Dog Boarding Pleasantville

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Pleasantville, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jessica S.
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Jessica S.
from
$60
per night
5.0 out of 5 stars
• 45 reviews
21 repeat clients
25 years of experience
Ossining, NY, 10562

“Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.”

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Michelle T.
Sitter Profile Image: Brittany M.
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Brittany M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 38 reviews
14 repeat clients
25 years of experience
Valhalla, NY, 10595

“Brittany truly loves dogs. She and her own dog, Toffee, were great hosts to our whippet. He was part of their family while he was there and it helped him feel very comfortable the whole time.”

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Michelle S.
Sitter Profile Image: Doreen V.
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Doreen V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 262 reviews
124 repeat clients
40 years of experience
Elmsford, NY, 10523

“This was the first time since rescuing Lucy 2 years ago, that she was left with someone other than a family member. It was a week long stay and Doreen was very accommodating. Perfect home for a dog with separation anxiety and the fenced in yard was such a plus. I received updates and frequent photos of Lucy. I would recommend Doreen wholeheartedly.”

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Theresa F.
Sitter Profile Image: Axl R.
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Axl R.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Nyack, NY, 10960

“Axl is a very reliable dog sitter. She was one of the few sitters that responded and didn’t cancel or ghosted me on the Rover. I truly recommend her for your dog care. Our dog - Peaches - stay at Axl home was amazing. Our dog had a lot of fun with her and her two other dogs. Peaches didn't even notice that we were leaving her with a new family. She was well entertained and taken care off. We were getting updates and pictures from our dog stay regularly. She really took a great care of our dog.”

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Karolina
Sitter Profile Image: Diana M.
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Diana M.
Star Sitter
from
$67
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
6 years of experience
White plains, NY, 10607

“George seemed to really enjoy spending time at Diana’s place and he even got a complimentary bath! Would recommend and also book again. Don’t forget to tip!”

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Cameron C.
Sitter Profile Image: Valerie S.
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Valerie S.
from
$50
per night
4.9 out of 5 stars
• 18 reviews
11 repeat clients
23 years of experience
Sleepy Hollow, NY, 10591

“What a great experience. I love getting updates, and being reassured that my pup is having a good time and also getting what he needs. Valerie is conscientious, for example, she walked my dog before I came to make sure that he had his needs met before a long drive with me. Got an along well with her dog, in a family setting with a backyard — really appreciate her care.”

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Edie And Michael G.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$75
per night
4.9 out of 5 stars
• 135 reviews
80 repeat clients
18 years of experience
Irvington, NY, 10533

“I'm so grateful that two great people like Jen and James are on a service like DogVacay. I just did 4 days away, and needed someone quickly. Got to know Jen and James ahead of time, left Charlie (my dog) with them, and got pictures of them taking him out for walks, cuddling, and loving him like I do. I'll use them again for sure. And I'm a helicopter dog-owner. They're great!”

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Joshua W.
Sitter Profile Image: Arsenii S.
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Arsenii S.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
4 years of experience
Montrose, NY, 10548

“Arsenii took great care of my two dogs and I could see they were having a good time. Would definitely recommend and trust him to care for my dogs again.”

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Kelsea M.
Sitter Profile Image: Jane H.
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Jane H.
from
$52
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
7 years of experience
Briarcliff Manor, NY, 10510

“Jane was fantastic. My dogs stayed with her for a short one night get away but everything went great and she is very responsive. Her dogs are also so sweet. Will most definitely book again.”

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Serena & Robert M.
Sitter Profile Image: Rafaelina V.
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Rafaelina V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 112 reviews
48 repeat clients
16 years of experience
Scarsdale, NY, 10583

“Amazing! Rafaelina was extremely accommodating last minute. Her love and support was incredible and the space provided for our pup is superb. She treats your pet like her own and your pet will have a blast.”

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Kavita R.
Sitter Profile Image: Shane R.
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Shane R.
from
$55
per night
4.8 out of 5 stars
• 35 reviews
13 repeat clients
15 years of experience
Hartsdale, NY, 10530

“Thanks Shane for watching Casey at the last minute. I really appreciate how flexible you were with our schedule. Casey seemed to have a great time!”

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Jeff B.
Sitter Profile Image: Robert P.
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Robert P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 112 reviews
32 repeat clients
15 years of experience
Hartsdale, NY, 10530

“Robert was great with Hunny! It was my first leaving my puppy with anyone and he made it so easy to communicate with him throughout the day, made it comfortable for me to enjoy my evening without any worries.”

