Pet Sitting in Chesapeake City

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cheyanne Q.
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Sitter Profile Image: Cheyanne Q.
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1. Cheyanne Q.

Rover 101
Star Sitter
FULL TIME pet care professional 🐾
Newark, DE, 19713
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
22 repeat clients
from
$20
per visit
Profile image

Cheyanne has helped take great care of my boy Tank a handful of times now. Working long shifts makes pet care stressful but it’s nice knowing he’s in good hands during his drop ins with Cheyanne. I definitely recommend and will be continuing to book in the future!

Sitter Profile Image: Christine P.
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Sitter Profile Image: Christine P.
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2. Christine P.

Star Sitter
Professional Animal lover
Elkton, MD, 21921
11.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
71 reviews
28 repeat clients
from
$14
per visit
Profile image

I used Christine for the second time & she never ceases to amaze me with her constant communication and genuine love for animals! My two dogs and cat were SPOILED having her around while I visited family over Christmas. Thanks again for everything Christine. You’re so appreciated in this household!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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3. Elizabeth G.

Affordable loving care for all pets
Charlestown, MD, 21914
9.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$19
per visit
Profile image

Elizabeth was very sweet and this was a great experience, she stayed in touch and was very reliable, would use again!

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Sitter Profile Image: Samantha G.
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Sitter Profile Image: Samantha G.
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4. Samantha G.

I’m a dog whisper!
Middletown, DE, 19709
7.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
8 repeat clients
from
$15
per visit
Profile image

Samantha is incredible!!! She took care of my baby boy and gave me thorough reports and pictures. She is very patient and kind. Highly recommended!

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Sitter Profile Image: Monica B.
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Sitter Profile Image: Monica B.
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5. Monica B.

Star Sitter
Caring for your Pet is Family
Middletown, DE, 19709
9.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
5 repeat clients
from
$15
per visit
Profile image

Monica is so wonderful! She leaves the best detailed check ins and is so nice to our fur babies. Mine have a had time eating when I am gone and Monica was patient and monitored them to make sure they ate and felt comfortable. Her communication is amazing! She responds fast to any changes or concerns. She was even so kind to clean up any dirty pet dishes from their wet food and litter messes. She took amazing care of the house and mentioned any concerns if something didn’t seem right. I will definitely be booking with her again. She was amazing

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Sitter Profile Image: Nikkita J.
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Sitter Profile Image: Nikkita J.
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6. Nikkita J.

Will love your dog as my own!
Middletown, DE, 19709
8.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
25 reviews
8 repeat clients
from
$19
per visit
Profile image

Awesome! I’m so happy to have found Nikkita:-) she’s great with my fur baby:-)

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Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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7. Destiny P.

Star Sitter
Dog lover 24/7!
Bear, DE, 19701
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
8 repeat clients
from
$25
per visit
Profile image

Destiny is great with our two dogs, one of which can be a little skiddish. I highly recommend Destiny.

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Sitter Profile Image: Felicia B.
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Sitter Profile Image: Felicia B.
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8. Felicia B.

Hi😊🐾
bear, DE, 19701
8.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$17
per visit

Felicia loves loves loves pets she volunteers at an animal shelter when needed. She treats her pet with undivided love and attention. When he pet got sick she spent over 4 hours in her car waiting for her turn to take her pet into the pet hospital when it was her turn. She is genuinely a loving and giving person she knows how to take good care of the pets . She has strong arms from working out a lot that allow her to handle big and small dogs. I feel that she will be a great asset to your company and your clients will rave about her service.

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Sitter Profile Image: Jenna B.
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Sitter Profile Image: Jenna B.
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9. Jenna B.

Star Sitter
I make animal care my furrte
Bear, DE, 19701
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$15
per visit
Profile image

A-mazing! This my first time using a service like this and my and my pups experience was wonderful. Jenna did such an excellent job summarizing her visits. She did it in a such a fun way that I looked forward to reading them not just to know what happened to see how to explained it. I highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yvonne & Joseph K.
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Sitter Profile Image: Yvonne & Joseph K.
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10. Yvonne & Joseph K.

Rover 101
Star Sitter
Home Full time/ fenced yard
Newark, DE, 19702
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
163 reviews
39 repeat clients
from
$30
per visit
Profile image

We brought our dog Mutig over to see how he got along with Yvonne, her family home, and with their dog Quincy before we go on a big trip. They were warm, inviting, and asked great questions. Quincy and Mutig hit it off racing around the yard and it put us at ease knowing we will have a good place to leave him where he will have care and a great playmate!

Sitter Profile Image: Breanna P.
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Sitter Profile Image: Breanna P.
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11. Breanna P.

Star Sitter
I love animals of all kinds!!!
Middletown, DE, 19709
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
12 repeat clients
from
$22
per visit
Profile image

Breanna was amazing with our little boy. He takes a while to warm up to people, but she made him feel so comfortable. She also gave in-depth updates and took care of all of his needs while we were gone. Thank you Breanna!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Catherine S.
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Sitter Profile Image: Catherine S.
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12. Catherine S.

I like dogs more than people 😊
Elkton, MD, 21921
4.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
1 review
from
$15
per visit

About: I’ve taken care of my own animals and neighbors pets ever since I can remember. My pets are like family and I will care for and treat yours the same. They may even come home having learned a new trick or two. Dog training is a hobby of mine. I currently work from home and am available around the clock for exceptional and compassionate pet care. I really like dogs more than people. That’s facts. I have a fenced in yard and the goofiest, friendliest sheepadoodle that ever lived. She’s 2 and has lots of energy but can be chill with dogs that don’t match her enthusiasm.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Vanessa L.
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Sitter Profile Image: Vanessa L.
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13. Vanessa L.

My home is a dogs home. ❤️
Elkton, MD, 21921
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
1 repeat client
from
$20
per visit

Vanessa is the most loving person you can ask for to take care of your pets~ She personally cared for my two elderly dogs who are 13 and 11, providing them with healing & comforting support~ She is attentive to whatever needs your pet requires whether it is for a young or older animal~ She is also knowledgeable with health advice when it comes to supplements, activity and hygiene~ Vanessa is a solid choice for your pet!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: A’Ja M.
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Sitter Profile Image: A’Ja M.
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14. A’Ja M.

Zookeeper, Vet tech, pet sitter!
Elkton, MD, 21921
5.5 mi. away
Drop-In Visits, Dog Walking
4 reviews
from
$15
per visit

A’Ja is a wonderful pet caregiver. I have a 11 month old Husky mix and he LOVES her!! She did an excellent job taking her time to get to know my pet and gives him so much attention, love, and playtime. He is always tired out when I get home! I would highly recommend her as a trustworthy and responsible caregiver.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Anastasia C.
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Sitter Profile Image: Anastasia C.
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15. Anastasia C.

Animal loving college student
Middletown, DE, 19709
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
18 years of experience
from
$15
per visit

About: I have raised multiple cats and currently have two along with a hamster. I have also been dog sitting larger dogs and smaller dogs for about 9 years. I am a college student but I am available most evenings and nights. I am happy to speak with the pet parents to work around both of our schedules to make sure your pets get the best care. I am unable to house animals at my own home so I will usually be staying at the pet parents home or I will come throughout the night to check in depending on the parents wishes.

Sitter Profile Image: Christine S.
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Sitter Profile Image: Christine S.
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16. Christine S.

My dream is to own 3 dogs. Maybe 5.
Chesapeake City, MD, 21921
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
25 years of experience
from
$15
per visit

About: I am a mature, responsible woman that will care for your fur babies as if they were my own. My last 2 dogs passed at 14 & 15 years old. I miss them dearly. I’m currently living where dogs are not allowed. Therefore I have a cat. But dogs will always be my preferred pet. Your fur babies can expect lots of love, playing, pets, snuggling, and if allowed, they can sleep by my side as mine did……In addition to their daily (and nightly) care. I work full time, days and hours vary. The more notice I have from you, the better chance I have to adjust my work schedule. I will care for your pets in your home, caring for them as if they were my own. If you crate your dogs, I will crate them. Not allowed on the couch? I won’t let them on the couch. Basically, I will care for your fur babies, dogs or cats, the same as you do.

Sitter Profile Image: Cass J.
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Sitter Profile Image: Cass J.
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17. Cass J.

Happy caring energetic animal lover
Elkton, MD, 21921
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Cass is the one for the job! I always call her to care for my pets when I’m out of town. I have 2 dogs and they just love her! One is old and has certain needs and one is young and very energetic and she is great at giving them the time and attention that they need! I always know that they are very well taken care of when I leave them in her care. I would 10/10 recommend her for any of your pet caregiving needs!

Sitter Profile Image: Maddie B.
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Sitter Profile Image: Maddie B.
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18. Maddie B.

Pet loving photographer!
Chesapeake City, MD, 21915
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$18
per visit
Profile image

1st time using Rover... Maddie took great care of our pup during her visit. She was able to do everything we asked of her and based on the pictures we received, I would say our pup enjoyed his time with her. We would definitely book Maddie again.

Sitter Profile Image: Madison Y.
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Sitter Profile Image: Madison Y.
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19. Madison Y.

Im a huge animal lover!
White Swan Lake, MD, 21915
1.6 mi. away
Drop-In Visits, Dog Walking
6 years of experience
from
$15
per visit

About: I’ve had pets ever since I can remember, I’ve always had at least 3 pets at a time, just cats and dog but I also have experience caring for other animals! I’m home from college for the summer so I have completely open availability and am willing to work around whatever you have to make sure your animals get the attention they deserve!! I am not scared of any animals, I am very patient and perfectly fine with whatever accommodations you might need! I also have lots of experience caring for and walking dogs!

Sitter Profile Image: Warna W.
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Sitter Profile Image: Warna W.
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20. Warna W.

Welcoming home for your dog
Chesapeake City, MD, 21915
0.2 mi. away
Boarding, Drop-In Visits, Dog Walking
20 years of experience
from
$22
per visit

About: Hello! I am looking forward to meeting you and your pet! I have a dog named Pickles who is a 4 year old bichon and miniature schnauzer mix that is very friendly. I will provide excellent care to your pet and give lots of love and attention. I work full-time as an Occupational therapist. I have a clean home and smoke free. I hope you consider me to take great care of your dog. Thank you! I am available evenings and weekends. I work full-time outside of my home. I am mostly interested in weekend schedules or evenings. During the summer months, I have more availability. I have a fenced in yard and enjoy going for walks/runs on the C&D trail which is nearby my home. I am able to provide great care for your pet.

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Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Chesapeake City:


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Chesapeake City pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Chesapeake City, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits