House Sitting Pleasantville
Find a loving house sitter to watch over your pets and your home.
Over 7 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.
“Becky was absolutely amazing with our 10-year-old dog while we were away for a week. She gave our dog her medication reliably and sent us frequent updates and photos. This was our first time leaving Nala with someone who was not our family or friends but Becky took care of our girl like family. On top of that, she went above and beyond by caring for our home and helping with things like bringing in our packages while away. We came back to a happy, healthy pup and a clean home—couldn’t recommend her more!”
About: I was raised with dogs and have been working as a pet-sitter and dog-walker for neighbors and family friends since I was about 12. I have some experience with pet training, lots of experience with dog walking and pet-sitting, and TONS of experience with pet-loving! I will be working as a counselor at a day camp this summer from 9AM to 4PM during weekdays. I’m happy to come take your pet for a quick walk during my lunch break, and any longer walks/stays will be before and after the camp day starts, overnight, or on weekends! I love to play with, walk, and generally be best friends with animals! I usually have some schoolwork to do and am always happy to keep your pet company while I do it. Your pup deserves love and attention even when you’re not home!
“Jennifer took great care of our cat Remy, who requires medicine multiple times a day. She provided us with several photos/ updates and was super nice and reliable to work with! Would definitely book again.”
“Brandon F. was FANTASTIC! He gave regular updates and sent photos of our Lucy to us. It was so great to be able to relax and know that our beloved pet was in good hands with Brandon. Would absolutely book him again!”
“Jalyne just watched our dog for the second time and continues to be our go-to! She got our anxious gal through a thunderstorm, was so communicative and even washed and folded her sheets. She’s a gem. Thank you Jaylyne!!”
“Yen has pet sat for us twice now, taking good care of our dog Scout. We trusted her to stay in our home both times and she proved to be responsible and reliable. We returned home to a happy and healthy dog so can’t ask for more than that. Would use her again.”
About: I've loved animals my whole life and grew up around animal shelters thanks to my sister, who is a veterinarian. I'm very active, play sports, and love walking, so I'm happy to keep up with dogs of any energy level. I treat every pet like they're my own and always focus on making them feel comfortable, safe, and happy. With school out for the summer, I have a very flexible schedule and plenty of time to dedicate to your pets. I'm available throughout the week and can easily accommodate your dog's routine and walking needs. Whether your pet needs a quick walk, extra exercise, or regular visits, I'm happy to work with your schedule. I believe great pet care goes beyond just the walk itself. I take the time to make sure each pet is safe, comfortable, hydrated, and ready for our outing. I pay attention to their individual needs, whether that's extra playtime, a slower pace, or lots of exercise. I also help keep their space clean and comfortable so both pets and owners can feel at ease knowing they're in good hands.
About: I'm a reliable, compassionate pet sitter who truly loves animals and understands how important it is to feel confident leaving your pet in someone else's care. I have experience with dogs and cats of all ages and temperaments, from energetic puppies to more relaxed or senior pets. My background as an EMT and in healthcare makes me attentive, responsible and calm in situations. I'm very detailed oriented, so ill follow your pet's routine closely- feeding schedules, walks, medications and any other special instructions. whether your pet needs playtime, long walks or just extra love and comfort while you're away, ill treat them like my own! your pet's safety, happiness and well-being are always my top priority! I work Monday through Friday 8am-5pm. I live very close to work and get to go home to walk/ feed my own dog during my lunch time. I have availability Wednesdays and Fridays during 12-1pm to drop in/ walk/ feed your pup! After 5pm I walk my dog again and have availability to also walk/ stop in/ feed yours as well. I don't work weekends and have full availability to be with your pet as needed. Starting October 2026, I'll have availability for Tuesdays, Thursdays and weekends for all services + boarding. Proof of updated vaccinations will be required as I need to protect my own pets as well! I have a fenced in yard and very friendly dog who loves to play and relax with other dogs or cats! My dog gets home cooked meals that are prepped for him to last all week. He also gets kibble mixed in! He loves daily walks/ drives and fresh water! I will make sure your dog also gets walks, food and potty breaks or drives if they love drives! My cat is very social and friendly as well, she tends to be more independent and changing her litter, feeding her fresh food and fresh water for her daily is very important. Cats can be very particular with their water, food and playtime and I will make sure to follow that for your cat.
“Jacqueline did an excellent job house sitting for us for our dog and cat. She was responsible and communicative throughout the 5-day trip and we felt very relieved that our home and pets were in good hands. We look forward to booking with her again soon!”
About: I’ve taken care of dogs since I was 5 years old and I’ve grown up with them my whole life. I’ve worked with animals of all sizes; my smallest dog is 10 pounds and my largest is 75 pounds. I absolutely adore animals. I’m currently a student physical therapist on a clinical rotation in Westchester. Looking forward to meeting your beloved pets! 😊 Monday/Wednesday/Friday I have clinical rotation 11am-8pm Tuesday/Thursday I’ll be in clinic 7am-4pm Weekends I am free unless otherwise stated I prefer owners leave a note with specific instructions pertaining to their pet as every pet is different. I love playing, cuddling, and simply being in the room with any pet. I am attentive to their needs and very communicative with the owners.
“Andrea is every fur baby mom’s dream sitter. She’s timely, responsible, and loving. Every day I was given multiple updates about how my babies were doing and what they did that day. It eased my mind so much knowing they were safe, loved, and more than well taken care of. I could not recommend Andrea more!”
About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.
About: Hi! I’m a caring, reliable, and animal-loving pet sitter with hands-on experience in veterinary and animal care settings. As a pre-vet student, I’ve developed strong skills in animal handling, observation, and compassionate care through clinical and research environments. I worked as a veterinary assistant at Cornell University Specialists, where I gained experience working alongside veterinary professionals and strengthened my understanding of animal health, behavior, and safety. I also have a 11-year-old cockatiel and two cats of my own, so I truly understand the daily care, attention, and trust it takes to look after someone’s pets. I prioritize patience, attentiveness, and routine, making sure every pet feels safe, loved, and comfortable while you’re away. Whether it’s walks, playtime, cuddles, or special care needs, I treat every animal like my own! I am flexible and available throughout the week for dog sitting and house sitting. I am happy to help with daily visits, walks, feeding, and check-ins. I do not offer overnight stays, but I am reliable and willing to help wherever needed during the day. I provide attentive in-home pet care focused on safety, comfort, and routine consistency. I make sure pets are always in a secure environment—checking doors, gates, food access, and removing any hazards. I closely follow owner instructions for feeding, medications, and behavior routines to keep pets stable and stress-free in their home setting. With my basic medical knowledge from animal care experience, I am comfortable recognizing early signs of illness or distress (such as changes in appetite, vomiting, coughing, or lethargy) and responding appropriately by notifying the owner promptly and seeking guidance when needed. My goal is to ensure pets feel safe, cared for, and as close to their normal routine as possible while their owners are away
“My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.”
About: I’ve worked under great trainers in daycare settings. I’ve worked with many different breeds and learning how to redirect bad behavior into positives. I’ve worked with boarding for older dogs and have become familiar with different medications as well as being able to administer them. I have experience with a company that did drop ins, house sittings, & dog walks. i dont have a set schedule until June 8th. I've been working with dogs for many years & this job that i will be in is not in the dog field. I want to fit in dog walks in any way i can to grow my personal doggy business (: Dogs are my passion. I make sure to be very well informed of any medications, any reoccurring behaviors so I am fully prepared to assist with your pet. I’m respectful of your home & will be spending the best time with your pet! If you are looking to reinforce any training I’d like to know, to help with that process. I’d like to be aware of any allergies in case I have treats (: However I can help with your pet, it’ll be a pleasure! (:
“Julia was fantastic! I was nervous about leaving our 12 year old blind Boston terrier, for the first time, with a stranger, but Elle took to her immediately. The wonderful photos she sent showed us that she was happy. Julia took wonderful care of Elle and our home too. We have already booked her for 2 more trips!”
About: I have had an array of animals throughout my whole life. These include multiple Saint Bernards, guinea pigs, cats, rabbits, and koi fish! I find pet care to be therapeutic, and I love to bond with new animal friends :) I am currently a medical student in the Westchester county area. Luckily, my schedule is flexible, and I have plenty of time to devote to your beloved pets! Having worked at a small animal rescue, I am familiar with performing “vet checks” on a variety of animals. I can confidently keep your pets safe and healthy! I have years of experience walking 150+ pound Saint Bernards. With that, I am comfortable caring for dogs of all sizes!
“Victoria was an incredible sitter for our dog Soji! They were always on time and responsive, provided lots of photos and updates, followed all our detailed care instructions, and left the house perfectly neat. Most importantly she genuinely loved and cared about our pup while we were away which was so appreciated. Our dog does not like everyone but definitely took to Victoria immediately! We highly recommend them as a sitter!”
The median cost per night for house sitting in Pleasantville is $60
Pet parents share their Rover experiences - Pleasantville
Naomi was so wonderful with my dogs. When we got home, they were so happy and excited. I could tell that they were well cared for. They took to her right away, and they responded to her gentle nature. On a side note, the house was tidy, the weeks mail had been brought in as we requested, and she was a perfect house guest.
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pleasantville sitters!Sitters in Pleasantville average 3 repeat house sitting clients
FAQs for House Sitting - Pleasantville
Frequently asked questions about Rover
The average cost for House Sitting in Pleasantville on Rover is $61.05 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of June 2026, there are 16,945 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:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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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