
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.

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.

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.

Private duplex in the center of Miami.
1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

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

2PPL/Top Location/Parking/10 min Airport #2
Brand-new private studio with free parking just minutes from Miami Airport, Coral Gables, and South Beach. Enjoy premium mattresses and a smart TV with Netflix. We maintain exceptional cleanliness for a comfortable, worry-free stay. No animals of any kind are allowed, including service animals, due to an Airbnb-approved health exemption. We cannot store luggage. Early check-in at 1 p.m. is available for a $15 fee, with advance notice. Thanks for choosing our place!

Private Guest Suite w/ Patio in Miami
Cozy private suite room located in a private home, in Westchester. Great for travelers looking to stay close to the airport and popular destinations here in Miami. The suite is located on the left side of the main house with its own private entrance and side patio. Free street parking. Ideal for 2. Hermoso efficiency con excelente ubicacion en Westchester. Entrada y pequeño patio privado. Cerca de diversos destinos en Miami incluyendo Miami International Airport.

Super cool unit with a pool in a quiet location
Super cool boutique hotel unit with a pool on Biscayne Boulevard, just a short drive to South Beach and the Design District. This unit offers a private and stylish accommodation for vacationers and business travelers. The room features a comfortable king-sized bed, hangers, a Smart TV and AC. This is a historic MiMo building, charming and nicely renovated. On site parking is available for just $15/day. Street Parking is unavailable. The unit is about 300 SQ/FT

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Feels just like home
Remodeled studio featuring elegant Spanish tile, a brand-new kitchen with modern burners, and a stylish shower. You’ll feel right at home with total privacy, easy check-in, and a peaceful atmosphere on a quiet dead-end street with no traffic. Located in one of Miami’s best areas, close to golf courses, parks, shopping centers, diverse restaurants, the Miccosukee Resort, and Everglades Safari Park for exciting gator airboat tours.

Marriott Villas at Doral 2BD sleeps 8
Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

Hunter 26 Sailboat
A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

The Gables Hideout- Charming/Cozy/Private
Welcome to @The Gables Hideout, our beautiful studio guest house sits in a quiet and safe neighborhood in the outskirts of Coral Gables. Equipped with its own private entrance, free dedicated parking spot, its own private outdoor patio with a BBQ, and a seating area, 24hr check-in, walk in closet, Flat-Screen smart TV, a fully equipped private kitchen and high-speed WiFi.
Popular amenities for Westchester vacation rentals
Other great vacation rentals in Westchester

Beautiful and cozy apartment.

Cozy Apartment Near MIA International Airport

Private Guest Suite West Miami

Heated* Pool•Hot Tub•Sauna•Games•Prime for Groups*

The Hub Miami Stay

Private Studio in West Kendall

Waterfront Retreat + Heated Pool + Sand Court

Miami Blue Lake Beach House w/Theater & Mini Golf!
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $193 CAD | $221 CAD | $221 CAD | $191 CAD | $197 CAD | $204 CAD | $202 CAD | $222 CAD | $207 CAD | $184 CAD | $176 CAD | $228 CAD |
| 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
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 vacation rentals in Westchester

Total vacation rentals
Explore 190 vacation rentals in Westchester

Nightly prices starting at
Westchester vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 10,360 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space and 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
120 properties have a dedicated workspace

Wifi availability
180 of Westchester vacation 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Apartment rentals Westchester
- Pet-friendly rentals Westchester
- House rentals Westchester
- Rentals with a patio Westchester
- Family-friendly rentals Westchester
- Rentals with a hot tub Westchester
- Rentals with pools Westchester
- Rentals with outdoor seating Westchester
- Rentals with a washer and dryer Westchester
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Miami Design District
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Dania Beach
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Crandon Beach
- Biscayne National Park
- Key Biscayne Beach
- Gulfstream Park Racing and Casino
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Boca Dunes Golf & Country Club




