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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Cheswold, 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: 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

“Very prompt and professional, our cat threw up while we were away and without hesitation Gabbi cleaned it up and would never know it happened. Above and beyond care.”

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Paul D.
Sitter Profile Image: Jen C.
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Jen C.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 192 reviews
66 repeat clients
20 years of experience
SMYRNA, DE, 19977

“I’ve used Jen a few times now and she is wonderful! A pleasure to deal with responds quickly and provides plenty of updates throughout the visit.”

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Zachary B.
Sitter Profile Image: Natalie R.
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Natalie R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Dover, DE, 19904

About: I've been working with animals since I was a child, helping my mother train and foster dogs and cats. I went into the zookeeping industry to level up my animal husbandry skills, so I'm able to handle most animals big and small. I have experience working in an animal shelter with dogs and cats. I have an open and flexible schedule, and I don't mind waking up early or coming in late to walk or check in on your dog. I have worked with over 50 foster dogs and I am experienced in animal husbandry. If your dog has any special needs or medications or anything else I can accommodate that quite easily. My goal is to make sure your pet is properly attended to and all of it's needs are met.

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: 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: Ashlynne R.
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Ashlynne R.
from
$15
per visit
15 years of experience
Dover, DE, 19904

About: Since I was a baby there has always been a pet in the house. I currently own a dog and a cat and my parents still have two cats and 3 dogs. I work full time as a teacher in MD, but have availability every weekend / holidays and I am available after 5:30 during the week! I currently have a dog and cat living with me and they are free to roam where they pleases and I monitor their food and water, take my dog out every few hours, play with lots of toys, go on lots of walks, and give them lots of cuddles.

Sitter Profile Image: Jana B.
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Jana B.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Dover, DE, 19901

“I sure miss my babies. Glad to know they are being well taken care of.”

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Lori W.
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: rachael b.
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rachael b.
from
$15
per visit
5.0 out of 5 stars
• 21 reviews
3 repeat clients
16 years of experience
Dover, DE, 19901

“Amazing, She took great care on her drop in visits”

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Jason P.
Sitter Profile Image: Alexa C.
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Alexa C.
from
$25
per visit
10 years of experience
Camden, DE, 19934

About: I am a dog trainer and have my CPDT-KA certification, this means i’ll always provide your pup with the best and kindest care! Your pups day will be full of fun and activities to keep them happy while you relax. I am able to work on a schedule if requested and will follow every care request you provide. I do not mind shedding breeds, large or small. I look forward to meeting both you and your lovable pets! I am able to provide routine and one-off pet care thanks to my open schedule from running my own training business. I’m regularly available on holidays and weekends. I am a law student so I am unavailable Mon-Thurs 8am to 6pm. I have 1 friendly and playful pup that can be your dogs playmates or can safely be kept in separate. I have a large trail close by so walks will always be interesting!

Sitter Profile Image: Elexis M.
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Elexis M.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Camden wyoming, DE, 19934

About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.

Sitter Profile Image: Brianna M.
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Brianna M.
from
$15
per visit
10 years of experience
Camden Wyoming, DE, 19934

About: I always grew up with animals and went into college studying pre-veterinary medicine. I worked closely with veterinarian at an animal hospital gaining experience and knowledge on how to care for animals. My daily routine is organized and dependable, allowing me to give pets the time and attention they deserve. I make sure they stay on their normal schedule with feeding, exercise, potty breaks, playtime, and plenty of love. I have a fenced in yard with plenty of space for animals to run around in. And a good trunk space and seat accommodations for car rides.

Sitter Profile Image: Courtney L.
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Courtney L.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Dover, DE, 19904

About: I genuinely love animals. I grew up with two dogs and a cat. I’ve watched over other family dogs and cats for weeks and even months at a time. I work at most 6 hour shifts per day and 4 days per week so I have plenty of free time for play, walking and cuddles. I currently live with one pup who I walk daily before work and we love going on hikes or to the lake on a nice day

Sitter Profile Image: Samantha C.
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Samantha C.
from
$20
per visit
25 years of experience
Smyrna, DE, 19977

About: Ive had several dogs all sizes, breeds and temperaments and I understand that different dogs need different types of care and attention. I was on Rover a couple yrs ago and I loved working with the bigger dogs! I’ve also worked with and around horses my whole life! I Currently work for The Little Farm daily mainly feeding the animals and working with the horses. My schedule is usually mon-sat depending.. same with the time. I can accommodate as needed! Message me and I can definitely give more info! I’m not able to board due to housing but I can definitely do drop ins and walking! I am available mon-Friday and can talk more about weekends!

Sitter Profile Image: Rebecca S.
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Rebecca S.
from
$30
per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
20 years of experience
DE, 19934

“She’s amazing! So responsive and”

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Brooke M.
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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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 - Cheswold

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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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