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House holiday rentals in Westchester

Find and book unique houses on Airbnb

Top-rated house rentals in Westchester

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

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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, 200 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
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 Miami
4.93 out of 5 average rating, 109 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

Superhost
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, 226 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 spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.
Home in Miami
4.92 out of 5 average rating, 389 reviews

Charming house with private pool & large patio

This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

Guest favourite
A bright bedroom features a spacious bed with a blue and gold headboard. Natural light enters through a large window, complemented by modern bedside lamps. A decorative wall piece adds a touch of elegance, while the grey flooring provides a contemporary look.
Home in Miami
4.94 out of 5 average rating, 109 reviews

Villa Chrishell “secluded & perfect for relaxing

New apartment, very clean, with 2 private bathrooms, new kitchen with an island covered in remon stone quartz, private work space. The apartment is renovated with new high-end finished floors, both rooms are new with modern and efficient furniture, located in the best area of ​​Kendall, 4 blocks from a shopping center with several stores, restaurants, markets, gym, sports bike rental and much more, close to the dolphin mall, Dadeland mall and international mall 0.8 miles from the turnpike.

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
4.89 out of 5 average rating, 133 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, 190 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 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 Miami
5 out of 5 average rating, 413 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 favourite
An aerial view captures a refreshing pool surrounded by lush greenery. The pool features an octagonal spa and colorful floatation rings. A lounge chair is positioned nearby on the spacious deck, creating an inviting outdoor space for relaxation.
Home in Miami
4.96 out of 5 average rating, 110 reviews

Pool & BBQ - 5BR/3 BTH - Miami Vacation

🏊‍♂️ Private pool & spa (not heated) 🌴 Covered patio, BBQ & outdoor lounge 🍳 Full kitchen + air fryer, coffee & basics 🛏️ 5 bedrooms + sofa beds · up to 12 guests 📺 6 Smart TVs + fast Wi-Fi 🧳 Easy check-out — no chores 🅿️ Parking for 4 cars 🎓 10 min → FIU · ✈️ 15 min → MIA Airport 🛒 10–15 min → Restaurants & shops 🌆 20–30 min → Brickell, Wynwood & Beaches 🔑 Entire home · private use 🤝 Superhost hospitality – English & Spanish 🚫 No parties or indoor smoking

Guest favourite
A vibrant backyard features a heated pool surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while a covered pergola with seating is visible in the background. Colorful flowers and a miniature golf area add charm to the outdoor space.
Home in Miami
4.94 out of 5 average rating, 132 reviews

Miami Fun Oasis - Heated Pool & Private Mini Golf

Escape to your private Miami oasis! Enjoy a sparkling heated pool, mini-golf, and a covered game terrace with pool table—perfect for families & groups of up to 12. Spacious interiors offer comfort and style, just minutes from Miami International Airport, top dining, and shopping. Ample parking included. Relax, reconnect, and create unforgettable memories in this fully private home. Questions about amenities or local attractions? We’re here to help anytime! 🌴✨

Superhost
A two-story house features a modern exterior with light-colored walls and a balcony on the second floor. Bright pink bougainvillea adorns a large planter near the entrance, while the welcoming front door is flanked by large windows.
Home in Flagami
4.85 out of 5 average rating, 118 reviews

Elegant Casita, Heart of Miami

Enjoy our beautiful and central house in the heart of the 305! With two bedrooms with queen-sized beds, 1.5 bathrooms, fully equipped kitchen, washer and dryer and custom laundry area, it is the ideal spot for your next trip to Miami. Conveniently located 10mn away from the airport and down the street from the entrance to the Palmetto Expressway leading to the junction with the Dolphin expressway, it is quite literally in the beating heart of the City!

Superhost
A private pool with clear, inviting water reflects sunlight. The pool features a gentle gradient leading to a shallow entry with stainless steel steps. Lush greenery surrounds the area, providing a natural backdrop for relaxation.
Home in Miami
4.81 out of 5 average rating, 159 reviews

Ily's House

Fabulous fully remodeled house. Private pool and covered patio. New kitchen, granite counter top, nice porcelain and hard wood floor. Fifteen minutes away from the airport. Close to many shopping plazas, restaurants and various entertainment. The University of Miami is 2.9 miles and the golf course is 3.5 miles away from the house. The house is located near several Plastic Surgery Centers and a major Hospital. High speed internet.

Popular amenities for house rentals in Westchester

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$291 SGD$313 SGD$345 SGD$303 SGD$324 SGD$278 SGD$285 SGD$319 SGD$278 SGD$308 SGD$323 SGD$419 SGD
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Quick stats about house rentals in Westchester

  • Total holiday rentals

    Explore 110 holiday rentals in Westchester

  • Nightly prices starting at

    Westchester holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    110 of Westchester holiday rentals include wifi 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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