Pet Sitting Kennedyville

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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Kennedyville, 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: Dawn D.
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Dawn D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
12 years of experience
Chestertown, MD, 21620

“Dawn was fabulous -- both with Athena and with the situation; she came and sat with our dog Athena while there was a wedding going on outside and it was an utter madhouse and she was kind and soothing with both the canine and dog customers. Do not hesitate to book with Dawn. She is knowledgeable and flexible.”

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Marsh R.
Sitter Profile Image: Aaron W.
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Aaron W.
from
$19
per visit
25 years of experience
Worton, MD, 21678

About: I have lots of compassion when it comes to animals, and I have years of experience working for cat/dog rescues as well as pet transports, I currently have a four day weekend at my current job and have way too much free time! I also have no problem with early mornings or late nights! I have two small dogs that I take for a couple walks a day, and I Help prepare their food which is home made and all natural. I also have a cat with urinary tract issues so I’m used to keeping their litter boxes spotless.

Sitter Profile Image: Ashley C.
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Ashley C.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

About: I’ve been dog walking and sitting for neighbors since I was 12 years old. I’ve dog sat multiple types of dogs. I’ve done dog walking, check-in & potty break visits, and I’ve stayed at a clients home for long periods of time to be with their pups. I’ve also been tasked with administering insulin shots to dogs before. And I have a lot of experience with dogs that have anxiety, whether with new people, thunderstorms, or anything else, as I have one myself and a long remaining client of mine does as well. I’ve always loved dogs, having grown up having 2 smaller dogs myself. I am hoping to do pet sitting as a new permanent business, so I will have nothing but time to look after your pets! I will schedule out days and time periods based on client necessity and to provide the optimal care for your pets. Because I have two dogs myself, one of which has severe people and other animal anxiety, which for the safety of your pets and mine means I am unable to bring any pets into my home as of current. However, I’ve stayed at the homes of clients before to be with their pups while they’re away. I feed them every morning and night or make sure the food bowl is full depending on how the client feeds their dogs. I give them any medicine or joint tablets that they need to be well. I let them out multiple times a day whenever they need it. And I try to play with and pet them as much as I can while I’m there so they don’t miss their humans too much. I will even take them on a walk if allowed.

Sitter Profile Image: Mackenzie H.
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Mackenzie H.
from
$14
per visit
7 years of experience
Centreville, MD, 21617

About: I’ve been around dogs since I was a kid, from K9 German Shepherds to tiny Chihuahuas. Now, I love dog/house sitting for neighbors, friends, and family, and it’s always a blast getting to know each dog’s personality! I’m working full-time right now, but I’m mostly out of the office, spending my days checking out local crop fields. I’m always happy to pop by and let the dogs out for lunch, then head back after work usually around 5pm. I really value what pet owners say because I want their dogs to feel safe and happy when they’re not around. If crating is necessary, that’s perfectly okay, but if they’d prefer to snuggle, that’s just as good!

Sitter Profile Image: Ann B.
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Ann B.
from
$25
per visit
10 years of experience
Middletown, DE, 19709

About: I’ve been a devoted dog owner for 10 years, and I’m passionate about both dogs and staying active. As a schoolteacher, I’m excited to continue doing what I love while earning extra income to help pay off my student loans and purchase supplies for my classroom. I can walk dogs Monday through Friday after 3:30 pm. If you’re running late and need someone to help out in a pinch, I'm happy to assist. I’m available on Saturday and Sunday to walk your furry friend three times a day, or more if needed. Our dog is incredibly spoiled and loved. Whenever I come home, she brings me her ball, and we play fetch before anything else. She is groomed monthly, walked several times daily, and receives constant attention. When we have salmon, we cook her a plain fillet, which she loves.

