Dog Sitting in Highland

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

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Top rated Highland dog sitters

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: Amy F.
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Amy F.
from
$25
per visit
5.0 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

We are so lucky to have had Amy back for visits! We had an extended time away and Amy was communicative and kind with our kitty and our home! We would have her watch Neko any time! Thanks Amy!

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Lu C.
Sitter Profile Image: Manuel J.
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Manuel J.
from
$23
per visit
4.8 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

He did pretty good!! He cleaned the cat box ,feed the cat and gave her the medicine on time He even clean the cat plates and chance the water. Even took out the trash with out me asking.

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Lucy L.
Sitter Profile Image: Alexander T.
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Alexander T.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
9 years of experience
New Paltz, NY, 12561

Alexander is incredibly reliable, kind and helpful in taking care of Skipper. He goes above and beyond in making sure that our older dog is consistently given walks, meals and even an insulin shot

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Christine Z.
Sitter Profile Image: Angellina B.
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Angellina B.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
2 years of experience
Hyde Park, NY, 12538

Angellina did a great job caring for our pets. We felt comfortable knowing she was there and will definitely be using her in the future. She had great communication with us throughout her drop ins and was respectful of our home. We are very grateful for her!

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Michelle C.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
1 year of experience
New paltz, NY, 12561

About: I grew up around dogs, so caring for them comes naturally to me. I’ve helped take care of my friends’ dogs, including Pip, whom I’ve watched since he was a puppy, and Martha, a more senior dog. I’ve handled walking, feeding, playtime, and just generally making sure they’re comfortable and well cared for. I’m very responsible and understand how important it is to trust someone with your pet. I take that responsibility seriously and treat every dog as if they were my own. It means a lot to me to be given the opportunity to care for your furry friend. : ) I actually just graduated from university, but I can be flexible with my schedule depending on what you and your doggie needs. If there’s a particular time that you’re looking for, feel free to let me know and we can work something out! I live in a single on campus, with a decently sized room for any small or medium sized doggies, and there is a fenced in track behind my building/apartment if they wanna just run around with me for a while.

Sitter Profile Image: Amanda L.
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Amanda L.
from
$14
per visit
5 years of experience
Highland, NY, 12601

About: I really love being around animals as they bring a lot of joy. Over the years I have pet sat for various family friends, co-workers, colleagues, and friends of friends pets. While pet sitting not only have I been responsible to feed the pets, give them water, let them out to relieve themselves, clean up after the pets, and take them out for a walk but I also have looked after the house. Additionally, I have been working for a company so couples beloved dogs can attend their weddings. Previously, I have volunteered by fostering dogs and dog walking. I am available most weekends and off most holidays. I do work full time so if it is anything during the week I do not get home until after 5 pm. Anything during the week I need to know ahead of time so I can plan accordingly. I would care for your pets as one of my own. I am flexible and come to your pets home so they are comfortable in their own environment.

Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
34 reviews
15 repeat clients
31 years of experience
PLEASANT VALLEY, NY, 12569

So grateful we found Stefanie! Super sweet, communicative, and thoughtful. Our very shy cats came out for her which is rare for them with people they don’t know. Will definitely book again :)

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Courtney B.
Sitter Profile Image: Breanna S.
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Breanna S.
from
$38
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
20 years of experience
Highland, NY, 12528

Breanna S. is a reliable and professional dog walker. She is always punctual and ensures my dog gets a safe and enjoyable walk each time. Breanna communicates well and provides updates after every walk, which I really Breanna is a great choice for anyone looking for dependable pet care. I highly recommend her services.

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Anthony M.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$28
per visit
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
New Paltz, NY, 12561

It was nice to meet Sarah and I think Ace instantly bonded with her. I will definitely book another appointment so they can get to know eachother better.

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An P.
Sitter Profile Image: Sammy C.
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Sammy C.
from
$25
per visit
4.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Poughkeepsie, NY, 12601

About: I know how stressful it can be leaving your pet behind, so my goal is to make the experience as smooth and comfortable as possible—for both you and your pet. I’m calm, attentive, and great at sticking to routines. Whether your pet is energetic, shy, or somewhere in between, I provide a safe, loving environment they can relax in. I currently am a student from home so I have more than enough time to take care of your furry companion while you are away. I used to walk my dog around my neighborhood sometimes to the river If it’s really nice out just get her some fresh air. Proper feeding times and bathroom breaks.

Sitter Profile Image: Luz D.
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Luz D.
from
$15
per visit
3 years of experience
poughkeepsie, NY, 12601

About: I am affectionate and I love observing the character of each furry one. I have had very good experiences with the noble hearts of the furry ones. After breakfast I like to write in my diary, fill myself with good vibes with the sun and go out for a walk and meditate, when I come back I take a bath and get ready to go to work, I have a yard and fanced, I don't have furry ones at home but I love taking pictures. I have patiencee ee ee ee e

Sitter Profile Image: Alesandra P.
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Alesandra P.
from
$50
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I grew up around animals, from birds and hermit crabs to cats and dogs, my household has always been filled with pets. I have also fostered medically fragile dogs and volunteered at the Westchester Humane Society. I am passionate about ensuring all animals receive the best possible care and I will give your pet the same love I give my own. I currently work part time and I’m a full time grad student, but I have my own transportation so my schedule is open and flexible. I will schedule a meet and greet with you and your pet to learn all about their unique quirks, likes, dislikes, and routines prior to beginning services with them. I ensure a safe environment by using non-retractable leashes on walks and will send you updates while I am with your pet. Your pet's safety is my top priority.

Sitter Profile Image: Kayla M.
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Kayla M.
from
$30
per visit
5.0 out of 5 stars
96 reviews
25 repeat clients
15 years of experience
Pleasant Valley, NY, 12569

Kayla was able to make 2/walks in 1 day work with such short notice for our 2 dogs. She was very easy to communicate with and took good care of our girls, especially the older one. Would highly recommend and use Kayla again!

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Kaitlyn T.
Sitter Profile Image: Mercedees R.
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Mercedees R.
from
$15
per visit
15 years of experience
New Paltz, NY, 12561

About: I am currently a vet-tech student. I am fear-free certified. I know the scramble for pet care and how scary it can be to trust someone new with your pets. I hope to ease those fears and you can know your pet is getting the care they need. I am currently a student so my schedule varies, and I am looking for a part time job to fill in some gaps. This would also provide me the flexibility ot take on pet-care when my schedule allows so that the care level is never compromised. I will adhere to any rules or weird quirks your pet may have developed. For example growing up our dog would only eat if you made him think it was cooked the same way human food was cooked. We had to do a whole thing on the stove to seem like we were stirring it to fully cooked. I will always be mindful of any openings in yards and be sure they're closed off or that the pet is leashed properly before any door is opened.

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

Mario is awesome! He was very thoughtful and patient with our pets and did a great job of communicating with us while we were away. He really put us at ease. Would highly recommend 👍

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Josh F.
Sitter Profile Image: Zoe E.
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Zoe E.
from
$15
per visit
2 repeat clients
9 years of experience
Poughkeepsie, NY, 12601

About: - responsible - organized - can match your pets energy - love to spend time with animals (walk, play, cuddle) - huge pet photo enthusiast I am a college student who is home on breaks. I do work part time as a sitter so some time I reserve for personal time, and the rest for pet sitting - I keep the environment clean and sanitary - I groom pets, follow feeding schedules strictly, and exercise pets with walks and runs - Any messes made by pet I clean immediately - I play with animals by matching their energy level - I send pictures of pets to owners of smiling, happy pets

Sitter Profile Image: melanie t.
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melanie t.
from
$30
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
poughkeepsie, NY, 12601

About: I have 2 pet cats that are my everything, and been pet sitting my first cat since I was 12! For about 7 years, I've pet sat for multiple people including friends and family. The animals include cats, dogs, and birds. I have done drop-in visits as well as overnight shifts and dog walking. I would love to pet sit for your fur babies and give them lots of love and care. My pets are my world, so I would treat your pets the same!!! I am taking graduate classes at Marist University Monday, Wednesday, and Thursday starting at 5pm. I work from 8:30-1 pm Monday-Thursday and I am available to pet sit the weekends, as well as the week days in between work and class:) I will give your fur baby unlimited attention as well as efficient care. I can take them out on walks, feed them as needed, clean during potty breaks, brush them as needed, and give them lots and lots of love!!!

Sitter Profile Image: Jill H.
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Jill H.
from
$25
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Poughkeepsie, NY, 12603

Jill is the best part if my dog’s day!!

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Ryan D.
Sitter Profile Image: Lorianna G.
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Lorianna G.
from
$35
per visit
4.5 out of 5 stars
7 reviews
1 repeat client
23 years of experience
Highland, NY, 12528

Lori is great with my animals. She's my favorite of all the animal sitters. She's always punctual with time and truly trustworthy with my animals and my personal belongings i leave in the house. My cat is 5 months old and my pitbull is 6 years old. I've noticed a couple things about her with my animals. My cat is afraid of any new person that comes to the house and yet my cat is always laying on her and my dog while always excited to see new people she wines out of excitement when she sees lori. To me it's quite obvious my animals love her and I couldn't choose a better kitty/ puppy sitter. To add to that she taught my dog some tricks on her free time things that I gave up on but she had the patience for my hyper pitbull. She really is very loving, responsible and knowledgeabe with animals.

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Ronald c.
Sitter Profile Image: ANN E.
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ANN E.
from
$20
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
30 years of experience
Hyde Park, NY, 12538

About: Volunteer with Guiding Eyes for socialization of 2month old puppies in my home in the past. Have 30 yrs + experience with my own rescue dogs. Now down to 1 senior dog who cannot walk long distances. Looking for new walking buddies! Retired and looking for new opportunities mostly during the week. Have volunteer work also, so prefer morning walks at this time; can come to you or you can drop off. I believe dogs thrive on exercise and daily walks; also great time to continue training and encourage obedience. Most dogs love to work out and be with their humans outside.

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Highland dog parents share their Rover experiences

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5.0 out of 5 stars

Was able to come over on short notice when I had to change my work schedule around. Very responsive and kept me in the loop on everything.

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

Amruta is amazing! From the meet and greet I knew she would be a good fit for us. Tux was drawn to her immediately and is always so excited when she walks through the door. I have a very specific feeding routine for tux and amruta is diligent about following it. I am so happy to have found Amruta because I am now at ease when I go to work, knowing she dropping in to care for Tux. I cannot recommend her enough!

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bettina a.
Drop-In Visits
5.0 out of 5 stars

Angellina did a great job caring for our pets. We felt comfortable knowing she was there and will definitely be using her in the future. She had great communication with us throughout her drop ins and was respectful of our home. We are very grateful for her!

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

This was my very first time leaving my dogs with a sitter, and I couldn’t have asked for a better experience. I have two mixed-breed pups (Dogo Argentino and Pitbull), and they can be a handful—but from the moment we met Rubina we knew we made the right choice. She was calm, confident, and genuinely loving. She was punctual every day, attentive to their needs, and went above and beyond to make sure they were comfortable, happy, and cared for. I received regular updates, photos, and messages, which made me feel completely at ease while I was away. Both of my dogs absolutely adored her—and that says a lot! It’s not easy to trust someone new with your pets, especially for the first time, but she exceeded every expectation. I came home to two relaxed, happy dogs and a spotless home. I can’t thank her enough for treating my pups like her own. If you’re looking for someone responsible, kind, and truly passionate about animals, I highly recommend her. She’s officially our go-to sitter from now on!

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Rodline S.
Drop-In Visits
5.0 out of 5 stars

I was invited on a trip over Labor Day weekend at the last minute, and I was fortunate enough to find Kevin to do drop in visits with my dog and cat. He followed all of my instructions to a T and provided EXCELLENT customer service. I honestly couldn’t have picked anyone better! He was great with my dog, who is 14 years old and has a few medical issues. I was able to enjoy my trip without being worried, and I came home to my house exactly the way that I left it. I will definitely use him again in the future.

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Heather G.
Drop-In Visits
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The median cost per night for dog sitting in Highland is $25

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

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Sitters in Highland average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Highland on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A dog sitter’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 sitter for the first time, visit the dog sitter’s profile and select the Contact button.

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

As of Jun 2026, there are 1,177 dog sitters in Highland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 85% of Highland dog sitters respond in under an hour.

Dog sitters in Highland have an average of 15 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Highland.

Rover makes it easy to find Highland dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 1,177 dog sitters in Highland on Rover, so you’re sure to find the perfect match for your dog! In Highland, 99% of dog sitters offer daily exercise, 97% offer medication administration, and 96% 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 sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter 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 sitter 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 sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.