House Sitting in Chesapeake City

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Jessica H.
Vet tech student and animal lover!Oxford, PA, 19363
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jessica has been our pet sitter for 4 years. She is very responsible and our animals love her . Jessica treats every animal as her own. She goes above the daily… (more)

from
$40
per night
Calendar Recently Updated
Jamiah B.
2.
Animal lover with quality care!Newark, DE, 19717
House Sitting, Drop-In Visits, Dog Walking

Jamiah was amazing! She kept our house clean and we arrived to tired, happy dogs when we came home. She is an excellent communicator and sent us cute updates of… (more)

from
$38
per night
Confirmed availability: Memorial day
Meredith C.
Dogs make the world a better placeNewark, DE, 19711
House Sitting, Drop-In Visits, Dog Walking

About: I had dogs growing up and have always loved being around any type of dog. My favorite thing about dogs is they will always love you no matter what be… (more)

from
$32
per night
Tina R.
4.
Caring for your pups like my own!North East, MD, 21901
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tina did an excellent job looking after my dogs, while on vacation. She kept me very informed. They were in good hands with her. I highly recommend Tina and wil… (more)

from
$40
per night
Calendar Recently Updated
Nina B.
5.
What ever your pup needs I'm here!!Middletown, DE, 19709
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nina is amazing! She has great skills to interact with our dogs who are a work in progress- she helped them learn basic commands as well as shared ideas with u… (more)

from
$38
per night
Calendar Recently Updated
6.
Pet loving college studentNewark, DE, 19711
House Sitting, Drop-In Visits, Dog Walking

Lauren arrived early, followed our instructions, and was great with Quincy who’s a mamas boy! Sent me photos and updates! Will definitely use her again!! Thanks… (more)

from
$50
per night
Calendar Recently Updated
7.
Animal lover ❤️Middletown, DE, 19709
House Sitting

Bailey stayed with my 2 dogs for a week while my husband and I where on vacation. She was great and kept me updated throughout the stay. I will definitely use h… (more)

from
$30
per night
Calendar Recently Updated
8.
Delicia, Determined &Loving SitterElkton, MD, 21921
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have real heart for any animal but mostly pets. I had two dogs for 4 years and a cat for 1 years. in the past. Services and skills: Grooming, walk… (more)

from
$35
per night
Calendar Recently Updated
9.
Ensuring your pet is healthy!Newark, DE, 19711
House Sitting, Drop-In Visits, Dog Walking

Great communication. Great energy. Would definitely recommend! (more)

from
$75
per night
Confirmed availability: Memorial day
10.
Dog LoverTownsend, DE, 19734
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mike made our first ROVR experience a good one. He was reliable and communicative. It gave us great peace of mind to know that our furry family members were in … (more)

from
$30
per night
Confirmed availability: Memorial day
an energetic & athletic dog loverElkton, MD, 21921
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’ve had a variety of dogs i’ve trained on basic home training such as chocolate lab, golden retriever, Cane Corso, american bully, pit bulls, and Ch… (more)

from
$45
per night
12.
Nic 
Verified Background Check
Trustworthy animal loverNewark, DE, 19702
House Sitting, Drop-In Visits, Dog Walking

Nicole was great, very communicative and sent photos and updates! Would definitely use her again, I am also on Rover so I get what is involved in taking caring … (more)

from
$40
per night
Calendar Recently Updated
13.
Flexible schedule & avid dog lover!Elkton, MD, 21921
House Sitting, Drop-In Visits, Dog Walking

We've had many last minute appointments and schedule changes due to COVID that we needed a dog sitter. Kelsey was there when we needed her most! She takes care … (more)

from
$37
per night
Confirmed availability: Memorial day
14.
Holly’s Happy Paw’s! Home full timebear, DE, 19701
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello I’m Holly, I work from home so I am lucky enough to be able to spend all day with my animals, & it makes it easy to swing by to take care of yo… (more)

from
$34
per night
Confirmed availability: Memorial day
15.
The Big Dog SitterElkton, MD, 21921
House Sitting, Drop-In Visits, Dog Walking

Corwin is a responsible and compassionate pet owner. He loves and cares for his own dogs so well. You would be lucky to have him watch your own pets. I highly r… (more)

from
$28
per night
16.
Best friends after one meetMiddletown, DE, 19709
House Sitting, Drop-In Visits, Dog Walking

About: I am a very dependable, trustworthy, patient and caring person. I spend a lot of time with animals and have 8 years of experience caring for them. I … (more)

from
$45
per night
Calendar Recently Updated
17.
Former Vet Assistant & TrustworthyNewark, DE, 19702
House Sitting, Drop-In Visits, Dog Walking

Tayler has the deepest passion for animals. She adores each and every pet and treats them with an unfathomed amount of respect and love. Being with animals is w… (more)

from
$32
per night
Confirmed availability: Memorial day
18.
Energetic, college studentElkton, MD, 21921
House Sitting, Drop-In Visits, Dog Walking

Melissa did an awesome job with our pup! He tends to be skittish at first as he's a bit scared of people, but she handled it like a champ and they were cuddling… (more)

from
$30
per night
Calendar Recently Updated
19.
Animal lover looking to help out!Middletown, DE, 19709
House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Quinn, and I am looking to become a dog and/or cat watcher. I grew up with dogs and living in a small, 1 bedroom apartment makes me mi… (more)

from
$32
per night
20.
Hello! Dog lover, here!Middletown, DE, 19709
House Sitting, Drop-In Visits, Dog Walking

I’ve had Kirsten dog sit my German Shepherd, Otto, many times while we’re on vacation. She’s so great with him, especially when it comes to his anxiety with oth… (more)

from
$40
per night

Rover also offers House Sitting in:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chesapeake City house sitting needs. On Rover, it's easy to find a loving dog sitter in Chesapeake City who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chesapeake City house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chesapeake City for your dog — people who'll treat him like family.