Dog Sitting Highland

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

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Over 26
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: gabi a.
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gabi a.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Olney, MD, 20832

About: I grew up with a Golden Retriever and a Boxer, along with a grumpy cat. At present, we have Kody (a red fox Labrador) and Alfie (a mix of various breeds). I’ve been walking, loving, and feeding dogs all my life. Other areas of my experience include walking and dog-sitting for my neighbors' dogs for about 5 years. During COVID, my family started fostering various types of dogs, which has undoubtedly increased my experience with a diverse range of breeds and ages. While I have the most experience with larger dogs over 60 pounds, I also love my smaller furry friends! I'm currently on summer break, which allows me to care for pets full-time and maintain a very flexible schedule throughout the week. My only regular commitment is attending virtual classes in the evenings, so outside of that, your pets are my main priority. I can accommodate walks, drop-in visits, and pet sitting while ensuring your animals receive plenty of attention, exercise, and companionship while you're away. Pet care is already a major part of my daily routine. With my own dogs, I start the day around 8:30–9:00 a.m. with a walk and breakfast. They go outside again around noon, get another walk in the afternoon around 3–4 p.m., eat dinner around 7:00 p.m., and go out again before a final walk around 11:00 p.m. Throughout the day, I spend time playing with them and providing enrichment to keep them happy and mentally stimulated. When caring for a client's pet, I prioritize maintaining their normal routine and following all care instructions closely. With seven years of pet-sitting experience, three years of fostering, and experience administering medication to both dogs and cats, I'm comfortable caring for pets with a variety of needs and personalities. I pay close attention to behavior, ensure pets are safe and comfortable, and provide regular updates and photos so owners can feel confident their pets are in good hands.

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

Alex did a great job with my three cats. She even got my former feral to come out for meals & she was able to get him inside at night - which is an accomplishment! She was very communicative & provided great pics & notes. Highly recommend!

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Amy M.
Sitter Profile Image: Mark S.
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Mark S.
from
$20
per visit
5.0 out of 5 stars
6 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: Ashley W.
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Ashley W.
from
$26
per visit
5.0 out of 5 stars
23 reviews
13 repeat clients
20 years of experience
Brookeville, MD, 20833

Great visits with a high energy dog! Prompt, thorough, and pleasant. Thank you Ashley. See you again!

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

Thank you so much again ! Great communication! I’m sorry pixie was such a stinker thing time!

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Kirsten C.
Sitter Profile Image: Sara W.
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Sara W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
34 reviews
17 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: 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: Ryan E.
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Ryan E.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
39 reviews
14 repeat clients
30 years of experience
Columbia, MD, 21046

About: I have taken care of dogs my whole life. Dogs of all shapes and sizes. I love taking care of dogs. Playing, walking, and feeding them. They really are man’s best friend. I work full time, but telework often. I work 10 minutes from home and stop by for lunch daily. The weekends I’m home all the time. Would give full attention to all dogs. My house is the dogs house. As long as they are house trained, they have full use of the house. Nice big yard to run around. Plenty of trails to go for a walk and stretch their legs.

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

Christina was wonderful and so understanding of all the craziness she walked into with our dog. Very communicative and we loved to see our dog visibly happy in every photo we received!

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Bailey H.
Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
79 reviews
32 repeat clients
40 years of experience
Olney, MD, 20832

We love Melissa, but I don’t want to tell the world how great she is, or she’ll get harder to book! She treats our older dogs like her own! We see a real love for her on our dog’s faces.

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Carole L.
Sitter Profile Image: Taresse B.
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Taresse B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
426 reviews
109 repeat clients
6 years of experience
Columbia, MD, 21046

Taresse did an outstanding job taking care of my house cats during my recent trip out of town. My cats were well taken care of, and they are always happy to hang out with Taresse. She is really a cat and dog whisperer! I highly recommend Taresse - she is very good with both cats and dogs and very skilled in taking care of animals and giving medications. She is also reliable and responsible and keeps everything very tidy.

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Lana J.
Sitter Profile Image: Julie S.
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Julie S.
from
$15
per visit
4.0 out of 5 stars
1 review
40 years of experience
Clarksville, MD, 21029

About: We are a pet loving family who loves to meet new furry friends. With us your pets will always gets lots of love and attention. I work from home and have lots of flexibility. I also love to walk outside so pet walking is a no-brainer for me. Thank you for considering! I will defer to the needs of the pet and their family on how to provide the best care for any pet in our care.

Sitter Profile Image: Erika R.
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Erika R.
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
30 years of experience
Columbia, MD, 21045

About: I over 5 years of experience working professionally with dogs and cats. I also have personal experience with being a dog and cat owner my entire life. I have never met a animal I didn't like! I am Pet CPR/First Aid certified and am currently going through Fear Free training. I pride myself on providing superb pet care! I know that every pet is different, so I strive to build a lasting connection with each one by being patient and attentive to each ones needs. I am able to accommodate senior dogs, leash reactive dogs, fearful dogs, cats, puppies, and dogs with mobility issues. I look forward to meeting you and your furry family member! I am currently working part time as a vet teeth cleaning assistant and will be volunteering at a dog training facility some weeks, but I am able to plan my weeks ahead of time! I can accommodate early am (before 8am) and pm (7pm-10pm) walks/drop in on most weekdays but that varies. Some weeks I work 5 days and some weeks its one. Feel free to ask me! My saturday nights and all day Sunday is open. I would be a great back up walker/drop in person when your regular walker/drop in person isn't available! It depends on what your expectations are. I am able to care for other dogs in your home but not mine. I will follow whatever guidelines that are set.

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: Jaeda Y.
Verified Enhanced Background Check
Jaeda Y.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
25 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: Vatia B.
Verified Enhanced Background Check
Vatia B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
48 reviews
15 repeat clients
3 years of experience
Laurel, MD, 20725

Vatia was great with Cindy! I could tell Cindy was getting plenty of love and snuggles while we were out of town. She also communicated proactively and came out to meet us and Cindy before we left town to ensure we all felt comfortable.

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Sofia S.
Sitter Profile Image: Julijai & Alejandra & Eduardo & Luis C.
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Julijai & Alejandra & Eduardo & Luis C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
76 reviews
33 repeat clients
15 years of experience
Silver Spring, MD, 20905

About: With over 10 years of pet care experience, I provide personalized attention and care tailored to each pet's unique needs. I've successfully raised three well-behaved puppies, teaching them essential skills like leash walking and basic commands. I'm skilled at recognizing individual pets' personalities, quirks, and habits, and providing gentle exercise, playtime, and specialized care as needed. Your beloved companion will receive the love, attention, and expert care they deserve. As a stay-at-home mom, I've got plenty of time to hang out with furry friends. My two dogs keep me company, and we spend our days playing and chillin' in our big backyard. I'm all about providing a comfy and loving space for pets to relax and have fun. Your pet is welcome to join the crew and get all the snuggles and playtime they deserve! When pets stay with me, they get to enjoy the ultimate flex: coming and going to our fenced yard as they please through the doggy door. My securely fenced backyard is their playground, and they can soak up sunshine and fresh air whenever the mood strikes. I'm all about keeping things consistent, so I stick to a routine that includes scheduled meal times, two daily walks, and plenty of playtime and snuggles. Whether we're hanging at my place or yours, I've got everything covered to ensure a happy, relaxed experience for your furry friend.

Sitter Profile Image: Maria S.
Verified Enhanced Background Check
Maria S.
from
$15
per visit
4 years of experience
Silver Spring, MD, 20905

About: I grew up with dogs and as a teenager assisted walking our dogs and foster dogs of varying sizes. I also know how to take care of cats. I've worked at dog boarding facilities where I've taken care of unfamiliar dogs. I can work Friday to Sunday any time and mornings during the week days due to other responsibilities such as taking care of my own pets Monday to Thursday. I trust in my ability to handle any dog under 40 pounds. I am willing to walk well behaved dogs from the same household together. I would be uncomfortable handling large pully or reactive dogs but can handle calm or heel trained dogs up to 70 lbs.

Sitter Profile Image: Linda A.
Verified Enhanced Background Check
Linda A.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
61 reviews
16 repeat clients
5 years of experience
Silver Spring, MD, 20905

omg thank you so much!! This girl went above and beyond! Blu loved her. We were in a situation and she saved our lives 💚 we had went out of town and received boxes … she also bring those in. Thank you so much I nor bow can wait for future endeavors

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Amirah W.
Sitter Profile Image: Shakeil F.
Verified Enhanced Background Check
Shakeil F.
from
$15
per visit
3 years of experience
Olney, MD, 20832

About: What sets me apart is my commitment to providing personalized, compassionate care for every dog I meet. I understand that every pet has a unique personality, routine, and set of needs, so I take the time to make them feel comfortable, safe, and loved while you're away. I have experience working with puppies and senior dogs, including helping reinforce basic training, maintaining consistent routines, and adapting care to different energy levels and mobility needs. Whether it's encouraging good leash manners, practicing basic commands with young dogs, or providing patient, gentle care for older pets, I focus on creating a positive and stress-free experience. I believe in clear communication, reliability, and treating every dog as if they were my own. You'll receive regular updates, photos, and peace of mind knowing your pet is getting attentive, dependable care from someone who truly enjoys spending time with animals. I currently offer dog care services during evenings and weekends, making me a great option for busy professionals, families, or anyone who needs dependable care outside of regular business hours. I'm available for evening walks, drop-in visits, overnight stays (if applicable), and weekend pet sitting. I strive to be flexible and work with your schedule whenever possible to ensure your pet receives the care, attention, and exercise they need. Whether I'm caring for your pet in my home or yours, my priority is creating a safe, comfortable, and stress-free environment. I follow your pet's regular routine as closely as possible, including feeding schedules, walks, playtime, potty breaks, and any special care instructions. I provide plenty of attention, affection, and exercise to help your pet feel happy and secure. When caring for pets in a client's home, I treat your home with the utmost respect, keep everything clean and tidy, and provide regular updates with photos so you can have peace of mind while you're away. If your pet stays in my home, they'll receive a welcoming, supervised environment with lots of love, enrichment, and individualized care to help them feel right at home.

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

Dog parents share their Rover experiences - Highland

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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

Thank you Sophia! I arrived home after several days out of town to find my male Axo(Larry), active, looking well fed and curious. He’s doing great! I’m very grateful and hope you’ll be available in the future.

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Rory B.
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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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 July 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 July 2026, there are 16,976 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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