House Sitting Peekskill
Find a loving house sitter to watch over your pets and your home.
Over 55 pet parents in Peekskill have booked house sitting
Peekskill, 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.
“Ariana took great care of our dogs! She made sure they played and were safe during a huge storm. She also made sure they got a lot of snuggles. We will definitely be booking with her again.”
“Brittany watched our dog, Luna, for a full week while we were away. Luna can be insecure and protective and doesn’t always warm up easily to new people, but Brittany went above and beyond to make sure she felt comfortable. She came over several times before the booking to get to know Luna, which made a huge difference. While we were away, Brittany sent plenty of photos, bonded beautifully with Luna, and even brought in our mail and packages. She is a wonderful find for anyone who wants peace of mind knowing their pet is truly well cared for.”
About: Erin, lifelong dog owner (since 2001!), enjoys providing loving care and adventurous walks. Walks her Siberian Husky, Skylar, daily and is passionate about canine companionship. I love taking long walks and enjoying the outdoors. I just moved back to the tri-state area and I currently have a very open schedule for dog walking and pet sitting. * In my client's home: I stick to their pet's routine as much as possible to minimize stress. This includes feeding times, walk schedules, playtime, and medication (if applicable). I also provide lots of love and cuddles to keep your furry friend happy! * I can't wait to meet your pet and learn about their unique personality!
“I was lucky to find Brant last minute before our NY eve holiday trip, literally 2 days before my travel. He took great care of our 10 year old wired foxterrier Funny He is reliable, caring and simply wonderful dogsitter. Funny is a cute and people-friendly dog, but she has her issues - dealing with other dogs, being fearful of going out in the dark etc. Brant followed all my instructions and made me and my pup happy for being there for her all the time. He sent daily updates with pics and follow ups. Beyond taking great care of Funny, he also left our home spotlessly clean. I’m grateful for his service and can not recommend him enough and hope we’ll get a chance to hire him again and meet him in person. Thanks so much, Brant! Please say hi if you see me and Funny around ;)”
“Joy was so thoughtful, paid attention to all the details, and our cats liked her immediately. She took great care of our girls and our home while we were away. She is very responsive and sent lots of pictures which we really appreciated! We would definitely book her again!”
“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: Dogs are like part of the family to me. I love their unique personalities and spending time with them. I have experience boarding, drop in visits and walking friends and neighbors dogs. At my house, I have a fully fenced in yard were they can play. Please message me if you have any questions or concerns. Dog Overnight Boarding - I have a fenced in yard great for dogs. They are allowed on the furniture. They will be part of the family when they are here. Dog Walking/ Drop Ins - I work in White Plains and office hours are 8 am to 3 pm. Being centrally located, I can be anywhere in Westchester within 30 minutes. I am easy to contact and will ensure your dogs get exercise and play. Contact me to arrange a meet and greet. I am a strong believer that dogs need exercise and will treat your dogs like my own. I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on weekends, and weekdays. Any time. I have a fenced yard to keep your fur baby company. Where they can run and play all they want. I can easily crate your dog if needed.
“Sammantha is our go-to care taker for our rat terrier Indy. She is very responsive and treats Indy like one of her own. Indy loves when Sammantha comes to visit. Highly recommended!”
About: I have extensive experience providing care for pets of all ages, ranging from energetic puppies to senior animals with special needs. With puppies, I focus on consistent routines that support their growth and development, including feeding on schedule, basic training reinforcement, safe playtime, and gentle socialization. For adult and older pets, I provide attentive care that includes administering medication, monitoring health changes, assisting with mobility challenges, and maintaining a comfortable and stress-free environment. Currently avaliable 24/7 and boarding, until further notice. At this time my attention and serivces is 100% on the pet that i provide care for. When caring for pets in my home or my clients’ homes, safety, trust, and comfort are always my top priorities. I create a secure environment by keeping spaces clean, pet-friendly, and free of hazards, while following each owner’s specific routines and guidelines. I build trust through reliability, clear communication, and treating every pet with the same love and respect I give my own. Whether it’s providing a calm space for rest, safe playtime, or attentive supervision, I ensure pets feel comfortable and owners have peace of mind knowing their companions are in caring hands.