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Nerelis P.
Sitter Profile Image: Michael W.
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Michael W.
from
$55
per night
5.0 out of 5 stars
• 11 reviews
20 years of experience
New City, NY, 10956

“We had an excellent experience with Michael from Rover. From the very beginning, he demonstrated outstanding communication by ensuring we brought all the necessary supplies and asking thoughtful questions about our three furbabies' care. He was always responsive and replied to our messages promptly, giving us confidence that our pets were in great hands. During their stay, Michael went above and beyond by sending us daily updates with pictures and messages, which gave both my fiancé and me peace of mind. He also carefully followed all of our care instructions, including cleaning our pets' eyes as requested, showing genuine attention to detail and compassion for their well-being. It was clear that Michael truly cared for our three furbabies and treated them as if they were his own. We greatly appreciated his professionalism, reliability, and dedication. We would highly recommend Michael to anyone looking for a trustworthy and caring pet sitter, and we would not hesitate to book with him again.”

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Sean Michael R.
Sitter Profile Image: Saiad M.
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Saiad M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 21 reviews
10 repeat clients
5 years of experience
White Plains, NY, 10601

“Saiad was excellent with Cocoa. Great communication and easy coordination (Saiad accommodated a last minute schedule change). Thank you so much!”

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Rei S.
Sitter Profile Image: Danae G.
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Danae G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 197 reviews
87 repeat clients
15 years of experience
Dobbs Ferry, NY, 10522

“Danae took good care of booski while I was away. I can tell that he liked her when he started barking while she was walking away. Will definitely book with her in the future and can tell she loves dogs.”

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Courtney W.
Sitter Profile Image: Kiara R.
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Kiara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
5 years of experience
Eastchester, NY, 10709

“Kiara was great with our puppy, Bailey. We had never left him before so were a bit nervous but everything was easy and we were able to enjoy our vacation.”

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Melissa Jean M.
Sitter Profile Image: Chialing C.
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Chialing C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
• 70 reviews
21 repeat clients
20 years of experience
Yonkers, NY, 10701

“What an amazing experience from our meet and greet to our first booking with Lucy. Theo was made to feel at home with Lucy, her consistent updates of videos and pictures helped ease any anxiety one would have leaving a fur-baby for any duration of a stay. The flexibility and communication were Lucy’s super power. Thank you so much!!!”

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Jacob K.
Sitter Profile Image: Joyce C.
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Joyce C.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
White Plains, NY, 10605

“Joyce and her husband took great care of my fur baby! She is amazing! I def woud recommend her to another dog parents”

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Atziri Y.
Sitter Profile Image: Raymond O.
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Raymond O.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
Yonkers, NY, 10710

“Raymond and his family were amazing!!! We had such a great experience boarding our 10-month-old cocker spaniel them. They treated our puppy like one of their own, and the whole family—including the kids—welcomed him with so much love and energy. Raymond was communicative, sending regular updates with photos and videos. We will definitely re-book with him in the future.”

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Mia E.
Sitter Profile Image: Tatiana A.
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Tatiana A.
from
$75
per night
5.0 out of 5 stars
• 64 reviews
26 repeat clients
20 years of experience
White plains, NY, 10606

“Tatiana and her husband are friendly and kind. Their dog, Gracie, is also a happy one. My dog, a toy poodle, had a great time with them. I appreciate that.”

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Michiko S.
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Dog parents share their Rover experiences - Pleasantville

1 / 1
5.0 out of 5 stars

Thank you so much for watching Willie! Very easy and accommodating he was happy as can be and his usual self at the end of our trip!

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Emma H.
Boarding
5.0 out of 5 stars

Brittany took fantastic care of my Pomeranian puppy! She regularly sent photos and he clearly enjoyed playing with the other small dogs. I would recommend her for anyone with a small dog

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Leanne F.
Boarding
5.0 out of 5 stars

Knowing Charlie was in such caring and loving hands made our time away that much better. Thank you for taking such great care of him and for treating him like part of your family!

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Sarah D.
Boarding
5.0 out of 5 stars

I love Jen! She takes such good care of Tyler-he loves her. I also love her flexibility and being available last minute. She’s the best. 🩷😘

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Teresa D.
Boarding
5.0 out of 5 stars

Jess was great with our dog. Our dog is very nervous and reactive. Jess made her feel calm and relaxed. She has a very loving and welcoming home. We would definitely book her again!

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colleen m.
Boarding
5.0 out of 5 stars

Grace took incredible care of my dog, Goose. She was attentive and communicative, sending me videos and updates throughout his stay (which was so nice as I was missing him a lot!). He came back happy and pickup was easy. Would 100% recommend :)

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Sawyer E.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Pleasantville

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FAQs for Dog Boarding - Pleasantville

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pleasantville home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Pleasantville.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Pleasantville sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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