Pet Sitting Holly Oaks

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Holly Oaks, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Brooke H.
Verified Background Check
Brooke H.
from
$14
per visit
5.0 out of 5 stars
• 43 reviews
17 repeat clients
26 years of experience
Clements, MD, 20624

“Brooke is amazing and I'm so glad we found her ❤️ -- a perfect fit for Max and our family! Dependable, detailed, knowledgeable, professional and best of all Max loves her visits. Love the photos of her stays and she helps keep the puppy-ness alive in our 11 yr old Lab/Shep. Really look forward to the Rover Cards !”

Profile image
Billie L.
Sitter Profile Image: Virginia E.
Verified Enhanced Background Check
Virginia E.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
40 years of experience
Clements, MD, 20624

“Virginia is patient and so kind with our girl! She’s always prompt and sometimes even stay longer to ensure our dog is comfortable! I can’t recommend her enough! 5 stars!!!”

Profile image
Amechia F.
Sitter Profile Image: Makayla M.
Verified Enhanced Background Check
Makayla M.
from
$15
per visit
3 years of experience
Leonardtown, MD, 20650

About: I have an immense love for pets, dogs especially! I have some experience being with family dogs and I have a 3 year old fur baby myself, who is a Shih Tzu and Bichon Frise mix. I take note of dog's body language, when they are tense and whenever they are ready to play. I have experience on how I should help a dog in the case they have trouble breathing. I especially love to bond and play with dogs! I ensure that your dogs are going to safe and have the best experiences with me!🤗 I'm currently working part-time, so I would have plenty of time to be with your fur babies! I am typically free on the weekdays from Monday to Friday. The earliest I can do a scheduled appointment for around 8 hours. My time ranges from the earliest at 8am and the latest at 9pm. In my home, I get rid of any harmful items on the ground or in sight of my pet. I clean my pet's bowl daily. I make sure to keep them company. I never leave them unsupervised for long hours. For your pet I will adhere to any strict feeding or medicine routines and communicate quick updates.

Sitter Profile Image: Taylor K.
Verified Enhanced Background Check
Taylor K.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Leonardtown, MD, 20650

“Taylor was amazing and reliable as always! She was incredibly accommodating with our last-minute request and came out late at night on a rainy day to take care of our puppies. She handled everything perfectly and gave us complete peace of mind. Highly recommend Taylor for anyone looking for a reliable and caring sitter!!”

Profile image
Mariaeva D.
Sitter Profile Image: Colleen S.
Verified Enhanced Background Check
Colleen S.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Callaway, MD, 20620

“Colleen was prompt, attentive, and communicative. We have her booked again.”

Profile image
Kellie H.
Sitter Profile Image: Ren F.
Verified Enhanced Background Check
Ren F.
from
$20
per visit
3 years of experience
Mechanicsville, MD, 20659

About: Ive taken care of many pets with specialized needs. This includes routine medicine and eye drops for the elderly, frequent belly band changes changes for those with bladder issues, and calming treats for those fearful of storms. Im quick to learn each dogs bathroom tells to avoid any unwanted accidents. I also have fishkeeping experience with 2 freshwater fish tanks at home. So if youre fish needs feeding or water quality checks I can handle that was well. I am currently working a part time internship with flexible hours, which allows me to care for furry babies in my free time! Weekends are typically busy, however with enough notice I can make them work. House rules are always respected, no matter how much a dog wants couch cuddles or if the cat likes the view from on top of the counter.

Sitter Profile Image: Vanessa S.
Verified Enhanced Background Check
Vanessa S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 81 reviews
37 repeat clients
30 years of experience
Prince Frederick, MD, 20678

“Vanessa is AMAZING! If I could give 10/5 stars, I would. She sent pictures and an update during every visit with our cat and is just so pleasant! I'm a nervous mama who hates leaving her furbabies, and Vanessa made me feel completely at ease. I highly, highly recommend her!”

Profile image
Jacqueline L.
Sitter Profile Image: Drew R.
Verified Enhanced Background Check
Drew R.
from
$35
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
2 years of experience
Leonardtown, MD, 20650

About: Family and friends have entrusted me with their fur babies for walks, bathing and occasionally dog sitting when owners go on vacation knowing they are well cared for and loved with many cuddles and fun . If you have an emergency or desperately need pet service, please reach out! I’m willing to work with you! I work a rotating schedule that gives me a good amount of time off between work days. Please reach out to collaborate a game plan with me that’s more in depth and specific! Cheerio! My clients fur babies are well cared for with walks, play time, potty breaks, bath time, feedings and of course lots of cuddles and tummy rubs. Dogs are therapeutic beings that bring joy and comfort to the soul that will forever be family. With my occupation, I am well aware of my surroundings. Safety is one of my top priorities especially if your fur baby does not get along with other dogs, I can work with it and handle it with little to no problem. I have cared for dogs that are obedient to orders especially in open land and around others.

