Dog Sitting Peekskill

Book a Peekskill dog sitter to watch your dog in your sitter’s home or yours.

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Over 96
pet parents in Peekskill have booked dog sitting

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Sitter Profile Image: Samantha M.
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Samantha M.
from
$22
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
15 years of experience
Cortlandt Manor, NY, 10567

About: I’ve been caring for dogs since childhood, growing up in a dog-loving home with up to four pups at once ranging from 15 to 75 pounds! I’m comfortable with all breeds and sizes, and I have experience with both playful pups and senior dogs. In college, I was part of the 4 Paws club, where I walked and watched service dogs in training, giving me extra skills to handle all types of dogs. I am available 7 days a week to focus on the needs of your pet, whether that’s walks, playtime, or just keeping them company. I’m flexible, reliable, and more than happy to build a routine that works best for you and your pet. Whether I’m in your home or mine, I make sure to put your pet’s safety, comfort, and happiness first. I am more than happy to take your pet to local dog parks, if that’s something you’re comfortable with. If you prefer your pet stays in a fenced yard or neighborhood walks, that works too! I will always follow your preferences and your pet’s routine.

Sitter Profile Image: Candice K.
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Candice K.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
70 reviews
24 repeat clients
15 years of experience
CORTLANDT MANOR, NY, 10567

Candice was the sweetest pet sitter for our cat! She was patient with him and communicative with us throughout the time we were away. We would definitely rebook her in the future!

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Megan R.
Sitter Profile Image: Arsenii S.
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Arsenii S.
from
$28
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
4 years of experience
Montrose, NY, 10548

About: I have experience caring for dogs of all sizes and personalities from calm, easygoing pups to nervous or strong dogs that sometimes think they’re training me on the leash. I stay calm in challenging situations and handle them safely without adding stress. I always follow owners’ instructions closely and keep routines consistent, but I’m also comfortable making quick, responsible decisions if something unexpected comes up. I’ve helped with medications, senior pets, and special diets when needed. I’m patient, attentive, and very observant with animals. I pay attention to changes in behavior, mood, and energy, and I always keep owners updated with photos and videos so you can relax knowing your pet is in good hands. Pet care fits easily into my daily routine, as I spend most of my time at home and can give pets consistent attention throughout the day. I’m available any day of the week, including weekends, and I’m always home overnight, which makes me a great fit for boarding and extended stays. My flexible schedule allows me to adapt to each pet’s routine and provide a calm, home-like environment where pets feel safe and well cared for. Safety and comfort are my top priorities. Pets in my home are supervised most of the time and cared for in a calm, structured environment. If needed, I can separate pets or use a crate provided by the owner to ensure everyone feels safe. During walks, I always use the owner’s equipment and follow their preferences closely. Walks are kept calm and controlled, and I avoid crowded areas. Pets are never off-leash unless explicitly approved. When caring for pets in a client’s home, I strictly follow house rules and handle keys or access responsibly. I communicate promptly about any concerns and will contact a veterinarian immediately in urgent situations.

Sitter Profile Image: Sammantha S.
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Sammantha S.
from
$16
per visit
5.0 out of 5 stars
35 reviews
8 repeat clients
14 years of experience
Highland falls, NY, 10928

Samantha took great care of my dog on short notice and took some awesome photos!

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Kristen G.
Sitter Profile Image: Crystal B.
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Crystal B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
62 reviews
14 repeat clients
10 years of experience
Fort Montgomery, NY, 10922

Crystal was great with our babies. She was very dependable and efficient. My cats were just fine under her care. We would definitely hire her again!

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Robin B.
Sitter Profile Image: Adrienne R.
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Adrienne R.
from
$40
per visit
4.9 out of 5 stars
19 reviews
5 repeat clients
16 years of experience
NY, 10579

Adrienne was great with Happy. It gave me such a relief that she was coming to take care of him. I intend to keep her coming back the next time.

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Colleen N.
Sitter Profile Image: Emily B.
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Emily B.
from
$22
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Cortlandt Manor, NY, 10567

About: I've had dogs since I was a little girl and I love animals! I have experience walking dogs, pet sitting, babysitting, and housesitting. I love all animals no matter age or size. I'm currently working part-time so I am available most days including weekends! I am not available on Fridays. I am happy to help any other day. I can easily crate your dog if needed. I can keep your pet on a leash as well as avoid pulling on a walk. If your pet likes parks I would gladly take them!

Sitter Profile Image: Andrea Z.
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Andrea Z.
from
$25
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
15 years of experience
Mohegan Lake, NY, 10547

Andrea is great! She’s reliable and always on time. I highly recommend her to anyone that needs drop in visits!

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Reena H.
Sitter Profile Image: Cynthia W.
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Cynthia W.
from
$25
per visit
5.0 out of 5 stars
7 reviews
50 years of experience
Cortlandt, NY, 10567

Cindy was phenomenal! I can immediately tell when my little guy is comfy and he was so happy, rolling over and showing his belly when Cindy arrived. It was so lovely having the peace of mind that he was in capable and loving hands. Thank you so much!

