Drop-In Visits in Chesapeake

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.
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1. Kayla

Loving Dog Caregiver, Play & Stay

Portsmouth, VA, 23702

Dog Boarding, Drop-In Visits, Dog Walking

"She is the best dog sitter ever!! She would own all the dogs on the world if she could! If you didn't think your dog could be any happier than it is just dro... (more)"

Confirmed New Years Availability
2. Rachel

Active, outgoing dog lover

Norfolk, VA, 23505

House Sitting, Drop-In Visits, Dog Walking

"I think my dogs love her more than me... Rachel is an awesome and responsible dog sitter. Sent me great videos of their adventures while I was away on vacati... (more)"

3. Rowan

Doggie kisses <3

Norfolk, VA, 23507

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rowan is a wonderful pet sitter! This was our first time using a rover.com sitter and I would definitely recommend anybody to this site and to use Rowan! My... (more)"

4. Russia

Hi-5er of paws. Cuddler of furries.

Portsmouth, VA, 23703

House Sitting, Drop-In Visits, Dog Walking

"Our Pittie is a sweetie that needs someone with both patience and the ability to set and maintain behavioral boundaries. Russia was excellent at ensuring tha... (more)"

5. Caitlin

Fun and compassionate animal lover

Norfolk, VA, 23508

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

About: I am a fun, energetic and compassionate animal lover! Back home I have 65 pound black lab that thinks she is a lap dog (she most definitely not a l... (more)

Confirmed Holiday Availability
6. Elizabeth

I'm absolutely an animal lover!

Norfolk, VA, 23502

Dog Boarding, Drop-In Visits, Dog Walking

23 repeat clients

"I always worry about my pets when I leave them behind, but Elizabeth was able to bond with them before I left on my trip. When I returned it was obvious that... (more)"

7. Katarina

Love them like my own!

Greenbrier West, Chesapeake, VA, 23320

Drop-In Visits, Dog Walking

1 repeat client

"I highly recommend Katarina she is the best!! I have two cavalier king spaniels that Katarina walks for me in the afternoons during the week. She is always o... (more)"

Confirmed New Years Availability
8. Paige

Your Best Friend's Vacation Home

Indian River, Chesapeake , VA, 23325

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

8 repeat clients

"She did great and did not hesitate to send me a message when she had a question. Thanks so much. (more)"

9. Ned

Former fireman seeks furry friends

Portsmouth, VA, 23704

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Ned is great with our Boston Terrier pup, Zach! Zach has cataracts and is hard of hearing, but Ned takes special care when handling him. He will go the extra... (more)"

10. Macey

ODU student who loves pets

Norfolk, VA, 23508

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Macey has been very kind towards all my animals (currently a dog and cat). She was also able to help me find a new dog after the passing of our good friend, ... (more)"

11. Kaitlin

The happiest home is dog-filled!

Norfolk, VA, 23510

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Kaitlin was willing to help last minute to do cat care/drop ins for almost a week. She was very friendly and helpful, and we really appreciated everything sh... (more)"

12. Travis

Treats dogs like they are family

Norfolk, VA, 23508

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Travis is currently one of my good friends who frequently walks my dogs and watches him periodically. I have a beagle named Spot and he loves Travis. I am c... (more)"

13. Abigail

Your home away from home for Fido!

Norfolk, VA, 23507

House Sitting, Drop-In Visits, Dog Walking

About: For many years we have dog sat for family and friends- we probably got more joy out of it than the dogs. We've been through all the life phases of... (more)

14. Ashley

Proud crazy pet lady

Norfolk, VA, 23507

House Sitting, Drop-In Visits, Dog Walking

About: I am a huge animal lover and have almost always had a pet in my house throughout my life. Currently, my husband and I live with two medium-sized ho... (more)

15. Kathryn

Let's Walk It Out!

norfolk, VA, 23510

Drop-In Visits, Dog Walking

"Kathryn Torres has been nothing, but amazing to our family. She has dog walked and even dog sat our Pit-bull, Leo. She really goes over the top to make sure ... (more)"

16. Victoria

loving and fur-friendly pet sitter

Norfolk, VA, 23509

Dog Boarding, House Sitting, Drop-In Visits

2 repeat clients

"I have known Victoria for over 15 years both professionally and as a close friend and can attest to her character. Over the years she has watched our family ... (more)"

17. Blair

Fun, dog loving college student!

Norfolk , VA, 23504

Drop-In Visits, Dog Walking

4 repeat clients

"Great service! Great sitter, thank you Blair. Blair was able to care for Lady on short notice and she did an awesome job. She provided daily text messages,... (more)"

18. Erica

Animal whisperer

Norfolk, VA, 23507

Drop-In Visits, Dog Walking

"Erica has kept my little roxy several times over the years!! She always treats her like she's apart of her family! Erica often spoils her with lots of love a... (more)"

Confirmed New Years Availability
19. Kasie

I love all animals!!

South Norfolk, Chesapeake, VA, 23324

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: I love caring for pets and their needs. Its makes me happy. If it is an animal I havent cared for, show me ill be eagar to learn. I used to work at... (more)

20. Brittany

Experienced FurBaby Care Taker

Indian River, Chesapeake, VA, 23324

Drop-In Visits, Dog Walking

"Brittany is an animal lover. She cares more about animals than anyone I know. She always has their best interest in mind and at heart. You would do your pets... (more)"

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Pet owners love Chesapeake pet sitters on Rover. 1,647 owners have reviewed sitters in the Chesapeake, VA metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chesapeake? Become a pet sitter or dog walker on Rover.

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 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 sitter 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 training 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 lovers for hire.