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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.

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Superhost
An aerial view showcases a modern house situated near a tranquil canal. Lush green lawns and palm trees surround the property, with kayaks resting on a concrete area by the water's edge. The clear blue sky enhances the peaceful ambiance of the neighborhood.
Home in Miami
4.92 out of 5 average rating, 226 reviews

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!

Guest favourite
A bright living area features a large white sofa adorned with a light green throw and yellow accent pillows. Two armchairs with white upholstery are positioned next to a coffee table stacked with books and flowers. Expansive windows provide natural light and a view of the balcony.
Flat in Allapattah
4.94 out of 5 average rating, 173 reviews

301-Tropical Refuge Near Wynwood+Rubell Museum

Casa Flambo is a small, community building with 5 units around a common tropical patio inspired by traditional Latin American architecture. It is a unique place in Miami, with comfortable units for long-duration remote work stints, hosting friends and family for dinner, or sharing a the space with friends all the while having privacy. Guests enjoy private access to the unit, but can make use of the ample, breezy porches on each level facing the patio to eat, do yoga, read a book, or just chat!

Guest favourite
A spacious bedroom features a comfortable bed with a light-colored quilt, complemented by wooden accents. Natural light filters through, illuminating the room's earthy tones. A small nightstand and artwork depicting a bird add character, while a private bathroom entrance is visible in the background.
Guest suite in Coral Way
4.89 out of 5 average rating, 244 reviews

Quiet Guest Suite, 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.

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, 387 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
Guest suite in Coral Way
4.89 out of 5 average rating, 483 reviews

Tranquil Studio w/ Driveway at A+ Location

FREE PARKING at your own Driveway in a very SAFE & QUIET neighborhood @ Heart of Miami. TOTALLY PRIVATE with separate/private entrance, within walking distance of Little Havana, just mins to Downtown, Brickell, Key Biscayne, I-95, Coconut Grove, Coral Gables. High Speed WIFI, microwave, fridge, air-fryer, toaster oven, electric hot plate w/ pots& pans, coffee/espresso maker, etc and all the amenities you may need. Full size bed has a trundle with a twin size bed.

Superhost
A two-story house features a modern exterior with light-colored walls and a balcony on the second floor. Bright pink bougainvillea adorns a large planter near the entrance, while the welcoming front door is flanked by large windows.
Home in Flagami
4.87 out of 5 average rating, 113 reviews

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!

Superhost
A spacious studio is presented, featuring a king-size bed with soft linens and decorative pillows. Two windows allow natural light to illuminate the room, complemented by a yellow accent chair and various indoor plants. A small table with a bottle of wine and glasses enhances the setting.
Flat in Allapattah
4.85 out of 5 average rating, 312 reviews

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)

Top 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.
Guest house in Miami
4.96 out of 5 average rating, 185 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.

Guest favourite
A vibrant red hammock is suspended between two points, inviting relaxation. It is positioned against a white privacy fence, accompanied by a potted palm and a stone seating area. Sunlight casts a warm glow on the scene, enhancing the inviting atmosphere.
Guest house in Flagami
4.97 out of 5 average rating, 169 reviews

Casita Cafe

Come and stay in our Casita Café. A Cuban style guesthouse all to yourself with coffee and more. Great neighborhood next to the airport, main expressways and close to everything Miami has to offer. We will greet you with a bottle of wine. You can contact us at anytime if you need help finding out about current events. Our little home is good to stay for a few days, or for a season if you want to spend more time in the Miami eternal summer.

Top guest favourite
A serene outdoor space is surrounded by lush greenery, featuring two wooden lounge chairs positioned on a wooden deck. A turquoise side table is placed nearby, complementing the vibrant plants and providing a relaxing atmosphere for enjoying the natural surroundings.
Loft in Coconut Grove
4.88 out of 5 average rating, 242 reviews

TheLoft @CoconutGrove. Self checkin - Free Parking

Charming, well decorated, unique loft into the green of Coconut Grove. Just renovated, with all the amenities and top-end appliances. Ideal for 2; sleeps max 4 (Queen bed + sofa bed). Easy access to I-95, Brickell, Coral Gables, Wynwood and the Beaches. Free parking. Close to the metro-rail. Pets are welcome! Please inform us when you book. Pet fee is $100 per stay per pet. No smoking is allowed.

Guest favourite
Tiny home in Coconut Grove
4.96 out of 5 average rating, 125 reviews

Private Gated VERY Tiny House • Coconut Grove

Quiet, respectful solo guests only. Owner onsite. No visitors. ULTRA small Tiny House (10x10) in walkable Coconut Grove with AC, fast WiFi, tiny kitchen, fridge & private outdoor shower. Gated, peaceful setting near cafés, parks, bayfront paths & the Village. Eco-focused urban glamping in Miami for minimal luggage, early nights & guests who value calm, safety, nature & a no-TV, no-frills stay.

Top guest favourite
Guest house in South Miami
4.96 out of 5 average rating, 273 reviews

Cozy Cane Cottage close to UM

Next to U.M, Coral Gables and Sunset Mall. Enjoy easy access to beaches, restaurants, parks and shopping, next to the best attractions in Miami! Family friendly neighborhood with fantastic neighbors. Bookings are accepted from guests who maintain clear communication and a verifiable Airbnb presence. No third party bookings allowed.

Popular amenities for Westchester pet-friendly home rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$335 SGD$375 SGD$419 SGD$354 SGD$392 SGD$369 SGD$374 SGD$361 SGD$332 SGD$354 SGD$380 SGD$486 SGD
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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 4,380 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!