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Emily C.
Sitter Profile Image: Grace F.
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Grace F.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Yorktown Heights, NY, 10598

About: I've had dogs my whole life and have cared for dog at every size and life stage. From puppies to seniors, I'm happy to cater to your dogs needs. For walks, I have experience with dogs who are pullers and those who like to go at a slower pace. I also have experience cat sitting for a few family friends cats. Just let me know the type of attention your pet needs and I'm happy to cater to them. Also, I am a current online graduate student so I have lots of time to hang out with your furry family members! I'm currently pursuing an online masters degree, which means I am very flexible with my hours. As long as I can bring my computer to get some work done during the day, anytime is fine with me. I would love to cuddle with your pet while watching lectures, and take much needed study breaks to go for a walk or play a game of fetch! I have experience housesitting while watching furry friends. I'm happy to cater to your pets' needs and find what activity is the most fulfilling for them.

Sitter Profile Image: Lindsey M.
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Lindsey M.
from
$25
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
23 years of experience
Fort Montgomery, NY, 10922

Lindsey was fantastic! She took great care of my cats and home. Will definitely be using her again!

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Lory L.
Sitter Profile Image: Caroline G.
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Caroline G.
from
$25
per visit
15 years of experience
Cortlandt Manor, NY, 10567

About: I grew up having dogs! My family had the sweetest golden retriever growing up. She loved going for walks and loved meeting new people. We took care of her through an injury and arthritis which made walking challenging. My family got another dog who is a giant mix rescue with a very different temperament. She is terrified of new people and hates the mailman but I have worked with her to interact with others and work through some of her fears. I have also spent a lot of time with friends and family dogs and have dog sat a few times, too. I am looking for summer care options as I will have free time since I am a full-time teacher. I would be able to help out during the day. I am a reliable person who takes care of people's property. I will follow all instructions left by owners and do everything I can for their fur babies. I can walk, feed, and clean up after pets.

Sitter Profile Image: Ally K. M.
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Ally K. M.
from
$30
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
14 years of experience
Cortlandt Manor, NY, 10567

Ally is a fantastic sitter. She is attentive, punctual and keeps a wonderful open line of communication

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Eric B.
Sitter Profile Image: Maxine B.
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Maxine B.
from
$25
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
13 years of experience
Yorktown Heights, NY, 10598

Maxine did an excellent job taking care of my two cats, Misty and Brroklyn. She kept in contact with me daily and sent photos as well. I'm a happy owner.

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Antoinette E.
Sitter Profile Image: Nicole T.
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Nicole T.
from
$25
per visit
4.3 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Buchanan, NY, 10511

About: I have been cat/dog sitting for 3 years now. I have experience taking care of cats. Ive also watched many different types of dogs including large ones. Ive always been a huge animal lover and growing up around dogs always walking and taking care of them, making sure they get the love they deserve. I love doing anything that I can for the animal community Im currently working on online college so im looking to get any side jobs i can in the meantime to try and make some money right now In a client’s home, I carefully follow their instructions and routines to maintain consistency for the pet, and I always respect their space and privacy. I give regular updates to the owner, and I’m prepared to handle emergencies responsibly. I keep their living areas clean, make sure they are fed and have fresh water daily and pay close attention to their health, including administering medication if required. Overall, I treat every pet as if they were my own, providing them with patience, affection, and attentive care

Sitter Profile Image: Adriana Z.
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Adriana Z.
from
$30
per visit
10 years of experience
Cortlandt Manor, NY, 10567

About: My background in vet care and animal behavior helps me handle dogs of all sizes and energy levels. I’m confident with seniors, shy pups, and dogs that need medication. I give safe walks, follow your routine closely, and keep you updated with photos every visit. I’m home from college for winter break and have a very open schedule, so pet care fits easily into my day. I’m available mornings, afternoons, and evenings for walks, drop-ins, or longer visits. I plan my day around the pets I’m caring for, making sure they stay on their normal routine with consistent feeding, playtime, and walks. In a client’s home, I follow your pet’s normal routine as closely as possible. I handle feeding, walks, litter boxes, playtime, and any medications exactly as instructed. I keep the home tidy, respect your space, and make sure your pet feels safe and relaxed. I always provide photo updates and communicate after every visit.

Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$18
per visit
1 repeat client
3 years of experience
cortlandt, NY, 10567

About: I worked at a pet store for 2 years where I took care of all kinds of different animals (birds, ferrets, reptiles, bunnies, etc.). I worked at a doggy daycare for a year and I have also been dog sitting and boarding for the past 2 years. I also have lived with dogs my whole life. I’m currently in college commuting only one day a week on Wednesdays until may 7th, so I am unavailable to do walks or pick up after 2 I care for pets in the way that the owner tells me works best for their pets. I don’t deviate from their schedule and care.

Sitter Profile Image: Scott M.
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Scott M.
from
$16
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Cortlandt, NY, 10567

About: Large dogs are my specialty, I enjoy walking and playing with them. I have plenty of room to play in the back yard or go for a long walk on a nature trail. I have experience in kenneling, potty training and leash training dogs. I work full time but have every afternoon and weekend available. I would enjoy walking a pet after work and am available to do overnight care. I have a pet friendly and private apartment with a large private back yard. I am very close to the black river trail which is excellent for dog walking.

