Pet Sitting Highland

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 104
pet parents in Highland have booked pet sitting

Highland, 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: Timothy D.
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Timothy D.
from
$22
per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Arlington, NY, 12603

Timothy was a great sitter for our elderly cat. He was patient, kind and easily administered medication for our fur guy. We absolutely will hire Timothy again when we’re out of town and know our cat Stoopy would be in good hands.

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Lauren K.
Sitter Profile Image: Lena D.
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Lena D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
70 reviews
20 repeat clients
10 years of experience
Highland, NY, 12528

As always Lena took perfect care of our older corgi and our house. There was snow and freezing rain while we were gone and Lena made sure our walkway was clear and salted so that he could go for walks without hurting himself. So glad we found Lena!

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Corey C.
Sitter Profile Image: Andialisa V.
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Andialisa V.
from
$10
per visit
5.0 out of 5 stars
1 review
3 years of experience
Poughkeepsie, NY, 12603

Andialisa was super nice with Toto and very accommodating of my requests. I’ll definitely love to have them check in on Toto again! Thanks again!

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Liz A.
Sitter Profile Image: Amruta Y.
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Amruta Y.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
91 reviews
28 repeat clients
14 years of experience
Poughkeepsie, NY, 12601

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

TJ graciously came for a meet and greet last week. Today was first dog care and the dogs were happy to see him. He has good dog karma and I felt very comfortable leaving my dogs with him. Puppy was happily worn out from lots of yard play. Will definitely use him again.

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Shawn B.
Sitter Profile Image: Aliza B.
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Aliza B.
from
$23
per visit
5.0 out of 5 stars
83 reviews
46 repeat clients
40 years of experience
Highland, NY, 12528

Aliza is a warm and friendly sitter who was able to look after our two kitties on relatively short notice. She had some great ideas for how to handle feeding time based on their personalities and food-related behavior. She was also easy to work with. Will hire again!

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

What an amazing person and pet sitter. Amelia was wonderful, communicative, trustworthy and caring. Would 100% recommend and book with her again!!!

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Nuna C.
Sitter Profile Image: Shana G.
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Shana G.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
131 reviews
41 repeat clients
8 years of experience
Highland, NY, 12528

Upon meeting Shana, you know she is a good fit. She has a warm and gentle way with you-- and more importantly your dog. Fredd was completely at ease the first time he met her. She was communicative thoughout the whole time we were away. I received daily pictures and updates. I couldn't recommend her more!

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MAYLIN M.
Sitter Profile Image: Catherine P.
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Catherine P.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Highland, NY, 12528

Catherine was very friendly and laidback. I think my cats sensed her easygoing personality. My cats liked her as soon as she walked in. I am very happy to see my cats looking good and relaxed. Definitely will ask her for more cat sitting.

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Heejung P.
Sitter Profile Image: Mary Jane D.
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Mary Jane D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
44 reviews
16 repeat clients
60 years of experience
Poughkeepsie, NY, 12603

Mary Jane took great care of our cat. She is feral and has been cared for by various neighbors over the last 16 years. We have been caring for her for about 8 years. Mary Jane took waited patiently for the cat to make her appearance and assured she had everything she needed. She updated me daily and sent photos every day. I was nervous about going away for an extended period of time. Mary Jane put me at ease when we met. She did a great job and will definitely use her again!

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Janet S.
Sitter Profile Image: Sophie M.
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Sophie M.
from
$25
per visit
5.0 out of 5 stars
7 reviews
10 years of experience
Poughkeepsie, NY, 12601

About: I’ve grown up with dogs since I was about 10 years old. I currently volunteer at our local animal shelter and have a dog of my own I rescued in college. I also rescued a cat when I was a bit younger and working in the foster system with cats. I genuinely love pets so much and have experience with older pets, administering medication, puppies, and even aggressive dogs. I’m currently working full-time for the leasing office at the property I live at. I love my job because my own furry companion comes to work with me everyday. I have completely free time on weekends to care for your furry friends and am free most weekday afternoons and can make windows of time throughout the week. My dog and I live in an apartment building and he was crate trained when he was a puppy. I would walk your dog using whatever harness/leash you prefer making sure their paws are safe and are well taken care of. I can give them enrichment time from doing training, playing with toys, or running around outside if there is a place they can do so safely.

Sitter Profile Image: Rebecca K.
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Rebecca K.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
80 reviews
24 repeat clients
6 years of experience
Highland, NY, 12528

Rebecca took great care of our pups while we took a day trip to Vermont for some skiing! From the meet and greet I immediately knew she knew her stuff based on how she reacted to our dogs, and how they reacted to her. Great peace of mind knowing they got to burn off some energy today while we were away. We’ll be booking again!