Sitter Profile Image: Victoria V.
Verified Enhanced Background Check
Victoria V.
from
$30
per visit
5.0 out of 5 stars
• 61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

“Torrie is amazing with my dog, Boston. She is always very communicative and sends photos with updates. Highly recommend and will definitely be requesting services in future!!”

Profile image
Jaclyn A.
Sitter Profile Image: Samuel H.
Verified Enhanced Background Check
Samuel H.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Lexington Park, MD, 20653

About: I have a variety of pet care experience, from a board in kennel worker, to a kennel technician at a humane society, and my own lived experience with 5 different dogs across my lifetime. I've never met a dog I couldn't get along with! I'm patient and give all the care I can to any animal in my care! I'm a substitute teacher with SMCPS. I am free after 3 every day. But I am always happy to house sit to make sure your dogs are properly cared for. The weekends are completely free and I would be happy to watch your dog or cat all day on the weekends!! When I'm taking care of pets, I follow whatever routine is given to me as closely as possible. This includes regular feeding, letting dogs out to the go to the bathroom or play, and sitting with the dogs as much as I can, whether that be in the same room with them, or actively petting and playing with them. I try to be as present and caring as possible and I will follow any rules you have for your animals!

Sitter Profile Image: Julia F.
Verified Enhanced Background Check
Julia F.
from
$25
per visit
5 years of experience
Mechanicsville, MD, 20659

About: I have been pet sitting for about 5 years now! With lots of experience with senior dogs and animals in need of more attentive care! I am fully available to housesit along with pets! I work a wonky schedule but the animal or persons baby also comes first! I am fully available 7 days a week! I am much more able to give my upmost priority and attention when staying with the animal in their home. I am not able to host animals at the moment. Not until I move. If that was not going on I would absolutely be able to host.

Sitter Profile Image: Alexandra B.
Verified Enhanced Background Check
Alexandra B.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Kimberly P.
Verified Enhanced Background Check
Kimberly P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 107 reviews
38 repeat clients
3 years of experience
Montross, VA, 22520

“Kimberly is awesome! She always keeps us up to daye and send pics of our boys each time she drops by. You will not find a better person for your pet sitting needs!”

Profile image
Kristina M.
Sitter Profile Image: Darielle B.
Verified Enhanced Background Check
Darielle B.
from
$12
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
13 years of experience
Lusby, MD, 20657

About: I’m a pet parent to 4 dogs of various sizes and 1 cat, so I’m very comfortable caring for animals with different personalities, energy levels, and needs. I have 13 years of experience working with pets of all ages, including seniors and special‑needs pets with clear instructions. I work full time Monday through Friday, so my availability is 5 PM–10 PM on weekdays, with open availability on weekends. I’m happy to provide treats with your approval, and I prefer traveling to your home so your pet can stay in a familiar environment. Baths can be given upon request. I do not trim nails or hair since I’m not certified for grooming. If your pet has special routines, medications, or accommodations, I’m more than willing to follow them. Feel free to reach out anytime — I’m always happy to answer questions and help you feel confident about your pet’s care. I currently work full-time in the medical field. I’m able to provide weekend care and minor drop in and walks during the week day. I have several pets at home. If your pet does well around other animals I will be able to house them for a few days. I’m available for dog walking all weekend. Limited availability during the week.

Sitter Profile Image: Mackenzie C.
Verified Enhanced Background Check
Mackenzie C.
from
$30
per visit
6 years of experience
California, MD, 20619

About: I have 6 years of experience caring for pets and understand how important it is to have someone you can trust with your furry family members. I provide attentive, loving, and reliable care while making sure each pet feels safe, comfortable, and cared for. I’m happy to follow your pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medications, and plenty of attention and affection. I understand that every pet has their own personality and needs, so I take the time to make sure they receive individualized care and feel as comfortable as possible while you’re away. I am currently working full-time, mostly remote with one or two days in the office each month. Working from home gives me plenty of flexibility to provide regular potty breaks, walks, playtime, feeding, and lots of attention throughout the day. I’m also happy to accommodate each pet’s normal routine as closely as possible. Your pet’s safety and comfort are always my priority. I provide a calm, attentive environment and carefully follow any instructions you provide regarding feeding, medications, walks, routines, or special needs.

Sitter Profile Image: Elizabeth K.
Verified Enhanced Background Check
Elizabeth K.
from
$35
per visit
4.9 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

“Elizabeth is always consistent, responsible, and kind. I appreciate that she visited my fur baby despite the snow. She’s my go-to cat sitter!”

Profile image
Kelsey W.
Sitter Profile Image: Christina C.
Verified Enhanced Background Check
Christina C.
from
$40
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
8 years of experience
Lexington Park, MD, 20653

“Phenomenal! I am in a situation where I'm starting to give fluids to my cat at home. My cat is a Tortie, so she is sassy and fights back on the process of being stuck for fluids. I gave up and called the vet, they couldn't get me in for a few days due to the weekend, but my cat needed the fluids now. Christina was able to come the day after I contacted her to help me. She was great! Very kind, easy to get along with. I felt at ease with her and she was very knowledgeable due to her experience as a vet tech. We got the needle in my cat and she got her fluids, Christina was a lifesaver!”

Profile image
Christina H.
Sitter Profile Image: Cole K.
Verified Enhanced Background Check
Cole K.
from
$20
per visit
1 repeat client
4 years of experience
Callaway, MD, 20620

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

Sitter Profile Image: Shelby S.
Verified Enhanced Background Check
Shelby S.
from
$25
per visit
10 years of experience
Lusby, MD, 20657

About: I’ve grown up taking care of my own dogs both small and large breeds as well as cats. I’ve also taken care of pets for friends and family while they are out of town. I have been working in healthcare since 2019 so I har lots of care giving experience I currently work Monday through Friday and would love do drop in visits before or after work. Also would be available for overnight care on weekends. prioritize maintaining the pet’s home routine, diet, and comfort level, all pets in my care for overnights are offered free roam in a safe environment but am willing to cage pet if owner would prefer to do that as well.

Sitter Profile Image: Ryan R.
Verified Enhanced Background Check
Ryan R.
from
$20
per visit
13 years of experience
Lexington park, MD, 20653

About: What sets me apart as a sitter is the level of care, patience, and attention I give to every pet as if they were my own. I understand that every animal has a unique personality, routine, and comfort level, and I take the time to learn what makes them feel safe and happy. I’m especially comfortable caring for puppies I also grew up taking care of English bulldogs and understand the importance of consistency with potty training, basic commands, and positive reinforcement. I’m also attentive and gentle with senior pets, making sure they receive extra patience, medication support if needed, and a calm environment. I’m reliable, communicative, and always keep pet parents updated with photos and messages for peace of mind. My goal is to make sure your pet feels loved, secure, and well cared for while you’re away My schedule is pretty open. I am always flexible depending on what I have scheduled. I do work but only part time. I make time for the pets I watch. I love to take my dog on walks my animals are house dogs they spend time with me and enjoying life not in a cage though they do have one and love to just lay in there but there environment is safe and welcoming.

1 / 1
View more

Pet parents share their Rover experiences - Holly Oaks

1 / 1
5.0 out of 5 stars

Rileigh was great with our pups! We really appreciate her taking the time to care for them while we were away. It means a lot knowing they’re being looked after and cared for when we can’t be there. We would definitely use Rileigh again!

Profile image
Jodi P.
Drop-In Visits
5.0 out of 5 stars

Rileigh is the perfect person to chose to take care of your pets! She cared for our two small dogs, one of them being older and a little bit of a pain. She was prompt on every visit, sent pictures and updates of babies. It had rained and she even went out of her way to clean up the muddy paw prints. We had the biggest peace of mind knowing Rileigh was caring for our dogs while we were away. Will definitely be booking her again in the future!

Profile image
Kassie L.
Drop-In Visits
5.0 out of 5 stars

Rileigh took care of all of our kitties (1 inside and 3 feral) for over a week. She was great with the cats and sent pics everyday. Very punctual and great communication with us the entire time. Will definitely use her again. Thank you Rileigh!! 😻

Profile image
Shelly B.
Drop-In Visits
5.0 out of 5 stars

Elizabeth has been so wonderful with our pup. She is very understanding and definitely shows her comfort with dogs (and what it sounds like, all animals 😊). She is prompt and communicative that makes you very comfortable leaving your family member with her. Definitely recommend her.

Profile image
Madison P.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Holly Oaks

Select a filter and find qualifying sitters offering pet sitting.

FAQs for Pet Sitting - Holly Oaks

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 .

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge