House Sitting in Pleasant Grove East, Chesapeake, VA

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. David

I'll treat your dog like my own!

Great Bridge, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"David took great care of our dogs and our home. He was so flexible when we had to stay away for an extra couple of days due to a medical emergency - he reall... (more)"

2. Katherine

Always ready for playtime!

Virginia Beach, VA, 23457

House Sitting, Drop-In Visits, Dog Walking

"Katie is a natural when it comes to dogs. We work at a kennel together and her patience, insight, and enthusiasm are always welcome when working with the pup... (more)"

Confirmed Holiday Availability
3. Lauren

Pounding pavement for Pups !

Great Bridge East, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

"Lauren R is a caring and loving dog sitter. She has spent several weeks at my house to watch my wild German Shepherd, Gunner. Gunner normally doesn't like mo... (more)"

4. Marina

The most engenatic animal lover!

Pleasant Grove East, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

"If I owned my own business Marina would be the first person I would hire. We met while working together at an animal hospital 9 years ago and she's never let... (more)"

Confirmed New Years Availability
5. Marty

Need a sitter? We've been there!!

Great Bridge, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Marty was great! She was very personable and really loved Whisper. I appreciated the great communication and pics of Whisper while I was away. Will definitel... (more)"

Available this weekend
6. Megan

Lifelong dog lover and owner!

Greenbrier East, Chesapeake, VA, 23320

House Sitting, Drop-In Visits, Dog Walking

"I’ve never seen anyone love dogs as much as Megan does. Whether she is dog-sitting or just passing a pup on the street, she gives them the amount of love she... (more)"

7. Katie

Flight attendant who loves dogs!

Pleasant Grove West, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: Dog lover of all sizes and breeds. I am a flight attendant based out of the Baltimore area but when I am home in Chesapeake (usually 4 days a week)... (more)

8. Lauren

Comfortable with giants. Will run!

Virginia Beach, VA, 23457

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lauren has taken care of my dogs for many years while I am away. Her love for animals is very apparent, and the dogs love her. I always come home to happy, h... (more)"

9. Sydney

Animal lover, and Advocate

Great Bridge, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Our fur babies love Sydney and so do we! We are super neurotic about their routine and food and they require quite a bit of medication. Nothing is a problem ... (more)"

10. Raechel

Animal loving college student!

Pleasant Grove West, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hi my name is Kelly and have an Australian Cattle Mix 3 year old dog named Prince . We went on vacation last year and had putting him in a kennel was not an ... (more)"

11. Holly

Energetic and caring doggie lover!!

Greenbrier West, Chesapeake , VA, 23320

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Holly is a true dog lover, her own and any others she comes across. She has taken wonderful care of my three large dogs (Chocolate Lab, Great Dane, and Ameri... (more)"

12. Brian

Patient and calm with all dogs!

Great Bridge, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: I worked for one year and three months at a dog boarding/daycare/training facility called Four Paws Inn. In that time span I learned more than I co... (more)

13. Michael

I wil treat your dog like family

Pleasant Grove East, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

"Mike is a huge animal lover, of all types of animals. He has extensive knowledge in dogs, cats, reptiles, small mammals, and fish. He also has a certificate ... (more)"

Confirmed Holiday Availability
14. Jessica

I love all breeds and all sizes!

Great Bridge, CHESAPEAKE, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: I have cared for dogs for over 20 years, professionally and personally. I have experience with many different breeds and all sizes. I previously wo... (more)

15. Billy

Flexible summer schedule

Great Bridge East, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

" I have known Billy for about 10 years . He is a great hard-working young man who is very responsible. My dog, Mitch, loves when he stops by and I can al... (more)"

16. Amber

Huge animal lover!

Butts Station, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber did great! Was very friendly, seemed to be great with the dog. We had no problem at all while we were gone and everything was nice and tidy when we got... (more)"

Confirmed Holiday Availability
17. Lauren

I'll love your dog!

Pleasant Grove West, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a veterinary assistant at a clinic in North Carolina and have five years of experience under my belt from multiple clinics and hospi... (more)

18. Kirsten

Your Dogs Best friend

Great Bridge, Chesapeake, VA, 23322

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

About: Hi my name is Kirsten and obviously, i love dogs!! Im very energetic, so I can out fetch your dog any day. I give a mean belly rub, and I have dog ... (more)

19. Dave

retired - part time travel agent

Great Bridge East, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: Experienced in giving meds, walks and lovin's. We have had multiple large dogs ( greater Swiss Mtn dogs 130 lbs.) and am very familiar with their... (more)

20. Andrew

Extended care provider

Great Bridge East, Chesapeake, VA, 23322

House Sitting

"Andrew is a kind responsible man who, over my time knowing him, has shown the utmost respect and care for not only my pets, but random pets we come across wh... (more)"


As dog 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 house sitter in seconds on Rover.com. If you're looking for trusted house 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 pet. Rover is proud to be the nation's largest network of pet lovers for hire.