
Holiday rentals in Westchester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Westchester
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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!

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!

South Miami Cottage
Welcome to Casita Bella! We are excited to have you! Our charming cottage with kitchen is in the centrally located and beautiful City of South Miami. Our sweet neighborhood is just blocks from South Miami's city center, offering shops, restaurants, and nightlife, and about 1 mile from the South Miami Metrorail station, making it easy to explore Miami. After a fun day in the Magic City, come home to the privacy and comfort you deserve! Perfect for a relaxing getaway or exciting city adventures!

Villa Madre Pet Friendly Southwest Miami
Located in highly desirable SouthWest Miami. Close to the airport, shopping malls, Florida International University, and highways. Private remodeled 2 bedroom 1 bath house with kitchenette inside, outdoor kitchen with BBQ and private sun patio. The back patio is shared with the owner who lives in the back studio. Easy check-in. Assigned parking in the driveway. All essentials are provided. MAX OCCUPANCY 3 people. NO SMOKING. NO POST SURGERY GUEST. Please read house rules prior to booking.

Waterfront Retreat + Heated Pool + Sand Court
Newly remodeled. This stunning 4BR/2BA waterfront gem offers the perfect mix of relaxation and fun—featuring your very own private pool, sand court, and direct access to miles of navigable waterways. Step inside to a bright, open-concept layout that flows seamlessly from the modern kitchen and living room to a lush backyard retreat. This home has everything you need to unwind and enjoy Miami’s laid-back Westchester vibe. It's centrally located and close to all major Miami attractions.

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

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!

Luxe Pool & Fire Pit | 5 min to Dolphin Mall
Experience sun-soaked luxury in Miami! Dive into the refreshing saltwater pool or unwind on one of the poolside lounge chairs. Newly renovated in 2022, this 4 bed/3.5 bath home comfortably accommodates 10 guests. For endless entertainment, compete in games of ping pong, sing your heart out with the karaoke machine, enjoy board games, or shoot some hoops. Presented by SuCasa Vacay, every detail has been thoughtfully chosen for an unforgettable Miami stay. Property Name: SuCasa Palmas

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!

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.

Coral Gables Charm
Quintessential Old Spanish home in the heart of the Gables. Quiet neighborhood. Walking distance to the Granada Gulf Course, Supermarket, and laundry. Comfortable for 2 adults & 2 kids. Parking for 1 car. Traditional Airbnb, you will stay in a real house, just like visiting friends when they are away. Parties/gatherings not allowed. The house is rented for guests on the reservation; no third parties are welcome.
Popular amenities for Westchester holiday rentals
Other great holiday rentals in Westchester

House full of light, parking, and patio.

Peacock Boho Chic Retreat

3/2 Home with Pool & Bbq near Dadeland Mall

Tucker at Palmer Dadeland Miami | 1 Bedroom

Joy Day Off | Pool, Billiards & 4 Beds!

The Perfect Sanctuary

oasis/2ppl/pet/bbq/park/terrace

Aurea | 12 PPL | Pool | BBQ |Playground |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 | £103 | £118 | £118 | £103 | £106 | £109 | £109 | £119 | £111 | £124 | £123 | £153 |
| 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 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 holiday rentals in Westchester

Total holiday rentals
Explore 170 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 10,300 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
170 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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- Family-friendly rentals Westchester
- Flat rentals Westchester
- Rentals with a patio Westchester
- Rentals with a hot tub Westchester
- Rentals with pools Westchester
- Rentals with a washing machine and dryer Westchester
- Pet-friendly rentals Westchester
- House rentals Westchester
- Rentals with outdoor seating Westchester
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Miami Beach Convention Center
- Miami Beach
- Hard Rock Stadium
- Port Everglades
- Everglades National Park
- Midtown
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Calle Ocho Plaza
- Miami Design District
- Las Olas Beach
- LoanDepot Park
- Sawgrass Mills
- Lauderdale-By-The-Sea Beach
- Bal Harbour Beach
- Fort Lauderdale Beach




