Dog Walking Highland Mills

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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: Kacie B.
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Kacie B.
from
$18
per walk
2 years of experience
Monroe, NY, 10950

About: I’ve always had a genuine love for animals and enjoy spending time getting to know each pet’s unique personality. I’m patient, attentive, and focused on making pets feel safe, comfortable, and cared for while their owners are away. I have experience at the local animal shelter with dogs and cats of different ages and temperaments, including energetic puppies and more independent or senior pets. I’m especially mindful of routines, feeding schedules, and exercise needs, and I always aim to provide consistent care that matches what pets are used to at home. Whether it’s playtime, walks, or quiet companionship, I make sure each pet feels loved and well taken care of. Pet care fits naturally into my routine because I genuinely enjoy being around animals. I have a flexible schedule that allows me to provide consistent care throughout the day, including mornings, afternoons, and evenings when needed. I prioritize reliability and make sure I’m fully present during each visit or stay. Whether it’s daily check-ins, walks, or extended care, I’m able to adjust my time to meet the needs of both pets and their owners. I prioritize creating a calm, safe, and clean environment for every pet in my care. I follow all instructions carefully, including feeding routines, medication needs, and house rules. In a client’s home, I’m respectful of the space and make sure pets feel secure in their familiar surroundings. I always supervise interactions, ensure doors and gates are secure, and provide constant attention during visits or stays. My goal is to build trust with both pets and owners by being dependable, attentive, and caring at all times.

Sitter Profile Image: Jill S.
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Jill S.
from
$25
per walk
5.0 out of 5 stars
175 reviews
46 repeat clients
57 years of experience
Washingtonville, NY, 10992

You will be in good hands with Jill. My dog loves her and she sends me the cutest pictures of her while I am at work. It always makes my day.

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Stephanie J.
Sitter Profile Image: Virginia V.
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Virginia V.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Goshen, NY, 10924

Virginia did a great job taking care of our girl!

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Patti G.
Sitter Profile Image: Erika S.
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Erika S.
from
$25
per walk
5.0 out of 5 stars
41 reviews
13 repeat clients
37 years of experience
Monroe, NY, 10950

Erika was very personable, professional as well punctual. I had knee surgery and was laid up for some time. Erika was there for me she was kind and sweet to Abby gave her a good exercise. She also always asked if I needed something which I found very comforting. I recommend Erika and will surely use her again

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Joe P.
Sitter Profile Image: Teadie Marie F.
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Teadie Marie F.
from
$30
per walk
5.0 out of 5 stars
24 reviews
5 repeat clients
15 years of experience
Harriman, NY, 10926

Thank you for caring for Buster !

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Peter D.
Sitter Profile Image: Danian C.
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Danian C.
from
$18
per walk
2 years of experience
Harriman, NY, 10926

About: i have walked dogs and cared for them for as long as i can remember, im pretty good at reading body language and predicting behavior in order to understand the needs and desires of the dog/cat in my care. i basically have open availability, im either looking for a dog/cat to care for or working for doordash. i have my 100% attention on being there for your pets. i care for your pets by staying in toutch with the parent owner and giving little updates and moments, or any questions i have to fully understand and respect the boundaries of not only the pets but the parents and how things should be done and all the tasks required of me.

Sitter Profile Image: Colleen R.
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Colleen R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
New Windsor, NY, 12553

About: I have worked at a veterinary hospital for 7years and I have run my own petsitting on the side for 4 years. I am experienced with all kinds of animals (exotics, farm animals, seniors, pets with behavioral quirks etc) I am able to administer medication and can handle pets with more care requirements than usual. I am a student at SUNY Oswego so during the week I do have classes but I am more than able to balance both and I am open to figuring out what works best for you and your pet(s). I take care of your pet like it’s my own. I’ve had plenty of experience both in a veterinary hospital and as a pet sitter, so your pets are in good hands :)

Sitter Profile Image: Sammantha S.
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Sammantha S.
from
$19
per walk
5.0 out of 5 stars
35 reviews
8 repeat clients
14 years of experience
Highland falls, NY, 10928

Wonderful! Patient and understanding

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Anhela B.
Sitter Profile Image: Ava D.
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Ava D.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Fort Sanders, New Windsor, NY, 12553

About: I have several years of experience caring for dogs through friends, family, and neighbors. I’m comfortable with dogs of all sizes and I always prioritize safety, patience, and making sure your pet feels comfortable and cared for. I’m reliable, communicative, and happy to send updates and photos during walks or visits. I’m also flexible with scheduling and available for last-minute requests. I currently have a very flexible schedule and am available most days of the week for walks, drop-ins, or pet care. I only work Sundays and Mondays, so I have open availability the rest of the week, including mornings, afternoons, and evenings. I’m also available for last-minute bookings and happy to work around your schedule. I always make sure your pet is safe, comfortable, and taken care of. I’ll follow whatever routine you have, whether that’s walks, feeding, or anything specific they need. I’m really attentive and patient, and I’ll keep you updated with messages and photos so you always know how your pet is doing.

Sitter Profile Image: Gavin O.
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Gavin O.
from
$18
per walk
1 repeat client
5 years of experience
Chester, NY, 10918

About: I have personal experience with two dogs (Sunny and Roland) and a cat (Loki). Additionally, I have taken care of the pets of family and friends for years without complaint. I have worked as a dog sitter/walker for over 5 years now, and 3 of those on Rover. Unless my employment status changes, I am available 24/7 over summer, winter, fall, and spring breaks. My time is also very flexible and I don’t mind if I need to work at odd hours. I try to be as gentle and friendly as possible towards pets and will do more than the bare minimum when it comes to exercise and entertainment. I also have experience with cleaning up all kinds of potential messes.

Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$22
per walk
10 years of experience
Cornwall, NY, 12518

About: I grew up on a farm and have been around animals my entire life. Cats are my favorite and I’ve had them since I was a child. In the past I have been mostly cat sitting. More recently, I have been dog walking and sitting for friend’s dogs while they are away on vacation or at work. I enjoy it as a therapeutic way of bonding with the animals as a form of self-care and mutual support and pet care co-regulation. Unfortunately, I cannot have dogs at my residence as per my lease agreement and being able to sit and walk with dogs is a way of being able to enjoy access to them without being able to own them myself. I’m looking to expand my reach and explore more breeds at this time. Specifically, I have experience with Labradors and Boxers. I’m currently working part-time and have ample time to schedule walking and feedings, and am able to stay for extended periods of time with your pets. I have two cats whom I adore and dote on at my home and I am very attentive to their needs and make sure they have an enriched environment with toys and play time, as well as grooming care.

Sitter Profile Image: Alexis M.
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Alexis M.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
22 reviews
4 repeat clients
10 years of experience
West Point, NY, 10996

About: Hi! I’m a passionate dog lover with over 10 years of hands-on experience fostering and caring for dogs of all breeds, sizes, ages, and personalities. If it were up to me, every dog looking for a loving home would have a place in mine. Caring for dogs isn’t just something I do—it’s something I truly love. Over the years I’ve had the privilege of looking after countless dogs, helping them feel safe, comfortable, and happy while their families are away. I understand that every dog has a unique personality, and I take the time to earn their trust, learn their routines, and make them feel right at home. I’m experienced with basic training and positive reinforcement using treats, helping dogs build good habits while making learning fun. Whether it’s reinforcing routines, group feeding, administering lots of love and attention, or simply making sure they feel comfortable, I always put each dog’s needs first. I’m very active, so your pup can expect plenty of walks, playtime, trips to the park, backyard fun (including supervised pool time if appropriate), and, of course, lots of cuddles and affection at the end of the day. I treat every pet like they’re my own because I truly believe they’re family. My goal is to give you complete peace of mind, knowing your furry family member is safe, loved, and receiving the same care and attention they would at home. Whether you’re away for a weekend, a business trip, or need regular care, I’m here to provide a reliable, loving, and fun environment for your pup. I can’t wait to meet you and your best friend! Pet care is a natural part of my daily routine. Since I have years of experience fostering and caring for dogs, my days already revolve around feeding schedules, walks, playtime, exercise, training, and giving each dog the love and attention they deserve. I enjoy staying active, so daily walks and trips to the park are something I genuinely look forward to. I also make time for cuddles, enrichment activities, and keeping pets on their normal routines so they feel safe and comfortable while their family is away. Caring for pets isn’t just a job for me—it’s something I truly enjoy every day of the week. Whether I’m caring for pets in my home or in a client’s home, my priority is making sure they feel safe, comfortable, and loved. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, potty breaks, playtime, medications (if needed), and plenty of affection. I pay close attention to each dog’s personality and energy level so they get the care that’s best for them. I also keep pet parents updated with regular photos and messages, so they can relax knowing their furry family member is happy and well cared for while they’re away.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$20
per walk
18 years of experience
Salisbury Mills, NY, 12577

About: Dogs have always been a huge part of my life. From childhood to adulthood, I have been taking care of four legged family members and I wouldn’t have it any other way. Let me care for your dogs with the love that they deserve. I currently work a Monday through Friday full time job, so I am looking to book drop-in visits only on Saturdays mornings. I may expand in the future. For Saturday walks and drop-in visits, I will follow all guidelines put in place by my clients. I will always make sure my clients dogs are safe and well cared for.

Sitter Profile Image: Chris C.
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Chris C.
from
$30
per walk
4.9 out of 5 stars
40 reviews
13 repeat clients
35 years of experience
Monroe, NY, 10950

About: I am a children’s acting teacher that primarily works from home so I can spend lots and lots of quality time with your precious pup! I have a extremely safe and fun environment in Monroe on Mountain Lodge to share and plenty of stellar references from pups and their humans. If your loved one stays at my little cabin they get to walk daily with me to the one of the most BEAUTIFUL waterfalls!! I send lots of pictures if requested and my main goal is to make your lil loved one feel welcome while you go have fun!! About this sitter: I am a children’s acting teacher working primarily from home. I have over 30 years experience with animals of all types having been raised on a farm in Ga. I have plenty of experience with gentle training and specialize in pups with special needs. I offer a very safe and loving environment with lot of fresh air walks to a waterfall! I am a children’s acting teacher working primarily from home so I can spend lots of time with your precious pup or kitty! My main goal is to make them feel welcome with lots and lots of love I live in an extremely safe area on a dead end private road surrounded by beautiful woods and right close by to a waterfall! I’ve had MANY pups and kitties stay and their parents are thrilled by the area

Sitter Profile Image: Nancy C.
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Nancy C.
from
$17
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
New Windsor, NY, 12553

Great with my huskies!

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Jaleesa L.
Sitter Profile Image: Robbie O.
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Robbie O.
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Campbell Hall, NY, 10916

About: I grew up on a dairy farm with all sorts of animals around. I have had many dogs, cats, parrots, chickens, rabbits, rats, and horses over the years. I have a degree in Equestrian Science and have taken care of animals my entire adult life. I have always been an avid hiker as well and love to take the pups on walks around the area. I currently own 3 dogs, a parrot, and 2 chickens and will give your animals the same love and attention that I give my own! I'm currently working part time and so have plenty of time to play with your fur babies. I am currently available for house sitting, drop in visits and dog walking. If your dogs get along with mine I might be able to do boarding as well. I have a dog door at my house with a fenced in yard along with 5 acres of fields to walk in. When coming to your home, I use my deep knowlege of dogs, cats, and other animals to keep your animals happy in their own home where your pets are MOST comfortable. They have the comfort of knowing they are safe in a place where they can learn to trust me and we can develop a bond so I can give your pets the same level of love and care as I would give my own pets.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$30
per walk
5.0 out of 5 stars
1 review
13 years of experience
New Windsor, NY, 12553

About: I have been pet sitting since the age of 14. I have looked after animals of all kinds, such as dogs, cats, chickens, reptiles, and amphibians. I am comfortable giving medication (outside of injection) and am willing to work with animals of all ages. I'm a teacher on summer break so my schedule is wide open. I am unavailable on August 9th and from August 14th to the 21st. I am also open to sitting during evenings and weekends or drop-bys during the school year. I always schedule a meet-and-greet before any care to get to know you and your pets. It helps me ensure I am providing the best care.

Sitter Profile Image: David G.
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David G.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
78 reviews
22 repeat clients
5 years of experience
New Windsor, NY, 12553

This is my second time using David and he’s amazing will book again!

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Roneisha G.
Sitter Profile Image: Sam C.
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Sam C.
from
$30
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
30 years of experience
Peekskill, NY, 10566

Sam is friendly, punctual, and my dog took to him quickly. Don’t hesitate to book him!

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Maggie N.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Peekskill, NY, 10566

Great communication on and off the app, im glad I was able to find someone fully committed with such short notice!

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Samora V.
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The median cost per walk for dog walking in Highland Mills is $25

Dog parents share their Rover experiences - Highland Mills

1 / 1
5.0 out of 5 stars

Repeat customer! Lisa is great! Very communicative and detailed oriented. Won’t trust anyone else with our dogs!

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Angela C.
Dog Walking
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Sitters in Highland Mills average 4
repeat dog walking clients

FAQs for Dog Walking - Highland Mills

Frequently asked questions about Rover

The average cost for Dog Walking in Highland Mills on Rover is $30.53 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 3,696 sitters on Rover offering Dog Walking across Highland Mills. 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 Highland Mills. 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 Highland Mills.

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 Highland Mills. On Rover:

  • 91% of walkers can help with special care needs
  • 95% 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.

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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