About: I’ve had the opportunity to know and take care of so many pets over the past 10 years, they’ve become family to me. I’m an active person who loves playing with dogs and taking them on adventures. I’ve sat and walked many breeds, sizes, and ages, across all kinds of environments, including a long-term role as a private pet care provider for a high-profile client. Animals are a passion of mine, and I believe they deserve only the best from the people who care for them. I’m always eager to make new connections, message me and let’s set something up! My schedule varies week to week since I work shifts that change regularly, but I keep pet care flexible around it. I check my availability closely before committing to anything, so if I say yes, you can count on me to be there. I’m happy to work with you to find times that fit both our schedules — just reach out and we’ll figure it out together When I’m in your home, I treat it with the same respect and care I’d want for my own — sticking closely to your pet’s routine, feeding schedule, and any specific instructions you give me. I’m attentive to their environment, making sure doors and gates are secure and nothing is out of place that could put them at risk. I always keep an eye out for changes in behavior or health, so if anything seems off, you’ll hear from me right away. Your pet’s safety and comfort come first, always.
“Kristine was truly great. She dog/house sat for over a week and kept us informed of our pup’s doings everyday (with pictures). Our home was just as we left it. We couldn’t have asked for more and will be hiring Kristine again for our next trip.”
About: I ONLY service, Highland Falls, Fort Montgomery and West Point, NY. I do NOT service outside of these 3 territories. I will NOT take bookings outside of these three areas. I do this full time and my schedule doesn’t allow me to accommodate outside of my territory. With 23 years local experience, I am very dedicated, passionate and committed to my profession. I am a full-time Dog Walker and Animal Caretaker. I have operated my business solely word of mouth up to this point. I take bookings all hours and days of the week. Over the years, I have cultivated clients that truly have become family to me. Your animal gets cared for and treated with the same love, care and attention that you yourself would provide for them. My experience has ranged from dogs, cats, reptiles, birds, farm animals, exotic animals and much more. When it comes to animals that are large breeds, disabled and/or have temperament issues I have a ton of experience. Please reach out to me via message prior to booking in regards to availability. This is to ensure that I will be able to accommodate exactly what your needs are. As my schedule fluctuates day to day. Also, to make sure you fall within the 3 territories I cover. I don’t want there to be any miscommunication. Consistency is key, and I find it best not to alter their daily and nightly routines. I want them to feel comfortable and relaxed while you are away. If I stay in your home, I treat your home as if it was my own. Just like your pet, I provide the same level of care for your home without judgment. You come home to it being clean, neat and tidy. I wash the sheets, take out the garbage and recycling, sweep/vacuum and wipe down all surfaces that I used. I also bring in packages, water indoor plants, move garbage and recycling bins to the road and small and/or minor request are usually accepted. In the spring and summer months, I will water outdoor plants, but inquire about additional cost.
“Brendan was wonderful with Popeye, who has severe anxiety and barked nonstop when he first met him. Brendan was patient and before long, had Popeye napping with him and playing with his tennis ball. Brendan was super responsive, attentive to my concerns, and took excellent care of my dog and my home. I would definitely book with him again.”
“Maria and Alejandra stepped in the middle of a dog sitting emergency while we were away. As soon as they arrived our dogs immediately calmed. They were wonderful and they knew exactly how to handle our young Mali/dutch mix and Great Pyrenees mix. We received daily updates and pictures seeing how happy our dogs were and we were able to relax and enjoy our vacation. We had happy calm dogs when we came home. We cannot thank them enough for all they did. Highly recommend!!”
About: I genuinely enjoy caring for animals and take pride in being someone your pet will feel comfortable with right away. Over the years, I have volunteered with several local rescues where I have gained experience with all dog ages, as well as special needs dogs. Through hands-on experience, caring for dogs with different personalities/needs I have learned how important patient, routine, and clear communication are. I pay close attention to each dogs’s energy level, cues, and comfort. Whether your dog prefers a slow stroll, quiet companionship, or steady exercise I meet them where they are. I do this because I believe pets deserve calm, respectful care and owners deserve peace of mind, knowing their animals will be truly cared for as my own. I currently work full-time from home which gives me the flexibility to be available first thing in the mornings, lunchtime or in the evenings. I am available on weekends as well. When caring for your pets in your home, I will follow their preferred daily routine. Whether that involves walking, feeding, or administering medications. If staying at my house, we are situated on a half acre lot with a small fenced in area. Our neighborhood is self-contained. I have 3 friendly dogs ranging from 7 months to 14 years old. If your dog prefers to be crated or to have a room of their own, I can accommodate that as well.