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Steph C.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
39 reviews
14 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

Willy loved Having Donna come to take care of him! He was well cared for and I appreciated the daily photos and communication . Meds administered with no issues . Really kind and trustworthy to come into my home daily. Will definitely request Donna for future pet sitting needs ! Thanks so much

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Karen P.
Sitter Profile Image: Beck W.
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Beck W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
146 reviews
38 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

Beck is an A++++ sitter! He’s come back to help watch our kitty a few times and anyone would be lucky to have him visit their pets too! Thanks Beck!

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Lu C.
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: Samantha K.
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Samantha K.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
10 years of experience
Poughkeepsie, NY, 12603

Samantha was attentive to our cat’s needs and was incredibly reliable! We got snowed in our trip away, and Samantha was able to add extra visits to come take care of our cat while we were trapped in the snow. I highly recommend Samantha, and will likely contact her again the next time we need a pet sitter!

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Ezra B.
Sitter Profile Image: Sophia G.
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Sophia G.
from
$22
per visit
5.0 out of 5 stars
3 reviews
7 years of experience
Highland, NY, 12528

About: Aside from growing up with two dogs throughout their puppy and elderly stages of life, I have lots of experience with animals that are not my own. I have a passion for caring for animals of all kinds—to the point where I consider the squirrels that come to my college dorm window my friends! I love helping out the pet owners in my community and often volunteer to watch dogs for free, just because I enjoy it. I have lots of experience with dogs that have special needs (i.e. injuries or medicine), and I take the responsibility of pet care seriously. I approach all animals with the same love and care as if they were my own, and i understand uniquely how worried we can get about our pets when we’re away. Part of my petsitting M.O. is frequent updates (especially photos) to give owners peace of mind. I have a special place in my heart for dogs, but am a lover of all animals and have experience with cats and bunnies as well. I look forward to meeting you and your furry friends! I am a college junior currently at home for summer break. I will be taking two vacations in the next few months, but other than that my schedule allows for extremely open and flexible hours! I approach all pets with gentleness and respect, and i make sure to provide ample time for them to get used to my presence before interactions. I follow instructions thoroughly, so detail there is always appreciated, and I like to be in consistent contact with owners in case there are questions, concerns, or updates. I understand strangers can be nerve wracking for pets and their parents, so I do my very best to earn trust and be patient!

Sitter Profile Image: Michelle N.
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Michelle N.
from
$23
per visit
5.0 out of 5 stars
40 reviews
17 repeat clients
7 years of experience
Poughkeepsie, NY, 12603

Michelle was wonderful. She gave me updates every day and told me whst he did on his visits along with Rover cards. Ralphy loves her. She is wonderful at communication. I definitely found my pet sitter. I would recommend her highly.

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Donna V.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Highland, NY, 12528

Rachel is absolutely wonderful! She is so flexible and great to work with. It’s our second time working with her and we highly recommend her to any pet parents!

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Amanda B.
Sitter Profile Image: Kate A.
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Kate A.
from
$25
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
20 years of experience
Highland, NY, 12528

This was our first time using Rover and Kate was wonderful. We definitely plan to use her in the future.

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Matthew L.
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The median cost per visit for pet sitting in Highland is $25

Pet parents share their Rover experiences - Highland

1 / 1
5.0 out of 5 stars

Aliza was communicative and very reliable. We were able to relax on vacation knowing our cats were in good hands!

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Kaitlyn K.
Drop-In Visits
5.0 out of 5 stars

Amanda did a great job updating us on our pet. She made sure to send us pictures and kept up with his routine! We really appreciated her. She also made sure that on July 4 to play calming music for my pet since we were away. We will be booking her again because our pet was very comfortable with her!

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udara j.
Drop-In Visits
5.0 out of 5 stars

We just moved to the area and the most stressful thing of a new move is finding a new Pet Sitter that you can totally trust with your pets. Amelia was wonderful from the start very communicative great with our pets when we did a meet and greet, and then was incredibly communicative the entire time we were away I trust her completely and will use her as often as I can in the future.

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Sarah G.
Drop-In Visits
5.0 out of 5 stars

Catherine was very friendly and laidback. I think my cats sensed her easygoing personality. My cats liked her as soon as she walked in. I am very happy to see my cats looking good and relaxed. Definitely will ask her for more cat sitting.

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

Sierra is always a consistent communicator when watching our two cats and takes great photos of them when we are gone.

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Chance H.
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

Nathan cared for Smudge and gave us plenty of lovely updates. We felt safer knowing she was being looked after by him.

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

Definitely recommend Katarina! She was thoughtful and responsive, took initiative with asking questions and made sure my sweet kitten got plenty of play! Thank you so much

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daia b.
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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Sitters in Highland average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Highland

Frequently asked questions about Rover

The average cost for Pet Sitting in Highland on Rover is $25.53 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 1,201 sitters on Rover offering Pet Sitting across Highland. 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 Highland 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 Highland. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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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