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Family-friendly vacation rentals in Westchester

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westchester family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A spacious living area is featured with a modern glass dining table surrounded by upholstered chairs. Large windows allow natural light to fill the space, revealing views of the outside greenery. Designer lighting fixtures hang elegantly above, complementing the contemporary décor.
Condo in Bal Harbour
4.89 out of 5 average rating, 204 reviews

Finest Bal Harbour Resort by Guaranteed Rental®

KristenRating, 5 stars1 month ago
absolutely loved our time here! perfect location, amazing amenities, just wonderful ! highly recommend , we will definitely be back !
Guest favorite
A clean and modern bathroom is presented with a white vanity featuring a sink and ample counter space. A shower stall with sliding glass doors is visible, alongside a toilet. A bright teal towel adds a pop of color to the neutral tones.
Condo in Sunny Isles Beach
4.88 out of 5 average rating, 107 reviews

Golden Bay Club Beautiful Condo! -STR-02901.

JimRating, 5 stars3 weeks ago
The apartment is exactly as described. This is a tremendous place to relax, recover and enjoy the sunny isles of Florida. Fernando and team were incredibly gracious and responsive. Would definitely stay there again (hopefully very soon)
Guest favorite
A spacious outdoor area features a saltwater pool and a hot tub surrounded by lush tropical plants. A thatched tiki hut provides shaded seating, while a patio with lounge chairs is situated nearby. The home's façade is visible, highlighting large windows.
Home in Homestead
4.93 out of 5 average rating, 397 reviews

Private Paradise between Miami & the Keys

OliverRating, 5 stars5 days ago
Great home. The outdoor area was fantastic and the kids loved the pool. BBQ area was perfect for the evenings. The house itself is very spacious and has everything that you need. Perfect for a family getaway, close to the Everglades and the keys
Guest favorite
A colorful playground is nestled under large trees, featuring multiple slides and climbing structures. Soft green turf surrounds the play area, providing a safe environment. In the background, a building emerges among the trees, contributing to the family-friendly atmosphere.
Apartment in Coconut Grove
4.93 out of 5 average rating, 136 reviews

Gorgeous Bay View 1/1.5 Condo in Grove w/ Parking

RobertRating, 5 stars1 month ago
Beautifully decorated, wonderfully useful design and provisioned. We had a chance to stay at two of Lorelei’s Arya Condo - a 2 bd and a 1 bd. Both were immaculate with nice touches like coffee and creamer to start the stay, some snacks for the hungry traveler. I ask for her to help us smoothly transition from one unit to the other and it was a breeze. Excellent value, fantastic views, perfect location for all the spots in the grove.
Guest favorite
A private outdoor area features a spa jacuzzi surrounded by a lush garden, providing a serene environment for relaxation. Two wicker chairs with colorful cushions are positioned nearby, and a small side table is visible. A secure gate offers access from the patio.
Guesthouse in Flagami
4.86 out of 5 average rating, 342 reviews

Studio #1 hot jacuzzi Miami Center Beach

yasminRating, 5 stars2 weeks ago
Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.
Guest favorite
A group of white ibis is seen foraging on the grass near a calm river. The background features a serene waterway lined with greenery and decorative plants, while a modern seating arrangement is visible along the water's edge.
Home in Miami
4.92 out of 5 average rating, 264 reviews

Tropical RiverHouse w/Spa & Deck

ChadRating, 5 stars2 weeks ago
This is our second stay at The Tropical River House, and it is an absolutely wonderful place to relax and take in the beautiful scenery. Located right along a small river, with tropical palm trees framing the most beautiful sunset, all right in the back yard! We were visited by various tropical inhabitants such as ducks, cormorants, a few iguanas sunning themselves on the seawall, and also pods of Manatees slowly swimming by from time to time. It's just wonderful, it's so nice that we spent a couple of days on the back deck relaxing, in lieu of going to the beach. Although we did get some great beach time too! The house is exactly as described, is very clean and organized, and has all the amenities you'll ever need. We "cooked in" on several nights and the kitchen has it all! The neighborhood is quiet, and the home is near to restaurants, shopping, the beach and just about everything. The Tropical River House, once again, exceeded our expectations and we will be back soon.
Guest favorite
A tall skyscraper named 'Brickell Arch' is depicted, featuring a sleek glass facade reflecting the sky. Tall palm trees are positioned in the foreground, complementing the modern architectural design of the building.
Apartment in Brickell Business District
4.78 out of 5 average rating, 302 reviews

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING

LaraRating, 5 stars2 weeks ago
I loved the place, it's super well located, I would go back without thinking. Excellent! Highly recommended. It will be our place to go to in Miami.
Superhost
A bright living area features floor-to-ceiling windows offering views of the Indian Creek Canal. A cozy sofa and a stylish chair are arranged around a natural wood coffee table, enhancing the spacious ambiance. Soft natural light fills the room, while elegant decor complements the design.
Apartment in South Beach
4.88 out of 5 average rating, 308 reviews

Amazing View 1 Hotel Corner Unit 2BR/2BA w Balcony

PatriciaRating, 5 stars3 weeks ago
Great stay here! Beautiful place and representative of the photos on the posting. Beautiful views and so centrally located. Huge additive plus to be able to use all hotel accommodations. Thank you for such a fabulous stay!