“Lisa was simply awesome with our boxer Hogan. We were so relaxed and confident he was being taken excellent care of and receiving pictures and videos of our boy while away was such a nice touch. We would HIGHLY recommend Lisa as a pet and house sitter. Hogan can’t wait to have her come stay again. Thank you!!! Brian, Kim, and Hogan Kelly”
“Christy provided excellent care for our dog throughout her stay with him. She easily established a rapport with him as soon as they met each other. She was cooperative with adhering to all directions left for her. She was proactive in sending lots of pictures, which put our minds at ease. She was very accommodating in adjusting to last minute schedule changes as well. I hope to use her services again and highly recommend her to others!”
About: Professional conservationist with deep outdoor experience and an equestrian background handling large animals. I read animal behavior naturally, staying calm and patient with breeds from Jack Russells to Bloodhounds, Pit Bulls, Shiba Inus, and Golden Retrievers. I work full-time Monday through Friday with a flexible, remote-friendly schedule, letting me build in multiple walks throughout the day. Pet care fits naturally alongside my work, never feeling rushed or squeezed in I prioritize consistency, sticking to your pet’s normal routine for feeding, walks, and rest. I keep a close eye on safety and comfort in your home, offer plenty of attention and exercise, and send updates so you always know how things are going.
The median cost per night for house sitting in Peekskill is $60
Pet parents share their Rover experiences - Peekskill
I used Christina for my cat and my senior dog When I went away for 10 days. She did great with the instructions I left but also went above and beyond: took out the trash, checked our mail and brought in delayed deliveries that showed up while we were away. She sent updates and pictures and successfully gained both their trust. I would use her again without hesitation. 10/10 would definitely recommend.
Corinne has been staying overnight to dog sit our two dogs, Maggie and Penny, for nearly two years. We trust her completely and know that Maggie and Penny will be well taken care of and spoiled rotten while we are away. Corrine sends daily updates and pictures each day letting us know how the dogs are doing. When you meet Corrine you will see instantly her nurturing, caring nature. We did and so did Maggie and Penny!
Cece housesat and sent updates with pics everyday, always responsive with communication, and I could see my dogs and cat were very comfortable with her in our house-one of our dogs is shy of strangers, yet she won his trust. She is very responsible and kind. It was nice knowing my senior cat was in good hands with his daily medication and dietary needs. And also nice that Cece could oversee the care of our small exotic reptile pets as well. I will definitely book Cece as my first choice for our next vacation and recommend her.
Brant is incredible! From the first meeting, he clearly took the care of our pets seriously. He took time to ask many questions about what would make Mabel comfortable and how he could best care for her. This was our first time hiring a pet sitter through an app, and we chose Brant based on his reviews. And we are SO glad we did! We will be hiring Brant again for our menagerie (1 dog and many cats). His kindness, attention to every need of the pets, and level of both care and communication have been amazing. We now know we can travel with peace of mind. Highly highly recommended!
Priscilla has dog sat for our high energy bernedoodle 2x and she was amazing! We felt so comfortable knowing our dog was in her care. The daily photos and check ins were great. We knew our dog was having the best days with her :) our dog lovesssss when Priscilla comes!
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 to book house sitting
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 - Peekskill
Select a filter and find qualifying sitters offering house sitting.Sitters in Peekskill average 3 repeat house sitting clients
FAQs for House Sitting - Peekskill
Frequently asked questions about Rover
The average cost of House Sitting in Peekskill is $100 per night as of November 2026. Most bookings cost between $45 and $122 per night. On Rover, 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 November 2026, there are 11,826 sitters on Rover offering House Sitting across Peekskill. 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 Peekskill 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 Peekskill 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 Peekskill 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 Peekskill. On Rover:
- 85% of sitters can help with special care needs
- 89% can help with giving oral medications or injections
- 95% 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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