Dog Sitting Highland

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

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Over 48
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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: 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: Amanda B.
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Amanda B.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
35 years of experience
Poughkeepsie, NY, 12603

“Amanda is a genuine animal lover who took such a good care of Luna and Albus. Highly recommended!”

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Khalid M.
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: Ann Marie N.
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Ann Marie N.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Poughkeepsie, NY, 12603

“Great experience. Ann Marie is very thoughtful and a good communicator.”

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

About: Hi! I'm Melanie, and I've been caring for dogs and cats for 8+ years. I have experience with drop-ins, overnight stays, and dog walking, and I genuinely love getting to know each pet's unique personality. My goal is to make your pets feel safe, comfortable, and loved while you're away. My pets are my world, so I would treat yours the same❤️ Fall 2026 Semester Availability as a Graduate Student at Marist University Monday & Wednesday: Available until 3pm Tuesday & Thursday: Available after 4pm (can do nightly drop-ins) Friday: Available Saturday & Sunday: Available 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 (pets, belly rubs, affection, etc.)!!!

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

“Thank you Mario for meeting with Buster. He absolutely loved you!!! He cannot wait to see you next week. Mario has a very calm demeanor and listened attentively to all of our instructions. We have already booked several dog visits with him.”

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Sharon L.
Sitter Profile Image: Giannina C.
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Giannina C.
from
$25
per visit
10 years of experience
New Paltz, NY, 12561

About: I understand animals on a deep level and have a knack for getting them into a calm, happy state. Throughout my lifetime, I have cared for dogs, cats, cows, sheep, rabbits, chickens, ducks, geese. Safety is paramount when it comes to our fur babies. I am a very fastidious person and this is amplified when I care for animals. They deserve all the best :) I am currently renovating and have free time between work on my house. I am very flexible and willing to work with your schedule. I have two reliable vehicles- one of which is perfect for safe transport of larger dog if necessary. Safety is my number one priority as a dog mom and cat mom myself. I will take every step possible to ensure the comfort, safety and health of your pet. I care for every living thing with the love, care and attention that life deserves. I will care for any creatures as though they were my own fur babies.

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: Thomas R.
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Thomas R.
from
$20
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
5 years of experience
Arlington, NY, 12603

About: I have grown up with animals my whole life and have cared for dogs, cats, guinea pigs, rabbits, mice and fish. My background as a Special ed teacher means that I am detail oriented and patient to ensure your pet is safe and happy while you are away ❤️ I have also included some reviews from my profile on Trusted House Sitters My name is Tom, Im from the Hudson Valley area which is 2 hours north of NYC. I received my bachelors in Childhood Education and Masters degree in Special Education from SUNY New Paltz. I am currently a Special Ed teacher in upstate NY. Before taking a sit, I would love to video chat so I can meet your animal and we can go over what is required of me during my time in your home. I am adaptable to any needs you and your pet(s) may have. I have my own personal items such as a collapsible water dish, doggie bags, treats, belt buckle leash, etc. I am also happy to use any equipment you have if you and your pup are more comfortable with that.

Sitter Profile Image: ANN E.
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ANN E.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
3 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.

Sitter Profile Image: Sarah T.
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Sarah T.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
7 years of experience
West Park, NY, 12493

“Sarah is the best! Very caring and compassionate.”

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Sharon C.
Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
• 44 reviews
18 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: Macy H.
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Macy H.
from
$28
per visit
5.0 out of 5 stars
• 4 reviews
7 years of experience
Poughkeepsie, NY, 12603

About: I've been surrounded by and taken care of animals my entire life, and I want to be your new trustworthy pet sitter or dog walker! I have a standard poodle named Remy and maine coon cat named Bash at home, and they are my everything. I've fostered kittens (as young as 2.5 weeks old) for six years now and have been a petsitter for longer. I'm great with people and even better with cats and dogs. I want to keep your pets safe and happy, and you worry-free! I can administer medicine, trim nails, walk any size dog, clean, monitor urine and stool output, keep track of mood and general signs for concern, and I love sending cute update pictures so you know your pets are thriving! I just graduated with my master’s in occupational therapy and I’m studying for my boards, so my days are free and I’d love to sit for you or care for your pets however you need! I'm great at following directions and problem-solving, and I'll do whatever I can to make sure you're comfortable with me entering your home to care for your pets. I understand different types of collars, leashes, and equipment needed to guarantee a pet's safety. I am very aware of my surroundings and good at reading a pet's energy and potential reactivity. I've had animals my entire life, so closing the door quickly and not letting pets out is second nature to me. I know your pets are your family, and I will treat them as such!

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: Michelle P.
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Michelle P.
from
$30
per visit
8 years of experience
Hyde Park, NY, 12538

About: I've house sat, walked and cared for dogs ever since I was 14. My coworkers, neighbors and their friends are returning customers due to high detailed and enthusiastic care. I always tell people I will take care of your pets faster than your kids lol. Hi im currently working a part time job so depending on my schedule I can spend time with your furry friend before or after my shift. I follow clients pet plans with feedings, walkings and medications if needed. I will work with you on any adjustments you need for your fur baby.

Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 87 reviews
29 repeat clients
56 years of experience
Gardiner, NY, 12440

“Attentive, thoughtful and really caring! I so appreciated how Kimberly initiated setting up a meetup and really got to know my dog. She was punctual and share great photos and info.”

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Sydney Alexis K.
Sitter Profile Image: Margaret S.
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Margaret S.
from
$25
per visit
4.9 out of 5 stars
• 20 reviews
5 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.
Sitter Profile Image: Chaqutia M.
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Chaqutia M.
from
$35
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
12 years of experience
New Paltz, NY, 12561

About: Hi! I’m a stay at home mom who absolutely loves animals and being home makes me the perfect person to give your pup lots of attention throughout the day 🤍 I’ve been caring for pets for over 10 years and grew up with my Yorkie, Asia, who lived to 13. Being a dog mom taught me how important it is to know your fur baby is in safe, loving hands. I’m patient, attentive, and experienced with both puppies and senior dogs, including giving oral medication if needed. Whether it’s walks, playtime, or cuddles, I make sure every pup feels comfortable and cared for. My home is cozy with a backyard for safe play, and I have a sweet cat named Woody. I treat every pet like family and always try to stick to their routine so they feel right at home. I’d love to set up a meet & greet beforehand so you can feel confident your pup is happy, safe, and loved 💓 I’m a full time stay at home mom to two precious little girls! and with that your pup will always have company! I balance caring for my little one with walks, playtime, and snuggles for your dog, making sure every pet gets attention and love throughout the day. My kids also have a love for animals as well and are taught how to interact with different animals! My home is cozy and safe, with a dedicated area for your pup to relax and feel at home where I'll have anything your pup needs (You're welcome to provide anything that makes them comfortable as well). I also have a backyard where they can run, play, and get their zoomies out safely. Your fur baby will have a space that’s loving, fun, and stress-free.

Sitter Profile Image: Emma M.
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Emma M.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
New Paltz, NY, 12561

About: I’ve had dogs and cats for the last 10 years, and my friends and neighbors have trusted me to walk and feed their pets too! I love cats and dogs of all kinds! I work Wednesday-Monday during the day so I can walk, feed, or play with pets in the afternoons and evenings or I can house sit overnight. I am used to high-energy dogs and cats that need someone to play with and get their energy out, or to take them for a long walk.

Sitter Profile Image: Rose V.
Verified Enhanced Background Check
Rose V.
Star Sitter
from
$23
per visit
4.9 out of 5 stars
• 262 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

“We were very pleased with Rose's care for Nina. She was diligent in providing information and pics on Nina. We will definitely use her services again and will recommend to others. Thank you.”

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

Dog parents share their Rover experiences - Highland

1 / 1
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
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Popular requests for dog sitting - Highland

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Sitters in Highland average 5
repeat dog sitting clients

FAQs for Dog Sitting - Highland

Frequently asked questions about Rover

The average cost of Dog Sitting in Highland on Rover is $28 per visit as of October 2026. Most bookings cost between $16 and $35 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,169 sitters on Rover offering Dog Sitting across Highland. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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
  • 98% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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