Dog Boarding in Pleasantville
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Pleasantville dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Victoria was fantastic! Our dog had a wonderful time, as evidenced by the thoughtful photos she provided throughout his stay! Thank you for the great care that you provided, Victoria!”

“As always, Tim and Lisa are amazing with your furry child. Bailey always enjoys her stays and we highly recommend bring your furry child to them. Their family will treat them as their own.”
“On meeting Jim and his wife we instantly knew our 12 year old dog would be well cared for. On return from our trip, our dog barely said hello to us, then ran back to Jim. We feel very fortunate to have found Jim and highly recommended him.”


“Kathleen was great. She kept us updated each day of our trip how Charlie was doing and sent pics of him. Highly recommend her for watching your pet! It was so nice knowing he was being taken care of properly while we were away! Will definitely rebook in the future! Thanks Kathleen!”

“Michael was incredible. He took care of our LARGE Great Pyrenees puppy and made it seem easy! He sent photos, was responsive, sweet, and caring. We will definitely send Koda back to Michael's!”

“Ceecee was AMAZING. I needed a sitter at the last minute and she responded asap and was able to accommodate me. She was so great with koda and so sweet. Koda is a big boy and she took him in with no questions asked and updated me through out the stay. She made sure he felts safe and loved. I would 100% recommend booking with her.”

“How can I find the right words to describe a literal angel on earth?? As someone with no family or anyone trusted nearby to watch my newly rescued Chihuahua with separation anxiety (along with some anxiety myself 😅), Pat not only took the time to understand my baby’s needs, but also to make ME feel comfortable. After my dog’s 3-day stay with Pat, I consider her to be a part of our little family. The first day was a rocky with my dog’s anxiety and sadness over me leaving her for the first time, but Pat was incredibly kind and patient, and gave her exactly what she needed to be comfortable. The next day, my girl was loving on Pat like she’s known her her entire life— and vice versa! Pat took her on walks, spoiled her with turkey and pup cups (I told her beforehand this was okay!), and kept me updated every chance she could with pictures and the CUTEST videos. I felt like my baby was completely safe and in the BEST hands… for someone like me, safety hasn’t always come easily; so this meant the world to me. Would I recommend Pat to anyone who is obsessed with their dog? A million times YES. However, I selfishly don’t want to because my dog and I want her all to ourselves! LOL. Seriously though, your dog will be safe, love, and spoiled beyond belief with Pat. Thank you for being an absolute GODSEND to us. 🤎🐾”

“Lisa was wonderful with my Peppy! Snuggles, car ride, art work, and plenty of love by the family! Lisa really is awesome and very easy going to deal with. Your pet would be privileged and spoiled to be in her care :) Thanks again!!!”


“Denise treated my pups as her own. I am truly happy I found her. They loved her and came home very spoiled. Couldn't have felt better about leaving them with her for the week. Thanks again, Denise!”

“Marci and her family were warm and welcoming to our dogs. She was reliable and communicative. She provided regular photo updates and the dogs were well cared for. Thank you again!”


“Once again Diana has helped sooo much in our quest for dogsitting services as we complete our multi-move until our hone is ready. Harley cones back revived, rejuvenated and as of today actually now knows the “drop it” command thanks to Diana. I had never had a sitter with their own dog but i can say i will actuakly look for it in the future because i now see the benefit. I would not hesitate to leave my pet in her hands as she is friendly, flexible and extremely pet knowledgeable! Who can ask for more. I also love her pet pics! I just hope we settle close enough to be able to have her sit more often.”

