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.

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1. Tiffany

Flexible, reliable, Crazy Dog Lady

Indian River, Chesapeake, VA, 23325

Drop-In Visits, Dog Walking

"Tiffany was great with Oreo. He absolutely loved her and she kept me updated via email because I didn’t have access to my phone while I was gone. Every time ... (more)"

Confirmed availability
Christmas and New Year
2. Jessica

Love all types of fur babies

Greenbrier East, Chesapeake, VA, 23323

Dog Boarding, Drop-In Visits, Dog Walking

"Jessica was great. My dog really likes her, and he doesn’t like everyone. She kept me updated with how he was every visit. I would definitely hire her again. (more)"

Confirmed availability
Christmas and New Year
3. Tonya

Full time dog lover!

Portsmouth, VA, 23704

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

"Amazing individual, she was able to manage both of the dogs which can be a handful from time to time. The pups were extremely well taken care of and happy. W... (more)"

Confirmed availability
Christmas and New Year
4. Esi

Christmas available. Love cats too!

Norfolk, VA, 23508

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

"Edi took excellent care of our English Bulldog Prue! We were gone for about 2 weeks, she sent pictures and kept us informed on how Prue was doing everyday. S... (more)"

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5. Katie

home full time- good size dog park

Greenbrier East, Chesapeake, VA, 23320

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

"Katie is a down to earth, loving, and all around caring person. For the past 14 years that I have known her she has always been passionate about any animal t... (more)"

Confirmed availability
Christmas and New Year
6. Erin

Pooch sets the pace-high or low!

PORTSMOUTH, VA, 23704

Drop-In Visits, Dog Walking

"We have had Erin helping us with our animals for two years now. She is reliable,trustworthy and a true animal lover. Our dogs are always happy to see her and... (more)"

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7. Illie

I love animals, dog parks near by!

VA Beach, VA, 23504

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

"Tierra Tillie is a very outstanding citizen who has respectable manners, a person who absolutely love animals. She is a individual that you can depend or re... (more)"

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8. Jessica

Dog park 30ft from apartment

Greenbrier East, Chesapeake, VA, 23320

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

"Jessica is one of the few people I trust whole heartedly with my puppies (who have very specific needs). She’s responsible and really takes care in what she ... (more)"

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9. Crystal

i am very friendly and love pets

Portsmouth, VA, 23704

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

"Crystal is an honest, caring and accountable person. Her honesty made it easy for me to trust her in my home and with my 4-legged babies. Her caring nature a... (more)"

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10. Ginni

Loves long walks on the beach.

Portsmouth, VA, 23704

Drop-In Visits, Dog Walking

"Ginni is a fun, energetic and extremely dependable young lady! Her love for all animals will impress you the moment you meet her! She will treat your pet a... (more)"

Confirmed availability
Christmas and New Year
11. Megan

I'll run with your dog, plenty room

Norfolk, VA, 23504

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

"She was a great Walker for my German Shepherd and my Corgie. She made sure they were drained of excess energy and that they went to the bathroom. When they r... (more)"

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12. Kelsey

Home full time, fenced in yard

Norfolk, VA, 23510

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is a great pet sitter! She is extremely reliable and dependable. My dogs love her and I know they are in great hands when she watches them. She have... (more)"

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13. Jessica

Home full time large yard love dogs

Portsmouth, VA, 23704

Dog Boarding, Drop-In Visits, Doggy Day Care

"Jessica loves her dogs and loves all animals! She is the type of person to spend more time with the dog at the party versus new people. Her house has a big f... (more)"

14. Jillian

Law student looking for furry BFFS!

Norfolk, VA, 23510

Drop-In Visits, Dog Walking

"Can’t say enough good things about Jillian! From my first inquiry as to her availability to look after my elderly cat to the meet and greet and then her act... (more)"

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15. Alison

Animal Lover

Norfolk, VA, 23510

Dog Boarding, Drop-In Visits, Dog Walking

"Alison is an excellent care giver for all pets, but especially dogs. She is consistent and loving, and interacts with them extremely well. I've witnessed her... (more)"

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16. Anna

Home full-time; will play w/ dogs

Norfolk, VA, 23510

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

"Anna would be a great dog walker for Rover.com. She is responsible, prompt and reliable. I am very comfortable having her in my home to take care of our dog.... (more)"

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17. Abraham

Ill run with your dog at the park

Portsmouth, VA, 23704

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

"Abe is a dog lover. This love comes across when caring for my 4-legged baby. His accountability is refreshing. When I needed certain written instructions fol... (more)"

18. Jasmine

Home full-time, large fenced yard

South Norfolk, Chesapeake, VA, 23324

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

About: Hello, I’ve had dogs all my life. I’ve dog sat off and on for the past 10 years. I have a passion for animals and dogs especially. I do have 2 chil... (more)

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19. Nichelle

Walk and Talk the Dog

Indian River, Chesapeake, VA, 23325

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Nichelle! She is very friendly, trustworthy and dependable. She genuinely has a love and a huge heart for animals. When it comes to your ... (more)"

Confirmed availability
Christmas and New Year
20. Tla

Run and play with your dog all day

Portsmouth, VA, 23704

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

"My 3 babies loveT'La! She is great with them and my babies can be a handful. She watched them for a week when I had to fly back to Texas and she gave me upda... (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 the Rover Guarantee, 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.