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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Sierrah J.
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Sitter Profile Image: Sierrah J.
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1.

Sierrah J.

Your pet will come back spoiled!
Portsmouth, VA, 23702
Boarding, Drop-In Visits
5.0
11 reviews
5 repeat clients
from
$15
per visit

Thank you!

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Sitter Profile Image: Ryleigh S.
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Sitter Profile Image: Ryleigh S.
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2.

Ryleigh S.

Rover 101
Stay At Home Wife With Furbabies
Deep Creek North, Chesapeake, VA, 23323
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
6 repeat clients
from
$20
per visit

Ryleigh was amazing! My pup loved her right from the beginning. She sent me lots of pictures and videos and asked questions when she needed to clarify things. 10/10 highly recommend! Thank you Ryleigh for treating my pup with so much love ❤️

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amanda A.
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Sitter Profile Image: Amanda A.
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3.

Amanda A.

Reliable dog loving family
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
3 repeat clients
from
$13
per visit

Amanda was wonderful! She kept us updated throughout our trip and even got our very timid girl to eat (which is something we were super worried about). We came home from our trip and both pups were happy and exhausted from their walk I’m sure. We will definitely be using Amanda again :)

Sitter Profile Image: Akemi R.
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Sitter Profile Image: Akemi R.
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4.

Akemi R.

Safe and loving care for your Baby!
Chesapeake, VA, 23320
Drop-In Visits, Dog Walking
5.0
43 reviews
16 repeat clients
from
$12
per visit

Akemi took very good care of our kitties. She was diligent in communication and gave us quality updates. She was on time and I'd definitely book her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Alli C.
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Sitter Profile Image: Alli C.
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5.

Alli C.

Nurturing by nature
Greenbrier West, Chesapeake, VA, 23320
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
3 repeat clients
from
$16
per visit

Alli did great with our dogs. She followed all instructions to a T and was so kind and understanding with our more timid dog. Can’t thank her enough for taking care of our fur babies .

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Sitter Profile Image: Joelle E M.
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Sitter Profile Image: Joelle E M.
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6.

Joelle E M.

Cat Mum Needing Work Flexibility
Deep Creek North, Chesapeake, VA, 23323
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$15
per visit

Joelle has been taking care of my boy Noodles for about a month now and he adores her. Joelle goes above and beyond with our boy, and they’ve created quite a bond. Makes me feel better about having someone come into my home.

Sitter Profile Image: Lea K.
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Sitter Profile Image: Lea K.
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7.

Lea K.

Selfless, passion for caretaking
Portsmouth, VA, 23702
Boarding, Drop-In Visits, Dog Walking
5.0
38 reviews
11 repeat clients
from
$22
per visit

She does an outstanding job all around! Trustworthy and dependable.

Sitter Profile Image: Ashley N.
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Sitter Profile Image: Ashley N.
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8.

Ashley N.

Your pets deserve a vacation too!
Deep Creek North, Chesapeake, VA, 23323
Boarding, Drop-In Visits, Dog Walking
5.0
18 reviews
9 repeat clients
from
$15
per visit

This is our second time having Ashley as our dog sitter and she is wonderful. Our dogs absolutely love her. She always sends us pictures of our babies. We will definitely be using her again!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Stephen s.
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Sitter Profile Image: Stephen s.
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9.

Stephen s.

Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
Boarding, Drop-In Visits, Dog Walking
5.0
28 reviews
11 repeat clients
from
$13
per visit

Stephen was fantastic! He was attentive, detailed, & communicative. He sent pictures every visit. He played fetch with the big dogs & was patient with the old lady dog. I will absolutely rebook with Stephen next time we are out of town.

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Sitter Profile Image: Hope H.
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Sitter Profile Image: Hope H.
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10.

Hope H.

A loving home away from home
Deep Creek South, Chesapeake, VA, 23323
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$10
per visit

Hope is amazing, we have utilized her several times over the years and she is always dependable. We have a wide variety of animals ranging from dog and cats to hedgehogs and chickens.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lashanda B.
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Sitter Profile Image: Lashanda B.
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11.

Lashanda B.

Let me love on your fur babies
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits
5.0
4 reviews
3 repeat clients
from
$13
per visit

Dog owners herself, LaShanda has dig sat for me over many years and not only understand the details that come with caring for a pet, she really do adore animals.

Sitter Profile Image: taylor s.
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Sitter Profile Image: taylor s.
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12.

taylor s.

Family-Friendly... Pet Approved!
Chesapeake, VA, 23323
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
1 repeat client
from
$14
per visit

Taylor was absolutely awesome and our little guy loved her so much! Super respectful of our house and our puppy. Absolutely recommend having her watch your little ones!

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Sitter Profile Image: Kelli C.
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Sitter Profile Image: Kelli C.
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13.

Kelli C.