Family- and pet-friendly home rentals

Guest favorite
Home in Coral Way
4.89 out of 5 average rating, 289 reviews

Grove Central 3Br+ Den Spanish House Patio BBQ

TinaRating, 5 stars2 weeks ago
This was exactly what we were looking for. Everything was as advertised and Ana was responsive. Beds were all comfortable and linens were clean. Thanks! We Enjoyed our short stay!
Top guest favorite
Home in Miami
4.89 out of 5 average rating, 225 reviews

Large heated Pool Home (Centrally Located)

MaeveRating, 5 stars3 weeks ago
Claudia was a fantastic host! She was very helpful, answering our questions about the neighborhood and where to buy groceries. The house was clean and very comfortable for our group of 6. The garden and pool area were beautifully maintained and the kitchen was well stocked with cooking equipment. Overall we had a great time and felt right at home.
Superhost
A bright, modern bathroom features a walk-in shower with a glass enclosure and a pebble stone floor. A white vanity with a sink and minimalist decor complements the clean design. Natural light enters through a window, illuminating the space.
Home in Miami
4.85 out of 5 average rating, 111 reviews

Miami - Group Retreat #1

MicheleRating, 5 stars1 week ago
Amazing hospitality Great location Very quiet neighborhood . Definitely recommended
Superhost
A spacious backyard features a heated saltwater pool surrounded by lounge chairs and umbrellas. A dining area with a BBQ grill is visible, while lush tropical landscaping provides privacy. Unique outdoor sculptures add artistic flair to the tranquil setting.
Home in Fort Lauderdale
4.93 out of 5 average rating, 143 reviews

Breathtaking Pool Home and Backyard by Wilton Mnrs

JenniferRating, 5 stars6 months ago
What an amazing host and fantastic property. Communication was prompt and professional. The host really worked with us to help us to make our experience a great stay! We would stay again and highly recommend this property!
Guest favorite
A spacious backyard is highlighted by a large, heated pool surrounded by lounge chairs. Lush green grass and palm trees contribute to a private, tranquil setting. The contemporary house with multiple windows stands in the background, basking under a clear blue sky dotted with a few clouds.
Home in Miami
4.86 out of 5 average rating, 166 reviews

6-BR Vacation Home for Bachelorettes & families

KatiaRating, 5 stars8 months ago
Vischka has a beautiful family home, she was always responsive and ready to help whenever we needed. I would recommend staying at her place!
Guest favorite
Apartment in Hallandale Beach
4.92 out of 5 average rating, 113 reviews

Cozy 1BR Retreat with Patio, Free Parking & Wi-Fi

AbigayleRating, 5 stars1 week ago
I loved the private outdoor living space. Very quiet and comfortable.
Guest favorite
The bathroom is equipped with a white bathtub and shower combination, complemented by a modern vanity with a sink. Above the vanity, shelves hold neatly arranged towels. A decorative fish is mounted on the wall, adding a nautical touch to the space.
Home in Poinsettia Heights
4.94 out of 5 average rating, 121 reviews

• The Captain's Quarters • Home + Guesthouse

NikRating, 5 stars2 months ago
Had a great stay! Everyone in my party of 11 enjoyed the property and the amenities. The theme is very cool and elevates activities on premises. The hosts were fantastic and extremely responsive. Would recommend!
Top guest favorite
A bright bathroom features a double vanity with silver faucets and a large mirror framed in light wood. A frosted window allows natural light, and a towel with a geometric design hangs nearby. The space is complemented by light marble flooring.
Guest suite in Central Beach
4.96 out of 5 average rating, 205 reviews

Private guest house walk to beach

TomRating, 5 stars1 week ago
Marcela was very accessible and extremely helpful. the property was serene, quiet and spacious. the pictures represented the rental very accurately. we really enjoyed our stay

Family-friendly home rentals with a pool

Guest favorite
Home in Hollywood
4.89 out of 5 average rating, 169 reviews

3B Pool Home, King Bed-Priv.Yard-Grill & EVCharger

SaquoyaRating, 5 stars1 week ago
Everything was nice! Communication from the hosts were great. 10/10 highly recommended! The kids really enjoyed the pool!
Guest favorite
A serene outdoor space is highlighted by a heated saltwater pool surrounded by vibrant greenery. A thatched tiki hut provides shaded seating, complemented by a private fenced area. The house features large windows that enhance the open feel of the area.
Home in Coral Ridge
4.85 out of 5 average rating, 126 reviews

4BR Heated Pool Home w/ Tiki Hut!

