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.

1. Earl "Pete" & Ella "Michelle"

“JUST A GUY AND HIS DOGS.”

Norfolk, VA, 23513

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"This is a follow-up review. Earl continues to drop in and check on my babies. My dog, Jackie, passed away very unexpectedly. It left Gabby absolutely deva... (more)"

2. Victoria

Pups Home Away from Home

virginia Beach, VA, 23464

Dog Boarding, Drop-In Visits, Dog Walking

15 repeat clients

"Victoria has been great. Lots of photos of the pups and we felt at ease having her care for our dogs. We will absolutely use her again and moving forward for... (more)"

3. Tiffany

Flexible, w/ holiday availability!

Indian River, Chesapeake, VA, 23325

Drop-In Visits, Dog Walking

2 repeat clients

"Tiffany was great with our two dogs! They both immediately loved her, they acted like they had known her forever. She went above and beyond to care for our p... (more)"

Available this weekend
4. Amber

The Elders Pack on Sunshine

Greenhill Farms, Norfolk, VA, 23509

Dog Boarding, Drop-In Visits, Doggy Day Care

7 repeat clients

"There isn't anyone else I know that loves dogs more than Amber and her family! They go above and beyond for the care of their animals, and so I've always kno... (more)"

5. Kayla

Loving Dog Caregiver, Play & Stay

Portsmouth, VA, 23702

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kayla is easy to work with, polite, and professional. I usually feel a little nervous leaving my fur baby in someone else's care, but I can feel completely c... (more)"

6. Bethany

I love taking care of animals!!!

Portsmouth, VA, 23702

Drop-In Visits, Dog Walking

1 repeat client

"Bethany did a fabulous job watching my pup while I was away for the weekend! She was very accommodating and kept me up to date on what was happening. There w... (more)"

7. Aaron

I'll walk as long as your dog wants

Norfolk, VA, 23517

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Great sitter! We’ll definitely rebook in thr future! (more)"

8. Courtney

Animal lovers! Big yard, big hearts

Virginia Beach, VA, 23464

Drop-In Visits, Dog Walking

3 repeat clients

"My two pups absolutely love Courtney! She gave my two crazy dogs lots of love, and sent updates for me the entire time. I would highly recommend Courtney to ... (more)"

9. Michelle

I make and bring my own treats!!

Portsmouth, VA, 23702

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Michelle was great! She sent me pictures and videos while she walked Oliver. (more)"

Confirmed New Years Availability
10. Kristen

Downtown Norfolk, ample play time!

Norfolk, VA, 23510

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

1 repeat client

"She watched our Mini Dachshund and Chihuahua multiple times during family vacations! Always a positive experience! We feel comfortable leaving our babies w... (more)"

Confirmed Holiday Availability
11. Remy

College Senior & Shelter Volunteer

Norfolk, VA, 23517

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Our young puppy's experience with Remy was very positive. Her love of dogs and understanding of their behavior and training was evident in our brief chat whe... (more)"

Confirmed Christmas Availability
12. Jennifer

Fur, Scales and Wagging Tails

Norfolk, VA, 23509

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

10 repeat clients

"I love Jennifer! She's fabulous! (more)"

13. Alex

Best care for your cats & dogs!

Norfolk, VA, 23507

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alex is awesome! She was very responsive from the moment I first inquired if she could watch our 13 year old cat over Thanksgiving. Within minutes she repli... (more)"

14. Lauren

Your pup's new best (human) friend

Portsmouth, VA, 23707

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I provide dog sitting in your home, walks around your neighborhood at your dog's desired pace, as well as drop-in visits when and as needed. I'... (more)

Confirmed Holiday Availability
15. Jessica

I also do training sessions.

Greenbrier East, Chesapeake, VA, 23320

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

26 repeat clients

"Teddybear was well taken care of by Jessica. A very loving , responsible young woman! Will definitely use her services in the future! (more)"

16. Madeleine

Full-Time Animal Lover

Greenbrier East, Chesapeake, VA, 23320

Drop-In Visits, Dog Walking

About: I absolutely love animals! I grew up on a farm, so I've loved and been around different types of animals my entire life. I've been pet sitting for ... (more)

Confirmed Holiday Availability
17. Nicole

Happy FurBaby, Happy You, Happy Me

Portsmouth, VA, 23704

Drop-In Visits, Dog Walking

"Nicole watched my old dogs before I moved. She was caring, kind, loving, and she was also very good with my dogs and really was willing to go the extra mile ... (more)"

Confirmed Holiday Availability
18. Paige

Your Best Friend's Vacation Home

Indian River, Chesapeake, VA, 23325

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

18 repeat clients

"I would highly recommend Paige. Very professional, followed all of our instructions, and was not afraid to text us with any questions. We couldn't have asked... (more)"

Confirmed Holiday Availability
19. Monique

A happy dog leads to a happy life

Portsmouth, VA, 23704

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

2 repeat clients

"Monique did a wonderful job watching our puppies. She sent plenty of pictures knowing that they were alright and had no issue giving pills to the older one.... (more)"

Confirmed Holiday Availability
20. Jason

Your dogs next best pal

Portsmouth, VA, 23704

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

"If you're looking for someone who will not only walk/feed/watch your fur baby but will actually care for their well being while you're away, then look no fur... (more)"


Rover.com is the simple, savvy way to find and book Deep Creek West-Dismal Swamp, Chesapeake house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Deep Creek West-Dismal Swamp on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Deep Creek West-Dismal Swamp, Chesapeake, VA house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.