House Sitting in Holly Oaks

Find a loving house sitter to watch over your pets and your home.

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Top rated Holly Oaks house sitters

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

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Sitter Profile Image: Alecia S.
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Alecia S.
from
$55
per night
4.9 out of 5 stars
27 reviews
8 repeat clients
12 years of experience
Hollywood, MD, 20636

Alecia did an amazing job! She sent us pictures and updates everyday and treated our home with respect. I highly recommend her and will be using her again!

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Stevie S.
Sitter Profile Image: India B.
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India B.
from
$50
per night
4.8 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

I contacted India on relatively short notice for pet sitting. She was available to come meet us and our dog before our trip. India did a wonderful job taking care of our older German Shepherd who is dealing with some skin conditions. She was very caring and followed all of the instructions that I left for medicine and wound care. We appreciate the care that she gave our girl and will definitely book with India again to take care of our dog. We also have a bearded dragon and fish that she took care of as well. Highly recommend India for pet sitting.

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Becky C.
Sitter Profile Image: Ariel V.
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Ariel V.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Hollywood, MD, 20636

Ariel V. was completely wonderful. My cats were all very happy with her, even my shy guys. Ariel was very attentative to Rascal, my old guy, and he just lapped up her attention. She sent videos and updates on how everyone was doing.

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Paula A.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$38
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Charlotte Hall, MD, 20622

Highly recommend! They were fantastic with my dogs and incredibly punctual. I really appreciated the consistent updates and photos they sent, which gave me total peace of mind while I was away.

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Timothy S.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$50
per night
5.0 out of 5 stars
4 reviews
20 years of experience
California, MD, 20619

We couldn’t be more grateful for Stephanie’s incredible care of our dog, Teddy, while we were on vacation. Our travel plans changed multiple times due to weather, but Stephanie was so flexible and understanding, which made everything much less stressful for us. Not only did she look after Teddy, but she also went the extra mile by taking him to play with other Australian Shepherds, which we know he loved! It was clear that Stephanie genuinely cares about animals, and Teddy had a wonderful time with her. We would definitely recommend her to anyone looking for a trustworthy and compassionate dog sitter!

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Rachel B.
Sitter Profile Image: Kristen E.
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Kristen E.
from
$65
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
15 years of experience
California, MD, 20619

Kristen was absolutely wonderful with my Pomeranian mix, Jasper, over Spring break. From the very beginning, she was flexible with my schedule and made the whole handoff seamless and stress-free. It was clear she genuinely cared about Jasper’s comfort and wellbeing. She was attentive, communicative, and completely dedicated to making sure he was happy and well looked after while I was away. Knowing Jasper was in such good hands allowed me to fully enjoy my time away without a second of worry. I couldn’t have asked for a better sitter. I will absolutely be reaching out to Kristen again and recommend her without any hesitation!

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David H.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
20 years of experience
California, MD, 20619

This was our first time ever using Rover, we usually leave our pets with a trusted family member or friend, and we are beyond impressed with our experience with Shemoy! Shemoy is just the sweetest; she sent several photos, including one holding our cat Alice who never warms up to any strangers! We will definitely be using Shemoy again and highly recommend her to take care of your pets.

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Tabatha G.
Sitter Profile Image: Madison H.
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Madison H.
from
$50
per night
7 years of experience
California, MD, 20619

About: I am a responsible and dependable college student who genuinely enjoys caring for animals. I understand that every pet has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and well cared for while you're away. I am attentive to feeding schedules, exercise needs, medications, and any special instructions provided by owners. I also believe in keeping pet parents updated with regular messages and photos so they can have peace of mind while their pets are in my care. In my own personal experience I have worked with pets ever since I was 13 and have loved animals my whole life. I have watched multiple animals at one time, administered medication, provided walks, provided cuddles/play times, and provided over night stays for the past few years. Whether your pet enjoys long walks, playtime, or simply having a calm companion around, I will provide patient and loving care tailored to their needs. My goal is to treat every pet as if they were my own and ensure they receive plenty of attention, affection, and care. I am currently working a part-time internship related to my major for school. This internship only takes up 15 hours of my time during the week. I am available to play and care for your pets any time during the weekend and when I am not working. As I do not have my schedule yet, I estimate most of my time will be spent with your pets in the evening during the week and whenever we can make work! I am very flexible. Safety and comfort are my top priorities when caring for pets. In a client's home, I follow all care instructions carefully, including feeding schedules, medication routines, exercise needs, and any household rules. I make sure pets have fresh water, a clean environment, and plenty of attention and companionship while their owners are away. I understand that pets are often most comfortable in their familiar surroundings, so I work to maintain their normal routine and minimize stress. I also pay close attention to any changes in behavior or health and will communicate promptly with owners if I have any concerns. I treat every home and pet with respect, keeping living areas clean, securing doors and gates, and ensuring pets remain safe at all times. I provide regular updates and photos so owners can have peace of mind knowing their pets are happy, comfortable, and well cared for.

Sitter Profile Image: Taylor K.
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Taylor K.
from
$25
per night
2 years of experience
Leonardtown, MD, 20650

About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work part time and have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.

Sitter Profile Image: Virginia E.
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Virginia E.
from
$60
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
40 years of experience
Clements, MD, 20624

Really good with the animals… 2 cats and and a Velcro dog. Appreciated updates. Highly recommend Virginia and will use her again.

