Holiday houses in Westchester

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Top-rated holiday rentals in Westchester

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

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Top Guest favourite
A cozy bedroom features a queen-size bed with fresh linens and decorative pillows. Natural light enters through a window adorned with light curtains. Wooden flooring complements the space, which includes bedside tables and lamps for additional lighting.
Guesthouse in Flagami
4.97 out of 5 average rating, 180 reviews

Cosy Guesthouse Central Located

Welcome to our centrally located Miami guesthouse! This cozy retreat is perfect for solo travelers or couples. Complete renovated with free private gated parking, your own entrance and outdoor patio to enjoy a comfortable stay with modern amenities and easy access to the city's top attractions. Just minutes away from Miami Airport, Downtown, Coral Gables and the Beaches. Convenient located to explore nearby restaurants, shops, and nightlife. Book your stay now for a memorable Miami experience!

Top Guest favourite
An inviting living space features a comfortable couch, a plush blue armchair, and a wooden coffee table. A wall-mounted television is visible, and natural light filters through gridded windows. The area seamlessly flows into a sleeping space, enhanced by white bedding and decorative accents.
Guest suite in Miami
4.99 out of 5 average rating, 362 reviews

Cozy Farmhouse Paradise

This cozy studio is nestled in the heart of Miami, directly next to the Palmetto Expressway and Tropical Park in the highly sought after neighborhood of Glenvar Heights. This is a private guest suite with its own private entrance and a private outdoor patio area. There is a fully equipped kitchen with electric range, microwave, refrigerator, Keurig coffee maker and wines for purchase. Only a 20 min drive to Miami International Airport, Downtown & Brickell, Wynwood and 25 mins from South Beach.

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, 377 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.

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
4.99 out of 5 average rating, 383 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
Apartment in Flagami
4.81 out of 5 average rating, 892 reviews

2PPL/Top Location/Parking/10 min Airport #2

Brand new studio with free parking. Very easy to find location. A perfect whole space in a great neighborhood close to Miami international Airport, Coral Gables and South Beach. Memory foam premium mattresses along with premium Netflix and Hulu channels. This is a "whole house" rental apartment. Not a shared space. We believe in absolute CLEANLINESS, you will not find a better place! We offer luggage storage, five dollars per piece of luggage per day, so you can enjoy my Miami!

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
4.95 out of 5 average rating, 170 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.

Top Guest favourite
Guesthouse in Miami
5 out of 5 average rating, 36 reviews

Private little Miami bungalow near Tropical Park

Private little Miami bungalow in quiet Westchester—close to MIA, Coral Gables and the beaches. Private entrance, AC, Wi‑Fi and Smart TV. Sleeps 4 with a queen bed and a comfy sofa bed. Compact kitchenette (mini‑fridge, microwave, toaster, kettle) plus coffee/tea bar, welcome snacks and toiletries. Free driveway parking, Pet‑friendly (fee). No smoking. Long stays welcome. Minutes to Tropical Park, cafés, and classic Cuban eateries.

Guest favourite
A spacious bedroom features a tufted headboard and two white pillows on a large bed, with natural light enhancing the space. A decorative tray rests on the bed, while minimalist art pieces adorn the walls. Ample storage is provided by the double closet doors.
Home in Miami
4.93 out of 5 average rating, 137 reviews

Light and bright starlit apartment

Completely remodeled property with ceiling fans and LED lights with remote control, a modern bathroom with a custom sink and walk-in shower, and the convenience of an in-unit washer and dryer. The bedroom features blackout curtains for restful sleep, while the fully equipped kitchen (including microwave) has everything you need to feel at home. Enjoy a comfortable stay and make the most of the beautiful warm weather in Miami! 🌴☀️

Superhost
A bright sleeping area features a striped bedspread over a spacious bed. A bedside table stands next to the bed, while a full-length mirror and a glass-paneled door create a sense of openness. Light-colored walls and tiled flooring enhance the room's inviting ambiance.
Guest suite in Miami
4.76 out of 5 average rating, 41 reviews

Serene Escape

Enjoy the simplicity of this independent, secure, and peaceful accommodation. Located just 16 minutes from the airport, 12 minutes from Dolphin Mall and International Mall, and 5 minutes from FIU. Perfect for a relaxing stay with easy access to public transportation, restaurants, supermarkets, and more. Pets are welcome! Book today and experience a unique stay in Miami, where comfort and an excellent location await you.

Guest favourite
A cozy living area is featured with a light gray sofa positioned beside a circular coffee table. An accent wall displays a decorative sign, while shelves are neatly arranged with books and decorative items. A soft glow is provided by a floor lamp in the corner.
Guest suite in Miami
4.92 out of 5 average rating, 236 reviews

Private Guest Suite with Private Entry

Private GUEST SUITE within host home with PIVATE access: The whole group will enjoy easy access to everything from this centrally located guest suite. Private updated shower bathroom. Queen sized bed with 55” tv. Living area / breakfast nook. Coffee maker, microwave and Small mini fridge included. Private patio space included. No smoking on premises. No events or parties.

Guest favourite
Guesthouse in Miami
5 out of 5 average rating, 8 reviews

modern studio - new

This modern studio is a detached guesthouse behind an original 1925 residence in South Miami. During recent renovation, a modern Miami aesthetic was designed to blend with its thoughtfully-preserved art deco essence. This 225 SF alternative to a hotel room is ideal for 1-2 guest and features a queen murphy bed, kitchenette, sleek bathroom and a lush private courtyard.

Top Guest favourite
A comfortable sleeping area features a bed with a colorful floral comforter. A small round dining table with two chairs sits beside a decorative plant. Art pieces adorn the walls, and the space is well-lit by natural light streaming through a window with light-colored curtains.
Guest suite in Flagami
4.98 out of 5 average rating, 444 reviews

Tropical Elegance (Private Studio)

Our studio is in the heart of Miami. Close to airport, beaches, Wynwood, Downtown, Coral Gables and much more. Studio is ideal for couples, solo adventurers, or business travelers. Let us know what kind of adventures you are here for and we can help you. Travel Miami like a local.

Popular amenities for Westchester holiday rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$243 NZD$278 NZD$278 NZD$241 NZD$248 NZD$257 NZD$255 NZD$280 NZD$261 NZD$233 NZD$222 NZD$287 NZD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Westchester?

    Yes! Work meets play with ease at over 120 vacation rentals in Westchester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Westchester have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Westchester. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Westchester?

    Make yourself at home in Westchester by choosing from our most frequently booked neighborhoods. We have over 1,230 vacation rentals in Westchester, and over 1,230 vacation rentals in University Park.

  • What are the most popular amenities for Apartment Rentals in Westchester?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Westchester have a kitchen?

    Absolutely! We offer over 110 house rentals with a kitchen in Westchester. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Westchester have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Westchester. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Westchester?

    Four-legged friends are welcome in Westchester. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there Westchester vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Westchester, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Westchester?

    Westchester has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do private suite rentals in Westchester have free parking?

    Absolutely! We offer over 10 private suite rentals with free parking in Westchester. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Westchester

  • Total holiday rentals

    Explore 190 holiday rentals in Westchester

  • Nightly prices starting at

    Westchester holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 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

    120 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Westchester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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  4. Miami-Dade County
  5. Westchester