Sitter Profile Image: Shacja S.
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Shacja S.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
45 years of experience
Ridgely, MD, 21660

About: Active Dog Loving Grandparents We enjoyed the pleasure of having pets our entire lives, they have brought us a sense of peace and joy and best of all unconditional love. Our best friends have been Boston Terrier’s, German Sheppard’s, American Bulldogs and Boxers. They are all unique in their personalities but all love to be loved, just like us. We are retired so one of us are at home all the time. We live on a great fence property with an awesome nieghborhood that we love to take walks around multiple times a day (weather permitting.) The dogs usually have a grand time taking a run around the property and playing. Should it be too warm of course they enjoy the air conditioning ? Now that our children are grown and married with children/dogs we occasionally keep their Boxer brother (Duke) and sister (Honey) and our grandchildren too. You can feel safe leaving your pets in our care. We will look after them and love them like our own! In fact, they may not want to leave as our grand-dogs do? Can provide a bath prior to your return if you would like. Look forward to meeting you and your baby soon. Grandma J

Sitter Profile Image: Erica N.
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Erica N.
from
$20
per visit
5.0 out of 5 stars
• 1 review
8 years of experience
Dover, DE, 19904

“Erica was awesome! Punctual, attentive and an excellent communicator! My pup didn’t feel well and she went above and beyond to send pics and comfort Essie while I was out of town- even cleaned up and checked back to see if she could help clean up after her last “shift”!”

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C L.
Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
• 80 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

“Jen is absolutely the BEST petsitter you will ever experience. My cat is very high maintenance with her attitude and her massive hair (forest cat). Upon my arrival home kitty was calm, very content , and had an extensive grooming! My home was exceptionally clean with the removal of litter and cat food cans. Jen met me before the sitting dates and she was extremely knowledgeable . She has tons of common sense--- You will not need to give her pages of instruction. She GETS IT ! In addition, my plants were watered during this 94 degree weather , mail was placed neatly inside, and trash cans were taken to the curb . Photos are sent to you at each visit. Love Jen to take care of my cat.”

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Jane E.
Sitter Profile Image: Krista K.
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Krista K.
from
$25
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
10 years of experience
Camden, DE, 19934

About: Over the past year, I've had the pleasure of caring for dogs and cats of all ages, from energetic puppies to sweet senior companions. Every pet has their own unique personality and routine, and I take the time to make sure they feel safe, comfortable, and loved while you're away. I have experience administering medications to senior dogs and understand the importance of following care instructions carefully and consistently. Whether it's sticking to feeding schedules, giving medications, going for walks, or simply providing companionship, I treat every pet as if they were my own. When I house sit, I also take great pride in caring for your home. I always aim to leave it cleaner than I found it, so you can come home to happy pets and a tidy, well-cared-for space. My goal is to give you complete peace of mind, knowing both your furry family members and your home are in caring, reliable hands. Caring for animals is already woven into my daily rhythm. I work part-time with flexible hours, giving me plenty of space in my schedule for peaceful walks, playtime, and check-ins with pets. I’m used to creating a balanced routine around my own dog, and bringing that same calm, attentive energy to other pets feels completely natural. I am currently free to sit/walk any day of the week as well as house sit for as long as you need. When caring for pets in a client’s home, I focus on creating a safe, calm, and familiar environment for them. I follow your routines exactly as you outline them — from feeding instructions to walk times to any training cues your dog is used to. I keep doors and gates secured, monitor their body language closely, and make sure they always have fresh water and a comfortable space to relax. Trust is extremely important to me, so I communicate clearly, send updates/photos, and treat your home with the same respect and care I treat your pet.

Sitter Profile Image: Briana B.
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Briana B.
from
$35
per visit
4.9 out of 5 stars
• 18 reviews
6 repeat clients
12 years of experience
Newark, DE, 19702

“I recently had the pleasure of working with Briana, and I couldn't be happier with the experience! From our first interaction, it was clear that she had a genuine love for animals and a deep understanding of dog care. Briana took the time to get to know my dogs' personalities, habits, and specific needs, which put me at ease right away. During the time I was away, she provided regular updates and adorable photos, which reassured me that my pups were in great hands. Thank you Briana”

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Kendall W.
Sitter Profile Image: Steven H.
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Steven H.
from
$25
per visit
3 years of experience
Grasonville, MD, 21638

About: I have hands-on experience caring for my own dogs, Koda and Eddie. Koda is a Cane Corso puppy, which has helped me learn the importance of patience, consistency, positive reinforcement, and proper exercise. I make sure my pups receive plenty of love, attention, playtime, and daily care while keeping their safety and comfort a priority. I understand that every dog has a unique personality and needs, and I would treat every pet in my care like family! 🐶❤️ Pet care is something I enjoy and make time for in my daily schedule. I strive to be flexible, dependable, and attentive to each pet’s needs, ensuring they receive plenty of exercise, attention, and care. I communicate with pet parents to coordinate schedules and make sure every pup gets the time, love, and attention they deserve! 🐾 I prioritize safety, patience, and trust when caring for every pet. I make sure each animal feels comfortable, loved, and secure while following the owner’s instructions and respecting each pet’s unique needs. I believe in keeping open communication with pet parents, providing regular updates, and creating a safe, welcoming environment where both pets and their owners can feel confident and at ease. My goal is to treat every pet like family! 🐾❤️

Sitter Profile Image: Savannah M.
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Savannah M.
from
$60
per visit
5.0 out of 5 stars
• 4 reviews
4 years of experience
Smyrna, DE, 19977

About: Need a reliable, schedule-oriented sitter who treats your pets like family? I’m here to help! I am a Veterinary Science and Medicine student with a deep passion for animal care. My experience includes 6 years of professional dog sitting, 7 years of cat sitting, and countless years of fostering rescue animals and volunteering at local shelters. Because I am highly organized and detail-oriented, I strictly follow your pet's feeding, walking, and medication schedules. I look forward to giving your pets all the love and undivided attention they need while you're away! I currently work full time but am openly flexible to work Fridays through Mondays and the days in between can be worked out as I have amazing hours and a great support network! Quiet neighborhood with nearby trails and plenty to explore! Lovely environment and plenty of love to spread around from fur and human friends alike, I can assure you your fur baby or babies will be right at home while you’re away.

Sitter Profile Image: Emily W.
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Emily W.
from
$20
per visit
5 years of experience
Denton, MD, 21629

About: I love dogs and I love spending time with them and playing with them! I love to snuggle or lay close with them and make sure they are comfortable at all times. I love playing with them and wearing them out so they sleep good at night! I love walking them and seeing how excited they get when someone comes to see them! I have dog sat many of dogs from very small to very big and I don't have a type, I love all sizes, shapes, and more! I have had a dog my whole life and I can't ever get enough of them. I have been told that I am good at dog sitting and their pets are always great when they return!

Sitter Profile Image: Brianne S.
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Brianne S.
from
$25
per visit
4.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Ella M.
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Ella M.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$42
per visit
5.0 out of 5 stars
• 67 reviews
21 repeat clients
50 years of experience
Wilmington, DE, 19809

“This is the second time Chris has watched our dogs and we're so grateful. She is attentive and punctual with excellent communication. She is our new go-to!”

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Jessica W.
Sitter Profile Image: Farrah B.
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Farrah B.
from
$18
per visit
20 years of experience
Downingtown, PA, 19335

About: I have cared for dogs since I can remember! I wish I can adopt 20 dogs and give them a beautiful life but since I can’t, I have chosen this career instead. I can understand, communicate, listen and love your pet. It would be an honor to care for your four legged baby!!! I am recently in remission from cancer, extremely stable, and I make animals my full time job! I am free anytime! Day, night, weekends and weekdays I’m free to help! I would keep a clean environment, offer play time, pet time, cuddle time, meal time and long walks no matter what the weather conditions are like!!! Your pet will love me!

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The median cost per visit for pet sitting in Kennedyville is $20

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 - Kennedyville

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Sitters in Kennedyville average 6
repeat pet sitting clients

FAQs for Pet Sitting - Kennedyville

Frequently asked questions about Rover

As of November 2026, there are 3,122 sitters on Rover offering Pet Sitting across Kennedyville. 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 Kennedyville. On Rover:

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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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