
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

Private Gated Tiny House • C Grove Micro Retreat
Quiet, respectful guests only. Owner onsite. No visitors allowed. Ultra-tiny 10×10 Tiny House micro-retreat in walkable Coconut Grove with AC, fast WiFi, small kitchen, mini fridge & private outdoor shower. Ideal for solo travelers seeking safety, simplicity, nature & the outdoors within a gated, peaceful setting near cafés, parks, bayfront paths and the Village—an eco-focused, secure urban glamping stay in Miami. Designed for minimal luggage, early nights & guests who value calm over nightlife

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!
The Atelier is a charming cottage inspired by an artist'studio. It’s a private, peaceful space— small yet fully equipped for solo travelers or couples (4 guests can sleep, though snugly). It offers a queen bed with a twin trundle & a foldable cot in the closet. Step outside to a lovely frontyard with a comfy sofa under the avocado tree — perfect for relaxing. Plenty of free street parking. The location is right in the heart of Miami, between Little Havana & Brickell, close to all attractions.

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!

"Casa Mia's" pool & BBQ bungalow
Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

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.

Modern-Miami charming bungalow home, pet friendly*
Charming bungalow home near the heart of Coral Gables. Designer decor, nicely appointed with confort in mind. Lush landscaping, pet friendly*,fenced back yard with gas propane grill and parking for 4 cars, RV or boat. Great location, 5 minutes from historic downtown Coral Gables, (Miracle Mile). A short 10 minute drive to Coconut Grove, Shops at Merrick, and 15 mins to Downtown-Miami/ Brickell, Edgewater, Midtown (Wynwood). Also, 10 mins from Miami MIA airport and 20 minutes to South Beach.

Best area of Doral with all the services!
Experience the best of Miami in our stunning rental property condo located in the heart of Doral. This modern 1-bedroom, 1-bathroom condo boasts spacious living areas, modern furnishings, and breathtaking city views. Enjoy access to the building's amenities, pool, fitness center, and 24-hour security and 1 parking spot. Just steps from shopping, dining, and entertainment, this condo is the perfect home base for your Miami adventure. Book your stay today and experience the best of Doral
Popular amenities for Westchester pet-friendly home rentals
Pet-friendly house rentals

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

Charming Modern Home with a Private Backyard Oasis

Miami Fun Oasis, Heated Pool & Private Mini Golf

Tropical RiverHouse w/Spa & Deck

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

The Lux Paradise Miami

Tropical Grove Bay 1/1 | Newly Renovated Escape

Miami Modern Luxury with Pool & Spa
Pet-friendly home rentals with a pool

Free Spa/Pool at the W - 48th Floor Condo

*Coconut Grove Retreat: Balcony Pool, Free Parking

Large heated Pool Home (Centrally Located)

Hollywood Sunshine Resort Pool House w/ Hot tub

Fontainebleau Jr. Suite King Bed with Ocean Views.

Grove Casita Pool Paradise, 6min beach, Parking

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

2B/2B apartment in the heart of Doral
Private, pet-friendly home rentals

5min to Keralty Hospital/WiFi/Parking/Laundry

Villa Leo2| 2BR|Top Location Gazebo |BBQ King Bed

Miami Nest

Cozy little guest house!

Suite close to Kendall Hospital and FIU

The Hub Miami Stay

Independent Studio Close to everything W/ parking

NEW-Charming Miami Cottage
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $337 SGD | $378 SGD | $423 SGD | $356 SGD | $395 SGD | $372 SGD | $377 SGD | $364 SGD | $335 SGD | $317 SGD | $328 SGD | $397 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 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!
Destinations to explore
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- South Beach
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