House Sitting Pleasantville
Find a loving house sitter to watch over your pets and your home.
Pleasantville, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Justus did an AMAZING job of watching my 1year old German Shepherd, Violet! She was there for 3 days and she sent tons of photos and updates so I didn't have to worry. She played with her a lot, left my house spotless and was respectful of everything there. I know Violet will love having her back next time I have to go out of town with her. Lastly, if she can handle my puppy and her energy for 3 days.. she can handle anything!”
“Second time using Allison and I absolutely trust that my dogs are happy and safe in her care. She truly goes above and beyond, which gives me real peace of mind while I’m away on vacation. I will definitely be booking with her again!”
About: I've had pets all my life and would love to care for yours too, on a temporary basis. I love to vacation and often struggle with finding a solution for my babies while I'm gone. For me my favorite choice is to have someone I know and trust stay in my home but there's hardly ever anyone available for that kind of commitment! I thought it would be awesome to be able to provide that kind of care for someone else: house/pet sitting, drop-in, or just walks/exercise. I want you to know your pets are loved and treated with gentle kindness. I recognize that I'm kind of a stranger to your babies and I'll treat them like my own and earn their trust! They'll be loved and cared for in a way that will make your absence less stressful for them and as much like their normal days as it can be while you're away. I take my responsibilities to others extremely seriously and won't be satisfied unless you are! I'm retired so my schedule is very flexible! I have availability on weekdays and weekends both. Mornings, afternoons, and evenings are fine by mutual agreement. I enjoy taking find for walks or just playing outside in the yard. On days where weather is bad, I'm happy to get the dogs outside to do their business and then play a bit indoors!
“Our two boys love Angie! She’s very attentive, and treats our boys like her own. Love the pics and updates she sends throughout the day! She’s very flexible and we highly recommend her. Will definitely continue booking with Angie!!”
“Our senior dogs tend to get really scared with new people and are high anxiety when we get home. This time was different - they were happy, calm and went right back to their normal routine when we got home. We had daily photo/video updates which was so appreciated. Highly recommend!!”
“Yasmin took amazing care of our sweet girl for 5 days. She was meticulous and adjusted to exactly how we needed Juniper cared for. She sent updates every few hours and made me feel at ease being away.”
About: I have worked with cats and dogs of all sizes and ages, I strive to provide the best experience for not only the pet but the pet parent as well! I have experience working at the Animal Rescue League alongside my own animals and friends and families animals I’m an open availability sitter I will always put the needs of someone’s animals at the forefront of anything! I have all the time and attention in the world to give your babies I love taking my boys on walks, to the park, and love giving them a variety of enrichment throughout the day! We love exploring and trying new things at a comfortable pace for the animal! I can also follow a schedule and I’m flexible with whatever the pet parent needs to give the most ful filling service
“Donna was nice and very easy to work with. She was reliable and on time for both the initial meeting and for the stay so we could leave on time. She did a great job and provided some good updates and pictures of the dogs. Thanks for taking good care of them!”
“Adrianne took wonderful care of Oliver. She kept us updated and sent pictures throughout the weekend. Oliver has a happy pup when we returned, we will definitely be booking her again!”
“Sam did great with our mini Aussie and 3 cats while we were out of town for a week. Our dog can be a handful at times and she did very well with him. Our cats took to her right away. I would definitely recommend Sam for house/pet sitting.”
About: Just hopping back on here after a couple years and am ready to get back to it for any of your pet care needs. I’ve taken care of many different types of animals growing up on a farm. I have two australian shepherd and two cats myself all of which i’ve raised and trained from babies. I’m currently staying at home so I have a very flexible schedule for drop in visits and all your pet sitting needs. I can be available at most times for walks, potty breaks and other pet needs I have a large fenced in yard and two dogs to provide plenty of playtime for your pets experience. I am also available for pet sitting in home
About: I've taking care of my Aunts dogs since I was five years old and I really enjoy taking care of some of the amazing furriest friends out there I'm currently working full-time from Sunday to Thursday 6-2 so my only availability, is the weekends, or anytime afterwork are the best times for me. I have a year of experience working as an unarmed security guard, which is a bonus when it comes to protecting a house and pets too.
About: I grew up with animals and as an adult i have had cats and dogs my whole life. I have also enjoyed caring for friends and family pets when needed. I have volunteered at the ARL and received some training. I have an open schedule with lots of flexibility that allows for plenty of time to take care of or hang out with my furrbabies. I prefer to keep dogs leashed when a fence is not available. My cat stays indoors. I treat my pets as my children. For outdoor cats, it depends on the owner. I have seen GPS used to keep track of their location outside.
About: Spending time and interacting with animals has always been a passion of mine. Over the years I helped my grandma run her dog sitting service, taking the dogs for walks and cleaning up the kennels. I also enjoy being outside and taking my own dog for long walks and fun trips to the dog park. My dog is a family member and I intend on treating yours the same way. Your dog will have a great time exploring the city and playing with others at the dog park. I hope to someday have my own place where I can board dogs just like grandma did!!! I spend 90% of my time with dogs and we enjoy playing with other pups at the dog parks, we are traveling nomads and look forward to meeting you My dogs live in my van with me Both are crate trained. I feed my dogs twice a day. They enjoy laying around the house being lazy. Going to the dog park to play with others is always fun too!!! We also enjoy walking
About: I've owned multiple senior dogs, and volunteered at the ARL dog shelter. I am more experienced with cats, but am willing to work with dogs as well, especially if they're easy going. I'm currently attending college, so for the summer my schedule is pretty much open! I can work anytime of day, and am able to work holidays. I have experience working with senior and sickly pets, as well as some experience with kittens. If you have a cat who is harness trained I would be happy to take them on walks.
About: I grew up surrounded by animals and spent most of high school and college as the go-to pet sitter for my friends, family, and neighbors. I’ve cared for all kinds of pets and animals so nothing phases me! Now that I have a bit more flexibility in my schedule, I’m excited to get back to it. As a dog and cat mom myself, I know how stressful it is to leave your babies behind. Whether it's a quick walk, popping in for a welfare check, or house-sitting while you're on vacation, I promise to treat your pets with the same love, patience, and attention I give my own. I’m also more than happy to accommodate quirky routines. For example, one of my own cats insists on playing a round of fetch every single night before letting us go to bed. Whatever your pets specific quirks are, I've got them covered! I'm currently working part-time so I have a lot of flexibility when it comes to pet care. I'm available most of the day and all week (including weekends) Even if your house has a fenced in yard I am always present and alert when if comes to letting pets out and playing with them.
The median cost per night for house sitting in Pleasantville is $50
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?
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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.
Meet local sitters who will treat your pets like family
1. Search
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Popular requests for house sitting - Pleasantville
Select a filter and find qualifying sitters offering house sitting.Sitters in Pleasantville average 5 repeat house sitting clients
FAQs for House Sitting - Pleasantville
Frequently asked questions about Rover
As of August 2026, there are 375 sitters on Rover offering House Sitting across Pleasantville. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pleasantville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Pleasantville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Pleasantville. On Rover:
- 91% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 91% 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.
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