House Sitting Kennedyville

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

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Kennedyville, Find top rated house sitting

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: Liliana O.
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Liliana O.
from
$65
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Chestertown, MD, 21620

“Liliana was amazing!! She kept our dogs super active and happy while we were gone and was very communicative! We would definitely book with her again!”

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Alyssa W.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
• 31 reviews
17 repeat clients
8 years of experience
Townsend, DE, 19734

“Rebecca was super sweet and I can tell she took great care of my boy. She stayed in my home overnight and left the place looking exactly as I left it. She even brought in my Amazon packages for me <3”

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Jennifer S.
Sitter Profile Image: Busara C.
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Busara C.
from
$65
per night
5.0 out of 5 stars
• 94 reviews
17 repeat clients
5 years of experience
Dover, DE, 19904

“Busara is the best! Maxwell has a great time and is always well cared for! I have no worries when I’m not there because I know Busara is always there to save the day and make sure Maxwell has great company”

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Ryan G.
Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$72
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
50 years of experience
Elkton, MD, 21921

“I’m so thankful that Kathleen watched my pups while I was gone for an extended weekend. It was my first time using Rover and having someone stay overnight. Not only did Kathleen make the dogs feel at ease, she also made me feel at ease! She did a great job, checked in with me, and took special care of my senior pup. I highly recommend her.”

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Carolyn K.
Sitter Profile Image: Ann B.
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Ann B.
from
$50
per night
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: Hannah S.
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Hannah S.
from
$65
per night
8 years of experience
Clayton, DE, 19938

About: I’ve been pet sitting since 2018 and have experience caring for cats, dogs, and birds. I currently have a cat and a bird of my own, and I’ve also had dogs in the past. I’m an Agriscience Education major and took Animal Science in high school, so I’ve always had a strong interest in animals and their care. I’m comfortable following feeding routines, cleaning litter boxes and cages, giving medications when needed, and making sure pets get plenty of attention and playtime. I know every pet has their own personality and routine, so I take the time to make sure they feel comfortable, safe, and cared for while you’re away! I’m a college student, so my schedule can vary depending on my classes, but I have flexibility throughout the week for pet care. I’m able to plan visits around my class schedule and make sure pets receive the care and attention they need. I’m also happy to communicate ahead of time to work out a schedule that fits both you and your pet! I treat every pet like they’re my own and make sure they are in a safe, comfortable, and clean environment. When caring for pets in a client’s home, I follow their normal routine and any specific instructions they leave for me. I’m respectful of your home and always make sure doors, gates, cages, and other areas are secure before I leave. I also understand that some pets can be nervous around new people, so I’m patient and give them time to get comfortable with me. My goal is for both you and your pets to feel safe and confident while you’re away!

Sitter Profile Image: Haley Z.
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Haley Z.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
chestertown, MD, 21678

“Haley did a great job! She was great with both my dogs and sent a bunch of pictures which was awesome! I would definitely recommend!”

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Jacob S.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$40
per night
11 years of experience
New Castle, DE, 19720

About: I own dogs from puppies to Senior ,I Love and care for all pups and I know how to give medication to dogs from past history .I current live with 7 Dogs my self and I am I grooming Graduate so I have been and taken care of all different size to breed dogs I am Currently taken care if my own pups or I helping out friends and family with there pups with walking /Drop in feeding them or bathing there pups I would never make your dog feel uncomfortable or make then feel like they are not safe id rather keep them in there own home in there own space so there safe and comfortable as possible

Sitter Profile Image: Krista K.
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Krista K.
from
$111
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
10 years of experience
Camden, DE, 19934

“Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️”

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Jean D.
Sitter Profile Image: Mark & Kayleigh B.
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Mark & Kayleigh B.
from
$85
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Bear, DE, 19701

About: Dogs have always been a big part of my life. I grew up with Border Collies and have also adopted several dogs over the years, so I'm comfortable with everything from high-energy working breeds to laid-back companions. I've also volunteered at several shelters, giving me experience with dogs of different ages, sizes, temperaments, and backgrounds. I work from home (as does my wife) so your pet will be getting consistent, attentive care. To be honest, our dog passed away last fall and we are missing the joy of being dog owners and having dogs around, but we need something a little more flexible for the time being. You are getting two sitters for the price of one and we will care for your dog as if they were our own :) As a former dog parent who has used Rover, my goal is to provide exactly what I was looking for each time I booked a walker/sitter: clear communication, limited hassle, and all of the assurances that you can rest easy and not worry...your doggo is in good hands! I work from home and call my own hours (as does my wife) so as long as we know your dog's routine we will make sure to incorporate it into our own. We have a fenced-in yard and a walking path near our home so walks are never a problem (we love walks). My wife and I both work from home so one of us will always be giving your dog attention/supervision. We have previously owned dogs who were flight risks so we have been conditioned to keep an eye out, keep doors closed, etc. We have a big fenced-in yard and have a little indoor gate/fence that we use in the house if need be to secure a hallway, etc.

Sitter Profile Image: Clarissa O.
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Clarissa O.
from
$65
per night
5.0 out of 5 stars
• 1 review
1 year of experience
New Castle, DE, 19720

“Clarissa was fantastic! We ended up needing a last-minute person to take care of our fur baby so that we could be away for a night. Clarissa was available and willing to come to our home to meet our for baby in person before we went out of town. Then, she had great communication to keep us up-to-date while we were away. I have tremendous confidence in Clarissa and look forward to using her again. HIGHLY RECOMMEND!”

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Alexis L.
Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$100
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
12 years of experience
Frederica, DE, 19946

“Krose had a great day with Chelsea! Chelsea arrived early with a goodie bag with treats and a toy. We appreciated the photos throughout the day. We were happy to see he was relaxed when we arrived home. We would definitely use Chelsea again!”

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Jeanne S.
Sitter Profile Image: Ella M.
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Ella M.
from
$55
per night
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

“Simply the best!!! Very communicative, my Karma loved their walks!! Thank you for taking care of our baby!!!!”

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Christa G.
Sitter Profile Image: Michael P.
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Michael P.
from
$45
per night
1 repeat client
10 years of experience
Perryville, MD, 21903

About: With years of hands-on experience caring for dogs, cats, and everything in between, I treat every pet like family. Whether it’s a high-energy pup who needs long walks or a shy senior cat who just wants a cozy lap, I tailor my care to each animal’s unique personality and needs. I’ve worked with pets of all ages, sizes, and temperaments—including those with special medical or behavioral needs. From daily walks and playtime to overnight stays and medication administration, I provide dependable, compassionate care that gives pet parents peace of mind. Your pet’s safety, comfort, and happiness are always my top priorities. I’m here to make tails wag and whiskers twitch—while keeping you updated with plenty of photos and messages along the way! I'm currently working part time so I have plenty of time to play with you pet. I am available after 2pm throughout the week and my weekends are open. My space is designed with your pet’s comfort and safety in mind. With space to roam, nap, and play, your furry friend will feel right at home from the moment they arrive. I offer a clean, secure, and peaceful environment—free from hazards and full of love. Whether it’s a quiet corner for a cat to curl up or a fenced yard for dogs to stretch their legs, I’ve created a space that caters to all personalities and energy levels. Pets enjoy supervised playtime, cozy sleeping areas, and a calm atmosphere that helps ease separation anxiety. I maintain a consistent routine, provide fresh water and clean bedding daily, and ensure every guest receives personalized attention. Plus, I’m always happy to send photo updates so you can see just how relaxed and happy your pet is during their stay.

Sitter Profile Image: Steven H.
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Steven H.
from
$75
per night
3 years of experience
Stevensville, MD, 21666

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: Aliciya M.
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Aliciya M.
from
$70
per night
1 repeat client
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Bridgette M.
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Bridgette M.
from
$45
per night
8 years of experience
Viola, DE, 19979

About: I’ve been dog sitting, house sitting and dog walking for awhile up to weeks at a time. I enjoy being around all types of dogs small to big. I love getting all the puppy love!! I’m currently babysitting part-time but I can move my schedule around pretty easily and fast. I would like to pursue pet care part time as well! I have a fenced in backyard in a very quiet neighborhood. I have a dog myself. He is very lovable and doesn’t bother anyone. You tell me your feeding schedule and I will go along with it

Sitter Profile Image: Jared F.
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Jared F.
from
$40
per night
20 years of experience
Newark, DE, 19702

About: I mostly took care of my dog and my sisters dog growing up. She has relied on me to walk, feed, and bathe her dog while she was away on business trips and vacations. I would love to help you too. I currently work full time, but there will be plenty of time after work and on weekends to play with and take care of your dog. I have a fenced yard and a friendly dog to keep your fur baby company. I can easily crate your dog if need be. We will all get along just fine.

Sitter Profile Image: Ellie S.
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Ellie S.
from
$60
per night
30 years of experience
Annapolis, MD, 21403

About: I’m an experienced pet sitter, having been booking sits on another site for over ten years. I run a business based in Kathmandu Nepal and travel there frequently so am kind of nomadic when I’m in the US and cannot have animals. This breaks my heart! Please share yours with me! I've owned and trained many dogs over the years. I have opinions about how to do this but will respect your style. I just want to have one (or a few) around me while I work and walk and relax. I'm good at walking dogs on a lead, though always prefer if they can run. There’s little that can fill my heart so much as dogs running and playing. I have many great reviews on the other site and am happy to screenshot them and send them on to you. I work from (your) home so can spend lots of time loving your animals. Some dogs have spent hours lying on my feet while I work. Some ask to go out, and then in, every half hour, which gives me a chance to move. Of course, a good walk is always in order and snuggles if that's their preference. I can share many photos and reviews with you of my pet sitting over the years. I have earned a great deal of trust from clients both in animal care and in tending their home.

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

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  • 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?

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  • Reservation protection

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

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

How to book house sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for house sitting - Kennedyville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Kennedyville average 4
repeat house sitting clients

FAQs for House Sitting - Kennedyville

Frequently asked questions about Rover

As of October 2026, there are 1,916 sitters on Rover offering House Sitting across Kennedyville. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Kennedyville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Kennedyville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Kennedyville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

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
  • 96% 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.

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