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

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Pleasantville dog boarders

“Michael was great and took such good care of my Susie! He was all responsive on text and sent me lots of pictures and updates on how my baby was doing. I would highly recommend him to anyone looking for a great dog sitter!”


“What a good feeling it is to know your pets are being taken care of so well. Lisa cares so much! I feel totally comfortable leaving them with her. She's great!”


“Jared was fantastic! He took the best care of Travis while we were away, sending daily pictures and videos! He got to play in their yard whenever he wanted to and was taken on loads of walks too! Can’t thank you enough!”



“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.”


“Sterlin took care of my dog for a few days and I can’t say enough wonderful things about her. She kept in touch with pictures and text and that means a lot to me. He had company and loved being with other dogs. I will definitely be hiring Sterlin again”


“This was my first time using Rover. I hit the jackpot when I found Ashley. She got back to me quickly before I booked Her and answered my questions. Y dog felt comfortable when he entered the house. She kept me informed while we were away. He was happy to see us but I think he was saying you are back already.i would definitely use her again.”


“We couldn't have found a better sitter for our Polly! Pat took her into her home and loved her as her own. Daily photos and videos of our happy dog assured us that she was having as great a vacation as we were. Pat is the greatest and we highly recommend her!”


“Marci and her family are the absolute best! We're soo grateful for their excellent care and communication and will definitely book with them again without hesitation. Thank you!”


About: I have experience taking care of dogs and cats! Dogs that are more trained and have troubles with eating during given dinner hours! I have lots of experience with shy cats and anxious dogs, given my cat has been very shy towards others, and my dog is incredibly anxious! While I do have more experience with cats, I am as much of a dog lover as I am a cat lover! Currently also trying to look for a part time job, but my schedule is all around free besides on super early mornings, weekdays are fair game for me as of right now! Same with some weekends if given prior notices! I will follow any given guidelines and rules to anyone I will be having my services given to! I am a very clean person, especially with animals! I will follow any given diets or routines with what ever critter you may have in store for me!


“Denise was amazing with our pup. Sent plenty of photos. This was our 2nd time having our dog with Denise and would use her again. Our dog had a blast in the fenced in backyard. It was perfect for her.”


“Jason has cared for my beagle for 2 extended stays now and he is returned happy and calm. Jason follows all instructions and provides my dog with plenty of walks and exercise in his large yard … my dog comes home very sleepy. I feel secure that my pup is being well taken care of and recommend him highly.”



“Karrie was absolutely amazing. Luna stayed there for 10 days. She always responds to messages quickly and sent picture updates of my dog all the time. She knew exactly how to take care of Luna and I would absolutely go back to her!”

“Words cannot not express how happy I am that I booked with Julie and her husband. They treated my dog like she was one of their own. So much so it seemed like Cheetah didn't want to leave them. They kept me updated every single day with texts and pictures even though I couldn't respond back to them from my cruise. This continued communication eased my mind and confirmed for me that I made the right choice in leaving my dog with them. I will most definitely choose Julie and her husband again and again to watch my dog.”


About: I have taken care of dogs a lot throughout my life. I used to walk dogs in my neighborhood all the time. 4 years ago I got my own puppy and trained him. Now we walk around 5 miles everyday I walk my dog multiple times a day and I love to go on long walks. I have a waitressing job in the summer and I like to spend the rest of my days outside playing with dogs. I care for my puppy so much and I am always playing with him and never leaving him by himself. I make sure that he is always happy and healthy

“Kim was amazing! My dog is a little anxious and has some quirks, it’s a little hard to gain her trust but Kim definitely did! We got pictures throughout the stay and she was extremely nice, I would recommend her to anyone!”


“Stephanie was great with our cat. I was very relaxed while out of town knowing he was in her car. Highly recommend Stephanie for pet sitting needs.”


“a life saver. I went out of town last minute and I so thankful for Jamal and his family opening their home to my babies! I could really tell that the dogs enjoyed themselves and it was really a vaca for them”


“We can always trust our dog is in good hands with Olga. Olga cared for our dog as if he were her own. She followed all directions and sent lots of wonderful pictures. It’s good to know our dog also had fun on his own vacation while we were gone!”


“Hasan was the best! I was really in a bind and he came in and saved me immediately or my vacation would have been ruined. He provided daily communication with pictures and videos! i could tell that my dog had been well cared for & loved! I would definitely recommend his care for your pet sitting needs. Hasan & his partner go above & beyond!”


“Michelle was so good with our dog Teddy. She didn’t put him in a cage which a lot of other people do. He was so comfortable there and she kept us updated and sent us pics through out his stay with her. We will definitely use her again. She made us feel really comfortable leaving our baby with her. She’s amazing!”

Loving dog boarding sitters in your neighborhood
Search Results


Michael R.Star Sitter

“Michael was great and took such good care of my Susie! He was all responsive on text and sent me lots of pictures and updates on how my baby was doing. I would highly recommend him to anyone looking for a great dog sitter!”


Lisa T.Star Sitter

“What a good feeling it is to know your pets are being taken care of so well. Lisa cares so much! I feel totally comfortable leaving them with her. She's great!”


Jared J.Star Sitter

“Jared was fantastic! He took the best care of Travis while we were away, sending daily pictures and videos! He got to play in their yard whenever he wanted to and was taken on loads of walks too! Can’t thank you enough!”




Damien W.

“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.”


Sterlin D.

“Sterlin took care of my dog for a few days and I can’t say enough wonderful things about her. She kept in touch with pictures and text and that means a lot to me. He had company and loved being with other dogs. I will definitely be hiring Sterlin again”


Ashley A.

“This was my first time using Rover. I hit the jackpot when I found Ashley. She got back to me quickly before I booked Her and answered my questions. Y dog felt comfortable when he entered the house. She kept me informed while we were away. He was happy to see us but I think he was saying you are back already.i would definitely use her again.”


Patricia S.

“We couldn't have found a better sitter for our Polly! Pat took her into her home and loved her as her own. Daily photos and videos of our happy dog assured us that she was having as great a vacation as we were. Pat is the greatest and we highly recommend her!”


Marci H.Star Sitter

“Marci and her family are the absolute best! We're soo grateful for their excellent care and communication and will definitely book with them again without hesitation. Thank you!”


Jamie M.

“Whenever I think of somebody who loves & cares for pets, Jamie would be one of the first people who'd come to mind. She is incredibly passionate about pets and has spent much of her time with furry friends as someone who's both a cat & dog owner & from my time spent generally hanging out with Jamie, she puts a lot of heart & care into not only her own pets, but pets of mine & other friends of ours while treating them the same as if they were her own! Her way of handling cats/dogs & amazing patience of making any animal feel comfortable given the time to spend with even the most energetic or anxious of pets. With her experience, Jamie is someone who is right for pet sitting or pet walking.”




Denise G.
Star Sitter


“Denise was amazing with our pup. Sent plenty of photos. This was our 2nd time having our dog with Denise and would use her again. Our dog had a blast in the fenced in backyard. It was perfect for her.”


Jason C.

“Jason has cared for my beagle for 2 extended stays now and he is returned happy and calm. Jason follows all instructions and provides my dog with plenty of walks and exercise in his large yard … my dog comes home very sleepy. I feel secure that my pup is being well taken care of and recommend him highly.”




Karrie c.Star Sitter
“Karrie was absolutely amazing. Luna stayed there for 10 days. She always responds to messages quickly and sent picture updates of my dog all the time. She knew exactly how to take care of Luna and I would absolutely go back to her!”


Julie Jolie

“Words cannot not express how happy I am that I booked with Julie and her husband. They treated my dog like she was one of their own. So much so it seemed like Cheetah didn't want to leave them. They kept me updated every single day with texts and pictures even though I couldn't respond back to them from my cruise. This continued communication eased my mind and confirmed for me that I made the right choice in leaving my dog with them. I will most definitely choose Julie and her husband again and again to watch my dog.”


Natalie F.
“My family has used Natalie multiple times since getting our puppy! We have a mini golden doodle that was a Covid-dog so he can be extra needy and sometimes anxious. He never feels that way when staying with Natalie though!! She sends us update photos of them on walks and when he’s just being extra cute :) I would definitely recommend Natalie to any other dog mamas out there. She is someone you can trust!”


Kim L.Star Sitter

“Kim was amazing! My dog is a little anxious and has some quirks, it’s a little hard to gain her trust but Kim definitely did! We got pictures throughout the stay and she was extremely nice, I would recommend her to anyone!”


Stephanie H.

“Stephanie was great with our cat. I was very relaxed while out of town knowing he was in her car. Highly recommend Stephanie for pet sitting needs.”


Jamal O.

“a life saver. I went out of town last minute and I so thankful for Jamal and his family opening their home to my babies! I could really tell that the dogs enjoyed themselves and it was really a vaca for them”


Olga G.

“We can always trust our dog is in good hands with Olga. Olga cared for our dog as if he were her own. She followed all directions and sent lots of wonderful pictures. It’s good to know our dog also had fun on his own vacation while we were gone!”


Hasan S.

“Hasan was the best! I was really in a bind and he came in and saved me immediately or my vacation would have been ruined. He provided daily communication with pictures and videos! i could tell that my dog had been well cared for & loved! I would definitely recommend his care for your pet sitting needs. Hasan & his partner go above & beyond!”


Michelle V.

“Michelle was so good with our dog Teddy. She didn’t put him in a cage which a lot of other people do. He was so comfortable there and she kept us updated and sent us pics through out his stay with her. We will definitely use her again. She made us feel really comfortable leaving our baby with her. She’s amazing!”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 $58 per night, including service fees. Boarding your dog for one week typically costs $406. 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 $55 per night.
As of Aug 2025, 138 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, 95% 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 9 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 138 dog boarding sitters in Pleasantville on Rover, so you’re sure to find the perfect match for your dog! In Pleasantville, 90% of sitters offer daily exercise, 100% offer medication administration, and 86% 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.
