
Pet-friendly holiday rentals in Westchester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Westchester
Guests agree: these pet-friendly homes 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!

The Garage. Charming loft. Self check-in. Parking.
Charming & differentiated NorthCoconut Grove loft/studio. Immersed in the green, which you will enjoy in the private patio. Recently renovated, with all the amenities and top-end appliances. Ideal for 2. Sleeps up to 4 (Queen bed + sofa bed). Easy, quick access to I-95, MIA Airport, Coral Gables, Brickell, Wynwood & Downtow. Free parking in front of the unit. Close to the Metro Rail Pets are welcome! Please inform us when you book. Additional fee is $100 per stay per pet. — No smoking allowed

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!

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!

Guest Studio apt, Private entrance, Patio, Parking
Take it easy at this unique and tranquil getaway in our 1930's Spanish Villa in the center of Little Havana and Coral Gables in the heart of Shenandoah. Your Guest Suite is equipped with a private entrance, private garden, and parking. Casita Amorcita is designed to give you the feeling of 'home' and 'love,' with the guest experience in mind. All linens are 100% cotton. Here you will have all that you need to rest, recover, recharge, and enjoy. We look forward to welcoming you home.

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.

Tropical Getaway | Jacuzzi | King| 10 mins Airport
⭐️Relax in a vibrant city with full access to top attractions, dining, nightlife and unforgettable adventures. Self check in (SMART LOCK)🔐 DEDICATED WORKSPACE 💻 EV 2 CHARGER 🚗🔌 HOT TUB🛁 BLUETOOTH SPEAKER🎵 BLACKOUT CURTAINS🌅 Bluetooth Victrola 🎼 Smart TVs in every room📺 Backyard 🏡 Piano 🎹 Fast WIFI📶 KARAOKE 🎤 Fully equipped kitchen🍽️ Pool Table and Games🎱 FREE AMPLE parking🅿️ Wood Pellet Smoker / Outside dining table😋 FREE Washer & Dryer👚 Kids👶/Pets 🐶 Friendly

Cute Mini-studio by Airport. 10 mi Miami Beach!
Surfer is a cool and relaxing mini-studio by Coral Gables. Freshly painted! This Surfing Vintage studio is very small yet fully equipped with everything you need: A cute kitchenette, a full bathroom, a queen-size daybed, plus a full-size trundle. A foldable console converts into a 4 seat table. Ideal for solo travelers or couples. Centrally located by 8th Street (famous Calle 8), restaurants & shops. 6 mi to the Airport. 15 mi to Beach! NO LAUNDRYROOM. PARKING ON THE STREET!

Dharma |15% off Monthly| Perfect 1B | South Miami
Spacious, comfortable, upscale, and ideally located, Dharma Home Suites at Red Road Commons are the furnished accommodations you’ve been looking for. Quality living is at the forefront of this apartment community and we’ve made sure its modern and cozy interior offers the perfect home away from home for all travelers. Immerse yourself in Coral Gables’ vibrant surroundings, enjoy resort-style amenities and beautiful surroundings in the heart of South Miami.

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!

King Bed Comfort – 5 Mins to Miami Hotspots
- TOTALLY PRIVATE BEAUTIFUL STUDIO Beautiful studio near everything!!! 5 minutes from the Airpot, Wynwood, Design District, South Beach, Port, Brickell, AAA, - King Size Bed - Private parking -Fully stocked kitchen also wifi, Smart Tv - 6 star hospitality - Washer and Dryer on premises to use for free - Property is 1 of 4 Airbnb on the property -$100 Pet fee -per stay. -NOTE: two pets, would be $150 per stay ( not apply for long-term stays)
Popular amenities for Westchester pet-friendly home rentals
Pet-friendly house rentals

Mango House: Miami’s best located retreat

10 ppl |Top Location | 20 Min Beach | Bar | Patio

Miami's Hidden Gem|5 BED SLEEP 8|2 miles to Beach

Charming Modern Home with a Private Backyard Oasis

Mi Casita, Beautiful Home in Central Miami

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Hot Tub+Fire Pit+Design District

Cozy Centrally Located House
Pet-friendly home rentals with a pool

Private Pool and Tropical Garden Oasis

Fontainebleau Jr. Suite King Bed with Ocean Views.

Modern Luxe at Brickell | Pool & Spa Access

Grove Casita Pool Paradise, 6min beach, Parking

[Guest Favourite] Stunning Family Fun Oasis With H

*Free Parking* TOP FLOOR Condo

2B/2B apartment in the heart of Doral

Guesthome w/ Heated Pool 5 mins from Miami Airport
Private, pet-friendly home rentals

Beautiful and cozy apartment.

Cozy little guest house!

Villa Madre Pet Friendly Southwest Miami

Tropical Garden Oasis-Steps to Art, Dine & Unwind

The Hub Miami Stay

NEW-Charming Miami Cottage

Modern apartment in Palmetto Bay

3 BR Cozy Miami Home with Pool
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $341 SGD | $382 SGD | $427 SGD | $360 SGD | $399 SGD | $376 SGD | $381 SGD | $368 SGD | $339 SGD | $320 SGD | $332 SGD | $402 SGD |
| 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 |
Quick stats about holiday rentals that are pet-friendly in Westchester

Total holiday rentals
Explore 70 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 3,830 verified reviews to help you choose

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

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 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!
Destinations to explore
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- Family-friendly rentals Westchester
- Rentals with a washing machine and dryer Westchester
- Rentals with a patio Westchester
- Rentals with pools Westchester
- Flat rentals Westchester
- Rentals with outdoor seating Westchester
- Rentals with a hot tub Westchester
- House rentals Westchester
- Pet-friendly rentals Miami-Dade County
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- South Beach
- Fort Lauderdale Beach
- Miami Design District
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Port Everglades
- Haulover Beach
- Bal Harbour Beach
- Fort Lauderdale Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dania Beach
- Broward Center for the Performing Arts
- Key Biscayne Beach
- Biscayne National Park
- Gulfstream Park Racing and Casino
- Jungle Island
- Crandon Beach
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Phillip and Patricia Frost Museum of Science
- Coral Castle




