House Sitting Pleasantville
Find a loving house sitter to watch over your pets and your home.
Over 2 pet parents in Pleasantville have booked house sitting
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.
“Jordan was awesome. She didn’t sign up for this, but was stuck on one of the islands during the big Nor’Easter watching our dog Frannie. She did an amazing job keeping her safe while braving the storm. She was one of the MVPs of our wedding weekend”
About: I’ve been a pet owner since birth. I have been watching pets and taking care of them for over 10 years. I love animals with all my heart. I currently work as a paraprofessional in an Extended School Year program during all July during the week Monday to Thursday for 4 hours. I have open availability after 1 pm and on the weekends. I will meet your pet at the their needs. I’m great at following any routine or instructions you leave for me since I love rules. If I have any question or concern, I will ask at once. I’m a problem solver so I can figure out most things before I need to interrupt a date night, vacation or work.
“I can’t say enough wonderful things about Mae! She went above and beyond while dog sitting and walking my dogs. Not only did she take exceptional care of them, but she also took the time to wash their bedding and even my couch cover. Mae stayed longer than expected, giving my dogs plenty of love and attention, which I truly appreciated. When she was done, she left me a thoughtful note detailing her time with them, which made me feel even more confident in her care. Mae was extremely professional, easy to work with, and clearly has a passion for animals. Knowing my dogs were in such great hands gave me so much peace of mind. She’s a 10/10, and I’ll absolutely be using her services again! Highly recommend!”
About: I have taken care of dogs for many years - they are part of the family! You will have no worries while they are in my care. My work schedule is flexible and I have plenty of time and love and spend time your your dog(s) whether it's a walk, sit around or brush them. I live in a safe neighborhood or can come to yours - wherever you and your pet feel more comfortable and will be sure they are cared for at all times.
About: Been around animals all my life, they care and love i have and the joy it brings is out of this world. Also as i help care for my grandmom and she has had pets growing up. I know it will bring her joy and will take up her time as she sits in the house, if we dont go out for the day. As i work on the week days, i am availble (if nothing pops up) on the weekends, like a friday night untill sunday night if that will work for anybody. And also i do work in the school system so having weeks off for or a couple days off can change my schedule but for now, weekends are best. If pets need care i am here to learn and help, i do offer a yard (sadly is not fenced) but if on a leash your pet will be taken very care of and we be shown love and care.
“Sade quickly became our two dogs best friend!! She was so great with the dogs, followed all of our instructions, took great care of the house, and had great communication and photos. What more could you ask for?! Would highly recommend working with her and we’ve already re-booked with her because she’s so great!”
About: I have never not had a dog as far back as I can remember. I love being around them. From puppies to senior dogs also. As of Dec. 27th I will be working full time, however I can still do walks, drop ins and overnight stays. I can still do morning walks and evening walks. Can walk dogs from a small walk to up to several miles if needed, on a hike and just play ball if needed. I currently do not have a yard to be able to have a dog at my home. Hope to change that in the future as needed
About: I have had dogs all my life. I would love to share my love of dogs with your pet in my home when you book I’m retired and would love for my dog Ginger to have some company once in a while. She is a very well behaved friendly Labadoodle I have a large fenced in yard and I also like to go on hikes or the park for walks if your pet likes that
“Jules was great with our very energetic pup who also experiences separation anxiety! She sent us regular updates and we felt relaxed knowing Shiloh was being taken care of so well! We would 100% book again with Jules in the future.”
About: I’ve cared for dogs of all sizes, ages, and personalities. My own Mastiff had epilepsy and later cancer, giving me hands-on experience with medications, special needs, senior care, and high-maintenance routines. I’m patient, attentive, reliable, and genuinely love getting to know each dog’s individual personality and needs. Whether your pup loves long walks, playtime, cuddles, or simply needs a calm companion, I’ll care for them like my own. Pet care fits easily into my schedule, and I have plenty of flexibility to give your pets the time and attention they deserve. I’m available throughout the week for walks, drop-ins, feeding, playtime, and extended care. I’m also happy to work with your pet’s normal routine so they stay comfortable and consistent while you’re away. Your pet’s safety and comfort are always my priority. I carefully follow each owner’s instructions, routines, feeding schedules, medications, and household rules. I’m attentive to changes in behavior and know how important close supervision can be from my experience caring for a dog with significant medical needs. In your home, I’ll respect your space while making sure your pet feels safe, loved, and comfortable.
“This was my first experience using a pet sitter I didn’t know personally. Dean made me feel very at ease leaving Dunk in his care. He texted me during the stay and sent the best pictures. And in addition he cleaned up the house before he left! Definitely someone to be recommended.”
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.
About: I have over 20 years of experience with dogs. I am a Marine Corps Veteran and former federal agent who has undergone training with multiple dogs throughout my lifetime. I have a strong understanding of animal behavior and cues. I know it can be nerve wracking being away from your pet so I believe in photo and video updates to put your at ease that your friend is being cared for! I’m a disabled Marine Corps veteran and currently this is my calling! I am free morning, afternoon, and evenings as well as most weekends I have a lot of experience with animals. Have trained 2 service dogs in my lifetime and understand that your pet is a member of your family. I follow instructions to a T and believe in putting your at ease by sending occasional updates and photos/videos if requested.
“I would leave more stars if I could. Our trip was enjoyed more because Sterlin is professional, caring and most importantly loving to our Cavilier. We left Sugar in great hands!!!!”
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!
The median cost per night for house sitting in Pleasantville is $60
Pet parents share their Rover experiences - Pleasantville
Caitlen was amazing! She watched our 8 month puppy and a friend’s senior dog 2 days in a row. Our puppy has separation issues but Caitlen’s calming presence lessened her anxiety. She checked in with us a few times and sent pictures. I highly recommend Caitlen and would definitely use her again. Thanks Caitlen!
Mae went beyond expectations for dog sitting our two large dogs on the holiday weekend. She kept us updated with how they were doing, sent pics, and managed our older dog’s medication. Our dogs had a great time with her. We hope to use Mae for future dog sitting needs.
CeeCee was the most caring and incredible dog sitter. Our Cavapoo usually doesn’t get too comfortable in someone’s home but within 10 minutes she warmed up to CeeCee and was her happy go lucky self around her home. She sent pics and updates and paid so much special attention to our pup. I’m only sad, that she doesn’t live closer to my town to make her our regular sitter. 10 out of 10 review !! I’d 100 percent recommend! ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Pleasantville
Select a filter and find qualifying sitters offering house sitting.Sitters in Pleasantville average 3 repeat house sitting clients
FAQs for House Sitting - Pleasantville
Frequently asked questions about Rover
The average cost of House Sitting in Pleasantville on Rover is $24 per night as of October 2026. Most bookings cost between $24 and $54 per night. 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 306 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.
<b>Tip:</b> 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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.
Yes, you can find sitters who have experience with handling special pet needs in Pleasantville. On Rover:
- 96% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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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