Dog Sitting Highland

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

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Over 27
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: Tyler M.
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Tyler M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Burtonsville, MD, 20866

About: With years of hands-on experience in pet care, I am dedicated to providing a safe and loving environment for your furry friends. I have cared for a wide range of animals, tailoring my approach to meet each pet’s specific needs and personality. Whether it’s playtime, walks, or simply keeping them company, I ensure your pets receive the attention and care they deserve. My goal is to give pet owners peace of mind knowing their companions are in good hands while they’re away. Pet care fits into my daily or weekly routine by being a flexible and rewarding part of my schedule. I prioritize my time to ensure that each pet receives the attention and care they need, whether it's daily walks, feeding, playtime, or simply spending quality time together. I enjoy tailoring my routine to meet the needs of each pet, ensuring their well-being and happiness. This not only allows me to provide excellent service to pet owners but also gives me the opportunity to connect with animals, which I find fulfilling and enjoyable. When caring for pets in my home or a client’s home, I focus on creating a comfortable and stress-free environment tailored to each pet’s needs. By adapting my approach to the specific environment and needs of each pet, I aim to provide them with the best possible care and ensure their happiness and well-being.

Sitter Profile Image: Geny M.
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Geny M.
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
River Mountain, Columbia, MD, 21044

Geny was dependable, dedicated and very informative while caring for my dogs. She encountered several hiccups which she responsibly worked to correct and my dogs, one of whom is very skittish, love her!

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Kia A.
Sitter Profile Image: Alissa H.
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Alissa H.
from
$35
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
10 years of experience
Sandy Spring, MD, 20860

Alissa has been wonderful, we're so thankful we found her. Our 5 yr old Golden Retriever loves her, she's calm and sweet and clearly knows what she's doing around dogs. She's been walking him for us for several weeks now and she's prompt and takes great care of him, he's happy to go off with her. She's been wonderful, we highly recommend her!

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Arlynn U.
Sitter Profile Image: Sara W.
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Sara W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
38 reviews
22 repeat clients
10 years of experience
Ellicott City, MD, 21042

Sara was AMAZING with our puppy, Cooper! She made sure he didn’t eat anything on his walks because that’s been a big issue with him. She always made sure he was taken care of and administered his medicine since he recently was discharged from the animal hospital. We can’t wait to use Sara again!

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Jackie V.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
190 reviews
46 repeat clients
3 years of experience
Olney, MD, 20832

Both of my dogs seemed quite happy with the visit. Alex was right on time and made sure that everyone was taken care of. The pictures from the visit were great. Such happy smiles on my boys!

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Laurence B.
Sitter Profile Image: Erika R.
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Erika R.
from
$22
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
30 years of experience
Columbia, MD, 21045

Excellent job! Attuned to pets and great/detailed feedback. Also administered pills to our elderly kitty :)

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Stacy S.
Sitter Profile Image: Steven & Sydney K.
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Steven & Sydney K.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
25 years of experience
Silver Spring, MD, 20904

Steven was incredible with my girls. He genuinely cares about what he is doing and gave both of my dogs so much care and support while I was away. They loved having him over for drop ins.

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Greg E.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
25 years of experience
Columbia, MD, 21044

I do not have the easiest cats. One is super shy and the other just tolerates people. Amanda did a great job with them! She patiently coaxed my shy one out and even got my standoffish one to play. She sent video snippets that showed they were happy and well taken care of. Thank you, Amanda!!

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Ellen K.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
80 reviews
14 repeat clients
15 years of experience
Columbia, MD, 21044

Christina was the best cat sitter we have had! Extremely responsive, extremely attentive to our three cats with very different personalities. Sent us a ton of photos to keep us updated and even helped us grab our mail when we got an unexpected delivery. We will 10000% rebook with Christina again!

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Kelsey N.
Sitter Profile Image: Taresse B.
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Taresse B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
437 reviews
114 repeat clients
6 years of experience
Columbia, MD, 21046

Taresse was wonderful!!! I was so anxious about leaving my senior cat Martha for a long international trip. Taresse sent me wonderful photos of her every day that put my heart at ease. I will definitely be requesting her care for Martha again. Thanks!!!

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Dana K.
Sitter Profile Image: Ryan S.
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Ryan S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
West Friendship, MD, 21794

We were very pleased with Ryan's care of our 3 cats. They had playtime and love, plus Ryan followed our instructions to the letter. We came home to a tidy house, which we appreciated. Thanks, Ryan!

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Leslie M.
Sitter Profile Image: Mark S.
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Mark S.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Brookeville, MD, 20833

About: I love dogs and they seem to love me...cats, too! I am currently looking for pet sitting clients, in my home or the client's home. I live on a peaceful, private and safe property, bordered by the woods and a lake in Brookeville. I have cared for my own pets for most of my life and have also worked as a dog walker and dog hander at a dog daycare center. I have also fostered and rescued dogs and cats. I have an extensive background in unrelated fields, such as music, graphics/video, real estate, property management and working as a home healthcare aide. Please feel free to ask any questions that you may have. Best ~ Mark I can always put my pet clients and visitors first. Outside of working with animals, I work on music, home renovations, read, etc. My home is a large garage that I converted into a guest house with a recording studio. The house where I have pet guests is a private home near the woods. I have over 2 acres where I can walk dogs, plus 80 acres of woods behind the house for hikes. I have security cameras at the property. There is only one neighbor nearby and it is a very quiet and peaceful area. I am completely trustworthy as far as caring for client's pets. I have worked as a guitar teacher and pet handler, various other jobs that required background checks.

Sitter Profile Image: Gina W.
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Gina W.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
25 years of experience
Olney, MD, 20832

We were so happy with Gina and felt very comfortable with her taking care of our Dr Pepper! She sent us a text and pictures every day! We will be using Gina again!

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Grace G.
Sitter Profile Image: Gianna M.
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Gianna M.
from
$25
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
3 years of experience
Ashton, MD, 20861

So reliable, consistent, and sweet to our girl!

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Carrie L.
Sitter Profile Image: Colleen C.
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Colleen C.
from
$20
per visit
25 years of experience
Columbia, MD, 21044

About: I bring a mix of playful energy and reliable care, so pets get both attention and consistency while their owners are away. I naturally tune into each pet’s personality and demeanor—whether they’re excited, shy, anxious, or somewhere in between—and adjust my approach so they feel comfortable and understood. I have experience with both puppies and senior dogs up to 15 years old, and I’m comfortable following clear instructions for feeding, litter care, and medications when needed. I pay close attention to routines and small changes in behavior, especially after I’ve spent a visit or two with a pet, which helps me quickly pick up on what they need. And yes, I fully believe in zoomies, cuddle breaks, and earning a pet’s trust through snacks and patience. Pet care fits naturally into my weekly routine because I enjoy being active and spending time with animals. I’m able to provide consistent drop-in visits and walks while maintaining a flexible schedule that allows me to be reliable for pet parents. I focus on consistency, attentiveness, and following each pet’s routine exactly as provided. During walks and drop-in visits, I pay close attention to each pet’s behavior and comfort level so I can respond appropriately and keep them relaxed and secure. I make sure to follow all instructions carefully, including feeding, leash safety, and home care details, and I take my time getting to know each pet so I can notice what is normal for them and quickly spot any changes. My goal is to build trust through calm, reliable care so pets feel safe and owners feel confident while they’re away.

Sitter Profile Image: Calvin & Vanessa C.
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Calvin & Vanessa C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
18 years of experience
Silver Spring, MD, 20906

About: I'm excited to have your furry friend over and will give them all the TLC they deserve while sticking to their regular schedules. I've been obsessed with dogs since I was a kid and have taken care of our family dog, Lucky, since he was a puppy up until he passed away due to old age at 17 years. I now have a 6 year old Shiba Inu, Sumi, and a 10 year old cat, Ellie. Sumi was a rescue mill mama and was extremely fearful. With patience and love, she's finally come out of her shell. I've managed to teach both the dog and the cat tricks and work on training with them daily. I have a very flexible schedule at the moment and am home most of the day. I'll stick to whatever schedule your pet is used to so there won't be any confusion when they return to you. Our neighborhood is pretty large and also has a walking trail, so walks can be as short or long as you'd like. There's a dog friendly space downstairs with plenty of room to run around and play with toys, or if they prefer to chill, there's plenty of pet beds and blankets in the living room. I have a very chill and friendly Shiba Inu and Husky/Shepherd mix at home that can keep your dog company. I do have a cat that has their own room and can be separated if your dog doesn't get along with cats. I also have a large crate and two pens available if that's something you're used to doing. Baby gates are set up between each floor, but are usually left open for my dog. There are cameras on each floor so that I can keep an eye on the pets if I'm leaving the home or on a different floor.

Sitter Profile Image: Jaeda Y.
Verified Enhanced Background Check
Jaeda Y.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
8 years of experience
Columbia, MD, 21044

Jaeda continues to give excellent care to my dogs! She is very reliable and my dogs love her! I will be rebooking her when I need assistance!

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Laurie C.
Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Angela R.
from
$20
per visit
5.0 out of 5 stars
22 reviews
7 repeat clients
10 years of experience
Columbia, MD, 21046

Once again, Angela was an amazing sitter for our cat while we were away for the week! Thoughtful and communicative, she understood our girls unique needs. We came home to a happy and healthy kitty! All pet parents know how hard it is to leave your babies, but the pictures and updates make it easier to feel good about the care they're getting. Thanks so much for everything you do!

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Karen H.
Sitter Profile Image: Kirstie Z.
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Kirstie Z.
from
$20
per visit
20 years of experience
Ashton-Sandy Spring, MD, 20861

About: I’ve had dogs since I was young. I grew up on a farm with lots of animals and have trained many puppies and older dogs alike. All my dogs have been rescues so I’m very familiar with dogs that have come from bad situations and dogs that are misunderstood because of their breeds. I’ve always had dogs of different sizes, breeds and temperaments. I’m always the first person my friends and family go to when they need some extra help with t dogs or just need someone to watch them while on vacation. I live on 10 acres which is perfect for those dogs that love off leash time but don’t get a lot, I love exploring new areas and have assisted in training dogs while in the military. I’m currently working part time and looking for a way to get out of the house more often and help people with their pets needs. As a dog and cat owner I know how important exercise is and that some people just don’t have the time to take their dogs on proper walks while they are at work. I live on ten acres and can offer a safe environment for dogs to safely play in, I have extra long leads so if your pup isn’t quite off leash trained they can still have an amazing experience with the long leads and all the land. I always follow whatever instructions are left for me as I know how important routines can be for a pet!

Sitter Profile Image: Naedra D.
Verified Background Check
Naedra D.
from
$23
per visit
4.8 out of 5 stars
11 reviews
5 repeat clients
12 years of experience
Columbia, MD, 21044

About: Hello my name is Naedra and I have experience with dogs for 12 years now. I love taking walks and interacting as well as getting trust with my friends! I am available any time. I am able to come to your home or have them over mine. At the moment I have no pets so your pet will be the main priority. I have 4 amazing children who are loving and understand the importance of being gentle with your babies! There are a few requirements that I would like to check off. And we can speak about that in private. If you have any conserns with my children we can always set up a meet and greet. We really hope to meet and care for your pups! As I said before I’m free at any time between the hours 9-8pm. Sunday through Saturday’s. Summers I’m s little more busy but the calendar will be updated by then. We live in a town and a quiet community that has plenty of dog friends to meet as we walk. They would make new friends in the way!

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The median cost per visit for dog sitting in Highland is $20

Dog parents share their Rover experiences - Highland

1 / 1
5.0 out of 5 stars

Sophia was very communicative, prompt, and really nice to interact with. Darby seems good and happy. Much appreciated!

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Laurie L.
Drop-In Visits
5.0 out of 5 stars

I met Jay today for a paid meet and greet with my dogs. It was a great visit!! He confirmed a few hours before the visit via text, and arrived on time for the visit. He showed up prepared, having previously read all the profile pages of each of my dogs, and asked great questions. My dogs loved him!! I have one dog who's a little more nervous to meet new people and she was very comfortable with Jay. It was obvious that Jay really loves animals and that he cares about their happiness and well-being. I'm glad this is a great fit because I have some trips coming up that I will need help with, and am lucky that Jay will be able to stay at my house!

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Jen B.
Drop-In Visits
5.0 out of 5 stars

Anna was awesome with our dog! Our dog has been in training and Anna seamlessly continued the training with him during our time away. Best of all, we could tell that our dog was in great hands and was happy.

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Julie H.
Drop-In Visits
5.0 out of 5 stars

Julia was amazing with our puppy, Cooper! She was super communicative and made sure he was well taken care of! I loved getting all the pics and updates! Can’t wait to use her again to take care of Cooper! She’s fantastic!!

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Jackie V.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Popular requests for dog sitting - Highland

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Sitters in Highland average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Highland

Frequently asked questions about Rover

The average cost for Dog Sitting in Highland on Rover is $26.75 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 16,929 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:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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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