Pet Setting & Drop Ins in Pleasant Grove West, Chesapeake, VA

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

Available this weekend
1. Brittanu

I'll run with your pup!

Greenbrier West, Chesapeake, VA, 23320

Dog Boarding, Drop-In Visits, Dog Walking

"Brittany has taken care of our 3 dogs in the past and did a wonderful job. She treats dogs like there part of her family. She is very caring and would a grea... (more)"

Available this weekend
2. Sarah

Backyard-stay, Walking, & Visits

Great Bridge, Chesapeake, VA, 23322

Drop-In Visits, Dog Walking

1 repeat client

"Sarah is AMAZING! She is upbeat, sweet, and very loving. She consistently sends updates on your sweet pup when you are away so you feel at ease. I have used ... (more)"

3. Jessie

Lifetime dog lover

Deep Creek South, Chesapeake , VA, 23323

Drop-In Visits, Dog Walking

1 repeat client

"Jessie has dog and cat sat for me in the past and always takes very good care of my pets. She was able to give my dog medicine daily and let them out to pee ... (more)"

4. Brooke

Animal lover with flexible schedule

Greenbrier West, Chesapeake, VA, 23320

House Sitting, Drop-In Visits, Dog Walking

"Brooke was great. Spent quality time with my dogs and kept me informed. Also loved on them and gave them treats! Would recommend her highly, especially to... (more)"

5. Stacey

Experienced Pet Sitter

Great Bridge, Chesapeake, VA, 23323

Drop-In Visits, Dog Walking

2 repeat clients

"While I was away, I had such piece of mind that my pups were taken care of properly. Stacey is great and words cannot explain how happy I am with her servi... (more)"

6. Megan

SAHM full time and doggy foster Mom

Great Bridge East, Chesapeake, VA, 23322

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

"There are not many people who I would trust to watch my golden retrievers, but Megan is one of them. Not only is she extremely reliable and responsible, but ... (more)"

7. Holly

Energetic and caring doggie lover!!

Greenbrier West, Chesapeake , VA, 23320

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Holly was great with my babies! They loved having her come and play and let them out during the day. I was able to take a day trip without worry about them b... (more)"

8. 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)

9. Alyssa

Love your dog like their mine

Greenbrier West, Chesapeake, VA, 23320

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

"I can’t say enough on how wonderful Alyssa is with animals, she is a fun and responsible pet sitter; she has a great deal of experience with large dogs. She... (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. Alexandria

Home is where your dog is <3

Pleasant Grove West, Chesapeake, VA, 23322

Drop-In Visits, Dog Walking

"She is a respectful person and loves animals of all kinds, cars, dogs, horses. She is responsible and I wouldn't trust my babies with just anyone. She will l... (more)"

12. Madeleine

I'll love your fur babies!!

Great Bridge, Chesapeake, VA, 23322

Drop-In Visits, Dog Walking

"Madeleine loves animals: she's responsible, dependable and caring. She has taken care of our puppy, with all his energy, as well as our older pets with speci... (more)"

13. Leanne

Your dog won't even know youre gone

Great Bridge East, Chesapeake, VA, 23322

Drop-In Visits, Dog Walking

About: I've had an abundant amount of experience caring for dogs. For three years, I worked at a daycare/boarding facility caring for up to 150 dogs at a ... (more)

14. Annie

Flexible schedule, good at training

Great Bridge, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: Being passionate about animals is something that I take a good amount of pride in. I've taken care of dogs, from eight week old puppies to fifteen ... (more)

15. 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)

Available this weekend
16. Kelly

Bring me the doggies!

Great Bridge, Chesapeake, VA, 23322

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Very good and very professional; my dogs loved her. She was always available if I had questions. (more)"

17. Madeline

I'll run and play with your dog!

Great Bridge East, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

About: I have owned various dogs at a time since I was a child, and I love being around animals and taking care of them. I have experience with all gender... (more)

18. 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)

19. 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)

20. Sydney

Animal lover, and Advocate

Great Bridge, Chesapeake, VA, 23322

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: My life has always been Revolved around animals, I grew up with so many pets. I have always helped dogsit, walk dogs, and nurture them ever since I... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 290 owners have reviewed sitters in Pleasant Grove West, Chesapeake, VA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Pleasant Grove West 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 Pleasant Grove West, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Pleasant Grove West, Chesapeake donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chesapeake.

We're proud to support over 200 organizations across the nation, including: