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.

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Over 10
pet parents in Holly Oaks have booked pet sitting

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
18 repeat clients
26 years of experience
Clements, MD, 20624

“I would recommend Brooke to anyone! She is so great with my babies and always takes such great care of them! They both love her so much. Even my anxious baby Kya loves her! She is always the first person I go to when I need help with my babies.”

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Gretchen G.
Sitter Profile Image: John D.
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John D.
from
$17
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
23 years of experience
Chaptico, MD, 20621

“John was fantastic! He kept us updated on what was going on at home and sent us pictures of the pets each day. He made sure the cats and Guiana pig didn’t miss a step in their routine while we were out of town. Fantastic experience! We will use him again.”

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Nina E.
Sitter Profile Image: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
17 years of experience
California, MD, 20619

About: Moved to California, MD area from being stationed in Japan! With a lifetime of experience caring for cats and dogs, I know that pets are more than just animals—they’re family. I’ve raised three dogs and currently have both a cane Corso and a cat. My skills include puppy training, crate training, basic command training, and managing pets with medical needs, including medication administration. I’m also experienced with reactive dogs, allergies, and maintaining breed-specific grooming standards. As a passionate pet lover, I volunteered with the Red Cross animal visitation program while Active Duty & an active volunteer at St Mary Animal Humane Society. You can trust me to treat your pets with the same love and attention I give my own! I work part-time and live 10 minutes from my house. I always check in on my pets during lunch. My husband works nights so he is home while I’m at work and we switch. I have a fenced yard, and lots of dog friendly walking areas. I have two friendly pets who do very well with other animals. I crate my dog when I leave home for safety & use cameras to check in on them.

Sitter Profile Image: Makayla M.
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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.
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Taylor K.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
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!!”

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Mariaeva D.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$34
per visit
5.0 out of 5 stars
• 38 reviews
16 repeat clients
20 years of experience
California, MD, 20619

“As usual, Shemoy was wonderful with our kitties and taking care of our house during her visits. This is the second time we have used her and she is great!”

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Elena G.
Sitter Profile Image: Starfire E.
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Starfire E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
15 repeat clients
16 years of experience
Mechanicsville, MD, 20659

“Thanks again for reliable, thorough and compassionate care for our pups!”

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Sara F.
Sitter Profile Image: Mya H.
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Mya H.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
Leonardtown, MD, 20650

About: Animals are my passion. Big, small, furry, scaly. I have cared for animals for as long as I can remember. I've pet sat my neighbors pets since I was a teenager and I worked at an animal kennel/doggy daycare from the ages of 16-21. And for the past year I have been working in a veterinary hospital as a Veterinary Assistant! I will ensure your pets will be treated as my own, as I consider mine family, and would want others to treat them that way as well! I am currently available as needed, mornings, afternoons, and evenings for your pets. I am willing to stop in later at nights if needed too:) I cannot bring your pet to my place, but I would love to do whatever you need for your fur baby to be cared for the to the best of my ability at your home!

Sitter Profile Image: George S.
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George S.
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
9 repeat clients
19 years of experience
St Leonard, MD, 20685

“We had a wonderful experience with George! He was attentive, reliable, and genuinely caring throughout the entire stay. He took the time to play with and give Gyp plenty of affection and pets, which he absolutely loves! I was especially happy to see how quickly and naturally the two of them bonded. It was clear that Gyp felt comfortable and was well cared for. Communication was great, and we had peace of mind knowing Gyp was in such good hands. We are so grateful for the warmth and attention he gave Gyp. It means a lot to find someone who cares for your dog as if he were their own. We would We had a wonderful experience with our dog sitter! He was attentive, reliable, and genuinely caring throughout the entire stay. He took the time to play with and give Gyp plenty of affection and pets, which he absolutely loves! I was especially happy to see how quickly and naturally the two of them bonded. It was clear that Gyp felt comfortable and was well cared for. Communication was great, and we had peace of mind knowing our dog was in such good hands. We are so grateful for the warmth and attention he gave Gyp. It means a lot to find someone who cares for your dog as if he were their own. We would happily welcome him back anytime and would definitely book him again. Thank you for taking such wonderful care of our boy! definitely book him again. Thank you for taking such wonderful care of our boy!”

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Melinda S.
Sitter Profile Image: Katie W.
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Katie W.
from
$15
per visit
25 years of experience
Mechanicsville, MD, 20659

About: I am an attorney and work from home 3 days per week. I have had many different kinds of dogs since I was a kid, but the big ones are my favorite :) I received training in positive reinforcement for dogs and taught classes at Petsmart throughout college. I’m available for walks, drop in visits and boarding at my house. We have a one level home with a fenced in yard, and cuddles on the couch and bed are welcome! Your pet would have to be comfortable with getting loved on by two little boys - ages 6 and 1. They are very gentle and always supervised. We recently lost our black lab and are looking for all the pet lovin ❤️ I work from home 3 days per week and am available on weekends for regular drop in visits or boarding at my house, with a fenced in yard. We recently lost our black lab so I would be happy to love on your fur babies. I have a fenced backyard and love going on walks! We have a park near our house with a walking trail as well.

Sitter Profile Image: Riley h.
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Riley h.
from
$25
per visit
8 years of experience
Lusby, MD, 20657

About: I have pet experience with staying at people’s homes for over seven nights to care for their pets. I communicate clearly, provide updates, and follow instructions. I have a flexible schedule and can work with pet parents to find times that fit their needs. I’m available for dog walking, drop-in visits, and pet sitting, depending on the day and time. I’m happy to discuss scheduling ahead of time to make sure your pets receive the care, attention, and love they deserve! I prioritize keeping pets safe, comfortable, and happy in their own home. I follow each pet parent’s instructions, keep their space clean, provide fresh water, and make sure they receive plenty of attention. I communicate with owners regularly and send updates so they can feel comfortable knowing their pets are in good hands.

Sitter Profile Image: Adin W.
Verified Enhanced Background Check
Adin W.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
6 years of experience
Charlotte Hall, MD, 20622

“Adin is awesome! He helped us so much when we needed weekend drop in support and was so wonderful with our babies. We appreciate Adin’s thoughtful and gentle demeanor towards our unique bunch. We’ll certainly be using for Adin future help!”

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Lindsay G.
Sitter Profile Image: Kathleen C.
Verified Background Check
Kathleen C.
from
$55
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

“Kathleen again gave us peace of mind as we went to visit family! Katu now knows Kathleen as well as she knows him. I recommend highly Kathleen as she is a natural with animals. Katu is now 17 years young!”

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Karen G.
Sitter Profile Image: Elizabeth K.
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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!”

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Kelsey W.
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 so great with Chase! She's super dependable and always goes the extra mile. We highly recommend her to take care of your pets while you're away!”

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Jon T.
Sitter Profile Image: Abi S.
Verified Enhanced Background Check
Abi S.
from
$20
per visit
4 years of experience
Solomons, MD, 20688

About: I have a golden retriever of my own, and have been dog sitting, walking and taking care of other families and friends dogs for about 5 years. I am home from college for the summer, and taking classes at night. I am available during the day and mornings, and have fairly open weekends. I have experience walking pets, feeding them, giving them medication if needed, or just spending time with them while their owners are away! I love sending photos and videos to their owners while they are away.

Sitter Profile Image: Kendal F.
Verified Enhanced Background Check
Kendal F.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
7 years of experience
Huntingtown, MD, 20639

“Kendal was very prompt and made sure to give my animals plenty of attention. She also communicated with me of there were any issues. Highly recommend and will be requesting her services in the future.”

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Patrick G.
Sitter Profile Image: Breanna E.
Verified Enhanced Background Check
Breanna E.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
20 years of experience
Waldorf, MD, 20601

“Breanna is AMAZING with my big baby boy 🐕!!! We are beyond Lucky to have found her! She goes above and beyond and is like a Dog Whisperer lol! My German Shepherd LOVES her and she’s his new bestie. I hope I can keep Breanna forever! 5 stars Highly recommend- she’s Wonderful!! 😁”

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Joy M.
Sitter Profile Image: Laura C.
Verified Enhanced Background Check
Laura C.
from
$35
per visit
25 years of experience
Mechanicsville, MD, 20659

About: I've been a pet professional for many years working at large kennels, grooming salons and a short time as a vet tech. I've also owned multiple dogs, cats, horses, farm animals and a few reptiles. I'm a stay-at-home mom and home-based dog groomer, so I'm home the majority of the day. This allows me to provide plenty of potty breaks, outdoor playtime, walks, cuddles, and individual attention. My schedule is flexible, allowing me to accommodate each dog's feeding, medication, and daily routine. With only 4 dogs in my care at a time, your pup will receive lots of love and personalized attention! I live on 5 acres but at this time it's not fenced for dogs. I have a older mix breed dog and a 9 month old standard poodle that loves to play. My dogs are trained off leash to stay home but I would prefer to keep visiting dogs on a extra long leash to allow free play but be able to keep them from wandering off or eating my chickens. I have an unfinished basement with open cages and a mattress for my dogs when I'm not home, they come upstairs when I'm home. I also have my air conditioned grooming salon if someone needs a break or quiet time (older or scared)

Sitter Profile Image: Itzel A.
Verified Enhanced Background Check
Itzel A.
from
$18
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
White Plains, MD, 20695

“Itzel was amazing! Very communicative and was excited to watch my dog and cats. It is always comforting to know someone truly cares about watching your pets! Loved working with her and would absolutely hire her again!”

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Kacie B.
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The median cost per visit for pet sitting in Holly Oaks is $20

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!

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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!

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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!! 😻

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Shelly B.
Drop-In Visits
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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

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Popular requests for pet sitting - Holly Oaks

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Sitters in Holly Oaks average 5
repeat pet sitting clients

FAQs for Pet Sitting - Holly Oaks

Frequently asked questions about Rover

The average cost of Pet Sitting in Holly Oaks is $16 per visit as of November 2026. Most bookings cost between $16 and $16 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 November 2026, there are 782 sitters on Rover offering Pet Sitting across Holly Oaks. 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.

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 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.

Yes, you can find sitters who have experience with handling special pet needs in Holly Oaks. On Rover:

  • 88% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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.

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

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

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

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

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