Dog Boarding Pleasantville

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Pleasantville, Find top rated dog boarding

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.

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Sitter Profile Image: Jessica S.
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Jessica S.
$69
total 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: Robert P.
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Robert P.
Star Sitter
$76
total per night
5.0 out of 5 stars
• 112 reviews
32 repeat clients
15 years of experience
Hartsdale, NY, 10530

“Robert took such wonderful care of our sweet Luna! We received frequent updates and photos, and she looked very happy the whole time she was with him. She was also nice and tired when she got home, which shows she received sufficient exercise and play time with other pups! We will absolutely be using Robert to care for Luna in the near future!”

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Lylian B.
Sitter Profile Image: Elizaveta B.
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Elizaveta B.
Star Sitter
$64
total per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
5 years of experience
White Plains, NY, 10601

“Elizaveta was wonderful with our dog! She is warm, genuinely loves dogs, and was very flexible with scheduling. We especially appreciated the daily photos and videos she sent. Highly recommend her to anyone looking for a caring and reliable dog sitter.”

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Quan Z.
Sitter Profile Image: Maureen G.
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Maureen G.
Star Sitter
$58
total per night
4.9 out of 5 stars
• 34 reviews
8 repeat clients
19 years of experience
Nyack, NY, 10960

“This was our first time using this app and we had an amazing experience with Maureen. She was the perfect caretaker for our Puma. She gave us perfect peace of mind during our trip that Puma was well taken care of.”

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Gustavo D.
Sitter Profile Image: Rafaelina V.
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Rafaelina V.
Star Sitter
$75
total 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: Jennifer B.
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Jennifer B.
Star Sitter
$104
total per night
5.0 out of 5 stars
• 77 reviews
20 repeat clients
6 years of experience
Pleasantville, NY, 10570

“Jennifer was the absolute best. Our dog had some separation issues that we weren’t aware of. Jennifer understood what was happening and handled it like the pro she is.”

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Myles R.
Sitter Profile Image: Joy Y.
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Joy Y.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 17 reviews
8 repeat clients
18 years of experience
Yorktown Heights, NY, 10598

“We couldn’t have asked for a better dog sitter! From the moment we first spoke, it was clear that Joy genuinely loves animals and takes her responsibility seriously. She treated Bowie like a member of her own family, making sure he was not only well cared for but also happy, comfortable, and loved while we were away. Communication was outstanding throughout our trip. We received regular updates, photos, and videos that gave us complete peace of mind. It was obvious that Bowie was getting plenty of attention, exercise, and affection. When we returned, Bowie was relaxed, healthy, and clearly had an amazing time. It’s such a relief to know we have someone we can trust completely with him. Joy’s professionalism, kindness, and attention to detail exceeded every expectation. I wholeheartedly recommend her to anyone looking for a reliable, compassionate, and exceptional dog sitter. We will absolutely be booking with her again, and we know Bowie can’t wait for the next visit!”

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Natalia H.
Sitter Profile Image: Yasmeen E.
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Yasmeen E.
$69
total per night
5.0 out of 5 stars
• 46 reviews
26 repeat clients
6 years of experience
Ossining, NY, 10562

“This was Jack’s 2nd visit with Yasmeen and I could tell he was well taken care of. He was as happy as ever when I picked him up and I’m so glad he has her dog, Alford, as a play buddy while he’s staying with her. Would definitely have Yasmeen watch Jack in the future and recommend her to anyone.”

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Julie S.
Sitter Profile Image: Farva S.
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Farva S.
$115
total per night
4.9 out of 5 stars
• 122 reviews
80 repeat clients
17 years of experience
Pound Ridge, NY, 10576

“Farva is very responsive and has a very calm, caring nature which is perfect for our anxious dog. Jack had lots of playtime with Farva and came home very relaxed. He is looking forward to his next stays”

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Michelle K.
Sitter Profile Image: Janet S.
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Janet S.
$115
total per night
15 years of experience
Valley Cottage, NY, 10956

About: Looking to help people with their doggy pet care needs! I had my dog Buddy for 15 years since he passed a couple of years ago, he was my everything, so know how important it is to have someone care for your pet like they are part of your family ❤️Went thru all the stages of life with him from training to his elder days of taking care with doggy dimentia and incontinence issues.I’ve also been around and helped my family and friends with their dogs and cats and put my love into doing that ❤️I’m great with walking , feeding, and just overall play with animals and enjoy it as much as they do, I really take pride and care in each pet I’m watching and treat them as if they were my family. I work a part time job in an acupuncture office doing front desk so have a lot of free time to help out and walk dogs or take care of them during the day for people. I also have my own condo so can also have pets stay and take care of or I can go to houses to pet sit that are not to far away. I don’t have any other pets at the moment and live alone so a safe and good environment, I live in a complex that is pet friendly and a lot of areas outside to walk and play .

Sitter Profile Image: Saiad M.
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Saiad M.
Star Sitter
$98
total per night
5.0 out of 5 stars
• 21 reviews
10 repeat clients
5 years of experience
White Plains, NY, 10601

“Saiad was a trustworthy and reliable sitter during Max's stay. Max can be an insecure dog, but Saiad made sure he felt comfortable and well cared for throughout his visit. He followed all of our instructions, accommodated a meet-and-greet beforehand, and made sure Max had a great time playing fetch and enjoying his stay. Would love to book with him again!”

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Jenny S.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
$64
total per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“Joe, the dog-whisperer, did a great job for us. We had used him a couple of times for a night or two and we were going on a two-week cruise. We had him stay at the house with Barry, our beagle. He located himself in our finished basement suite, brought his own provisions and was very respectful of our house. He got Barry to fetch and was working on "paw" with him. We got great updates while we were away. He and Barry got along great.”

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William G.
Sitter Profile Image: Thandi B.
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Thandi B.
Star Sitter
$98
total per night
5.0 out of 5 stars
• 87 reviews
25 repeat clients
40 years of experience
White Plains, NY, 10607

“Thandi is a great sitter! She is warm and caring, professional and thoughtful. She is a great communicator and updated me regularly throughout Lemmy’s visit. She conducts a wonderful meet and greet to learn about your pet and their needs. Lemmy ran right into her arms when we arrived. If I could give 10 stars if I could. As a nervous dog mom of a reactive dog I could not be anymore satisfied.”

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Suzanne F.
Sitter Profile Image: Valerie S.
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Valerie S.
$58
total 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: Blanca R.
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Blanca R.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 71 reviews
48 repeat clients
35 years of experience
Port chester, NY, 10573

“Blanca is great with dogs and she stays with them during the whole stay. She is also comfortable giving medication if needed. Very flexible and outgoing, positive personality!”

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Kirsten D.
Sitter Profile Image: Jane H.
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Jane H.
$60
total per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
7 years of experience
Briarcliff Manor, NY, 10510

“There are dog-sitters and then there’s Jane. Her love for all animals shines through and we’ve never felt more at ease leaving Kaya with a sitter than we have with Jane. I’d recommend her to literally anyone who wants regular updates, a loving home, and a caring spirit. Thank you, Jane!”

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Sara B.
Sitter Profile Image: Kiara R.
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Kiara R.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 37 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: Jenna L.
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Jenna L.
Star Sitter
$72
total per night
5.0 out of 5 stars
• 99 reviews
46 repeat clients
30 years of experience
Nyack, NY, 10960

“Jenna is the best! She watched my dog over Christmas and sent me adorable photos and took such great care of him. Can’t wait to have her look after Moby again!”

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Caroline F.
Sitter Profile Image: Bianca S.
Verified Enhanced Background Check
Bianca S.
Star Sitter
$121
total per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
Nyack, NY, 10960

“Bianca took wonderful care of my dog and gave me complete peace of mind while I was away. She communicated with me throughout the day, sharing updates and letting me know how everything was going, which I really appreciated. I would absolutely recommend Bianca to anyone looking for someone reliable, caring, and attentive to their pet.”

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Laury E.
Sitter Profile Image: Ken & Irene H.
Verified Background Check
Ken & Irene H.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 360 reviews
134 repeat clients
12 years of experience
Nanuet, NY, 10954

“I highly recommend Ken and Irene for dog sitting! Willy stayed with them for 4 nights while I was away and I felt very comfortable leaving him there. I got photo updates every day so I knew he was having a great time there. When he got home he was so tired from having so much fun. I will definitely use them again in the future.”

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Kristen B.
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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.

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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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