Dog Sitting Pleasantville
Book a Pleasantville dog sitter to watch your dog in your sitter’s home or yours.

Over 3 pet parents in Pleasantville have booked dog sitting
Pleasantville, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I provide reliable dog walking and sitting services at competitive, affordable rates. No matter the need or schedule, I’m ready to care for your pet without breaking the bank. American Red Cross Cat and Dog First Aid Trained I focus on providing reliable pet care during regular daytime hours, such as walks, midday check-ins, and playtime. My schedule is set up to ensure I can give your pets the attention they need during the workday. I’m also happy to offer overnight stays and extended care as needed to accommodate your schedule and your pet’s needs. Please let me know if you have any special requirements or specifications. I am happy to discuss. Combining convenience with the & safety and comfort of your pet, my services extend to both my home, as well as in your home. My goal is to align my expertise with all unique specifications creating a one-of-a-kind experience based on your preferences. Safety is my number one priority. Weather it be a walk around the block, or an overnight sitting, the environment I create is one of safety & trust and therefore confidence & security. As an seasoned professional throughout the Downbeach area and beyond, I am abreast of the with most current in home surveillance and security systems and kindly ask all in-door surveillance is disclosed.
About: I’m an experienced dog groomer with hands-on experience caring for dogs of all sizes, breeds, and personalities. I’m comfortable with bathing, brushing, nail care, deshedding, handling, and keeping pets safe and comfortable. I’m also passionate about providing attentive, loving care and making sure every pet feels happy and secure. I have Open Availability and can be very flexible when it comes to any type of care , just shoot me a message to work out a schedule that best fits both parties ,Thank you! I have all resources needed for your Pet if necessary. Crates, treats, leashes and also wouldn’t mind purchasing anything new that is needed for your pet.
“This was our first time using a pet sitter, other than family, and we are extremely pleased with the experience. Cassie went above and beyond, taking care of our cats and home while we were away. Even our very shy cat, who takes days to come out while visitors are here, was out within a day and looking forward to her visits. Regular updates, photos, and personable accounts of the visits all added up to easing our minds about how the cats were doing, and we can't thank Cassie enough for her care of 2 of our furry family members! Highly recommend and will be calling Cassie for sure next time we need someone to watch the cats.”

“Samantha was very good with our lab Jake! She showed up to each visit in a timely manner. Pictures of Jake and good communication was appreciated. I would not hesitate to use Samantha again; the weekend went great!”

“Jenny was great!!!! This was a very last minute need on Labor Day weekend and she came to meet my girls, bonded with them instantly and came by twice to walk them and spend some time with them so we could attend an event - she kept me posted and sent me some adorable photos during her stay! It was such a relief to know they were well cared for so we could attend our event! The only concern which is not directed at Jenny at all was that when I first put the inquiry in for pet care on Labor Day weekend, the app never mentioned anything about holiday weekend fee of $50 per visit - I am very new on this site and had no idea until Jenny came to visit and we went forward with booking and at that point I didn’t have any choice - that said, it cost me $150 when I anticipated $50 which was a total bummer! Jenny is wonderful , warm and trustworthy and I will definitely use her again!!!!”

About: I will be brining my daughter 11 years old with me to teach her about responsibility and trust. I as well if allowed by owner will be offering homemade treats with my care for your dogs I am a preschool paraprofessional so I have the whole summer off and would like to fill that time with love and friendship from your babies I have a golden doodle age 4 my familys best friend we feed her better then we eat :) we also make dog food once a month it’s a lot of fun for my 11 year old daughter and I. I look forward to getting to know your babies and spoiling them :)

About: For over five years, I've been running my dog walking/sitting business, primarily through word of mouth thanks to the trust and satisfaction of my clients. Until recently, I considered this business more of a side gig, stemming from my joy of being around animals. Now, I'm ready to transition into a full-time business, fully committing to providing the best care for your furry family members. I have a flexible schedule that enables me to easily adjust and adapt my services as needed, ensuring that I can meet the individual requirements of both owner and their pets I am fully pet insured, which provides me with the coverage needed while caring for your furry friends. Additionally, I am CPR certified by Dognostic, ensuring that I am prepared to handle any emergencies that may arise. I take pride in providing a loving and secure environment for pets in my care.
“FABULOUS caretaker! She made sure to send pictures of each of my 5 cats every day, had experience with the Sphynx breed herself, and went well above and beyond for us. My animals get fed a raw diet and due to a mix-up, 50+ pounds of meat got delivered while I was out of town. She made sure it got inside and in the freezer without even a hesitation! I didn't have to worry about them at all with Erin, and that itself was a blessing!”
“Brianna took care of my rambunctious, wild dog(Husky/Rottweiler) in my house that's being renovated. It was not an easy job and she did excellent! She also walked her everyday, If you're wondering if Brianna can handle your spunky dog, she def can!”

“Victoria filled in for my full time dog sitter on short notice. She went out of her way to meet with my dog to prior to booking to make sure they felt comfortable around each other. She is kind, professional and took excellent care of my dog. Great communication, updated me with photos and made sure my house was secure. Highly recommend and hopefully book again when needed.”

“Very impressed with our first visit from Matt. He was so kind and gentle with our senior dog who is visually impaired and was also able to easily handle our high energy Jack puppy. Looking forward to more visits.”

The median cost per visit for dog sitting in Pleasantville is $22
Dog parents share their Rover experiences - Pleasantville
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 sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Pleasantville
Select a filter and find qualifying sitters offering dog sitting.Sitters in Pleasantville average 4 repeat dog sitting clients
FAQs for Dog Sitting - Pleasantville
Frequently asked questions about Rover
The average cost of Dog Sitting in Pleasantville is $11 per visit as of October 2026. Most bookings cost between $11 and $12 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 494 sitters on Rover offering Dog Sitting across Pleasantville. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pleasantville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Pleasantville with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Pleasantville. On Rover:
- 90% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 99% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.




