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
“Cindy was very responsive and helpful when it came to the booking process! She did a great job caring for my two dogs and provided photos throughout their boarding stay. She lived in a nice quiet area perfect for dog walks!”
“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”
“My dog is so comfortable here. Nina & family really do everything to treat your dog like a beloved member of the family. Daisy comes home healthy, happy and loved. We can go on vacation with no guilt because it’s like a vacation for her too! I so appreciate all the photos and updates about how Daisy is doing. I wholeheartedly recommend Nina and family for any dog lover!”
“Kevin and his family are super great with our pup! This was the second time she stayed with him. He made sure she felt more comfortable as she gets a bit homesick. We will definitely ask him to take care of her again. Highly recommended!”
“Stephanie and Christopher took wonderful care of our dog, Phoebe, while we were away. They are warm, friendly people who clearly love dogs. They sent plenty of photos so we were able to see how happy Phoebe was while away from us. We will definitely use Stephanie and Christopher again!”
“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.”
“Sara was the perfect choice for Dory while we were visiting town. She was focused on ensuring she understood Dory’s needs before and during her stay. Dory came home happy and tired… and Sara provided us with great reports during her stay and at pickup. We highly recommend!”
“Doreen was wonderful with my Maltipoo! She was accommodating, loving and sweet and sent us lots of pictures and updates. I will definitely book a doggie stay with her again!”
About: When I was ten, I raised my first seeing eye dog and at the age of twelve he completed his training with me and had his final evaluation, where he graduated top in his class. Through the countless Guiding Eyes for the Blind dogs I’ve trained since, friend’s and family’s dogs, and my own, the lessons I learned from my first dog have always stuck with me; teaching a dog confidence and obedience but most importantly teaching them to have those traits while being a companion. I work from home so my availability is pretty flexible to the dogs that I’m taking care of at the time. I find it’s best for both of us if I adapt to their needs. I prefer to have dogs crate trained, especially when I’m not home although it is not necessary. I usually reward by giving them praise and letting them know they did the right thing instead of treats.
“Jeff is a fantastic pet sitter! We are incredibly grateful for the photos he sends throughout the stay and his great communication and flexibility about drop off and pick up. Thank you Jeff!!”
“Really grateful to have found them. They were able to take care of my pup last minute and Sophie had an amazing time. I will definitely be using them again. Highly recommend!”
“Janna and her family were the most loving, welcoming hosts to our dog, Winnie!!! They treated her like family and truly provided a home away from home experience for Winnie. Janna is super responsive, communicating quickly and sharing photos and updates regularly. Winnie can be nervous and sensitive in new situations, but she came home so calm and relaxed. We will definitely be using Janna again!!”
“Anat was great with Bodi. He’s a puppy and she was super responsive, attentive to his needs, and followed my instructions to a tee. He had fun play dates and we received lots of fun videos and pictures.”
“Yuri took amazing care of Jolie while she was sitting for her. She sent me pictures daily and updates about her well being and any concerns she had. I will definitely be booking with her again! Thank you so much Yuri!”
“Karine is the best sitter I have used! She was very patient and took really good care of my nervous Aussie shepherd. Asked question to make sure she was always well taken care of and safe. I loved all the updates and pics of ruby playing and getting along with the family. I trust her and highly recommend her to take good care of your fur babies. Thank you Karine!!”
Loving dog boarding sitters in your neighborhood
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Woof L.Star Sitter
“Tucker loved his stay with Grace! He had so much fun while I was away. Grace was wonderful. I would definietly recommend Grace for dogsitting. thank you Grace!”
Vibeke A.
“Caring kind and definitely cares for the dogs they way she does for her own A savior in a pinch 5 star with no hesitation and will use again”
Cindy B.
“Cindy was very responsive and helpful when it came to the booking process! She did a great job caring for my two dogs and provided photos throughout their boarding stay. She lived in a nice quiet area perfect for dog walks!”
