Dog Sitting Port Chester

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

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Over 48
pet parents in Port Chester have booked dog sitting

Port Chester, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Euree S.
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Euree S.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Harrison, NY, 10528

Yoshi had so much fun playing with Euree! She followed our instructions and was a great communicator. We can't wait to have her help out with our pup again!

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Wanda L.
Sitter Profile Image: Dagmar L.
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Dagmar L.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
25 reviews
4 repeat clients
20 years of experience
Greenwich, CT, 06830

About: Hi, I’m Dagmar - a trusted Greenwich local with 20 years of pet care experience. My love for pets began in Germany, caring for family cats and grew as I looked after dogs of all breeds and ages for families, friends and long-term clients. I specialize in attentive, one-on-one dog care, including dog walking, drop-in visits, and house sitting. I'm patient, reliable, and treat every pet as my own making sure they feel safe, comfortable, and loved while you're away. For dogs, I offer structured walks tailored to their energy level - from quick potty breaks to longer neighborhood walks and fun park visits. For cats, I provide thoughtful drop-in care including feeding, fresh water, litter maintenance, playtime, and companionship. I work from home in downtown Greenwich, which allows me to be flexible, responsive, and available seven days a week. You can count on me for dependable care, clear communication, and regular photo updates so you can relax knowing your pet is in good hands. 🐾 Pet care fits naturally into my daily routine. Living downtown Greenwich and working remotely allows me to offer flexible dog walking, drop-in visits throughout the week, with house sitting care available on weekends typically from Friday through Monday. Extended or full-week house sitting can also be arranged upon discussion. When caring for pets, I make sure they feel safe, loved, and well cared for. I carefully follow each pet’s established routine, including feeding schedules, walks, medications if needed, and preferred play or rest times. I’m respectful, tidy, and follow your instructions closely. I always provide updates and photos, so you can relax knowing your pet is receiving attentive, loving care.

Sitter Profile Image: Alyssa & Michael s.
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Alyssa & Michael s.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
27 reviews
14 repeat clients
10 years of experience
White Plains, NY, 10605

Alyssa is amazing! She was very responsive and organized. She took good care of our cat and left detailed visit notes. She was our first Rover cat sitter experience and we were glad that we were able to have her taking care of our cat while we enjoyed our vacation. Will def rebook with her for our future trips.

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Phoenix H.
Sitter Profile Image: Chris C.
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Chris C.
from
$30
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
15 years of experience
Greenwich, CT, 06830

About: Dogs have been my world for 15 years. I've worked in daycares, training facilities, grooming, shelters, and now I focus on providing reliable walks and personalized care. I offer neighborhood walks during the week, and on weekends I also offer 90 to 120 minute off-leash adventure hikes for the weekend warrior dogs that love to explore and need to burn off some energy! Every visit includes photos, updates, gps and plenty of attention! Dogs are what i do! And because this is what I do professionally, I’m able to provide consistent scheduling and care, building relationships with your pup! Almost any given day you can find me working with dogs of all sizes and energy levels! I primarily provide care through structured outdoor hikes rather than in-home services. When working in a client’s home, I follow all instructions closely, keep doors and gates secure, and maintain a calm, controlled environment.

Sitter Profile Image: Sofia C.
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Sofia C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
11 reviews
11 repeat clients
6 years of experience
Harrison, NY, 10528

Sofia is so sweet and my Harry loved her from the second he me her. Highly recommend!

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Ruth S.
Sitter Profile Image: Margaret P.
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Margaret P.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
66 reviews
26 repeat clients
20 years of experience
Rye, NY, 10580

Maggie took great care of our two cats while we were away for a long weekend. Our one cat has diabetes and requires insulin shots 2x a day. Having her be able to take care of her while we were away made our trip all the more enjoyable!

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Emily S.
Sitter Profile Image: Julia K.
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Julia K.
from
$16
per visit
4.9 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Rye, NY, 10580

Julia was very good with our kitten while we were gone for a long weekend. She had timely check ins, sent great pictures, and was very responsive. I felt like I could fully relax knowing our little guy was taken care of.

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Evan W.
Sitter Profile Image: Brooke D.
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Brooke D.
from
$20
per visit
4.8 out of 5 stars
18 reviews
5 repeat clients
21 years of experience
Greenwich, CT, 06831

Brooke did a great job visiting our dog, Truth! This was our first time booking someone on Rover. We found Brooke last minute, and she did a great job answering all of our questions and communicated with us very quickly. We were super relieved and would definitely recommend and rebook with Brooke!

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Emily V.
Sitter Profile Image: Kerry M.
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Kerry M.
from
$27
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Purchase, NY, 10577

About: I bring attentive, knowledgeable care tailored to your specific creature and their specific personality. I've been pet parent to dogs of all sizes, from Chihuahuas to Great Danes to my current Sheepadoodle — there's no dog size or personality that's too much or too little, IMHO. And my experience extends well beyond dogs — cats, snakes, farm animals 🐐, and more. I also happen to share my home with a ball python named Fettuccine Alfredo 🐍, who is a distinguished, low-drama fellow. As a plant parent, I will watch after yours indoor jungles, outdoor gardens, that one fiddle leaf fig you're nervous about. If you need someone who will actually look at your monstera and not just splash water in its general direction, that's me. (My avocado tree, grown from a pit, is thriving. I'm not taking questions.) Housesitting, dog walking, drop-in visits, basic training — I've got you. And if you're going away and need the whole ecosystem looked after, pets, plants, and all, I'd love to meet you. Pet care fits naturally into the rhythm of my week. My mornings are consistently free, which works well for walks and drop-in visits, and I have flexibility on Wednesdays, Fridays, and weekends for longer stays or housesitting. On days when I'm teaching in the afternoons and evenings, I'm still available in the mornings — and I keep my schedule intentionally manageable so I'm never stretched too thin across clients. This isn't something I'm squeezing in around a packed schedule — it's something I've made genuine room for. When I'm in your home for drop-in visits or housesitting, I treat it with the same care and attention I'd give my own. That means following your routines exactly as you've set them, keeping things tidy, and making sure your pets are comfortable and unstressed in their own environment. I take detailed notes at meet-and-greets so nothing gets missed while you're away. On walks, I keep dogs leashed and attentive to their individual energy and needs — a reactive dog gets a very different walk than a social butterfly, and I know the difference. I bring over thirty years of animal experience to reading body language and behavior, so I'm not caught off guard by much. My own home includes a ball python and two cats, so I'm well practiced in managing a multi-species household safely and calmly. I don't offer boarding, which means your dog's visit to my home would only ever be for a meet-and-greet in a low-key, relaxed setting. In any situation that feels off — health, behavior, anything — I err on the side of contacting you immediately and getting to a vet if needed. You'll never be left guessing.

Sitter Profile Image: Rachael V.
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Rachael V.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
66 reviews
21 repeat clients
14 years of experience
Mamaroneck, NY, 10543

Rachael made stops during my wedding weekend to check on our cat and she was simply amazing. She gave great updates making us feel confident that our cat was safe, healthy, and getting some good company during our very busy weekend. If you need a pet sitter in Rachael’s vicinity, she is the best candidate. We are so grateful!

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Melissa S.
Sitter Profile Image: Tamia N.
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Tamia N.
from
$18
per visit
1 year of experience
Port Chester, NY, 10573

About: He cuidado perros y gatos desde mi niñes de amigos y familiares me gustas bañarlos y salir caminar con cachorros y darles de comer me siento bien con ellos Actualmente trabajo medio tiempo y estoy dispuesta a cuidar y pasear con los perros me gusta la compania de ellos lo disfruto siempre cuando estoy con ellos. Siempre me gusta estar a la lado de ellos estar dispuesta jugar con su mascota si le conviene también puedo salir a caminar con ellos

Sitter Profile Image: Michael M.
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Michael M.
from
$18
per visit
15 years of experience
Bedford-Stuyvesant, Rye, NY, 10580

About: I love all animals but especially dogs. I’ve surrounded myself with dogs my whole life. I raised a dog from a puppy to an old man. I’ve managed all kinds of special diets and I’ve given dogs insulin injections before. I also used to live on a farm where I took care of 5 dogs. I I can give attention to the neediest dogs and I can match the energy of large energetic dogs. I know all the best dog walking parks in westchester. I have a car that I don’t mind getting dirty. I won’t only take care of your dog. I will be a calming attentive presence in your absence. I will follow your instructions to the detail and respect your home and your rules. I work for myself and make my own schedule and can work anywhere, so I can be flexible to your schedule. At the moment I am willing to make your pet my full time job I am flexible to the needs of the pet. If the pet needs a lot of exercise I can take them on long hikes. I know great safe dog friendly trails. If the pest needs a lot of personal attention I can be available to be there. I can manage specific diets and medicine. If the pet needs fresh food I am willing to prepare it. I have a car and can be available all hours of the day for your pet.