JoelRating, 5 stars2 months ago
As perfect as anyone could expect. One minor issue that im sure they were not aware of but jumped to correct it. Two of the most important things for is is there was nothing misleading about the property description and the communication couldn't have been better.
Guest favorite
Guest suite in Pembroke Pines
4.94 out of 5 average rating, 705 reviews

Studio- Between Hard Rock Stadium & Casino

JosephRating, 5 stars1 week ago
Simply amazing, the smell of jasmine from her tree in the morning by the pool with a cup of coffee was awesome. Judy was absolutely wonderful. he place was clean and the kids loved her pool.
Guest favorite
A modern living area features a spacious gray sofa and a stylish chair, complemented by a wooden accent wall. A dining table with white chairs is visible, alongside large windows that allow natural light to illuminate the room. Decorative elements add a contemporary touch.
Home in Fort Lauderdale
4.9 out of 5 average rating, 265 reviews

Private Pool | King Bed | BBQ & Hammock

HilaryRating, 5 stars1 month ago
Christina’s place was absolutely lovely! The pool was perfect, and the backyard felt like a little oasis—so peaceful and relaxing. The interior was exactly as expected, super comfortable, and had everything we needed. We had such a great time and would definitely stay again. Highly recommend!
Guest favorite
A spacious living area features large windows allowing natural light to brighten the space. A comfortable couch is positioned around a glass coffee table, complemented by a decorative rug. A pool table is visible in the background, alongside tasteful artwork and indoor plants.
Home in Davie
4.9 out of 5 average rating, 145 reviews

LakeFront - Home Near Casino w private pool

OpalRating, 5 stars1 month ago
Wow! Just WOW! I appreciate Beatriz deeply, as she was available to accommodate my family and I for a last minute reservation, as my prior plan fell through. Beatriz was easy to communicate with, very thorough, empathic and overall a sweet, genuine spirit. The home was very beautiful and clean! I was very impressed with how everything was organized and decorated. The location was serene as well. I was able to play a little pool and brush up on my skills. I wish I was able to play the other games she had available but didn’t have time. I am so happy that I was able to stay here with family. We all enjoyed it, along with the amenities (my mother was impressed with the availability of kitchen and cooking utensils!). THANK YOU BEATRIZ! I will certainly return whenever I take a trip down to Florida.
Superhost
Home in Hollywood
4.83 out of 5 average rating, 275 reviews

The Oasis @ Hollywood, FL (3 miles to the beach)

StaciRating, 5 stars3 months ago
Excellent comfortable home and wonderful responsive host. One hundred percent would stay again
Superhost
A vibrant bathroom features bright green walls and a shower area with a multi-colored polka dot curtain. A circular dark wood vanity with a white sink is complemented by a large mirror illuminated by three overhead lights. A towel hangs on a nearby rack.
Home in Miami
4.79 out of 5 average rating, 149 reviews

Waterfront Home 3/3.5 Resort Style-Heated Pool*

Laura LuciaRating, 5 stars4 weeks ago
We enjoyed our visit, peaceful place, felt like I was home. Everything was clean and very comfortable furniture. We recommend this place and hopefully we can come back soon Thank you for letting us enjoy this stay at your place, we really enjoyed it.
Top guest favorite
The bathroom features modern fixtures, including a white toilet and sink. Storage shelves showcase neatly arranged toiletries and towels. The soft color palette creates a calm environment, complemented by decorative accents on the wall. Natural light brightens the space through the door.
Home in Hollywood
4.98 out of 5 average rating, 344 reviews

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

NicoleRating, 5 stars3 weeks ago
Lara’s place was hands down the best Airbnb I have ever stayed at. The place was sooo beautiful and CLEAN! It was in a perfect spot, everything about it was amazing and so accommodating for our family. The place was great but so was Lara herself! She’s genuinely someone I could see our family having a friendship with. All in all the place was perfect in all aspects and we already said if we were to ever come back it would be to this home.

Quick stats about vacation rentals that are family-friendly in Westchester

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    4.6K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore