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.
“Emberly was spectacular. She helped us out with very short notice, taking care of three dogs that can get pretty rowdy. She handled our sick puppy with the care, love, and affection Dottie needed, even though Emberly didn’t know until the night before how much specialized care Dottie would need. My wife and I greatly appreciate Emberly’s help, and we would definitely use her again.”
“Isabella is the absolute best! She takes such good care of my pup & is so kind and communicative, she made it easy for me to relax on my trip. I came back to a happy, healthy pet and a clean home. Love when Isabella comes to stay!!”
“Thank you so much for taking such great care of our pets! We had a two week trip to Europe and it was so nice to be so far away and not have to worry. Charity even handled our AC dying during our trip and sorting out a repair man and keeping everyone cool and comfortable in the summer heat. Can’t recommend highly enough!”
“Madison was great with our dogs! She communicated often with updates and sent lots of photos and videos. My boys seemed to have a great time with her which allowed me to relax and enjoy our vacation. Will absolutely book with her again in the future!”
“Lenny was very good to my dogs and stayed with them and treated them with kindness and respect. I appreciate her giving me the comfort that I needed to know they were safe and well cared for.”
“Madie was awesome! Accommodated a last minute request and provided great communication the entire time I was away. Would definitely use her services again.”
“Ashleigh was a wonderful sitter!! Not only did she take fantastic care of the dogs, she also took care of some issues that happened at the house while we were gone. I appreciate everything she did before she left the house at the end of the booking. She’s exactly what you would want taking care of your animals. I will definitely be seeking her out again in the future.!! Thank you so much, Ashleigh!!”
About: I’ve taken care of dogs for about 4 years, i have 2 dogs and 1 cat at my house so i’m very used to how they act, crazy or calm. I’m currently able to do full time for drop ins, walks and house sitting. I can do Mornings, afternoon and evening for your animals! I am also very flexible on weekends and can accept last minute bookings if needed. I leash my dogs when they go outside so i can do that with other dogs, i love to do tricks for treats with them and teach new tricks just for fun, i also love to take dogs on walks and make them feel comfortable with what they normally do on a daily basis.
About: As a proud owner of two Australian Shepherds, I know how important it is to find a reliable, loving caregiver for your furry family members. Whether it's a daily walk, a weekend getaway, or just some extra playtime, I offer personalized dog walking and sitting services that cater to your dog's unique needs. With years of experience handling active, energetic breeds like Aussies, I provide a fun, safe, and nurturing environment for your dog, ensuring they feel right at home. I offer flexible schedules, and I’m committed to giving your pets the attention and care they deserve while you're away. I work a 5 days a week 7-330 but am available early mornings, evenings and weekends. Let me take the leash, so you can take a break—your dog will thank you I work full time M-F 7-4 so I can do nightly drop ins or walks on weekdays but full sitting or any type of check ins/walks in the weekends. I have a fenced in yard that is decent size for the city. It is completely secured and dog tested, my escape artist Aussie stays secured.
About: I’ve been around animals longer than I can remember. Previously a full time developmental puppy trainer and growing up with dogs, cats and farm animals, I now have 2 cats and 1 dog of my own. I have a passion for what I do and take great pride in giving amazing care to your pets. I have experience with all ages, all sizes and all breeds. Medication? No problem! I have experience with diabetic pets, therefore I am able to give injections or oral medications if needed! Previously a full time developmental puppy trainer, I have taken on a more independent role. I am available full time and I am very adventurous on my free time and love going hiking with my pup. I would love to allow your pet to join along in the fun! Whether you need a daily walk, weekly care, or going out of town, I can make sure your furry family members are loved and cared for. I make sure to build trust and a bond with the pets and safety is my biggest priority! When walking dogs, must be provided with leash and collar/harness or fenced in yard.
About: I have 26 years of experience caring for pets in shelters, boarding facilities, training environments, and veterinary settings. I’ve had the privilege of working with animals of all ages, personalities, and needs, and I truly enjoy building trust with each one. My approach is calm, patient, and gentle, with a focus on making pets feel safe, comfortable, and cared for as if they were my own. Pet care fits well into my routine, as I work at a veterinary office daily until 5 PM. I am available for evening visits, walks, and drop-in care during the week, and overnight care is also available on weekdays as long as I am able to attend my work shift the following day. I carefully plan my schedule to ensure pets receive consistent, reliable, and attentive care. I provide pet care exclusively in my client’s home to ensure pets remain comfortable in their familiar environment and daily routine. I follow each owner’s specific instructions closely, including feeding, walking, litter box care, medication administration, and enrichment time. I also monitor behavior and overall wellbeing, paying attention to any changes that may need prompt communication with the owner. My goal is to provide calm, consistent, and attentive care while maintaining the pet’s normal routine.
About: I'll walk dogs big or small, give them all the pets and good boys or girls they need! I have open availability! I'm a dog person, and will love your dog as if it were my own! I'll always make sure they enjoy their walks and have fun! I'll give them treats as much as you want! I'll take them to dog parks and the woods and even walk them around your neighborhood too! I'll have them ready to be calm and snuggly when they are returned to you! Hoping to hear from you all soon! Thank you for considering me and checking out my profile! I can't wait to meet you and your pups! I’m currently new to the area, working full time and am looking to make extra income, can’t wait to walk and care for your dogs! I have a fenced in yard and am willing to crate if needed. Familiarity with many different breeds and have a dog of my own that would love to walk with us!
“Penny took amazing care of my Nala. Sent pictures every day, which made me feel so much better about leaving her while I went away. I couldn’t have asked for a more perfect person to take care of my fur baby. I would recommend Penny for anyone who’s looking for a pet sitter.”
“Kaelin was great with my 2 cats! She sent me updated & pictures while I was away. I came home to my place being just as I left it. I will definitely use her again in the future if I’m out of town and highly recommend her! Great communication from the time I booked with her. 😊”
“Mackenzie and Adam did a wonderful job watching our two dogs while we were on family vacation! After failing at finding onboarding that we were comfortable with we decided to have someone stay at the house and we made a great choice! We felt very confident that they would do just fine in Mackenzie and Adam's care and we were right! We came home to a clean home and happy pups :) You won't regret choosing them either! Thank you so much Mackenzie and Adam! We appreciate you both ☺️”
About: Experienced in administering medications and providing specialized care, I offer personalized attention with daily updates and photos. I'm passionate about creating an stress-free environment for your furry friends! While I do have work at a doggy boarding facility- I am typically always available during the day and most mornings/nights! My schedule is also very flexible to fit your furry one’s needs! As of right now I cannot offer anything in my home. However when caring for pets in my clients' homes, I will follow their specific care instructions closely, including maintaining their feeding and medication schedules if needed. I will provide plenty of exercise and playtime, ensure their environment is clean and safe, and give them lots of love and attention! I can send regular updates to the client to keep them informed, and I'm always prepared for any emergencies that may arise!
About: I have had the wonderful opportunity to spend time with many dogs of so many breeds and can’t see myself stopping! There such loving animals. I’m currently working full time and will have plenty of time to play with the Dogs. I can even take them to work with me! I have a wide open back yard and plenty of room for dogs to run. I live on a small farm with a few other animals. I’m a very trustworthy person. I’m also a kennel technician/Dog trainer so I spend time with dogs almost every day.
“This is the second time that Bailey has watched our dog, and we love her! She really cares about him, and that means so much to us. She always sends pictures of him and follows our instructions perfectly, and we can tell that he really enjoys her company. We’re happy to have her as a pet-sitter for our boy!”
The median cost per night for house sitting in Pleasantville is $49
Pet 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?
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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
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
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Popular requests for house sitting - Pleasantville
Select a filter and find qualifying sitters offering house sitting.Sitters in Pleasantville average 4 repeat house sitting clients
FAQs for House Sitting - Pleasantville
Frequently asked questions about Rover
As of August 2026, there are 1,021 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:
- 93% of sitters can help with special care needs
- 97% 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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