Sitter Profile Image: Griffin B.
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Griffin B.
from
$25
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Croton-on-Hudson, NY, 10520

About: I grew up in Oklahoma on 90 acres with cows, horses, cats, and dogs. I've always had a passion for animals and the outdoors. One of the unique experiences I offer is adventure outings for your pup. Living near the beach allows me to provide refreshing beach walks, and as an avid hiker, I also enjoy taking dogs on scenic trail adventures where they can safely explore and enjoy nature. I currently have two dogs of my own—a Miniature Dachshund and a German Shepherd mix we rescued. If your dog would benefit from a positive, supervised social outing, I’m happy to provide that as well. Growing up, I regularly cared for and walked neighbors’ and family members’ pets, so I understand how important it is to find someone you trust. My goal is to give you peace of mind while your pet has a fun, enriching experience. You can rest assured that your furry family members will be cared for and loved as if they were my own. As a full-time dog dad to my two pups, I maintain a flexible schedule and am readily available to help ensure your pets receive the care and attention they deserve. Whether it’s a quick neighborhood walk for exercise or an extended stay with a pet who needs a little extra companionship, I’m here to provide dependable, attentive care. My goal is to give you peace of mind while you’re away, knowing your pets are safe, happy, and fully cared for. I am committed to providing a high level of personalized care and attention to every client. I ensure that when you book a walk or service with me, your pets receive my full, undivided focus. This dedicated one-on-one time allows me to tailor each visit to your pet’s individual needs, personality, and routine. I also have a spacious SUV available for safe transportation if needed. For dogs who enjoy a little extra adventure, I offer nature hikes as an additional service, giving them the opportunity to explore and exercise in a safe, supervised environment. Feel free to send me a message with what you’re looking for, and I’ll respond as soon as possible. I look forward to connecting with you and your pets!

Sitter Profile Image: Jonté B.
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Jonté B.
from
$35
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Cortlandt manor, NY, 10567

About: My dog Chanel is my world so it would be a pleasure to share that same love to others. I’ve grown up around dogs between all of my family so this is a joy to experience. I currently work day shifts and very loyal to my schedule of care with my dog at home. It would be no burden or issue at all to care for others 4 legged friends. The same care I provide to my own as if she was my daughter is the same care I’d give to others pets. Any dog in my care is my family.

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The median cost per visit for dog sitting in Peekskill is $25

Dog parents share their Rover experiences - Peekskill

1 / 1
5.0 out of 5 stars

Emily was great - super responsive and communicative. She managed to lure out a cat that usually just hides under the covers with new people and befriend a very skeptical rescue pup over the course of a weekend. Would definitely recommend and rebook!

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Grace L.
Drop-In Visits
5.0 out of 5 stars

Laura was super communicative and easy to work with and most importantly our dogs were happy, got potty breaks, some play time and dinner!

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Kelly J.
Drop-In Visits
5.0 out of 5 stars

Yamilet did a great job. She played with my dog on the patio, fed him and took him for a patio walk for 30 minutes while providing comfort and company to my dog. Highly recommended.

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Juan I.
Drop-In Visits
5.0 out of 5 stars

Camila is always amazing with both our girls! She's super attentive and takes wonderful care of them whenever she visits.

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Desiree W.
Drop-In Visits
5.0 out of 5 stars

Corinne was absolutely amazing with our dog, Navi! She went above and beyond by meeting with us prior to the booking just to ensure Navi felt comfortable and safe with her. ​During the visit, she didn't just stick to the basics; she provided a perfect balance of playtime and exercise, letting our puppy burn off plenty of energy. It’s clear Corinne truly cares about the pets she watches. We couldn't be happier and highly recommend her!

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Saralynn W.
Drop-In Visits
5.0 out of 5 stars

Candice was great with our senior dog and shy cat. She was always responsive and communicative, and sent great pics of our pets! I felt very comfortable that our pets were being looked after and cared for, and I would definitely each out to Candice in the future. I feel lucky to have found her!

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Debby M.
Drop-In Visits
5.0 out of 5 stars

I am concerned a stellar review will reduce the availability of Kiera, but I'm leaving it any way! Keira was the perfect solution for our family, first time to leave target with a sitter. She was very attentive, left us thorough notes detailing his greeting and how they interacted. Pictures don't lie and I would definitely hire her again.

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Patricia C.
Drop-In Visits
5.0 out of 5 stars

Hayley was lovely with our Maya. She came on time and took care of Maya. We couldn’t be more happier with her service.

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Karma G.
Drop-In Visits
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  • 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

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  • 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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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Sitters in Peekskill average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Peekskill

Frequently asked questions about Rover

The average cost for Dog Sitting in Peekskill on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 15,901 sitters on Rover offering Dog Sitting across Peekskill. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Peekskill stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Peekskill with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Peekskill. On Rover:

  • 88% of sitters can help with special care needs
  • 93% 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.

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.

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