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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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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 Westchester
4.85 out of 5 average rating, 202 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 Tamiami
4.93 out of 5 average rating, 111 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 favourite
The image showcases a modern living room featuring a spacious sectional sofa, a decorative area rug, and a sleek media console with a large wall-mounted TV. A vibrant piece of artwork adorns the wall, adding color to the space.
Home in Miami
4.95 out of 5 average rating, 56 reviews

Cozy Modern Home w/ Arcade MIAMI

Welcome to our vibrant Miami home, a few blocks from FIU! Immerse yourself in the heart of the city with our stylish, centrally located space. This 2-bedroom gem boasts modern decor, a fully equipped kitchen, a cozy living area, and a wonderful guava fruit tree! The highlight? An arcade game for endless entertainment! Minutes away from Miami's hotspots, beaches and nightlife, this is the perfect base for your Miami adventure. Book now and experience the ultimate blend of comfort and excitement!

Guest favourite
A winding stone pathway meanders through a lush tropical garden, flanked by various green shrubs and palm-like plants. Sunlight filters through the trees, creating a serene natural environment that invites exploration.
Guesthouse in Coconut Grove
4.95 out of 5 average rating, 108 reviews

Historic Coconut Grove cottage in a native hammock

A charming, unique window into a Miami of yore, steps from the South Florida of the future. The home is within walking distance of Downtown Coconut Grove and the water’s edge of Biscayne Bay. A gated, secure parking lot makes it even more of a rarity. You’ll love the place because of the lush, tropical landscape (a restored, native, tropical hardwood hammock), the neighborhood, the history, the seclusion, and last but not least, the water. The cottage is good for couples and solo adventurers.

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 Westchester
4.92 out of 5 average rating, 393 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.

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, 136 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!

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 Fountainebleau
5 out of 5 average rating, 422 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
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, 146 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!

Guest favourite
Home in Flagami
4.88 out of 5 average rating, 179 reviews

Heated pool home only 7 miles from MIA Airport

A block a way from the Famous Calle OCHO . The Property is located in the heart of Miami. Property is only 6.4 miles away from Miami International Airport. ONLY 14 MILES AWAY FROM SOUTH BEACH Property is close to lots of restaurants and shopping centers. great location and property. Property Very comfortable and spacious with a private pool. You will love it because of the cleanliness & comfort, its for family, couples,friends,business travelers.Equipped kitchen for cooking.

Guest favourite
Home in Tamiami
5 out of 5 average rating, 13 reviews

Casa Bird - Near FIU student campus

Conveniently located just off the Turnpike and directly across from HCA Hospital, our home is only minutes from Miami International Airport and FIU - Florida International University. You’ll be within easy reach of Miami’s top attractions—vibrant Little Havana, the colorful murals of Wynwood, and the iconic beaches of Miami Beach. Being centrally located means you’ll enjoy a vibrant city atmosphere, full of the sounds and energy that bring Miami’s authentic spirit to life.

Superhost
Home in South Miami
5 out of 5 average rating, 3 reviews

Art Deco 3/2 home South Miami - NEW Listing

Charming South Miami furnished 3/2 home with lush garden nestled in a quiet central neighborhood, just minutes from UM, Nicklaus Hospital, and Coral Gables. This 1920's home was recently restored with art deco roots in mind. The living area is an open concept, styled with black and white decor, while the aquamarine kitchen is fully equipped with new stainless-steel appliances. Sleeps up to 6: Two bedrooms have a queen size bed and the primary bedroom has a king size bed.

Guest favourite
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, 37 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.

Popular amenities for Westchester vacation rentals

When is the best time to visit Westchester?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Westchester?

    Westchester has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in private suite rentals in Westchester?

    Experience the best of Westchester with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 vacation rentals with a dedicated workspace in Westchester?

    Yes! Work meets play with ease at over 100 vacation rentals in Westchester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Westchester house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Westchester, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Westchester?

    Make yourself at home in Westchester by choosing from our most frequently booked neighborhoods. We have over 1,250 vacation rentals in Westchester, and over 1,250 vacation rentals in University Park.

  • Do private suite rentals in Westchester have air conditioning?

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

  • Do house rentals in Westchester have a kitchen?

    Absolutely! We offer over 100 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.

  • Do apartment rentals in Westchester have free parking?

    Absolutely! We offer over 20 apartment 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 170 vacation rentals in Westchester

  • Nightly prices starting at

    Westchester vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 10,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 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

    100 properties have a dedicated workspace

  • Wifi availability

    170 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!

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