Dog Walking Pawling

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 8
pet parents in Pawling have booked dog walking

Pawling, Find top rated dog walking

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

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Sitter Profile Image: Jessie G.
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Jessie G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
218 reviews
92 repeat clients
10 years of experience
Patterson, NY, 12563

Jessie always responds in an instant and is incredibly reliable. She made time to meet us before we hired her and is always professional. Highly recommend!

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Lia B.
Sitter Profile Image: Don H.
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Don H.
from
$20
per walk
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: Kevin H.
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Kevin H.
from
$30
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
20 years of experience
Pawling, NY, 12564

Kevin is excellent! Caring, flexible, affable and communicates well with his clients! Maxx and Daisy love him, and I don't have to feel bad going to work and leaving them!

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Anna Lillian M.
Sitter Profile Image: Richie G.
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Richie G.
from
$25
per walk
5.0 out of 5 stars
28 reviews
15 repeat clients
7 years of experience
Patterson, NY, 12563

Richie stayed with our Yorkie Nicky and Chihuahua Pea while we were away. He is very professional, followed the dogs schedule to a T, kept us updated and our dogs were calm and comfortable when we returned. We will definitely be booking him again!

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Paul S.
Sitter Profile Image: Meghan C.
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Meghan C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
19 years of experience
Sherman, CT, 06784

About: Rescue dogs capture my heart! Experienced walking senior, rescue and fearful dogs. Happy to check in on your furry family with a cute photo to give you peace of mind while you are away. New to the area and have a flexible day time schedule M-F to visit and walk your pets! Happy to give medicine with instructions as needed. I’m happy to follow your preferred exercise plan for your pet, a snuggle and checkin, a wander around the yard or a walk around the block.

Sitter Profile Image: ATHENA M.
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ATHENA M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
18 years of experience
Carmel Hamlet, NY, 10512

Athena was kind and patient with Pebbles!

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Lisa C.
Sitter Profile Image: Hallie F.
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Hallie F.
from
$35
per walk
5.0 out of 5 stars
41 reviews
11 repeat clients
13 years of experience
Carmel, NY, 10512

Hallie is just excellent in every way.

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Victoria & David K.
Sitter Profile Image: Briana L.
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Briana L.
from
$27
per walk
5.0 out of 5 stars
29 reviews
8 repeat clients
5 years of experience
Patterson, NY, 12563

Briana did a great job walking our pups. She is very friendly, was always on time, followed our directions, and was easy to communicate with. We highly recommend her!

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Joseph G.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$15
per walk
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: Zoe W.
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Zoe W.
from
$17
per walk
10 years of experience
New Fairfield, CT, 06812

About: I am looking to add light to my life in spite of current events by helping others in my community and bonding with your fur babies! I'm free in the eavnings most days and fully available Mondays and Tuesdays. Schedules may be accommodated if reached out to 2 weeks in advance. I live with my mom and uncle who love dogs and we all guarantee to provide the highest quality of care. I have two cats who enjoy the outside in our yard and have come with us on fun adventures like camping trips. So they are very open to change.

Sitter Profile Image: Jamie L.
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Jamie L.
from
$20
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
30 years of experience
Hopewell jct, NY, 12533

About: I was raised with and have loved animals my whole life, I now have 3 dogs of my own and numerous other animals I care for! I own my own business and make my own hours, So I am able to accommodate clients whenever they would need me to care for their animals. I am able to tend to your animals and spend time with them while you are away from them. I have experience with small and large dogs as well as puppies and senior dogs.

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

Steve does a great job with my dog Gus. He came and walked him while I was out of town for a few days. He has very great communication and I felt confident leaving Gus in his care. Highly recommend to others!

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Sean H.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$20
per walk
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: Alyssa N.
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Alyssa N.
from
$25
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Patterson, NY, 12563

Loved all the updates and pictures during the walk.

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

Great service. Wonderful with Aero and Diana.

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Godfrey M.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
New Milford, CT, 06776

Emily is amazing with my dog, Luna. She is always flexible when it comes to scheduling walks and makes sure Luna has everything she needs. Emily is incredibly caring and loving toward her. Luna gets so excited every time Emily arrives to pick her up for a walk. I really appreciate how thoughtful and reliable she is. I wouldn’t choose anyone else to walk Luna!

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Lexi B.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$20
per walk
8 years of experience
Poughquag, NY, 12570

About: I work at an animal rescue with all different types of dogs. From 4 week old puppies, to 14 year old curmudgeon-y dogs. I am ASPCA certified, and I know how to read a dog’s body language. I have experience and confidence measuring, and administering medications. Making sure that your dog(s) are safe, healthy, fed, and walked are my top priority, and I’m looking forward to meeting your fur babies! I work part time at an animal rescue, and much of my day is empty. I do not work Wednesdays or Thursdays. I have limited availability on Fridays and Saturdays I will respect your pets boundaries, and will always be sure to keep your home clean and comfortable. Your fur baby, home, and belongings will be safe and sound.

Sitter Profile Image: Michelle K.
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Michelle K.
from
$25
per walk
15 years of experience
Carmel, NY, 10512

About: Hi everyone! My name is Michelle :) I’ve been taking care of pets (cats, dogs, fish) since I was a teenager! I’ve looked after pets and homes for friends and neighbors and ensured a safe and happy experience for everyone involved while the family was away! I’ve always had pet siblings growing up, and am the proud mama to a 6-year old hound/ pit mix named Chewy! I’m a special education teacher who is about to be on summer break, so I would love to support you and your fur babies! I am about to be on summer break, so I have very flexible availability. Reach out to me and we can chat about your needs! I offer in home care for dogs and cats, and can provide whatever they require! I love to walk, play, and snuggle. I am dependable, responsible, and secure.

Sitter Profile Image: Anne T.
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Anne T.
from
$18
per walk
5.0 out of 5 stars
2 reviews
25 years of experience
Stormville, NY, 12582

Annie was great with my girls they had fun and responded really well to her even the difficult one. She was very well prepared, reliable, and responsible. Would never hesitate to use her again

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Dan C.
Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$28
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Carmel Hamlet, NY, 10512

Stephanie is caring, has great communication and is overall excellent!

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Katherine B.
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The median cost per walk for dog walking in Pawling is $25

Dog parents share their Rover experiences - Pawling

1 / 1
5.0 out of 5 stars

Kevin did an excellent job with my two larger and not especially well behaved dogs. I appreciated how communicative he was and that he came without hardly any notice. I’ll be booking him again in the future!

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Kristin R.
Dog Walking
5.0 out of 5 stars

Kevin is excellent! Caring, flexible, affable and communicates well with his clients! Maxx and Daisy love him, and I don't have to feel bad going to work and leaving them!

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Anna Lillian M.
Dog Walking
5.0 out of 5 stars

I had Kevin walk my dogs on Saturday, and he did a great job. He was on time, friendly, and my dogs came back happy and tired. Even though it was just one walk, I felt comfortable trusting him with them. Would definitely recommend and use again!

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Olivia D.
Dog Walking
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Pawling average 3
repeat dog walking clients

FAQs for Dog Walking - Pawling

Frequently asked questions about Rover

The average cost for Dog Walking in Pawling on Rover is $21 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 2,343 sitters on Rover offering Dog Walking across Pawling. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Pawling. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Pawling.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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 walker 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 .

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

  • 91% of walkers can help with special care needs
  • 95% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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