Sitter Profile Image: Jamie B.
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Jamie B.
from
$35
per visit
5.0 out of 5 stars
13 reviews
8 repeat clients
15 years of experience
Rye Brook, NY, 10573

Jamie took such great care of our dog Cokie. I only wish we lived closer to Jamie to continue having be part of our puppies life! She is so skilled with Animals (works at a Vet's office) Has great instincts about dogs and is so bright and thoughtful. Jamie is a gem and you are lucky to have the opportunity to work with her in the Westchester area. Thank you Jamie and Rover too for connecting us.

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Michael & Gina N.
Sitter Profile Image: Gabrielle S.
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Gabrielle S.
from
$12
per visit
2 years of experience
White Plains, NY, 10605

About: I’ve lived with very large to very small dogs all my life and care for exotic pets such as snakes and rabbits. Through waitressing and EMS volunteering, I’ve developed a strong work ethic and sense of responsibility that will make me an excellent pet care worker. I currently go to school full time at Harrison high school until 3 pm on weekdays, but will have full availability on weekdays and weekends over the summer. I can currently work all day on weekends and every day after school on weekdays. I will always ask pet parents for a list of specific rules and guidelines to ensure that I provide the best possible care, including instructions for medications and emergency contacts.

Sitter Profile Image: Paulo N.
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Paulo N.
from
$25
per visit
5 years of experience
Rye, NY, 10580

About: I love all kinds of pets and had so many all my life and now I am enjoying pets with my 3 kids, dog, cat, fish, bird, hamster…. My joy to go to the dog park in the morning with the dogs for fun time together! Would love to bring your dog along also! I'm dependable, reliable, and always ready for the unexpected-whether your pet needs a last-minute walk or just someone to hang out with. My love for animals is boundless, whether they've got fur, feathers, or scales. Rest easy knowing your pets are in purrfect hands with me. I'll keep them safe, happy, and living their best life while you're away! I hope to be able to do pet care full time. I work with delivery apps and I am flexible to do other tasks especially in the morning and afternoon… I'm dependable, reliable, and always ready for the unexpected-whether your pet needs a last-minute walk or just someone to hang out with. My love for animals is boundless, whether they've got fur, feathers, or scales. Rest easy knowing your pets are in purrfect hands with me. I'll keep them safe, happy, and living their best life while you're away! I have been walking dogs and learning with my sister Marina that have been dog sitting/walking for 16 years in Rye New York. I hope to be able to do pet care full time. I work with delivery apps and I am flexible to do other tasks especially in the morning and afternoon…

Sitter Profile Image: Torre H.
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Torre H.
from
$59
per visit
5.0 out of 5 stars
14 reviews
5 years of experience
Greenwich, CT, 06831

About: What sets me apart is my combined expertise in pet care and property management. With years of experience sitting for a variety of pets—including dogs, cats, rabbits, and birds—I’m comfortable caring for animals of all ages, from playful pups to senior pets needing medication. My background in property management means I’m skilled at handling household maintenance and addressing unexpected issues, ensuring your home stays in perfect condition. Thoughtful and detail-oriented, I go above and beyond to anticipate needs, providing peace of mind while you’re away. I currently work remotely, so house sitting/dog walking fits perfectly into my routine. I am an early bird, so early morning walks are welcome and I am available to provide constant attention to your pet. I provide a safe and loving environment for pets in both my home and my clients’ homes. While my yard isn’t fenced, I live in a quiet neighborhood with non-yellow-lined streets, perfect for calm and enjoyable walks. I never wear headphones or listen to music during walks, staying fully aware of our surroundings to ensure your pet’s safety. My strong communication skills also help me navigate interactions with other dog owners we might meet along the way. Whether at my home or yours, I treat every pet like family, ensuring they feel secure, loved, and well-cared for.

Sitter Profile Image: Iris H.
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Iris H.
from
$40
per visit
5.0 out of 5 stars
18 reviews
1 repeat client
29 years of experience
Purchase, NY, 10577

Iris was a godsend for us! This was the first time using a petsitter for our 3 cats and Iris was much more than we expected. She took excellent care of Tiger, our senior cat with health issues and entertained our 2 younger and shy cats. By the end of the week Rocky was sitting in her lap! We can't say enough positive things about Iris, she was the best! Anyone using her won't be disappointed.

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Kathy W.
Sitter Profile Image: Jalyne E.
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Jalyne E.
from
$20
per visit
5.0 out of 5 stars
123 reviews
40 repeat clients
2 years of experience
Harrison, NY, 10604

Jalyne kept our cat Patty safe, sound and well-fed during our travels. She kept us informed the entire time with pictures and updates. Thanks!

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Brian R.
Sitter Profile Image: Taylor I.
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Taylor I.
from
$35
per visit
5.0 out of 5 stars
1 review
5 years of experience
Rye, NY, 10580

About: I’ve taken care of pets all ages and sizes since the age of 10. My neighbors and friends have always relied on me with their cute fur friends and always came home with a smile. As a remote student, I have a lot of free time on my hands to help contribute to watching over pets, taking them for walks, and taking good care of them. In the clients home, I will respect and do all the necessary needs and wants for the dog/cat and make sure they are safe and happy.

Sitter Profile Image: Shuchi S.
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Shuchi S.
from
$18
per visit
18 years of experience
Mamaroneck, NY, 10543

About: I had my first dog for 17 years before he passed away and I understand why they are our family. This is why our friends, neighbors and family trust us. From puppies to senior dogs, I have the care, understanding and love that ensures the well being of our beloved pets. I work from home and have the flexibility to make time for walks, potty breaks, treats and play time. I personally love walks and would make sure I have time for your pet. I have a fenced yard and am extremely vigilant when it comes to taking care of our pets. I ensure they are ins comfortable and safe environment.

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

Dog parents share their Rover experiences - Port Chester

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5.0 out of 5 stars

Tara was fantastic with our high-energy foster. She knows how to calm him down by sitting with him and remaining calm. It works wonders. We came home to a happy, calm dog. I will be reaching out to book again.

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Juliette H.
Drop-In Visits
5.0 out of 5 stars

Shawn is awesome! I have an older lab and Shawn is so patient and kind with him. He goes above and beyond what I had expected him to do. I have never left my pup with anyone and Shawn makes it possible for my boy to stay in his home when we day trip.

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

Claudia is incredibly responsive, warm and friendly, and did a great job with a drop in visit for my senior pup! She showed up right on time, shared really cute pictures, and went above and beyond to give my dog a nice visit.

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Irene P.
Drop-In Visits
5.0 out of 5 stars

Aaliyah is fantastic and such a professional. She is polite and courteous and clearly loves dogs. She even tackles challenges like my forgetting to leave the key out for her! She handled it so beautifully and was so patient and helpful! Many thanks Aaliyah and thank you Rover!

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

This was Jason's first drop-in visit with our two Great Pyrenees dogs and our Maine Coon cat. The boys met Jason at his meet-and-greet visit about a week in advance and the boys loved him from the moment he walked through the door. He's very comfortable with our big boys (115 pounds and 140 pounds!). Jason, overall, is fantastic-- professional, thoughtful, conscientious, and just a great guy. He followed all of our instructions to the last detail. We already have more days booked with him. It's such an enormous relief to find him so the boys can stay home together rather than staying at the kennel while we go out of town. Highly recommend him!

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Amy H.
Drop-In Visits
5.0 out of 5 stars

Anine was great! She stopped in and checked our three dogs while we were away for several hours. Topped up water dishes, gave them treats, took them out for a potty break and gave them lots of cuddles. We hope to see Anine again soon!

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Victoria Z.
Drop-In Visits
5.0 out of 5 stars

Consuelo is the best, and our dog is always so happy to see her. Full trust that she takes great care, and leaves him in a good mood. She goes above and beyond, I’m always appreciative

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Henry R.
Drop-In Visits
5.0 out of 5 stars

Carol was absolutely great. She was onetime and did a wonderful job with our dog during a drop in visit while we were at a wedding.

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

Madison and Fuji got along from the start. She made sure she knew his routine, medicine, schedule, and activities. I received lots of photos after and clear communication before and after.

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Christofer G.
Drop-In Visits
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Sitters in Port Chester average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Port Chester

Frequently asked questions about Rover

The average cost for Dog Sitting in Port Chester 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 24,664 sitters on Rover offering Dog Sitting across Port Chester. 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 Port Chester 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 Port Chester 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 Port Chester 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 Port Chester. On Rover:

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

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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