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 107
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.

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

Shana was really amazing! Very compassionate and caring for my 3 cats and I appreciated all the updates and pictures while I was away on vacation!

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Nicole D.
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
48 reviews
16 repeat clients
60 years of experience
Poughkeepsie, NY, 12603

Mary Jane is an excellent cat sitter. She cares tremendously about providing top-quality service. She's always on time, completely reliable, and very, very caring. She goes above and beyond what you would expect from anybody. Highly, highly recommended. Thank you.

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Bob P.
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: Alesandra P.
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Alesandra P.
from
$50
per visit
5.0 out of 5 stars
13 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: 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: Amelia D.
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Amelia D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 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: 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: Ebony G.
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Ebony G.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

Ebony is outstanding! She went above and beyond!! She is professional and warm. My pup absolutely loves her. We will be using her again! She communicated well with us about our pup too! I highly recommend Ebony!

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Lauren B.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
44 reviews
18 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

Donna took great care of my kitties! She kept me updated while I was away, especially relieving my concerns that my littlest one wouldn’t eat. She was prompt and made sure they got their treats - thanks Donna!

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Cynthia M.
Sitter Profile Image: Aliza B.
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Aliza B.
from
$25
per visit
5.0 out of 5 stars
86 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: Samantha K.
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Samantha K.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
10 years of experience
Arlington, NY, 12603

My wife and I cannot say enough good things about Sam! Great visits, played with our one unruly and terrifically needy orange, and treated them all (we have four cats altogether) like they were their own! Thank you, Sam for doing such a wonderful job!

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Paul S.
Sitter Profile Image: Catherine P.
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Catherine P.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Highland, NY, 12528

Catherine took such good care of my babies and my home! I am so glad I found her! Absolutely recommend. Both my cats are shy and warmed up to her super quickly.

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Emma F.
Sitter Profile Image: Mario C.
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Mario C.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
107 reviews
34 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: Rebecca K.
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Rebecca K.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
80 reviews
25 repeat clients
6 years of experience
Highland, NY, 12528

Rebecca was reliable & very personable She also did a good job taking care of Winnie. She sent me pics & messages. I will definitely ask her to come back again!

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Rochelle W.
Sitter Profile Image: Sarah T.
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Sarah T.
from
$30
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
7 years of experience
West Park, NY, 12493

Sarah took great care of our kitties over 5 days with drop in visits. She was very communicative and sent some very nice photos. We returned to happy and relaxed cats! I would definitely book her again.

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Sharon C.
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
19 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: 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: Abbey L.
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Abbey L.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
36 reviews
9 repeat clients
27 years of experience
Milton, NY, 12547

Abbey was a dream to work with!! Would ten out of ten recommend her and absolutely work with her again :). Our cat Cyrus loved her immediately and she left us detailed updates and photos. She’s super nice, loved Cyrus so much, very prompt and awesome. Thanks again Abbey!!

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Kara P.
Sitter Profile Image: Lauren H.
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Lauren H.
from
$35
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Wappingers Falls, NY, 12590

Lauren handled a timid dog so well. Trustworthy and caring.

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Lisa N.
Sitter Profile Image: Margaret S.
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Margaret S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
17 years of experience
Wappingers Falls, NY, 12590

Needed someone for a last-minute drop in for the next day and Margaret willingly accepted. She was timely and send photos while there. Will definitely contact her again.

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Jennifer M.
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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

Catherine took such good care of my babies and my home! I am so glad I found her! Absolutely recommend. Both my cats are shy and warmed up to her super quickly.

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Emma F.
Drop-In Visits
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

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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  • 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 sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

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Popular requests for pet sitting - Highland

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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 August 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 August 2026, there are 1,207 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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