews

[Kids Favourite] World Cup Family Oasis | 5BR | Ht

Welcome to our family-friendly retreat in Miami! Our renovated, spacious home at offers comfort and convenience for all ages. Enjoy nearby attractions like the thrilling Aquatica water park and the vibrant Miami Children's Museum. Or stay in and enjoy the fully equipped kitchen, a cozy living area, and a private, covered backyard, with loads of games & toys, it’s perfect for family bonding. You’re just a short drive from beautiful beaches and shopping. Make lasting memories in sunny Miami!

Top guest favorite
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, 448 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

Top guest favorite
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, 159 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!

Superhost
An inviting outdoor space features a large pool surrounded by a spacious patio. Comfortable lounge chairs and a shaded dining area provide relaxation options, while sheer curtains frame the area. The clear sky adds to the serene atmosphere of this well-appointed outdoor setting.
Home in Fountainebleau
4.88 out of 5 average rating, 115 reviews

Home Sweet Home Family & Friends getaway with Pool

Welcome to our charming 4-bedroom family home nestled in the heart of vibrant Miami! The home is perfect for families, couples, or friends looking for a comfortable getaway. Minutes away from Miami International Airport, Miami Beach, Downtown Miami, Brickell, and Doral. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms with King/Queen/Full beds/bunk beds ✔ Open Concept Living Area ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free parking on premises ✔ Large Patio and yard with pool

Top guest favorite
A spacious living area is presented with natural light flowing through large windows. The design features a warm-toned leather sofa and two green armchairs. A dining table for six is visible in the background, complemented by light wooden flooring and decorative plants.
Home in Westchester
5 out of 5 average rating, 43 reviews

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.

Superhost
Home in Miami
4.86 out of 5 average rating, 134 reviews

Gorgeous 5BR/Games/Fire Pit/BBQ/H. Pool & Hot Tub

5 Bedrooms 3.5 Bathrooms Heated Pool/Jacuzzi/Pool Table/Ping Pong Table/Mega Chess/Basketball/Mini Golf/Kids Playground/BBQ/Hammock/Mini Beach/Outdoor furniture/Fire Pit/Cornhole Game Welcome to our home, a haven of entertainment and enjoyment that you won't want to depart. From the serene pool and hot tub to the thrilling games, this residence is crafted to deliver an unforgettable vacation for all ages. If you seek an all-inclusive getaway, look no further.

Guest favorite
Apartment in Downtown Miami
4.88 out of 5 average rating, 391 reviews

Sleek Studio at Elser | Resort Pool & Downtown

Guest verdict: "The best place to stay in Miami close to everything." This Elser studio offers a modern base for your Miami adventures. Enjoy vibrant downtown views and easy access to Bayfront Park (2 min walk) and Kaseya Center (3 min walk). April brings event energy with eMerge Americas (April 23-24) just a short Metromover ride away. Our residence is built for the standard Miami traveler seeking a dynamic stay with all the city's best within reach.

Top guest favorite
Guesthouse in Miami
4.96 out of 5 average rating, 196 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 vacation rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€163€177€174€118€121€126€125€137€127€143€141€177
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 vacation rentals in Westchester

  • Total vacation rentals

    Explore 170 vacation rentals in Westchester

  • Nightly prices starting at

    Westchester vacation rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 10,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Westchester vacation 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!

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