Farva S.
“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”
Nina & Augustine C.Star Sitter
“My dog is so comfortable here. Nina & family really do everything to treat your dog like a beloved member of the family. Daisy comes home healthy, happy and loved. We can go on vacation with no guilt because it’s like a vacation for her too! I so appreciate all the photos and updates about how Daisy is doing. I wholeheartedly recommend Nina and family for any dog lover!”
Darlene R.Star Sitter
“Darlene took care of our 5 year-old Golden and the stay was amazing. Her family are loving and her dog Maggie is a lovely furry companion. We're so grateful!”
Kevin J.
“Kevin and his family are super great with our pup! This was the second time she stayed with him. He made sure she felt more comfortable as she gets a bit homesick. We will definitely ask him to take care of her again. Highly recommended!”
Marina d.
“We feel very confident leaving our furry son with Marina. Communication is great and it’s obvious that she takes excellent care of our boy!”
Stephanie & Christopher P.Star Sitter
“Stephanie and Christopher took wonderful care of our dog, Phoebe, while we were away. They are warm, friendly people who clearly love dogs. They sent plenty of photos so we were able to see how happy Phoebe was while away from us. We will definitely use Stephanie and Christopher again!”
Maureen G.Star Sitter
“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.”
Sara S.
“Sara was the perfect choice for Dory while we were visiting town. She was focused on ensuring she understood Dory’s needs before and during her stay. Dory came home happy and tired… and Sara provided us with great reports during her stay and at pickup. We highly recommend!”
Doreen V.
Star Sitter
“Doreen was wonderful with my Maltipoo! She was accommodating, loving and sweet and sent us lots of pictures and updates. I will definitely book a doggie stay with her again!”
Kara M.
“Kara was simply wonderful! She's so warm that my dog hopped right in her lap when he met her. She's also a great communicator and made the whole process easy.”
Steven H.
“Steven is an excellent dog walker, dog babysitter and all around trusted friend to my three fur babies Lilli, Zeke and Oliver. He is 100% someone I can count on to take the best possible car of my dogs 5-7 days a week.”
Jeff C.
“Jeff is a fantastic pet sitter! We are incredibly grateful for the photos he sends throughout the stay and his great communication and flexibility about drop off and pick up. Thank you Jeff!!”
Lorenzo P.Star Sitter
“Really grateful to have found them. They were able to take care of my pup last minute and Sophie had an amazing time. I will definitely be using them again. Highly recommend!”
Janna W.Star Sitter
“Janna and her family were the most loving, welcoming hosts to our dog, Winnie!!! They treated her like family and truly provided a home away from home experience for Winnie. Janna is super responsive, communicating quickly and sharing photos and updates regularly. Winnie can be nervous and sensitive in new situations, but she came home so calm and relaxed. We will definitely be using Janna again!!”
Anat W.
“Anat was great with Bodi. He’s a puppy and she was super responsive, attentive to his needs, and followed my instructions to a tee. He had fun play dates and we received lots of fun videos and pictures.”
Yuri Paola C.Star Sitter
“Yuri took amazing care of Jolie while she was sitting for her. She sent me pictures daily and updates about her well being and any concerns she had. I will definitely be booking with her again! Thank you so much Yuri!”
Karine A.Star Sitter
“Karine is the best sitter I have used! She was very patient and took really good care of my nervous Aussie shepherd. Asked question to make sure she was always well taken care of and safe. I loved all the updates and pics of ruby playing and getting along with the family. I trust her and highly recommend her to take good care of your fur babies. Thank you Karine!!”
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!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 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 $50 to as high as $83 per night.
As of Aug 2025, 6,411 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, 90% of Pleasantville dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Pleasantville have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 7 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 6,411 dog boarding sitters in Pleasantville on Rover, so you’re sure to find the perfect match for your dog! In Pleasantville, 94% of sitters offer daily exercise, 92% offer medication administration, and 85% 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.
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