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Debby M.
Sitter Profile Image: Starfire E.
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Starfire E.
from
$40
per night
5.0 out of 5 stars
26 reviews
15 repeat clients
16 years of experience
Mechanicsville, MD, 20659

Starfire did a great job and kept all my animals happy and healthy! She kept us informed with texts and pictures and I appreciate all she did for us. Thanks Starfire

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Martha F.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
145 reviews
74 repeat clients
22 years of experience
California, MD, 20619

We absolutely love Leah!! She's so good with our dogs. Very punctual and responsible. She stays over with our two and leaves or home just the way we left it.

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Dean S.
Sitter Profile Image: Kiera W.
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Kiera W.
from
$50
per night
5.0 out of 5 stars
2 reviews
7 years of experience
Mechanicsville, MD, 20659

About: I have taken vet assistant classes at Prince George Community College and have a certificate! I’ve taken care of my pets, including one of my dog’s with diabetes, administered insulin and checked blood sugar. I also have administered medication to my cats and have many years of experience taking care of all kinds of animals such as dogs, cats, reptiles, fish, etc. I have stayed overnight to watch my neighbors’ dogs. I have experience with all types of animals and have been volunteering at an animal shelter in Prince Frederick! I am a college student in nursing school and have classes from 8:30-10:30 and 12:30-2:30 on Tuesdays and Thursdays. I am available any other time and can also stay overnight! My hours will vary so reach out if interested! I have a fenced in yard and one other dog that is very playful. But I am easily able to separate or crate them if needed.

Sitter Profile Image: Christina H.
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Christina H.
from
$64
per night
5.0 out of 5 stars
47 reviews
7 repeat clients
11 years of experience
Leonardtown, MD, 20650

About: I have been taking care of animals since I was 11. I have taken care of neighbors and friends dogs! I took animal science in high school for two years which included dog grooming two days out of the week and also learning about all animals in general. I worked at Hayfield Animal Hospital as a Kennel Assistant when I was in high school as well. This required walking and feeding dogs on a day to day basis. Through my junior year of high school through college, I was a summer camp counselor for a Horse riding stables. This included taking care of 30+ horses every morning and night during the week. I have been riding horses for 20 years now and have an equine minor. I have lots of experience with dogs and cats! I currently have two dogs of my own that I love very much. I have grown up with cats and until recently have always had one or two in my life. I currently work full-time from home. I work from 8 to 5 but can sit before then, during lunch, or after work. I also have time on the weekends to sit as well. I have two dogs of my own at home, so I cannot do in-home sitting currently. I will take great care of your pups/cats at your own home and follow any instructions given!

Sitter Profile Image: Erik M.
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Erik M.
from
$80
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
30 years of experience
Leonardtown, MD, 20650

Erik was absolutely amazing!!!! It was the first time leaving my dogs with a sitter while I was out of town and I will definitely be using his service again!!! He shared pictures of the dogs every day and he made me comfortable while I was clear across the country. He even washed the couple dishes in my sink!!! I would definitely recommend Erik to all my friends and family!!!

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Missy M.
Sitter Profile Image: Zoey D.
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Zoey D.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
1 year of experience
Mechanicsville, MD, 20659

Zoey took good care of our three pups and house.

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Catherine M.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per night
5.0 out of 5 stars
3 reviews
2 years of experience
California, MD, 20619

Juliana was a joy to work with and took thoughtful care of my home and dog! She was knowledgeable, kind, communicative, and patient with Hugo getting used to her. Upon my return, she had followed instructions thoroughly and carefully, and Hugo was well cared for and happy. And so am I! Thank you, Juliana!

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Gail D.
Sitter Profile Image: Bree M.
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Bree M.
from
$70
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
12 years of experience
Leonardtown, MD, 20650

About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.

Sitter Profile Image: skyler B.
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skyler B.
from
$25
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Leonardtown, MD, 20650

Skyler was professional and caring with our pets. She stayed 72 hours in our home and left the home clean and the dogs very happy. We will absolutely be contacting Skyler the next time we need her services as she was a joy to have in our home while we were away playing and caring for our two large dogs.

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Michael F.
Sitter Profile Image: Allison H.
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Allison H.
from
$20
per night
30 years of experience
Hollywood, MD, 20636

About: I have experience with large dogs and small dogs and love spending time with animals. I am currrently without animals at the moment which leaves more time for me to help others! I work full time but have availability some afternoons and evenings and also weekends. My job is also flexible so I’m able to take lunch breaks and work from home most days. I can work with your schedule and be flexible to what you and your animals need. Please just let me know what you’re looking for and we can work together to make that happen!

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Over 5
pet parents in Holly Oaks have booked house sitting

Holly Oaks pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Rileigh is amazing with our dogs. She is great at communicating with us and sending updates. The dogs love to hang out with her and cuddle.

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Shannon B.
House Sitting
5.0 out of 5 stars

Elizabeth took great care of our 13 week pup while we had to take our other doggo to an appointment out of town. She was great to communicate with and sent pictures of our lil man. Will definitely be booking with her in the future!

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Sarah F.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Holly Oaks is $50

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 house 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.

Sitters in Holly Oaks average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Holly Oaks on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Holly Oaks house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 461 house sitters in Holly Oaks. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Holly Oaks house sitters respond in under an hour.

House sitters in Holly Oaks have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Holly Oaks.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Holly Oaks house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.