I love animals of all kinds!
Deep Creek North, Chesapeake, VA, 23323
Drop-In Visits
3 reviews
from
$15
per visit

Kelli is amazing with animals. She’s patient and loving with my dog and he’s kind of a handful! I would absolutely trust her to watch my furry friend for any amount of time. I know she’ll treat him like her own baby!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lauryn D.
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Sitter Profile Image: Lauryn D.
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14.

Lauryn D.

Empathetic animal lover ❤️
Deep Creek South, Chesapeake, VA, 23323
Drop-In Visits, Dog Walking
5.0
24 reviews
4 repeat clients
from
$20
per visit

About: I grew up with 3 dogs; 2 poodles 🐩 and a Jack Russell 🐕. Caring and playing with dogs is what I know and love to do! I am a part-time online student and former track athlete. When I am not doing homework or in meetings, I would love to exercise, care, and play with your little one! My house has a fenced backyard with several walking trails nearby to explore! You can expect that your dog will be taken out on walks regularly and dog parks if they would like. Photo updates can also be expected.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Irina K.
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Sitter Profile Image: Irina K.
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15.

Irina K.

Rover 101
Insured~Bonded~Pet CPR Certified
Chesapeake, VA, 23323
Drop-In Visits, Dog Walking
5.0
328 reviews
79 repeat clients
from
$25
per visit

This is the second time Irina has come to watch our cats when we’ve gone out of town and she always goes above and beyond! We always feel confident leaving them in her care. :)

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Sitter Profile Image: Lillian F.
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Sitter Profile Image: Lillian F.
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16.

Lillian F.

I love to play and cuddle animals
Great Bridge, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$20
per visit

Came when scheduled, played with Sammie, potty break and feed her. Very professional and Sammie enjoyed her playing with her and getting some belly rubs.

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Sitter Profile Image: Emmaleigh S.
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Sitter Profile Image: Emmaleigh S.
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17.

Emmaleigh S.

The Purrfect Pet Lover!
Deep Creek North, Chesapeake, VA, 23323
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
2 repeat clients
from
$17
per visit

About: There has never been a time when my family didn't have pets! We love them like family and have cared for over 20 animals (all ranging from different ages, species, and personalities) since I was born! As of right now, I help care for 3 dogs, 4 guinea pigs, 1 lil hamster, and 2 ferrets, so you can imagine how much pet care I do in a day! I have popped into the houses of family and friends to check on their pets while they were away and I performed an array of tasks like letting them outside, feeding, playing, grooming, and treats of course! I am also studying to become a veterinarian so I have a bit of animal health experience as well as experience with aggressive animals. I understand animals need their space just like people and fully respect their boundaries! I should also make it known that when meeting for the first few times I will be bringing along only one other person with me for safety purposes as I am a small young woman heading into new areas.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jordan W.
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Sitter Profile Image: Jordan W.
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18.

Jordan W.

Trustworthy Dog Mom!
Chesapeake, VA, 23320
Drop-In Visits, Dog Walking
5.0
1 review
from
$13
per visit

Jordan did a great job with our pets and our very easily spooked cat even came out to say hello!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kyra L.
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Sitter Profile Image: Kyra L.
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19.

Kyra L.

flexible and friendly animal lover
Chesapeake, VA, 23323
Drop-In Visits
5.0
10 reviews
3 repeat clients
from
$17
per visit

About: I work part time as a server 3-4 days a week, usually nights. I love dogs, cats, reptiles, rodents all of them. I’m just returning to rover after like a year hiatus (I missed it real bad) since I now live alone and have my own cat Bayou. I will be available for drop ins, unfortunately no boarding or overnight sitting :,) I’ve had experience pet sitting prior to my time on Rover for numerous family friends. Experienced with young, old, and medicated. Sweet and grumpy. I’m here for it all and happy to do it :) I’m an almond mom to my cat (if you know you know) so please never feel like you’d be asking me of too much with care details. I keep myself on a somewhat strict schedule just to keep myself accountable with my own pet. Scheduled feedings, varying food, staying on top hygiene, and play time. Not because any of that has to be timed but to make sure it’s done when needed. I provide plenty of play time, abide by all care requests, and will always leave your space in better condition than when I arrived :)

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Sitter Profile Image: DeMone W.
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Sitter Profile Image: DeMone W.
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20.

DeMone W.

Dog Dad Here!
Deep Creek West-Dismal Swamp, Chesapeake, VA, 23323
Drop-In Visits, Dog Walking
10 years of experience
from
$15
per visit

About: I’ve been taking care of dogs my whole life. From my own dogs to now adding my fiancé dog. I will take care of your fur babies as if they were my own. I have two fur babies, Zoey and Bentley. I have had Bentley since he was 8 weeks and Zoey since she was 1. I'm truly a dog lover. They are family. We go on daily walks 2-3 times a day. We visit a dog park every weekend. I currently live in an apartment community so it is very important that I allow Bentley and Zoey to get as much exercise as possible.

Search Map

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:

Drop-In Visits