Pet Sitting Pawling

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 8
pet parents in Pawling have booked pet sitting

Pawling, Find top rated pet sitting

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

1 / 1
Sitter Profile Image: Meghan C.
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Meghan C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
6 repeat clients
19 years of experience
Sherman, CT, 06784

Meghan did an amazing job checking in on our cat while we were away! She was professional, kept our house clean, and most importantly, our cat was happy and comfortable. It gave us real peace of mind knowing our pet was in such good hands. Highly recommend!

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Vicky L.
Sitter Profile Image: Jessie G.
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Jessie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
218 reviews
92 repeat clients
10 years of experience
Patterson, NY, 12563

Jessie did a great job. My cats get scared so unfortunately they hid, but she did everything we asked and we will definitely have her help us again the the future.

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Robyn M.
Sitter Profile Image: Don H.
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Don H.
from
$20
per visit
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

Sitter Profile Image: Briana L.
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Briana L.
from
$26
per visit
5.0 out of 5 stars
29 reviews
8 repeat clients
5 years of experience
Patterson, NY, 12563

Briana was wonderful with my pups. Great communication and sent me lots of pics when she came over to spend time with them. Highly recommended!

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Alyson S.
Sitter Profile Image: Kevin H.
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Kevin H.
from
$33
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
20 years of experience
Holmes, NY, 12531

100/10. Went above and beyond to care for my senior boy. Communicative, kind, and caring.

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Anne T.
Sitter Profile Image: Richie G.
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Richie G.
from
$20
per visit
5.0 out of 5 stars
28 reviews
15 repeat clients
7 years of experience
Patterson, NY, 12563

Our beloved fur-boy is Garrett, a 4-year-old Siberian Husky who loves Richie! Just recently, we went away for a 5-day trip and had to leave Garrett at home. Luckily, we met Richie and hired him to do drop-in visits, 3 times a day, for the entire time we were away. Richie made sure that Garrett was taken out for his potty breaks, took him for walks and provided the kind of service and care that he needed. Richie delivered beyond my expectations. He is very reliable, dependable and communicated really well, providing us with updates and feedbacks. From now onwards, he is my to-go-to person whenever we need a back up care for Garrett!

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Roxanne M.
Sitter Profile Image: Giovanna D.
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Giovanna D.
from
$13
per visit
1 year of experience
Sherman, CT, 06784

About: I’ve been caring for animals for as long as I can remember. I grew up with dogs, cats, rabbits, birds and amphibians, so I’m comfortable with animals of all kinds. I’ve also been volunteering at an animal shelter for 1 year, so I know how to read animal behavior and handle the unexpected. I’ll make sure your pets feel safe and comfortable while you’re away. I work full time Monday through Friday, so my availability is after 5pm on weekdays and Saturday mornings and afternoons for walks and drop-in pet care. I follow your pet's routine to a T and send regular photo and video updates so you're never out of the loop. If I notice any changes in behavior I'll let you know right away. I'll leave your home exactly as I found it, follow any house rules you set, and always make sure gates and doors are secured so no one makes a sneaky escape.

Sitter Profile Image: Donina S.
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Donina S.
from
$25
per visit
6 years of experience
Sherman, CT, 06784

About: I currently own two dogs a mini Australian Shepard and a cocker spaniel. But, my family is a huge dog loving family and I have also owned labs, retrievers, and collies. I have a fenced backyard with a doggy door that holds about an acre of land and I live on a very quiet road with hiking trails across from my house that I bring my dogs into all the time! I’m work 3 times a week at Ridgewood Country Club in Danbury. I can leave during my breaks to tend to your pets. If they are staying at my home I have a doggy door and fenced in backyard. And then the remainder of the week I am free! I have a doggy door inside my home with a fenced in backyard for the 3 days I can’t be at home all day long. All other days I would love to take the dogs hiking and make sure they have a great time! I do own two dogs that are very friendly. But they can also be seperated into my basement if other dog is not friends with them. I also have a lot of experience with cat sitting my neighbors cats.

Sitter Profile Image: ATHENA M.
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ATHENA M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
18 years of experience
Carmel Hamlet, NY, 10512

About: I've been taking care of dogs for over 12 years. And love them like they was family. And I watch all my friends and families dogs. I also work for wag. I have open availability for boarding. My favorite animal is a dog i always wants to be with dogs. ( i use to own cats too incase any feline friends need. I had 4 dogs growing up and as a child it was my job to care for them. When my parents sold the house because of their split they split the dogs

Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
33 reviews
13 repeat clients
25 years of experience
Beekman, NY, 12533

Steve was great with Miss Hazel. He was timely and attentive to her. Followed our instructions well and gave us lots of updates. In fact when we came home, she expected him to be there. When she didn’t see him, she went looking for him all over the house! We were only gone 2 days and already she loved him! Thanks for the peace of mind while we were away from our girl!

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Danielle D.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$18
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
4 years of experience
Carmel, NY, 10512

Thank you so much!! You are so awesome!! Can't wait for next week!!

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Solomon P.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$18
per visit
5 years of experience
Wingdale, NY, 12594

About: Ever since I was young, I have had a strong love for animals, especially dogs. I grew up surrounded by dogs and currently have two of my own. Over the years, I have pet-sat for neighbors and friends, and I always enjoy caring for and spending time with their pets. At college I am part of a club where we work with and volunteer at the local animal shelters. There are photos on my profile that highlight some of the events on campus I have volunteered at to raise money for the puppies at the local animal shelter. I do also have experience with horses. My experience has strengthened my passion for working with animals and reinforced my commitment to providing them with attentive, compassionate care. I currently have a lot of availability to be able to take care of your pets. I can board and attend to your pets any day of the week. I have a fenced-in backyard and two dogs of my own as well. I have a 10-month-old male English Bulldog and a 3-year-old female French Bulldog. They are both very friendly and love playing with other dogs. At your residence, I will respect any boundaries you may have and provide the best service I can.

Sitter Profile Image: Bill L.
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Bill L.
from
$25
per visit
3 years of experience
Patterson, NY, 12563

About: I have been a volunteer for the Humane Society in a few places I lived in. My full time job also had me working with dogs on various pet friendly projects. I am very mild mannered and easy to get along with. Dogs tend to feel comfortable around me. I am also very active and can play with dogs and provide them the energy and exercise they need. I also was a member associate for Scenthound briefly in 2025. I have am very reliable and dependable and if I take on a project, will do all out and make sure it is done to the fullest extent. I am doing this as much for my love of dogs, as I am doing it for the paycheck. I look forward to making some new friends; both human and of the four legged variety. Right now I am wide open. Advance notice though is preferred. I currently between jobs sp some things pop up last minute. Thank you much! I give them plenty of love and attention and make them feel so Important and special. I will take them on walks, play, cuddle etc.

Sitter Profile Image: Stacy S.
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Stacy S.
from
$20
per visit
1 year of experience
New Milford, CT, 06776

About: I’ve cared for both small and large dogs, including two small dogs and a German Shepherd. I’m comfortable with feeding, walking, routines, and providing calm, reliable care. Available for drop-ins, dog walks. House sitting/ and overnight available Friday's and Saturday's. Hours flexible except 5:00–10:00am on weekdays only. Please contact me for booking. Responsible and attentive, I ensure a safe and secure environment for your pets. I follow your routine, handle pets gently, and maintain a clean and comfortable space.

Sitter Profile Image: Jessica B.
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Jessica B.
from
$28
per visit
5.0 out of 5 stars
1 review
2 years of experience
Sherman, CT, 06784

About: I'm here to take the stress off your shoulders. As an animal lover, I’m dedicated to providing your pets with the best care possible. From long walks and fun playtime to plenty of good ol' fashioned love, I’ll make sure they feel right at home. I have had a dog since I was 11 and I have also had two cats. In addition to taking care of my family pets, I have also taken care of many dogs and cats of various sizes and demeanors. I am free most evenings of the week and I am also free most weekends. I would love to use this time to take care of a loving animal. I make it a priority to get to know the animal and make sure there is a sense of trust. I want to ensure that both your animal and I are able to get along well. I enjoy taking dogs on walks and playing with them in the yard.

Sitter Profile Image: Harley Mae J.
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Harley Mae J.
from
$30
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
2 years of experience
Poughquag, NY, 12570

Harley is punctual and reliable!

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John L.
Sitter Profile Image: Kayla V.
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Kayla V.
from
$18
per visit
10 years of experience
Poughquag, NY, 12570

About: I have taken care of my own pets as well as pets of family and friends. I currently have two dogs, Sargent and Spock, and a cat named Chip. I love all animals and most pets warm up to me right away :)) I am currently home in between the college semesters. I am going into my junior year at Saint Anselm College in Manchester, NH as a Psychology and Criminal Justice Double Major. I am currently taking one online class and need work in between homework 😁 I am unable to bring pets to my own home due to my dogs and cat; however, I love to play with dogs outside. Normally, I play with a dog outside, getting them to run around a bit, for as long as they can until they are ready to stop playing. Once the dog is ready to stop playing, I find dogs love to sit in the sun on a sunny day and I will sit outside with the dog until it is time to leave.

Sitter Profile Image: Alyssa N.
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Alyssa N.
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Patterson, NY, 12563

About: I've taken care of all different breeds of dogs for the past 5 years. Any size, any age, I've worked with them all!! I also have a cat of my own and two lizards. I am a passionate animal lover😊 I am currently a babysitter and a substitute teacher. I babysit every Tuesday and Wednesday 8-4. When I substitute teach my hours vary so don't hesitate to reach out and see if I am available!! Most dogs I have cared for have a fenced in yard or an electric fence. I have also cared for dogs that must be put in a harness and on a leash for walks. I enjoy walking and playing with any dog in any environment. I am quite flexible!

Sitter Profile Image: Angela D.
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Angela D.
from
$30
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
25 years of experience
Brewster , NY, 10509

Angela is great! We highly recommend her services!

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Cheryl R.
Sitter Profile Image: Kristen B.
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Kristen B.
from
$30
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
29 years of experience
Poughquag, NY, 12570

Kristen was always on time and a great communicator. I highly recommend Kristen!

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Lesly E.
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The median cost per visit for pet sitting in Pawling is $25

Pet parents share their Rover experiences - Pawling

1 / 1
5.0 out of 5 stars

Kevin has been super helpful. He maintains great communication and I can tell he really cares about my dog. I highly recommend.

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Nick B.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • 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. 1. Search

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  2. 2. Meet In Person

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Sitters in Pawling average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Pawling

Frequently asked questions about Rover

The average cost for Pet Sitting in Pawling on Rover is $22.2 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 2,391 sitters on Rover offering Pet Sitting across Pawling. 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 Pawling 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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