Dog Sitting Highland

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

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Over 44
pet parents in Highland have booked dog sitting

Highland, Find top rated dog 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: Sarah T.
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Sarah T.
from
$30
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
7 years of experience
West Park, NY, 12493

About: Growing up with 6 dogs in our home at once, I have a special connection and love for animals. Working with rescues, pure breed dogs, females in heat and knowing how to whelp, has given me plenty of experience. I have been boarding dogs in my home for over 7 years. I am home full time, with the occasional errand to run. There is a place to hike, with great trails, right up the road from my home. I have a fenced in yard where dogs can run, play and hangout in the sun. I live on 9 acers, for us to explore and go for walks. I have dogs of my own, so your dog will have plenty of socialization and play time. Raw food diet or special dietary issues are not a problem. Meet and greet is required for all potential stays.

Sitter Profile Image: Amanda L.
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Amanda L.
from
$14
per visit
5.0 out of 5 stars
2 reviews
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: Megan R.
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Megan R.
from
$25
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
marlboro, NY, 12542

Megan did a fantastic job with my pup Apollo! She was very thorough and communicative. Highly Recommend!

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Alex C.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years 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 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 apartment, with a lots of room for any small or medium sized doggies. I also love runs and long walks if they’re more in the mood to be more playful

Sitter Profile Image: Mario C.
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Mario C.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
106 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: Zaida A.
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Zaida A.
from
$25
per visit
13 years of experience
Poughkeepsie, NY, 12603

About: I have 2 dogs, Australian Shepperd hound mix and a Chihuahua mix. Previously had a Bichon Frise mix (Rip). I will love your dog just like my own. I can do drop ins, walks or pet sitting. I love sitting on the floor with my own dogs and sing life away (not a very good singer but my dogs loves it) i can do the same for yours. Lol I am available full time. Monday through Friday. Saturdays available at my own discretion. If needed i can make arrangements. Although i love all dogs i could care for small to medium dogs. Life full of dogs is a wonderful beautiful life. I will provide the best care for your baby. They are our children so why not give the best for them. Working from home is boring!! I have availability for your doggie baby Monday through Friday 6pm -10pm and weekends at my own discretion. I will post availability on my calendar. I have 2 friendly dogs, 1 is high energy very playful and chihuahua is very chill. Tell me what you're dog likes and i will always try to work around that.

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

Sarah is always incredible with my cat, Mouse. She's great at keeping me updated, and it's clear Mouse really likes her. I would highly recommend her!

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Kristen S.
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: Catherine F.
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Catherine F.
from
$25
per visit
5.0 out of 5 stars
8 reviews
6 repeat clients
3 years of experience
Clintondale, NY, 12515

Kate spent time with our very nervous rescue dog this past weekend. Kate is calm and sweet and she made progress with Foxy over the two days. It is hard to leave a nervous dog but we felt that Foxy was in great hands. We were so grateful for the reports and photos Kate sent. We will definitely be booking with her again.

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Nila L.
Sitter Profile Image: Amanda B.
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Amanda B.
from
$18
per visit
5.0 out of 5 stars
3 reviews
35 years of experience
Poughkeepsie, NY, 12603

About: I've been taking care of cats and other small animals since before I could walk. In addition to cats (up to 4 at a time), I have owned hedgehogs, hamsters, gerbils, and frogs. I am comfortable with all rodents and reptiles. Although I've never personally owned a dog, I have been dog sitting for friends, family, and neighbors since High School, and love taking dogs for hikes/walks. If you're dog has a lot of energy and wants to get outdoors, we'll be a great match. Also, my dad keeps bees, so if that happens to be relevant, I do have limited experience in that arena - though I would need a bit of a refresher. I currently work full time, but I have a relatively flexible schedule and the ability to work from home 1-2 days per week. I am an early bird so have no problem waking up before dawn for walks/care as needed. I would follow your guidelines and rules. The pet is yours and therefore I would always honor and respect your house rules, the animal's needs, and anything else agreed to when discussing the pet sitting opportunity. Therefore, how I would care for a pet is 100% dependent on the individual circumstance. That being said, I'll be sad if you have a dog that doesn't like walks or a cat that doesn't like people (aka being pet by me)

Sitter Profile Image: Abbey M.
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Abbey M.
from
$26
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I am a Hospitality Management student at The Culinary Institute of America living in the Hyde Park/Poughkeepsie area. I provide reliable, attentive care for dogs, cats, and small animals, treating every pet as if they were my own. I am comfortable following detailed care instructions, administering medications, and caring for senior pets or those with special needs. I also have experience working with anxious pets and take a patient, calm approach to help them feel comfortable while you're away. Experience includes dogs, cats, rabbits, hamsters, and fish of all ages and temperaments. As a Hospitality Management student at The Culinary Institute of America, I balance my studies with a flexible schedule that allows me to provide dependable pet care throughout the week. With reliable transportation and experience caring for pets with different needs, I am available for walks, drop-in visits, and overnight care while ensuring every pet receives attentive, personalized care. I prioritize safety by following each pet's normal routine and carefully adhering to all feeding, exercise, and medication instructions. I strive to create a calm, comfortable environment while keeping your home clean, secure, and respected. Regular photo updates and communication ensure you always know how your pet is doing while you're away.

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

Stefanie has been a great help with my dog while I’m at work! She does a great job with updates, pictures, and keeping him entertained! Would recommend 👍🏼

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Megan B.
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: 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 a graduate student at Marist University, so my schedule frequently changes between semesters. Please reach out to me to discuss scheduling and I will let you know if I am available , thank you! 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: Sara R.
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Sara R.
from
$25
per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
Poughkeepsie, NY, 12601

First time using Rover and Sara exceeded my expectations. Communication was great and we loved all the pictures and updates on our fur baby. Definitely recommend!

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Lyssa H.
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: Colleen V.
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Colleen V.
from
$28
per visit
5.0 out of 5 stars
9 reviews
12 years of experience
Highland, NY, 12528

Colleen was great with all 4 of our cats. We appreciated the time she took to win over our cats, especially our skittish one, we also appreciated all the personal updates and extra care.

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matthew. E.
Sitter Profile Image: Teresa R.
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Teresa R.
from
$25
per visit
45 years of experience
Highland, NY, 12528

About: Greetings!! "May all beings everywhere be happy and free..." I am an elementary teacher for twenty years, pet owner of a rescued pitbull and chihuahua, and a nature-loving vegan yogi with 45+ years of professional and personal experience with animals of all kinds. I give your beloved pet "NEXT BEST" care when you can't be there. My extensive and lifelong experience includes animal hospital work, kennel work, rescue volunteering, etc...You can book me for weekend bathroom breaks, walks, hikes in the woods, play sessions, cuddle fests, feedings, administering medications, etc. You can count on me so that you can relax and enjoy your well-earned weekends. Worries when you're away??--no more!!! Contact me for a free consultation...I look forward to working with you and your furkids!!! Hi and welcome to my profile. I have the entire summer off and am available at any time to care for your pets, house, yard, or garden…. I follow your instructions to make sure your pet gets the next best care, other than you when you’re not there to car for your babies.

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The median cost per visit for dog sitting in Highland is $25

Dog parents share their Rover experiences - Highland

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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

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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Sitters in Highland average 5
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FAQs for Drop-In Visits - Highland

Frequently asked questions about Rover

The average cost for Dog Sitting in Highland on Rover is $27.75 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 1,163 sitters on Rover offering Dog 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Highland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Highland with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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.

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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