About: I’ve had dogs before, so I’m comfortable managing and caring for them daily. I also grew up around about 16 dogs, which helped me develop patience, confidence, and the ability to handle different personalities, sizes, and energy levels. I understand routines like feeding, walks, supervision, and making sure pets feel safe, comfortable, and cared for while their owners are away. During the school year, I’m available before and after school. I leave for school in the morning and return around 2:40 PM, so I’m dependable for afternoon, evening, and weekend care. I prioritize safety, trust, and creating a calm environment for every pet in my care. I follow owner instructions carefully, keep pets supervised, and pay close attention to their behavior and comfort.
“Patricia took very good care of our doggie that boarded with her. We were lucky to find her on a short notice and lucky that we felt immediately reassured that he would be in good hands. An added bonus was her own sweet and happy dog who became a buddy to ours quickly. I recommend Patricia to anyone looking for a home away from home for their canine family members.”

“Jan watched our dog Cash over Memorial Day weekend, Jan kept us up to date and sent pictures and videos of Cash. My husband and I both felt very comfortable leaving Cash with her. We were able to enjoy our time away knowing he was in good hands! She was so sweet and we could tell she really loved dogs. We will be booking again throughout the summer!”

“Jared was wonderful! Excellent communication leading up to our booking. He sent multiple photos daily and our dog had a great time. We will be repeat clients and highly recommend Jared.”

“Dogs came back in excellent condition. Extra food and treats were returned. Fenced yard and friendly dogs in the home. Andrew kept us posted while we were away. Highly recommend.”

“Best and most caring family!!! They took such good care of Beau. They sent so many pics and videos! I don’t think he wanted to leave! Feel free to contact me if you have any questions. I couldn’t give them a higher recommendation!”

Over 106 pet parents in Pleasantville have booked dog boarding
Pleasantville dog parents share their Rover experiences
Michael was amazing with our little Skye. We were nervous to drop her off and he immediately displayed a sense of calm which put our mind at ease. He sent regular updates and very understanding when we were running late to pick her up. Will definitely be calling again when we need boarding. Thank you for everything.

Lori was absolutely amazing. Not only was she extremely accommodating and went above and beyond to help me with the drop off of Oreo but she was so kind and generous sending updates about Oreo. She knew just what he needed. Every picture she sent he was happy and having a great time. I know for sure he had a better time than I did last weekend! Thank you Lori!!!!

Kathleen was great. She kept us updated each day of our trip how Charlie was doing and sent pics of him. Highly recommend her for watching your pet! It was so nice knowing he was being taken care of properly while we were away! Will definitely rebook in the future! Thanks Kathleen!

James and his wife were wonderful for my dog Rosie. She loved staying with them and they said she was a very good girl. James only watches one dog at a time. That's great for Rosie, because she loved all the attention. I can't wait to have them watch her again. They are my go-to puppy sitters.

When my dog,Millie, first met Karrie I could have sworn she recognized Karrie as a long lost friend! Karrie welcomed my Millie into her home and sent me pictures of Millie looking extremely relaxed and tired from all her exercise. Karrie is a confident and capable dog sitter and very kind. This helped us relax and enjoy our Christmas ! We look forward to scheduling with her again! Thank you.

Catherine-: Damien was great, we needed Shay watched last minute and not only did Damien watch her she treated her as her own. We loved the photos that we were sent and loved that she was able to feel like home while staying there. A plus was that Shay was able to have bonding time with another dog. We will definitely use Damien again. Juan-: Damien was amazing last minute booking and first time user of the app and she made it great and the photos and message updates was amazing hands down the best dog person there is no words to say that comes close to the professionalism she showed an I will definitely use again and only her Shay came back happy and with treats that she loves I wish I could give her a 100 star rating thank you for everything!!

Popular requests near you
Select a filter and find qualifying Pleasantville sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Pleasantville is $60
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Pleasantville average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Pleasantville is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Pleasantville dog boarding rates can be found as low as $21 to as high as $59 per night.
As of Jun 2026, 142 sitters provided dog boarding in Pleasantville. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Pleasantville dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Pleasantville have an average of 22 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Pleasantville.
Rover makes it easy to find Pleasantville dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 142 dog boarding sitters in Pleasantville on Rover, so you’re sure to find the perfect match for your dog! In Pleasantville, 91% of sitters offer daily exercise, 100% offer medication administration, and 82% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.



