Dog Walkers in Highland, NY

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

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Top rated Highland dog walkers

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: Mary Jane D.
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Mary Jane D.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
40 reviews
15 repeat clients
60 years of experience
Poughkeepsie, NY, 12603

Mary has been so wonderful with my dog and cat. I work a lot and I am always worried about my pets being home alone all day. Mary takes the time to really make them comfortable and takes care of them like they are her own. Which gives me a peace of mind. I get home from work less anxious knowing they had a loving person come check on them every day while I am at work. I highly recommend her services

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Sarah O.
Sitter Profile Image: Amelia D.
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Amelia D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
23 reviews
8 repeat clients
10 years of experience
Highland, NY, 12528

Amelia was wonderful! The doggies came back tired and happy. One of my pups has a hard time trusting strangers and was easily convinced that Amelia was a friend.

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Amanda B.
Sitter Profile Image: Aliza B.
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Aliza B.
from
$20
per walk
5.0 out of 5 stars
81 reviews
44 repeat clients
40 years of experience
Highland, NY, 12528

Communicative and easy going! Aliza also took a lot of great pics of my baby which I super appreciate because I miss him so much on days I have to go into the office. Will 100% book Aliza again!

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Sierra S.
Sitter Profile Image: Nathan B.
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Nathan B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
30 years of experience
Highland, NY, 12528

Nathan walked our dog twice yesterday and also fed her. Communication was easy and all instructions were followed, leaving us with peace of mind and a happy dog. I’m wouldn’t hesitate to recommend his services to others.

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Nadine T.
Sitter Profile Image: Catherine P.
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Catherine P.
from
$15
per walk
2 years of experience
Highland, NY, 12528

About: I’ve loved animals my whole life and grew up with dogs, cats, fish, and even rabbits. Friends and family have always trusted me to help with their pets, and I treat every animal like part of the family. I’d love to do the same for yours. I am currently a full time online college student and work at the elementary school during lunch/recess. My schedule is very flexible, so I can work with you to care for your fur babies when they need it most. While caring for your pet, I will be able to confidently keep them happy, safe and healthy. I feel comfortable with giving medications, light grooming, feeding, walking, playing, and maintaining any training you are doing. I am happy to scoop litter boxes and pick up dog poops in the yard too! Whatever keeps the routine predictable for you and your pet.

Sitter Profile Image: Kristen C.
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Kristen C.
from
$20
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Kristen was lovely! On time and very sweet and patient with my anxious pup. She had nice energy, and comes across as very responsible and caring. I felt confident that my pup was in good hands with Kristen. Will definitely hire her again!

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Nidhi K.
Sitter Profile Image: Amy F.
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Amy F.
from
$20
per walk
5.0 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

Amy was amazing with our babies! Saffy is a tough pup to win over and she warmed up to Amy right away. She was patient and gentle with them and went above and beyond to make them comfortable. They got lots of exercise and had lots of fun, giving Amy lots of kisses after the walk.

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Amanda B.
Sitter Profile Image: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 reviews
7 repeat clients
15 years of experience
Milton, NY, 12547

TJ was amazing! He was always on time and had great communication throughout the entire process. He even went out of his way to do more than what was asked of him. He was so patient and gentle with my dog Mia, and she absolutely loved him. I would highly recommend him to anyone looking for a reliable and caring sitter!

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Gabrielle R.
Sitter Profile Image: Alexandria H.
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Alexandria H.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Alex was delightful to meet in person for our meet and greet and treated our pup with kindness. Even though Penny hates walking in the rain, Alex got her outside and then played a bit indoors. Fantastic!

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Christina D.
Sitter Profile Image: melanie t.
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melanie t.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
poughkeepsie, NY, 12601

Melanie is great with my dog Apollo. She is very caring and considerate and i always feel like my pup is in good hands with her.

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Alex C.
Sitter Profile Image: Cierra O.
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Cierra O.
from
$16
per walk
5 years of experience
Poughkeepsie, NY, 12601

About: I have taken care of many dogs and currently have 11 year old pt/lab mix who I currently take care of at my parents house! I am currently a full time student so I have a lot of evening time and weekend time to care for your pets as needed! I will feed/ give water to your pets and also show them that much needed attention while you are away at work/ vacation/ or leisure

Sitter Profile Image: Manuel J.
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Manuel J.
from
$18
per walk
4.8 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

Sitter Profile Image: ANN E.
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ANN E.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
30 years of experience
Hyde Park, NY, 12538

Ann is the best! Our little pup adores her!

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Megan M.
Sitter Profile Image: Sara R.
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Sara R.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Poughkeepsie, NY, 12601

About: I had two felines for over 15 years but they recently passed away. They were my best friends, but they hated dogs, which brought me to Rover. I love dogs big and small, from german shepherds to a Maltese, I have never had the living situation to have one. I understand the importance of a routine in a dog's life and want to make them as comfortable as possible, especially when their human is not around. I love taking them out to play in the park or snuggling on the couch. Depending on the dog's needs I will take them for a short or long walk. We will make a plan catered to your specific pet. I have experience with giving medicine. I have experience with walking, overnight care, and in-home pups. I've always wanted a dog, let me give yours all the love I have to share. I have a flexible schedule and keep my rover calendar updated! I am an early riser and like to get moving so if you need morning help I am happy to do so. I try not to be out super late so unless I am doing an overnight the latest I'd do a visit it 9pm-10pm. Unfortunately, I can no longer offer home care in my house. For pet parents, I will arrive within the designated time, greet the pet with a warm hello, check the water to make sure it is clean and full, check the food to confirm the amount eaten, take the puppy outside to relieve itself, and/or change the puppy pad if required. Give the dog some good scratches and pats and maybe a treat if available. If the dog wants to play tug-o-war or fetch I'll do some of that too. I would like to tailor the visit to the dog's routine, so as not to cause any undue stress.

