Pet Sitting & Drop Ins in Deep Creek South, Chesapeake, VA

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: Memorial day
Erica T.
1.
Flexible care for your family!Greenbrier West, Chesapeake, VA, 23320
Drop-In Visits, Dog Walking

Super sweet! I will definitely use Erica again! (more)

from
$15
per visit
Confirmed availability: Memorial day
Katherine E.
Aunt Kathy at Your Service :)Indian River, Chesapeake, VA, 23325
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

An absolute BLESSING! I booked Kathy about 3 weeks prior to my trip home for the Holidays. About 1 week prior to leaving my cat, Penny, was diagnosed with diab… (more)

from
$30
per visit
Confirmed availability: Memorial day
Alyssa B.
3.
Little buddies new best friend!Indian River, Chesapeake, VA, 23325
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My pups and I just love, love, love Alyssa! Our trip was longer than expected and when asked if she could do a very last minute drop in, she was able to adjust … (more)

from
$20
per visit
Confirmed availability: Memorial day
Rodney B.
4.
I'll care for your FurKid!Indian River, Chesapeake, VA, 23325
Drop-In Visits

RODNEY IS AMAAAZING. We hired him very last minute with a very unique request and he was more than happy to help us out. He took fantastic care of our pets and… (more)

from
$15
per visit
Confirmed availability: Memorial day
Raymond C.
Dogs are my lifeNorfolk, VA, 23523
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Raymond is highly recommended. He was very attentive, gave updates, provided pictures & ensured Fendi kept her routine. I would definitely use Raymond's servi… (more)

from
$24
per visit
Calendar Recently Updated
6.
Lea 
Verified Background Check
Selfless, passion for caretakingPortsmouth, VA, 23702
Dog Boarding, Drop-In Visits, Dog Walking

Lea is a lifesaver!! She watched my 'grand-dogs' for me when I had a medical emergency. So warm and professional, I would definitely recommend her to anyone who… (more)

from
$13
per visit
Confirmed availability: Memorial day
7.
All Paws, big or small, Welcome!Portsmouth, VA, 23701
Drop-In Visits, Dog Walking

Sophia is absolutely wonderful! Our cats were taken care of so well while we were away and we loved receiving photos and videos of her time with them! I look fo… (more)

from
$10
per visit
Confirmed availability: Memorial day
8.
My goal is their happy tails!!!Deep Creek South, Chesapeake, VA, 23323
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Irina was so considerate and punctual with our cat. I felt comfortable leaving our car with her immediately after meeting her. I will definitely be calling h… (more)

from
$15
per visit
9.
Dog mommyGreenbrier East, Chesapeake, VA, 23320
Drop-In Visits, Doggy Day Care, Dog Walking

As a dog mom of two, Shay is super caring, responsible and attentive to pets. One being laid back and the other a ball of energy, she cares for them both with e… (more)

from
$13
per visit
Confirmed availability: Memorial day
10.
Pet loving home!Portsmouth, VA, 23702
Dog Boarding, Drop-In Visits, Doggy Day Care

Maria was great! She made sure to send multiple pictures during each visit. She even wiped their feet and cleaned up the mud the dogs tracked in the house. We w… (more)

from
$20
per visit
11.
Your pet's new vacation spot!Western Branch South, Chesapeake, VA, 23321
Dog Boarding, Drop-In Visits

Marcus is one of the most caring, affectionate animal lovers I know. He always ensures any animal in his care is treated with love unconditional. You need not… (more)

from
$20
per visit
Confirmed availability: Memorial day
12.
Loveable Dog WalkerDeep Creek South, Chesapeake, VA, 23323
Drop-In Visits, Dog Walking

About: Hello, my name is Jenae. I'm a sophomore in college studying psychology. I love going for long walks with my dog when the weather is nice. Now that m… (more)

from
$12
per visit
Confirmed availability: Memorial day
13.
Tianna: walks dropins and staysGreat Bridge, Chesapeake, VA, 23320
House Sitting, Drop-In Visits, Dog Walking

Tianna was amazing! she was punctual , professional & attentive to dogs. she updated me with photos & Amy update on the pups. I highly recommend her. (more)

from
$13
per visit
Calendar Recently Updated
14.
Leaving your pet in my safe handsGreat Bridge, Chesapeake, VA, 23322
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I grew up caring for three different dogs throughout my span of living so far. My family owned three different dogs all at once, so I was always feed… (more)

from
$25
per visit
Calendar Recently Updated
15.
I'm ready to spoil your pets!Greenbrier West, Chesapeake, VA, 23320
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

First time using Rover and I absolutely LOVED Keke! She did very well with Meemee! And the communication was A+ 110! I will definitely be booking again. (more)

from
$20
per visit
Calendar Recently Updated
16.
Passionate Dog Lover/Provider🐶👅🐾Greenbrier West, Chesapeake, VA, 23320
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kobie is HANDS DOWN one the best Dog Care Providers around! Very safe & clean environment. Made us feel very comfortable leaving our dog with him overnight & hi… (more)

from
$27
per visit
17.
Safe and experienced vet assistant!Greenbrier West, Chesapeake, VA, 23320
Drop-In Visits, Dog Walking

I have know Meaghan for about 10 years now. Meaghan is not only an amazing dog mom, but an amazing and loving person. Meaghan rescued her first dog from a local… (more)

from
$15
per visit
Confirmed availability: Memorial day
Furbabies are the best!Great Bridge, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking

About: I have had pets all my life, currently, I have one Shiba Inu Heidi, and my cat Corella. I care for your pets as if they were my own, their needs come… (more)

from
$20
per visit
Confirmed availability: Memorial day
19.
Beagle Mama who loves to spoil!Deep Creek West-Dismal Swamp, Chesapeake, VA, 23323
Dog Boarding, Drop-In Visits, Dog Walking

About: I am a stay at home mom, and my schedule is extremely flexible, only working around my errands such as grocery shopping. I grew up with dogs, had my … (more)

from
$10
per visit
20.
Keep the vet away with a walk a dayDeep Creek South, Chesapeake, VA, 23323
Drop-In Visits, Dog Walking

About: I have been around all sorts of animals, especially dogs, my whole life. I have always had at least 2 in my family’s home growing up and just recentl… (more)

from
$30
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 290 owners have reviewed sitters in Deep Creek South, Chesapeake, VA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Deep Creek South, Chesapeake pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Deep Creek South, Chesapeake who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Deep Creek South, Chesapeake donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chesapeake.

We're proud to support over 200 organizations across the nation, including: