Dog Sitting Highland

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

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Over 35
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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: Mark S.
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Mark S.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
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: Amanda L.
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Amanda L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
25 years of experience
Columbia, MD, 21044

“Amanda is extremely kind, professional and loves pets and she will take great care of them and will Update you on everything. We will surely ask for her help in the future, Luna loves her!”

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Elisa C.
Sitter Profile Image: Tristen M.
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Tristen M.
from
$20
per visit
5.0 out of 5 stars
• 29 reviews
10 repeat clients
5 years of experience
Laurel, MD, 20723

“Tristen was absolutely wonderful. My dog Sergio loved him and they bonded instantly. It’s always good to have someone you know you can trust with your dog in your absence! You are our dog sitter until you decide not to do it anymore Tristen. Appreciate you!”

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Towanda B.
Sitter Profile Image: Erin B.
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Erin B.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Ellicott City, MD, 21042

“I’m not even sure where to start, Erin was AMAZING! We had an issue with the door handle that she took care of, the dogs had a rough day and she handled it, she got my mail, and even cleaned up some dog hair! One of our pups decided to go on a hunger strike and she got him eating again by hand feeding him! I would not hesitate for a second to have her back! She was the best and I highly recommend her!”

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Michele E.
Sitter Profile Image: Charles G.
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Charles G.
from
$27
per visit
5.0 out of 5 stars
• 39 reviews
16 repeat clients
10 years of experience
Silver Spring MD, MD, 20905

“Always a pleasure to work with. Thank you”

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Amy B.
Sitter Profile Image: Catalina C.
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Catalina C.
from
$20
per visit
20 years of experience
Silver Spring, MD, 20906

About: I have many years experience with pets including volunteering for a dog rescue in my youth as well as owning pets myself. I have a 19 year background in healthcare but I love playing with and cuddling dogs/cats so I’m looking for that extra work and time with pets. I’m responsible and on time. I can administer medicine and prepare food if needed. I can also take your pet to the vet/groomer. I love hikes. I’m available Monday’s, Thursday’s, Saturdays, and Sunday. On Monday’s and Thursday’s I’m available from 9am-3pm and weekends I can do 8am-7pm. More days to come depending on need. Looking forward to meeting your furry babies. I’m currently working part time, So I’m available to walk or visit your pets on Mondays, Thursdays, and Saturdays. Looking forward to hearing from you. I prefer to take care of pets in your home. I will crate train and can do light cleaning. I can walk your pet(s) and administer medication and/feed. I will also transport your pet to the vet/groomer.

Sitter Profile Image: Deena S.
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Deena S.
from
$20
per visit
4.8 out of 5 stars
• 13 reviews
3 repeat clients
30 years of experience
Columbia, MD, 21045

“Deena was great with Sherly and quick to respond to any questions while we were away. Thanks so much for taking care of him!”

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Nadia R.
Sitter Profile Image: Nina Sofia S.
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Nina Sofia S.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Highland, MD, 20777

About: I’m able to give medications to dogs and cats as I’ve had hands on experience for years with many different breeds. I’m also able to brush cats and dogs as needed and I’m very adaptable to every need. I work part time at Playa Bowls and I am a student at HCC. My schedule is very flexible and I am able to adjust my schedule as needed. I have about 4 acres of land and a home big enough for pets to get the exercise and play that they need and deserve!

Sitter Profile Image: Corinne L.
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Corinne L.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Laurel, MD, 20723

About: Over the years I've helped friends, family members, and neighbors with cat & dog care, ranging from walks to playtime and feeding. I am comfortable with reinforcing good behavior and obedience training. I work remotely most days, so I'm able to arrange regular times to care for pets, whether it's a mid-day walk, feeding breakfast or dinner, or administering medications before bedtime. I make sure all pet-accessible areas remain safe and clean. I do regular checks for hazardous items and clean up any accidents. If any toys or bedding become damaged to the point that they could cause harm to a pet, I secure them away from the pet and notify the owner.

Sitter Profile Image: Owen K.
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Owen K.
from
$20
per visit
10 years of experience
Woodbine, MD, 21797

About: Dogs have always held a special place in my heart! With over 10 years of professional dog-sitting experience, I understand just how important it is to find someone you can trust with your beloved furry family member. I treat every dog in my care as if they were my own, providing plenty of love, attention, cuddles, and personalized care. My goal is to make sure your pup feels happy, safe, and comfortable while you’re away. Whether you’re heading out for the day or enjoying a well-deserved vacation, you can relax knowing your four-legged family member is in loving, experienced hands. **Your peace of mind and your pup’s happiness are always my top priority! 🐶💕** My schedule is very flexible so it’s easy for me to be there for your dog. I take dogs on several walks a day, giving them a chance to go potty and enjoy playing with them to make sure they feel loved and secure while they’re with me. You can bring your dog’s favorite toys or blankets, however we have everything your dog would need to feel at home with me. I wash everything after each visit to make sure all of my things are clean for the next fur baby. I have food and water bowls, toys, beds, blankets, crates and even leashes. I want to make it as convenient as possible for you while ensuring your dog is comfortable with me. A typical day for us is getting up early and taking your dog for an early walk. Feed him or her breakfast. Go for several walks throughout the day and spend lots of time playing and cuddling. Feed him or her dinner and end the day by going for a long walk after dinner and cuddle watching tv. Because we live on a 600 acre property, safety is our top priority. When we are taking walks with your dog, we will take every precaution necessary to ensure your dog is safe.

Sitter Profile Image: Christin W.
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Christin W.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Silver Spring, MD, 20906

“Christin is definitely my go to pet sitter. I feel so comfortable leaving her to drop in and take care of my pets. This was the first time doing this service but will not be the last time. Keep up the good work ?”

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Jazzy J.
Sitter Profile Image: John B.
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John B.
from
$16
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Columbia, MD, 21044

About: I have had Irish Wolfhounds, Goldens, Black Labs, Huskies, Frenchies, Corgis, Bichon Frisées, and others in my life and I am ready to have more! Bring it on! I am an elementary music school teacher and love to be around animals. I am free in the summer as well as before and after school hours. I leave for work around 8:20 and get home around 4:45. I live in an apartment but have a nice neighborhood with a lot of paths to walk on. When caring for pets I would like to have their crate/bed with them and toys when they sleep

Sitter Profile Image: Kyra S.
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Kyra S.
from
$15
per visit
12 years of experience
sliver spring, MD, 20905

About: I have taken care of my neighbors dog for about 3 year. I had dogs in past. I also have a dog and cat. My friends and family have relied on me to walk their pets, bathe it and play with them. I have a love for animals since I was little. I’m currently a full time student at Towson University. I have all of my classes all in the morning which the rest of the afternoon and between classes i will be able to take care of dogs/ cats . I have a fenced yard, if the dog needs to be back in its crate I can easily put them back in the crate. I also feed the dog, take it on long walks, and if you allow it to give the dog a pup cup or go to the dog park.

Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
56 years of experience
Ellicott City, MD, 21042

“Pam did a fantastic job with our girls. She came to meet them during the meet and greet and even stopped over again to make sure she understood what she needed to do right before the trip. She followed their schedule perfectly and spent a lot of time engaging and playing with them. I could tell immediately that my girls trusted her. She sent lots of pictures/videos and was detailed in her drop in update. I wouldn’t hesitate at all to have her care for our girls again.”

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Amy W.
Sitter Profile Image: Jeanette M.
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Jeanette M.
from
$24
per visit
5.0 out of 5 stars
• 28 reviews
15 repeat clients
17 years of experience
Ellicott City, MD, 21043

“Jeanette did and absolutely great job looking after our 17 year old Pomeranian while we are on a cruise. Would recommend Jeanette to all our family and friends. Will definitely use her services again without thinking twice. She was great.”

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Patricia S.
Sitter Profile Image: Ronald M.
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Ronald M.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
25 years of experience
Brookeville, MD, 20833

“It was a pleasure meeting Ronnie and trusting Buddy to his care.”

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Tom B.
Sitter Profile Image: Riana Charisse T.
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Riana Charisse T.
from
$18
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Elkridge, MD, 21075

About: Hi! I’ve been an animal lover my entire life and have cared for all kinds of pets over the years. Growing up, my family always had dogs, so I learned early on how to handle everything from playful puppies to senior dogs who needed a little extra attention. As an adult, I’ve personally owned small caged pets and currently own 2 cats, giving me a well-rounded understanding of different animal personalities and care needs. I currently share my home with two adopted cats, each with their own unique story and background. With patience and care, I was able to successfully introduce them to each other despite their age difference and differing temperaments—it was so rewarding and relieving to see them become friends! I understand that every pet is unique and deserves compassionate, individualized care, and I treat every animal I meet like one of my own. I currently work a full time job with the military during the week, but am home early in the afternoon to provide care, comfort, and cuddles to my furry friends and yours! I have a spacious apartment with lots of toys and 2 friendly cats to keep tour furry friend company. Walking around my neighborhood is a breeze with pet pickup spots along the way and a safe environment for walks no matter what time.

Sitter Profile Image: Jasmin D.
Verified Enhanced Background Check
Jasmin D.
from
$18
per visit
10 years of experience
Laurel, MD, 20723

About: I've loved animals for as long as I can remember! Friends and family have always noticed my natural connection with animals and have trusted me to care for their beloved pets. Through pet sitting for friends and relatives, I've enjoyed getting to know each pet's unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I understand how important it is to find someone you can trust with your furry family members, and I would love the opportunity to get to know you and your pet! I'm always happy to arrange a meet-and-greet so we can get acquainted, discuss your pet's needs, and make sure we're a great fit. I look forward to meeting you and your four-legged family members! 🐾 I work full-time, Monday through Friday, and am generally available for pet care starting at 5:30 p.m. on weekdays. I have two work-from-home days each week, which can offer some additional flexibility depending on my schedule. My weekend availability varies, so please feel free to reach out and we can see what works! For overnight stays, I'm happy to discuss your pet's routine and make sure my work schedule is a good fit for their needs. 😊 Dogs have been a part of my life for as long as I can remember! Having grown up with dogs, I've developed a strong understanding of their needs, behaviors, personalities, and the care it takes to keep them happy and healthy. I'm comfortable with the day-to-day responsibilities of dog care and understand that every dog has their own unique personality and routine. In addition to caring for my own dogs throughout my life, I've also pet-sat for friends and family, giving me experience caring for dogs in different homes and making sure they're safe, comfortable, and well-loved while their owners are away. I treat every pet in my care with the same patience, attention, and affection I'd want someone to give my own. 🐾

Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 50 reviews
19 repeat clients
15 years of experience
Halethorpe, MD, 21227

“Samantha is awesome with my pets. She has come by for last minute drop ins and has always been reliable, friendly, and kind. Would highly recommend her to watch your fur babies!”

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Shannon H.
Sitter Profile Image: Lakshme S.
Verified Background Check
Lakshme S.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
• 226 reviews
39 repeat clients
30 years of experience
Laurel, MD, 20707

“Lakshme did an excellent job with my 2 large dogs and cat. She came over twice to meet them before I left town and that really put my mind at ease that they were going to be ok while I was gone. One of my dogs can be a little nervous around new people sometimes but Lakshme was excellent with her! I never had to worry while I was gone because she sent pictures and went above and beyond to make sure they were cared for. I would definitely recommend her for any pet sitting needs.”

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Amanda M.
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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

Great communication and felt great about the visits with my pup. Would definitely use again and recommend to others.

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

Can’t thank you enough for your help. The moment you met my dogs I knew I wasn’t not going to have to worry about them while I was gone. Look forward to having you over again soon.

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Michele F.
Drop-In Visits
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

Erin was very responsive and willing to help us with our pup on short notice! She did great with our new pup who is just getting used to meeting and playing with new people

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Victoria F.
Drop-In Visits
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How to book dog sitting

  1. 1. Search

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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 Dog Sitting - Highland

Frequently asked questions about Rover

The average cost of Dog Sitting in Highland is $27 per visit as of October 2026. Most bookings cost between $20 and $27 per visit. On Rover, 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 16,716 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 .

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 , 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 .

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:

  • 85% of sitters can help with special care needs
  • 91% 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 , 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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