Pet Sitting Holly Oak

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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Holly Oak, 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.

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Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 110 reviews
34 repeat clients
22 years of experience
wilmington, DE, 19810

“Cassandra was so wonderful - she always sent me plenty of pictures and even helped me when I needed a last minute visit due to an emergency! Thank you so much for giving such amazing care to my kitties!!”

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Phoebe M.
Sitter Profile Image: Cara B.
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Cara B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 23 reviews
11 repeat clients
20 years of experience
Upper Chichester, PA, 19061

“Cara is the best! She takes care of Gambit as if he is her own dog. He looks forward to seeing her, going on walks and playing. I don’t think I’d ever find anyone as great as Cara! I consider her part of the Gambit family”

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Howard K.
Sitter Profile Image: Margaret G.
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Margaret G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
8 years of experience
Wilmington, DE, 19803

“Margaret is as nice as they come!! She showed up on time and took great care of Tank! She kept in touch with us and even sent pics. Not only would I recommend her but we will be using her services weekly.”

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Rich H.
Sitter Profile Image: Bianca C.
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Bianca C.
from
$15
per visit
5 years of experience
Wilmington, DE, 19810

About: I am an animal lover with 5+ years experience caring for neighborhood pets. I will provide specialized care for your loved ones when you are away. I have a flexibility in my schedule to provide consistent and reliable care. I will work with you to ensure your pet receives the best care possible. I am a trustworthy and respectful guest when I come to your home to look after your pets. Your safety and your pets safety are paramount.

Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 136 reviews
42 repeat clients
19 years of experience
Wilmington, DE, 19809

“Linda is amazing beyond words! We feel very blessed to have found such a reliable and understanding sitter. Our cat is a Bengal, full of energy, and needs his playtime. Linda has done such a wonderful job playing and interacting with him during her visits, my cat really enjoys her company (and he’s not easy to impress!). Believe me, you won’t be disappointed if you hire her!”

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Ammy H.
Sitter Profile Image: Holbert C.
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Holbert C.
from
$14
per visit
2 years of experience
Wilmington, DE, 19803

About: Hey everyone! My name is Holbert. I’ve grown up around dogs of all sizes, from Yorkies and Shih Tzus to Saint Bernards, and I’m just as happy spending time with cats too. I’m a law student, but outside of school I really enjoy being around animals, getting to know their personalities, and making sure they feel comfortable and cared for. I’m patient with shy or nervous pets, playful with the energetic ones, and I’ll probably send you way too many funny pictures while you’re gone. I’m also very respectful of your home and your pet’s routine, so you can feel comfortable knowing they’re in good hands 😊 My schedule is pretty structured during the week, with work on Tuesdays and Thursdays from 9 to 5 and classes on Mondays and Wednesdays from 9 to 4. Fridays through the weekend, though, I have much more flexibility and can really dedicate my time to walks, drop ins, playtime, and hanging out with your pets. I also do my best to work pet care around my weekday schedule whenever possible, so your pet still gets the attention and consistency they need. Whether I’m caring for pets in my home or yours, I try to keep things as comfortable and familiar for them as possible. I follow, feeding schedules, walking routines, house, rules, and any special instructions you leave for me, also making sure they get plenty of attention, playtime, and affection. I’m patient with pets who need a little extra time to warm up, and I always pay attention to their personality and comfort level. In a client‘s home, I’m also very respectful of the space. I will always leave things clean and cared for, just as I found them, if not better.

Sitter Profile Image: Yasmine C.
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Yasmine C.
from
$16
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Wilmington, DE, 19809

“Yasmine took great care of my cats while I was away for an extended trip. I needed a last-minute cat sitter, and she was incredibly reliable and easy to work with. She was very responsive/communicative, followed all of my instructions carefully, and always kept me informed of any observations or issues. It gave me peace of mind knowing my cats were in such good hands. I highly recommend Yasmine to anyone looking for a trustworthy and attentive cat sitter!”

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Carolyn C.
Sitter Profile Image: Leslie T.
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Leslie T.
from
$19
per visit
19 years of experience
Wilmington, DE, 19810

About: Been doing this since I was 18! Giving genuine care and attention to your fur babies isn’t taken lightly when I am trusted with them! I work part time right now and have a very flexible schedule! Willing to work out a schedule with you as well! Here to help you and your pets needs 😊 I provide in-home pet sitting at your home, so your pets can stay comfortable in their own familiar environment and maintain their normal routine. I’m respectful of your home, follow your instructions carefully, and will keep you updated while you’re away with messages and photos!

Sitter Profile Image: Kristen S.
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Kristen S.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Wilmington, DE, 19803

“Kristen is wonderful! She handled my 2 dogs easily and sent me a very detailed description of her time with them, including some great pics. I’ve already booked her again!”

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Paula L.
Sitter Profile Image: Justice n.
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Justice n.
from
$22
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
8 years of experience
Wilmington, DE, 19803

“Klyde and Kimber loved having Justice visit them. Klyde looks so happy in the pictures. Wasn’t sure how he’d be but he warmed up fast! Loved the pictures and the description of how she spent the time. Looking to lots more visits.”

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Kristin M.
Sitter Profile Image: Christa M.
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Christa M.
from
$20
per visit
5.0 out of 5 stars
• 29 reviews
16 repeat clients
29 years of experience
Wilmington, DE, 19801

“Christa was a life saver. I can never fully enjoy my vacations because I think about my little guys alone in a boarding facility. I have a special needs dachshund named Maui. She's paralyzed in her back end and needs her bladder manually expressed. Very few boarding facilities will accept her. Christa came to our home three times per day, loved on, played with and cared for our three dogs and our parrot. I've never come home from a trip and found my dogs so happy and relaxed and clean. Christa went above and beyond.”

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Dayna J.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 60 reviews
16 repeat clients
45 years of experience
Boothwyn, PA, 19061

“Elizabeth was super sweet, took great care of our dog and was great at keeping us updated. She locked up as requested too.”

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Paige G.
Sitter Profile Image: Sara K.
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Sara K.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Wilmington, DE, 19809

“Sara has consistently impressed us with the kindness and reliability of her pet care. She is so good with Alfredo and communicates frequently to let us know how he’s doing. We feel very lucky to have her watch our dog when we leave and know he’s in good hands. She is also quick to let us know her availability.”

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Susanne W.
Sitter Profile Image: Jose S.
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Jose S.
from
$15
per visit
2 years of experience
Linwood, PA, 19061

About: What sets me apart from others is I'll never change from being kind. Kind is where it is and will always. dogs come first in my eyes I can work on your schedule. I love being punctual. If you need a sitter I will try to be there when requested. Don't believe me try it out I will only do as told. I will never go out of boundaries. What you say goes. I WILL keep your dog or cat on your schedule

Sitter Profile Image: Sharielle L.
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Sharielle L.
from
$30
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
17 years of experience
Wilmington, DE, 19802

“She came to do a meetup and the boys liked her. Communication and the whole process was smooth. Never had someone do a drop in visit in my home before since we moved out to Delaware. I would hire her again and recommend her to others!”

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Manny J.
Sitter Profile Image: Lena D.
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Lena D.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
11 years of experience
Wilmington, DE, 19809

About: I grew up with dogs from a young age and fell in love with taking care of them. As I got older and went to school, I was always happy to help friends and neighbors to look after their pets as well. Now, I’m happy to say that I’ve been a dog walker and pet mom for three years! I currently work full-time, but my schedule is variable and I’m more than happy to work pet care into my schedule. Whether it’s a walk or drop-in, I can usually find time to help! In your home, your pets know what’s best and most comfortable. I do my best to work with them and adjust to their needs accordingly based on what’s available and familiar to them in your space.

Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 37 reviews
12 repeat clients
20 years of experience
Wilmington, DE, 19806

“Sarah is a natural with dogs! Our dog is 6 and this is the first time we have ever left her with a sitter since she can be anxious at times! Sarah set us all at ease. She was awesome!”

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Renata M.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$27
per visit
5.0 out of 5 stars
• 213 reviews
75 repeat clients
15 years of experience
Wilmington, DE, 19802

“Olivia is the best! My bully girl really loves her bc she's so gentle and friendly. Its obvious how much attention she give her while she's in my home and I feel perfectly comfortable with her. She always has very detailed reports of her visits and I look forward to all the pictures she takes during them as well:)”

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Santina S.
Sitter Profile Image: Alexandra J.
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Alexandra J.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
New Castle, DE, 19720

“Alexandra made fast friends with my very young kitten so much so that he showed her his belly on the second day she’s great with animals and very reliable.”

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Anna C.
Sitter Profile Image: Amanda F.
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Amanda F.
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
18 years of experience
Wilmington, DE, 19810

“Amanda is the perfect sitter. We felt so happy that our dogs were with her while we were gone. Our dogs were so happy the whole time and Amanda sent us plenty of photos. She even stopped by for an extra visit because we had a flight delay. Our one dog is a big, excitable Rhodesian Ridgeback but she had no problem handling him. We will never use anybody else in this area to watch our dogs.”

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Chris D.
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Pet parents share their Rover experiences - Holly Oak

1 / 1
5.0 out of 5 stars

Cassandra has watched our kitty on several occasions at this point and is my most trusted sitter! She's very communicative, sends pictures every day, and seems to love what she does. She's flexible, dependable, and follows instructions very well! Would recommend her to anyone for pet care. Our fur baby is in great hands with her.

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Andy M.
Drop-In Visits
5.0 out of 5 stars

Jordan takes great care of my dogs and they’re always happy to see her. When we had a travel delay on our return she was quick to respond and we were so appreciative she was able to extend caring for them another day. Thanks Jordan!

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Laura K.
Drop-In Visits
5.0 out of 5 stars

My cats were happy and well fed. The photos were great. I always have a hard time getting them to pose. Sara sent great pics every day.

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Nancy M.
Drop-In Visits
5.0 out of 5 stars

Anne did great taking care of my pup. I like getting the messages about the check-ins as well as the pictures. Anne was also very good handling a puppy that is growing very quickly and is very active.

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Marie L.
Drop-In Visits
5.0 out of 5 stars

Audrey took great care of our cat while we were out of town for a week! We would definitely book again!

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Garrett C.
Drop-In Visits
5.0 out of 5 stars

Margaret is as nice as they come!! She showed up on time and took great care of Tank! She kept in touch with us and even sent pics. Not only would I recommend her but we will be using her services weekly.

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Rich H.
Drop-In Visits
5.0 out of 5 stars

Jennifer provides outstanding service. She is professional, trustworthy, and lives the pets. Thank you Jennifer!

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Jean L.
Drop-In Visits
5.0 out of 5 stars

Meghan is wonderful with my dogs & is responsible &respectful of anything I inquire about. I would use her again in the future!

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Rosemary W.
Drop-In Visits
5.0 out of 5 stars

Stephanie is the best. She’s always responsive and gives good updates. Most importantly our cat loves her! Highly recommend Stephanie.

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Josh N.
Drop-In Visits
5.0 out of 5 stars

Couldnt have asked for a better sitter. She was reliable, a good communicator and took good care of the pet!

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Eric M.
Drop-In Visits
5.0 out of 5 stars

Yasmine took great care of my cats while I was away for an extended trip. I needed a last-minute cat sitter, and she was incredibly reliable and easy to work with. She was very responsive/communicative, followed all of my instructions carefully, and always kept me informed of any observations or issues. It gave me peace of mind knowing my cats were in such good hands. I highly recommend Yasmine to anyone looking for a trustworthy and attentive cat sitter!

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Carolyn C.
Drop-In Visits
5.0 out of 5 stars

Trustworthy & consistent, Elizabeth cares about the animals she watches as if they’re her own. 10 out of 10

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James W.
Drop-In Visits
5.0 out of 5 stars

Great experience. I have two dogs that cannot get along and are isolated from one another. Don’t hate me but they are rescues. Z managed to feed them let them out with no incidence. Z was respectful of my home and I never let a person here without me. Z took care of my babies like Z’s own. Highly recommend.

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Rosa anna C.
Drop-In Visits
5.0 out of 5 stars

Catherine was incredible with my cats! She was prompt and thorough with our drop in visits. My two cats were well taken care of, oral medication were administered on time, and most importantly she was great at reading their body language and giving them exactly the attention they needed! I definitely recommend Catherine!

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Morgan L.
Drop-In Visits
5.0 out of 5 stars

Lily was so responsible and sweet with our dogs. We couldn't have left our precious pups in better hands and she was so conscientious in feeding them, walking them, taking photos, and even administering medication. We were so reassured by her responsible and thoughtful updates and hope that even more people will get to experience her wonderful service in future!

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Shauna D.
Drop-In Visits
5.0 out of 5 stars

Jazmin is a great communicator, is so sweet to our babies, and somehow always available. She is always our go to.

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James A.
Drop-In Visits
5.0 out of 5 stars

Marissa is exceptional she took our 7 day appointment last minute and was very understanding and communicative. We were very skeptical at first using a service one to watch our puppy and two having someone coming in our home while we weren’t there. Marissa communicated every day as well as sent pictures. She definitely went over and beyond with our puppy “Buddy”, She bathed him, took care of his play pen area as we would. Im very thankful for Marissa and clearly Buddy enjoyed her as well.

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Lester F.
Drop-In Visits
5.0 out of 5 stars

Sarah was great with our cat Phoebe. Phoebe is very shy and she came out for Sarah every time. She took care of Phoebe in every way and we will certainly use her in the future.

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Steve S.
Drop-In Visits
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FAQs for Pet Sitting - Holly Oak

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.

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