Sitter Profile Image: Mario C.
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Mario C.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
103 reviews
32 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

Mario is excellent i highly recommend him. he goes the extra mile to help out making sure the dogs are comfortable and really appreciate him being so flexible with the schedule

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Catherine M.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
29 reviews
11 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

About: I’ve had animals since I was a child. A horse when I was 10 dogs, cats and still have dogs, cats and a horse in my life as of now have no problems with ministering medication to any animal. I am retired. Looking for a hobby that I love. I am available all times of the day seven days a week. It may be so. I have five small dogs of my own with a backyard fenced in and a doggie door for them to go in and out as they please.

Sitter Profile Image: Susan L.
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Susan L.
from
$20
per walk
5.0 out of 5 stars
1 review
2 repeat clients
35 years of experience
Poughkeepsie, NY, 12601

Susan is very nice, responds promptly and my dogs love her.

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Maria C.
Sitter Profile Image: Jen S.
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Jen S.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Poughkeepsie, NY, 12601

About: I’m a dog mom in Poughkeepsie. I am a social worker who works from home with my 11year old chiweenie dog Barney! My schedule is pretty flexible and can work around your needs. Feel free to ask me more questions. Looking forward to meeting you and your dogs! I work from home so I'm flexible with scheduling. I'm free Monday to Sunday and will accept same day booking. Please reach out if you have any questions I always allow the dog or cat to approach me at their own pace with a calm, attentive, and warm demeanor. I also follow any instructions provided by you, including leash preferences, commands, and behavior cues. During walks, I stay aware of the surroundings, keeping a safe distance from other dogs or potential hazards. Offer praise, treats (if permitted), and reassurance to build a positive connection.

Sitter Profile Image: Cassandra S.
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Cassandra S.
from
$14
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

About: I have been a pet sitter since I was 6 dogs, cats, etc. Feeding, walking, baths, cuddles. I have a dog myself and always look at every dog I’ve ever watched as if they were my own. I raised 2 litters of boxers as well so puppies are more than welcomed. I work as a Special Police Officer in DC, I work as a Lieutenant. I currently have Thursday’s and Fridays off. I have a small fenced space but a huge walkway behind my house. It’s a beautiful trail and I’m more than happy to take the pups on a walk there. Very pet friendly. I only accept pet watching request on my days off and vacations. I have my own dog as well and treat yours the same. Therefore my boxer is high energy and if I have a high energy dog I’d take the other dog through the same walks I do with her. Or I can adjust it for a senior dog etc. I have a ton of dog toys in my home and would happily take the animal on the trail behind my home. There is also a small tennis court where I live, most people use it to let dogs run around when no one is using it. I bring my dog there to play ball sometimes.

Sitter Profile Image: Paige M.
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Paige M.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
35 reviews
16 repeat clients
8 years of experience
New Paltz, NY, 12561

It was very easy working with Paige. Pookie liked her immediately and we felt comfortable with everything. Very happy and will contact her again.

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Nadine T.
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Over 69
pet parents in Highland have booked dog walking

Highland dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Excellent communication, punctual, and our dog had a great walk! Flexible scheduling was very very helpful

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Kyle N.
Dog Walking
5.0 out of 5 stars

Melanie is great with my dog Apollo. She is very caring and considerate and i always feel like my pup is in good hands with her.

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Alex C.
Dog Walking
5.0 out of 5 stars

Katarina is fantastic, reliable, and made my dog happier than I’ve ever seen through her phenomenal photos. Your pet would be lucky to enjoy time with someone as wonderful as Katarina. Ten out of five stars.

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Ryan D.
Dog Walking
5.0 out of 5 stars

Bruce was very accommodating with the care instructions I left for my two dogs. He was punctual, friendly, and gave them time to get comfortable with him before taking them for their walk. Will rely on him again in the future!

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Steven C.
Dog Walking
5.0 out of 5 stars

Nathan walked our dog twice yesterday and also fed her. Communication was easy and all instructions were followed, leaving us with peace of mind and a happy dog. I’m wouldn’t hesitate to recommend his services to others.

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Nadine T.
Dog Walking
5.0 out of 5 stars

Lauren was, as always, awesome! She showed up on time, kept me perfectly updated, and took our spoiled princess on a walk that clearly made her day. She even made sure there was water and that the queen of the living room was comfy. The whole process was super smooth, and judging by the pictures, my crazy little buddy was absolutely thrilled to be with Lauren 😊

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Monika C.
Dog Walking
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The median cost per walk for dog walking in Highland is $25

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  • Reservation protection

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

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

Sitters in Highland average 4
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Highland on Rover as of Jun 2026 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Highland dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 803 dog walkers in Highland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Highland dog walkers respond in under an hour.

Dog walkers in Highland have an average of 15 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Highland.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 803 dog walkers in Highland on Rover, so you’re sure to find the perfect match for your dog! In Highland, 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.