Pet Sitting & Drop Ins in Western Branch South, Chesapeake, VA

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Athena D.
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Sitter Profile Image: Athena D.
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1. Athena D.

Athena (Xae) D.
Western Branch South, Chesapeake, VA, 23321
1.2 mi. away
Drop-In Visits
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$13
per visit

Athena was very easy to work with! She was patient with me, as this was my first time using the app. She was willing to help me navigate any issue I had with booking her. Very reliable dog sitter and great at what she does. 10/10 recommend and would book again for future sittings!!!

Sitter Profile Image: Rhianon G.
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Sitter Profile Image: Rhianon G.
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2. Rhianon G.

I wish I could have a zoo!
Portsmouth, VA, 23703
6.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
11 repeat clients
from
$18
per visit

Rhianon did a wonderful job taking care of my young crazy puppy and my senior dog with health issues. She gave great updates and pictures so I knew my dogs were doing well and enjoying their time with her. I will absolutely rebook with Rhianon!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Anna A.
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Sitter Profile Image: Anna A.
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3. Anna A.

Rover 101
Attentive, passionate, and caring.
Chesapeake, VA, 23321
3.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$20
per visit

Anna was awesome! She was amazing to my fur baby and put a lot of care into her work!! I’m glad I had someone as dependable as her to watch my girl! I can’t recommend her enough!

Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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4. Bailee B.

Taking Pet Care to the Next Level!
Portsmouth, VA, 23702
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
11 repeat clients
from
$15
per visit

Excellent experience, came through last minute when I had to be out of town unexpectedly. Showed up and handled my pets with great care!

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Sitter Profile Image: Lily P.
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Sitter Profile Image: Lily P.
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5. Lily P.

Home away from home ❤️
Western Branch North, Chesapeake, VA, 23321
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$20
per visit

Lily is great with Jackson. I needed her at the last minute and she did not hesitate to take care of baby!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Barbara U.
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Sitter Profile Image: Barbara U.
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6. Barbara U.

Never met a dog I didn't like.
Portsmouth, VA, 23703
5.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$19
per visit

My rescue pupper went from very nervous around people and dogs to competing in agility without batting an eye, literally in the middle of hundreds of people and dogs. He has now 4 AKC agility titles and counting. :-) We couldn't have done this without Barbara! He is also having extreme panic attacks at the vet. Last year, I had to bring him to the emergency vet. With Barbara's help, we managed to get him into the building without further injury, so he could have lifesaving emergency surgery. Barbara is awesome!

Sitter Profile Image: Gracie N.
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Sitter Profile Image: Gracie N.
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7. Gracie N.

Your pets new best friend
Suffolk, VA, 23435
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
8 repeat clients
from
$20
per visit

Gracie watched our two corgis for a week while we were on vacation. She was very professional and came over twice to meet the pups before we left, because it was her first time with them and we usually have family watch them. We received a nice update with pictures each time she came to feed and walk them. They always looked so happy! We felt very comfortable with her and our dogs loved her. I wouldn’t hesitate to use her again or recommend to anyone.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Reginald & Kelly V.
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Sitter Profile Image: Reginald & Kelly V.
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8. Reginald & Kelly V.

Rover 101
Just like one of the family….
Suffolk, VA, 23435
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
19 repeat clients
from
$15
per visit

I can't say enough about these two. They were so passionate about caring for my senior dogs over several days. They completely understood the situation for each of my dogs. They were always on time and spent lots of loving time with Lydia and Tabitha and my bird Queen Mary too! Highly recommend!

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Sitter Profile Image: Megan C.
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Sitter Profile Image: Megan C.
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9. Megan C.

Can I pet that dawg?
Portsmouth VA, VA, 23703
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$18
per visit

Prompt and responsive, thank you for helping my fur baby!

Sitter Profile Image: Lisa Z.
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Sitter Profile Image: Lisa Z.
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10. Lisa Z.

Rover 101
Active pet lover in Chesapeake.
Western Branch South, Chesapeake, VA, 23321
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
8 repeat clients
from
$18
per visit

This was our first time using Rover and Lisa was everything we could hope for! Always communicating and updating us. Will definitely ask Lisa for her services again next time.

Sitter Profile Image: Chelsey M.
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Sitter Profile Image: Chelsey M.
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11. Chelsey M.

Kind, patient, punctual
Portsmouth, VA, 23707
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
15 repeat clients
from
$19
per visit

Chelsey came by to check on Maggie. She will care for her when we leave town, and I wanted Maggie to get to know her. It will be the first time we have left Maggie with someone other than family. It is evident that Chelsey loves animals and truly cares about their safety and comfort. We are fortunate to have found her. She will be my new Rover dog sitter for sure.

Sitter Profile Image: Jazmin C.
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Sitter Profile Image: Jazmin C.
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12. Jazmin C.

I'll treat your pets as my own.
Western Branch North, Chesapeake, VA, 23321
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$15
per visit

Jazmin is amazing! I needed a last minute drop in for a few days and Jazmin was super accommodating. My doggos loved her! Jazmin took the time to make sure our Aussies got some energy out and played with them in the yard. She was easy to contact and always sent drop-in pics. I would definitely recommend her services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ciara J.
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Sitter Profile Image: Ciara J.
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13. Ciara J.

Caring for your pets 🐶🐱
Western Branch South, Chesapeake, VA, 23321
0.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
5 repeat clients
from
$15
per visit

Ciara was amazing with our fur babies. She even took the time to give extra pets to my snuggle bug Millie who loves attention. She is punctual, trustworthy and made even our shy boy Bruce comfortable. Highly recommend Ciara as she is not only great with dogs and trustworthy but she really takes the time and gives extra care to every aspect of pet sitting.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ty O.
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Sitter Profile Image: Ty O.
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14. Ty O.

Rover 101
Bully & Protection Breeds Welcome!
Deep Creek North, Chesapeake, VA, 23323
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
42 repeat clients
from
$20
per visit

Ty was wonderful with my animals! I had never left them with a stranger and she was very kind a reassuring about my worries, sent me constant updates and pictures. They were very well taken care of

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jem M.
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Sitter Profile Image: Jem M.
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15. Jem M.

Your Pet's New Best Friend!
Deep Creek North, Chesapeake, VA, 23323
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
2 repeat clients
from
$16
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.

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Sitter Profile Image: Alexa K.
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Sitter Profile Image: Alexa K.
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16. Alexa K.

A home away from home for your pet!
Western Branch North, Chesapeake, VA, 23321
3.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$20
per visit

Alexa is great! My cats that normally don’t take to strangers, love when she watches them. They’re always fed and played with and they’re always excited to see her. Alexa also takes photos of your fur babies so you can see that they’re well taken care of. Can’t recommend her wnough!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Briana R.
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Sitter Profile Image: Briana R.
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17. Briana R.

I love dogs more than humans 😊
Western Branch North, Chesapeake, VA, 23321
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit

Briana is the best dog walker she takes my dog every morning and he’s always so happy to see her. She’s quick and efficient and she’s always on time!

Sitter Profile Image: Evangelina A.
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Sitter Profile Image: Evangelina A.
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18. Evangelina A.

Gentle and caring grandma
Western Branch South, Chesapeake, VA, 23321
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
13 repeat clients
from
$20
per visit

I've used Evangelina twice and couldn't be happier with the care she gives my cat! Even though Lizzie is a very shy cat, I can tell from the pictures that she's doing well. I'll use Evangelina for any future trips if she's available!

Sitter Profile Image: Dianna G.
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Sitter Profile Image: Dianna G.
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19. Dianna G.

Ready to make new fur friends!
Western Branch North, Chesapeake, VA, 23321
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit

Dianna took very good care of Cookie! She was on time and I could tell Cookie had a awesome visit!

Sitter Profile Image: Siobhan M.
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Sitter Profile Image: Siobhan M.
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20. Siobhan M.

Remote job - flexible - love dogs
Western Branch South, Chesapeake, VA, 23321
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$13
per visit

Thank you for giving us the opportunity to tell you about Siobhan M She was so helpful for the last 3 years taking care of our black lab Max. She is a kind , caring individual. She took care of Max feeding, walking and exercising him. We cannot say enough good things about Siobhan. Regards , Nancy & John

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Dog lovers in Western Branch South, Chesapeake, VA love pet sitters on Rover.com. Over 290 pet owners have reviewed pet sitters on Rover in Chesapeake, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chesapeake can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Western Branch South 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 Western Branch South, Chesapeake 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