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.”
“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!”
“Our dogs and our home were well cared for while we were gone. Lenny came to meet the dogs twice before we left, so they would know and be comfortable with her. Even our most nervous dog took to her immediately. We were very relaxed knowing everything was in capable hands.”
“Isabella was so wonderful!! She was easy to work with, great communication, sent updates & pics and took such great care of my pup while I was out of town. She was so considerate of our home & we look forward to having her back!”
“Madie was awesome! Accommodated a last minute request and provided great communication the entire time I was away. Would definitely use her services again.”
“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 ☺️”
“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!!”
“Not only did Cara take care of my girls, but she also kept the house super clean. That means so much, especially having no idea what you are going to come home to. Highly recommend Cara! Excellent communication and updates throughout the booking as well which is much appreciated.”
“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!”
About: Hi! I’m a dedicated pet sitter with 13+ years of cat care experience and a gentle Rough Collie of my own. I’ve built long-term trust with clients through consistent, reliable care—backed by 91 five-star reviews and Star Sitter status. I specialize in attentive care for pets with specific needs, including medication schedules, special diets, senior care, multiple pets and anxious or sensitive animals who need a calm, steady presence. I’m very comfortable with routine and training reinforcement and following detailed instructions exactly as provided. I’m available for walks, in-home stays, extended daytime care, or multiple hours of drop-in visits depending on your pet’s needs. This flexibility allows me to provide consistent companionship and reduce stress for pets who do best with regular presence and routine. My goal is always to keep your pets comfortable and your mind at ease while you’re away. I treat every pet like they’re part of my own home and prioritize communication, consistency, and reliability so you always know they’re safe and cared for. I’m available for dog walking & pet check-ins 6am-10pm everyday including weekends. I’m a homemaker with a flexible schedule. If you need a different service/time please feel free to ask! I am experienced in making sure pets have the best environment possible when they’re in my care. Fresh food and water will always be taken care of, any messes will be cleaned up, and I always have time for extra playtime/attention. I believe we’re entrusted caretakers to all animals and I don’t take that responsibility lightly. My goal is to make your pets as comfortable as possible while in my care. :)
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’ve been around animals my whole life and have always loved caring for them. I have experience taking care of my family’s animals, making sure they’re fed, comfortable, safe, and getting plenty of love and attention. I’m responsible, patient, and treat every animal like they’re part of the family! I work full-time in healthcare three days a week, giving me a flexible schedule to provide consistent, loving, and reliable pet care on my days off. I prioritize safety, comfort, and trust by keeping pets supervised, following their routines, and treating every home with care and respect. I provide a calm, loving environment where pets feel safe and comfortable.
“Miss Penny was so professional and personal right from the beginning. She took such great care of our pups and sent tons of pictures. I will absolutely ask Miss Penny to watch our doggos again, and I would recommend her to anyone confidently.”
“Always super helpful and nice when I book with her. This was a last minute booking and I’m so thankful she was available. My dog has crazy anxiety and compared to the first time and this one she took barely any time to get used to Kaelin.”
About: I have taken care of dogs since I was a kid. I’ve worked with a couple different pet sitting/dog walking companies previously. I’ve always had a passion and love in my heart for dogs and their care. I work a full time job Monday through Friday but I will be available Monday's, Tuesdays, Fridays, Saturdays, and Sundays. Week days I will be available after 4:00 pm and weekends will be all day care. I always walk dogs with leashes to ensure the safety of your pets and if in a public spaces like a park for example I always keep an eye out for other pets and keep a safe distance when walking.
“Stephanie was a wonderful sitter - she was quick to reply to us, even for a last-minute request, and provided us with frequent text/photo updates just how we like it. We came home to a clean apartment and a happy pup. We’d love to have her take care of our dog again!”
About: I’ve provided care for dogs and cats since I was 16 years old. Trusted by neighbors, friends & family to love their pets like my own! I work full time, but have a flexible work from home schedule. I can be available during the day for walks & potty breaks, and after 3 pm for house sitting. Knowing that pets are like family, I will care for your pets like they are one of my own. Also very attentive to detail & like to keep things tidy.
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.
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?
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 4 repeat house sitting clients
FAQs for House Sitting - Pleasantville
Frequently asked questions about Rover
As of October 2026, there are 1,028 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:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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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