Pet-friendly vacation 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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Top guest favorite
A cozy bedroom features a queen-size bed with fresh linens and decorative pillows. Natural light enters through a window adorned with light curtains. Wooden flooring complements the space, which includes bedside tables and lamps for additional lighting.
Guesthouse in Flagami
4.97 out of 5 average rating, 219 reviews

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!

Top guest favorite
The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.
Guesthouse in South Miami
4.97 out of 5 average rating, 143 reviews

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 favorite
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, 242 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.

Top guest favorite
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, 386 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 favorite
A comfortable bed is centrally positioned against a light-colored wall, featuring a decorative canvas above with stylized lips. Two bedside lamps provide gentle illumination, while a small side table and a transparent chair are visible on one side.
Guest suite in Upper Eastside
4.99 out of 5 average rating, 214 reviews

Amazing Studio - Perfect Distance to Everything

This amazing studio, with free parking on site, air conditioning, and fast internet, is located in a residential area and at the same time has easy access to all places of interest the Miami and Fort Lauderdale area. 2 blocks away from a main avenue with restaurants. By car: 15 minutes from downtown Miami and Wynwood. 10 minutes from the beach and the Design District. Uber and Lyft are available 24/7. Also, there are nearby bus stations. (watch out for Miami traffic of course)

Top guest favorite
The outdoor area features vibrant green synthetic grass and a large shade tree. A playground set with swings is visible alongside a colorful slide. A chess set on the lawn adds a playful touch, while various seating options are arranged nearby in a spacious backyard.
Home in Flagami
4.96 out of 5 average rating, 144 reviews

Tropical Getaway | Hot Tub | 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🅿️ BBQ / Outside dining table😋 FREE Washer & Dryer👚 Kids👶/Pets 🐶 Friendly

Top guest favorite
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.
Guesthouse in Miami
4.96 out of 5 average rating, 183 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 favorite
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.
Guesthouse 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 favorite
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
4.89 out of 5 average rating, 240 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 favorite
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.

Guest favorite
A bright guest suite features a spacious bed dressed in coral bedding, complemented by a modern ceiling fan. A small round table with a white coffee cup is positioned beside a red and white chair. Green walls and a decorative art piece enhance the room's ambiance.
Guest suite in Miami
4.86 out of 5 average rating, 200 reviews

♥ Charming Suite, Private Entrance, Dolphin Mall ♥

The Watermelon Room is a lovely and comfortable guest suite managed by a SuperHost with a private entrance and bathroom plus free parking, located in a very safe and quiet residential area. - 20 min from Miami International Airport - 5 min from Dolphin Mall - 10 min from International Mall - 20 min from Wynwood - 25 min from Miami Beach - 18 min from Little Havana - 10 min from FIU

Top guest favorite
Home in Miami
4.96 out of 5 average rating, 129 reviews

Miami Lux Lake Front Retreat

A destination on its own: 1. Spacious home- over 5500 sqft of living space. 2. Gym with sauna and steam shower. 3. Pool table 4. Gourmet kitchen. 5. Formal dining room. 6. Large TV room with leather sectional, all recliner. 7. Karaoke 8. Kayaks to enjoy the lake 9. Heated Pool 10. Outdoor ping pong 🏓 table 11. Gym 12. Sauna and steam Room

Popular amenities for Westchester pet-friendly home rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,353 GYDG$62,037 GYDG$69,347 GYDG$58,486 GYDG$64,752 GYDG$60,992 GYDG$61,828 GYDG$59,739 GYDG$54,935 GYDG$58,486 GYDG$62,872 GYDG$80,418 GYD
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Quick stats about vacation rentals that are pet-friendly in Westchester

  • Total vacation rentals

    Explore 70 vacation rentals in Westchester

  • Nightly prices starting at

    Westchester vacation rentals start at G$8,355 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,380 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Westchester vacation rentals include wi-fi 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!