Pet Sitting Cheswold

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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Sitter Profile Image: Delaney M.
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Delaney M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 39 reviews
13 repeat clients
9 years of experience
Dover, DE, 19901

“Delaney always goes above and beyond for my cats and takes great photos and keeps me updated consistently. Very great with animals and great to work with!”

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Gianna Y.
Sitter Profile Image: Gabbi T.
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Gabbi T.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 32 reviews
11 repeat clients
20 years of experience
Smyrna, DE, 19977

“Gabbi Was an amazing pet sitter for our two doxies! She went above and beyond. Very professional with us and yet caring and loving with our fur babies. We are so impressed and will continue to ie to use her again and again. She was on time for visits and took a bunch of photos. Our dogs adore her! Thanks Gabbi for treating Shylo and Tobi as if they were your own precious pups.”

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Jeanna W.
Sitter Profile Image: Jenny M.
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Jenny M.
from
$14
per visit
5.0 out of 5 stars
• 211 reviews
89 repeat clients
9 years of experience
Dover, DE, 19901

About: Hello, my name is Jenny! I have my bachelor's degree in Pre-Veterinary Science and worked as a Vet-Tech for over 4 years. I have experience with senior dogs and can give oral or subcutaneous medications such as diabetes injections or seizure medication. I am able to do nail trims, paw pad fur clipping, ear cleaning, brushing, or simple baths. Also, I have ample experience with stubborn dog breeds such as huskies! I’m currently working from home and can be with your pups as much as they need me to be! I usually will let them out 5-6 times a day to run in the yard. If they need anything else or prefer walks, I can offer them as well! I have a half acre fenced in backyard for your furry friend to run free (perfect for pets that do not have a fenced yard at home). I am set back far from any main roads and live on a farm surrounded by open land. I currently have three huskies that are all dog friendly but if your pup doesn’t really like to play or is older I have two half doors installed in my home to keep my pets separated from your pets if preferred. I also have two entrances to the fenced in yard so they do not have to interact. Dog crates readily available if necessary. My dogs are all up-to-date on vaccines and take monthly heartworm & flea/tick preventatives.

Sitter Profile Image: Christina B.
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Christina B.
from
$30
per visit
5.0 out of 5 stars
• 36 reviews
7 repeat clients
13 years of experience
Dover, DE, 19904

“Christina took excellent care of our two cats and a hermit crab while we were away for a whole holiday week. The update notes and photos made us feel so much better while we were so far away. Her knowledge and skills gave us complete confidence, and we would absolutely book with her again in the future.”

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Ellyn R.
Sitter Profile Image: Robyn L.
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Robyn L.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Clayton, DE, 19938

“Robyn was fantastic and also very responsive. Loving and caring to my puppy.”

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Thomas M.
Sitter Profile Image: Samantha F.
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Samantha F.
from
$14
per visit
1 repeat client
10 years of experience
Hartly, DE, 19953

About: I’ve had animals all my life. From dogs to cats to exotics. My pathway in school was for animal science which I have my certification from that class. I also have worked at a vet before so I would say I definitely have some experience! Right now I mostly work from home so I’m pretty flexible. Whether that be for boarding or potty breaks I can pretty much make anything work. I have a section of my yard fenced off so they can just go out and potty but also love to take them for walks in my neighborhood! If they get along with other dogs great! If not I can manage to keep everyone separate if boarding is preferred at my house.

Sitter Profile Image: Margaret C.
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Margaret C.
from
$25
per visit
4.9 out of 5 stars
• 25 reviews
2 repeat clients
12 years of experience
Dover, DE, 19904

About: I've always had at least one dog and one cat at all times. I currently have 2 dogs right now. I have experienced in giving pill and liquid meds to dogs. My one dog would always have to be given meds with something while my other one too with ease. I've had to help wrap my sister's dogs legs with her and by myself. My personal dog currently are a 1 year old 70 lbs lab mix (male) and a 95 lbs mastiff mix (male). My sister's dog is a 50 lbs boxer mix (female). My first dog was a 95 lbs rhodesian ridge back who died of sickness at age 13. And my second dog was a 95 lbs staffordshire terrier great dane mix who passed from cancer at age 9. And I've worked with dogs at under one but over 7 months. And I've worked with seniors. Nothing grosses me out in the sense of bodily fluids I can do all the normal. I currently have no job I'm a full time college student with some extra time on my hands. I'm looking to be able to help others and maybe have some fun with some pets. I can easily crate you dog or take them on a long walk. If your animal need meds as long as I know of them I can give it to them easily (ex. liquid or pill) unless I don't know how to ( ex. shots) then I will ask if you'd like to. If they need meds or food to be given a specific way like peanut butter with the pill or has a release command to get food. I'm willing to walk through the whole house as long as doors are unlocked and check for if they made a mess either vomit or poop or pee and pick it up. Blood does not gross me out and I'm willing to do anything for their safety.

Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$20
per visit
5.0 out of 5 stars
• 21 reviews
5 repeat clients
20 years of experience
Dover, DE, 19901

“Kelsey did a fine job for us. Dogs liked her and they got their daily walk in. This was our second time working with her. We’d request her again but our schedules aren’t working out this time.”

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Brian B.
Sitter Profile Image: Kyleigh G.
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Kyleigh G.
from
$14
per visit
15 years of experience
Wyoming, DE, 19934

About: Hi, I’m a lifelong animal lover with 15 years of experience caring for pets! 🐾❤️ My journey began as a foster parent with Boise Bully Breed in Boise, Idaho, where I discovered just how rewarding it is to give animals love, patience, and a safe place to land. Since then, caring for animals has remained a huge part of my life. I’m currently a proud dog mom to a bully breed and share my home with four cats, so I understand that pets aren’t just animals — they’re family! I know how important it is to find someone you can trust to care for your pets while you’re away, and I want to give you peace of mind knowing they’re receiving plenty of love, attention, and care. 🐶 My services include: * In-home boarding: I welcome one dog at a time into my home so your pup can receive personalized attention and care. * Drop-in visits: I can stop by your home to check on your pets, provide meals, refresh water, offer playtime, and give them plenty of affection. * In-home pet sitting: I can care for your pets in the comfort and familiarity of their own home while you’re away. I believe every animal deserves to feel safe, loved, and comfortable. Whether your pet needs a little extra patience, a playmate, a cozy place to stay, or simply someone to keep them company, I’ll do my best to make their time away from you as stress-free as possible. Your pets are family, and I’ll treat them like they’re part of mine! 🐾💕 I pet sit and clean homes on the side, my full time “job” is taking care of my family and my pets. I’d love to take care of yours as well! When caring for pets in my home, I focus on creating a safe, comfortable, and loving environment where they can feel at home while their families are away. I have a partially fenced-in yard where dogs can enjoy supervised outdoor time, fresh air, and opportunities to explore. For everyone’s safety, outdoor time is supervised, and I use a leash or other appropriate safety measures when needed. I offer in-home boarding for one dog at a time so each guest receives personalized attention, affection, and care. I can also accommodate crate-trained dogs or maintain a familiar crating routine when requested by their owners. I’m happy to follow your pet’s established schedule for meals, walks, playtime, rest, and any special needs. As a lifelong animal lover and experienced pet owner, I understand how important it is to maintain familiar routines and help pets feel secure in a new environment. When caring for pets in their own homes, I follow the owner’s instructions closely, including feeding schedules, fresh water, litter box or potty breaks, exercise, medication instructions when applicable, and plenty of companionship. My goal is to make time away from family as stress-free as possible for every pet while giving their owners peace of mind. Your pets will be treated with patience, kindness, and the same love and consideration I give my own! 🐾

Sitter Profile Image: Tiffani G.
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Tiffani G.
from
$25
per visit
5.0 out of 5 stars
• 28 reviews
7 repeat clients
10 years of experience
Clayton, DE, 19938

“Tiffani was great with our cat! She was patient when meeting her and was attentive and playful when watching her. We really appreciated the updates! Thanks, again!”

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Allison S.
Sitter Profile Image: Jilesa D.
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Jilesa D.
from
$80
per visit
5.0 out of 5 stars
• 91 reviews
39 repeat clients
20 years of experience
Dover, DE, 19901

About: I have over 20 year experience owning, showing and competing dogs for clients as well as my own. I have titled/finished dogs in conformation shows and agility and currently own working German shepherds that are trained for personal protection. I have worked with animals my entire life from dogs to horses and everything in between, I’ve worked for many boarding/ doggie daycare facilities and worked as a hospital tech at animal hospitals. I am extremely confident working with any breed or temperament! I currently own and manage a small farm raising sheep, goats and cows which gives me a lot of free time I’m looking to fill. I am home all day and can take care of your pets while you are working or away I have a fenced in yard and 3 dogs that can keep your pups entertained during their stay and if they are not dog friendly we can accommodate that as well! I work from home so I have plenty of time to make sure all your pets needs are met! We have dog friendly pups that can also play with your pup if requested! We have a fenced in property and supervise your pups at all time wether they are inside or outside. We can also crate them as needed/requested by owners!

Sitter Profile Image: Cameryn C.
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Cameryn C.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Clayton, DE, 19938

“Cameryn was great! She watched my 2 kitties while I was away and they loved seeing her. She stopped by each day, fed lots of treats, and sent me pictures each time. It’s nice to know I can trust someone with my boys when I go away. Thank you Cameryn!”

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Delaney G.
Sitter Profile Image: Ethan D.
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Ethan D.
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
6 years of experience
Clayton, DE, 19938

About: Ive owned dogs and cats since I was seven years old and grew up around animals my entire life. I currently have two large dogs and one medium dog that I trained and take care of. I have house sat for three families, with two medium to large dogs and a family with a medium dog and a puppy, each for a week at a time. I am comfortable with all animals including reptiles and can confidently handle large dogs. More than the physical aspects of caring for animals, I love to love on them with lots of pets and affection. Many animals are drawn to me despite being hesistant or fearful of people. I have a passion for training and correcting dogs with a calm and patient demeanor. I am dedicated to learning and studying dog body language to strengthen my understanding, care, and training for them. I am following my passion of working with animals, starting with work here on Rover. I am striving to someday start my own training and boarding business. I am available 4 days per week for all of your pet care needs. I am able to spend long amounts of time with your pet as needed. Weekends and most weekdays can be available upon request even if they are marked unavailable depending on the animal and needs. I do not currently offer any pet services in my home. While in your home, I am trustworthy and honest. I always treat all animals as my own and show lots of care and affection! I will let the animals out, feed them, water them, exercise and play with them. And of course give them lots of pets! If your pet makes a mess or has an accident, I will always clean it up and let you know.

Sitter Profile Image: Luie R.
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Luie R.
from
$20
per visit
5.0 out of 5 stars
• 227 reviews
66 repeat clients
25 years of experience
Magnolia, DE, 19962

“We absolutely love working with Luie! He is our first choice whenever we need help caring for our dane. They’ve built a good bond and our dog can trust he’s in great care.”

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Chevonne B.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$28
per visit
5.0 out of 5 stars
• 32 reviews
17 repeat clients
8 years of experience
Townsend, DE, 19734

“Rebecca took great care of our dog. She was very dependable and on time even in poor weather conditions. Our dog was very comfortable with her. We would highly recommend her to anyone.”

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Melissa P.
Sitter Profile Image: Majiyah B.
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Majiyah B.
from
$20
per visit
5.0 out of 5 stars
• 1 review
26 years of experience
Magnolia, DE, 19962

About: Love going on walks, dog parks, taking my fur babies to the groomers, Marshalls/homegoods to pick out toys, and giving lots of treats and belly rubs. I’m available 3-4 days a week at your convenience for whatever tasks you need assistance with. Just specify any additional details or routines and I’ll be happy to help :) In my home pets are considered children. They are my literally fur babies so any pet I care for, will receive the same treatment guaranteed 🐾🐩🐈‍⬛

Sitter Profile Image: Alyssa Q.
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Alyssa Q.
from
$15
per visit
5 years of experience
Camden, DE, 19934

About: I’ve had dogs since I was a baby. When I got to middle school my friend asked to watch her dogs while her family was out of town and I agreed. While Covid was still around I would do virtual school and take care of our dogs while my parents worked. I am hoping to do this part time while I am home from college (Between Middle of May and Early August). I am available any time during the day. I can feed the dogs or medicine if needed, fill the water bowls, take them outside (a fenced yard is preferred please or trained), I am willing to walk dogs to get any energy out.

Sitter Profile Image: Lisa P.
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Lisa P.
from
$35
per visit
5.0 out of 5 stars
• 1 review
12 years of experience
Dover, DE, 19901

About: I grew up on a farm in Maryland and were around animals daily! My business is financially affordable and will give you peace of mind that your pet or pets will be taken care of when you are not at home. I’am not working anywhere else at this time and have the time to love and care for customer’s pets. I will follow all my customers instructions to ensure their pets safety and general well being. Sorry I don’t watch pets in my home. I feel your pets are more comfortable in their own homes. Pets feel more relaxed in their own environment.

Sitter Profile Image: Bridgette M.
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Bridgette M.
from
$20
per visit
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: Amarachi N.
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Amarachi N.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Middletown, DE, 19709

“Amarichi was a lifesaver! We needed drop-in visits, walking, and feeding for our two pups.(One senior, perpetual toddler, 14-year-old Cockapoo, and a 4-year-old Boxer mix. Amarichi arrived on time, she sent updates with photos; she was very helpful with problem solving; and she provided solutions for unexpected situations (our Cockapoo wouldn’t let our other furbaby eat or drink in peace.) Amarichi is a true gem, we’ll definitely rebook her services again. I absolutely recommend Amarichi, without question.”

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Serena M.
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Pet parents share their Rover experiences - Cheswold

1 / 1
5.0 out of 5 stars

Highly recommend! Claire was very professional and cared for our dog like a member of the family. She was on time each day and gave informative updates, with photos, at every visit.

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Tony B.
Drop-In Visits
5.0 out of 5 stars

Delaney always goes above and beyond for my cats and takes great photos and keeps me updated consistently. Very great with animals and great to work with!

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Gianna Y.
Drop-In Visits
5.0 out of 5 stars

Faith showed interest in my cat and kept me updated on how she was eating, whether she had been throwing up etc. The litter box was kept clean as well.

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

We absolutely loved Deanna. She did everything that we asked plus more. I really looked forward to her updates and pictures every day. She got some really great pics. We will definitely be hiring her again. Just a wonderful overall experience thank you so much, Deanna.

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

Jen loves my dogs! She interacts with them so they get in exercise. I look forward to the pictures and videos she sends.

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Kim C.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Cheswold

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 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 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 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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