Pet Sitting & 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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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1. Tiffany M.

Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
14.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
388 reviews
120 repeat clients
from
$13
per visit

Sadie, Cooper and Maddox loved their time with Tiffany. This visit was our first time ever leaving them in the care of anyone they didn’t know. All went very well and we will call on Tiffany again in the future. On a different note, I found navigating the website challenging and had difficulty choosing my dates to be gone. I was planning to be gone 3 days and thought I had it but only had the 1st and 3rd day. How terrible that would have been for my dogs! No food,water or medicine for my dogs. Tiffany to the rescue. I contacted her and she helped resolve the issue.

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Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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2. Bailee B.

Taking Pet Care to the Next Level!
Portsmouth, VA, 23702
13.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
10 repeat clients
from
$15
per visit

Bailee was really professional and the cat loved her

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Sitter Profile Image: Kristin O.
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Sitter Profile Image: Kristin O.
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3. Kristin O.

Rover 101
Dog Trainer, Veterinary Assistant
Chesapeake, VA, 23322
1.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$22
per visit

Kristin was fabulous. The dogs got a long visit like we requested to keep their behavior in check during their first full days alone since 2020. The dogs were very good and still seemed tired when my husband got home from work.

Sitter Profile Image: Alli C.
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Sitter Profile Image: Alli C.
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4. Alli C.

Nurturing by nature
Greenbrier West, Chesapeake, VA, 23320
9.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$16
per visit

Alli came through ONCE AGAIN to take care of my senior pupper with EXTRA love and care. I would recommend Alli to be EVERYONE'S pet sitter! She is responsible, caring, trustworthy, and will love your pet like they are her own! I will definitely reach out to Alli for future visits! Thank you so much Alli!

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Sitter Profile Image: Ruby P.
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Sitter Profile Image: Ruby P.
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5. Ruby P.

Loving pet sitter for your furbaby
Great Bridge, Chesapeake, VA, 23323
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$18
per visit

Ruby has a great experience taking care of animals. Since she adopted her pet cat a couple of years ago, Caroline, she has dedicated her free time to playing with Caroline and ensuring Caroline has a healthy and loving environment . Aside from caring for Caroline, Ruby has taken on pet sitting duties with her former coworkers, including cat and dog sitting. With this, Ruby has grown to understand animals emotionally and tailor to their specific.

Sitter Profile Image: Sabrina L.
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Sitter Profile Image: Sabrina L.
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6. Sabrina L.

All my children have paws
South mills, NC, 27976
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$20
per visit

Sabrina did a fantastic job dropping in to feed, five meds, and play with our pups while away! She also sent wonderful pictures and reports throughout the drop-ins. We highly recommend her for taking care of your doggies!

Sitter Profile Image: Stephen s.
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Sitter Profile Image: Stephen s.
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7. Stephen s.

Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
6.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
15 repeat clients
from
$13
per visit

Stephen was amazing with both of my babies!!! Communication was great, took time to play with my babies and make sure they were good 3 times a day!! At no time did I worry because I knew Stephen loved what he do so if I ever need him again, he’ll be the first person I call!!! Thank you so much again Stephen!!!

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Sitter Profile Image: Matthew V.
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Sitter Profile Image: Matthew V.
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8. Matthew V.

No dog too big or too small!
Greenbrier West, Chesapeake, VA, 23220
8.9 mi. away
Drop-In Visits, Dog Walking
25 years of experience
from
$11
per visit

About: I’ve been around dogs my whole life. I’ve always had dogs in my house growing up from retrievers, and huskies. I currently have a 1 year old Golden Retriever named Winry. I’ll always volunteer to pet sit when a friend is in need. I love dogs and truly believe they are a man’s best friend! I work Monday through Friday from about 9 until 3. I can check on and play with your pups during my working hours if need be no problem! If I’m not doing schoolwork or working, I’m playing with my dog and going on walks/runs everyday. I can crate or show your dog attention whatever is wanted!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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9. Katie K.

Experienced dog owner!
Deep Creek West-Dismal Swamp, Chesapeake, VA, 23323
8.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$15
per visit

Katie is a responsible and caring individual. She takes into account others needs and wishes in the most respectful way in every area of life. She has extensive experience taking care of various breeds or dogs and always handled each situation with care. Katie is a lover of animals and will treat your pup like her own! I wouldn't hesitate one minute to let her care for my own lab!

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Sitter Profile Image: Suzie A.
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Sitter Profile Image: Suzie A.
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10. Suzie A.

All animals big and small need love
Deep Creek South, Chesapeake, VA, 23323
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$15
per visit

Suzie was a big weight off my shoulders. She did exactly what I asked of her and more. My dog immediately took a liking to her and her loving/gentle spirit. He even let her take a few pictures (he’s usually camera shy). Thank you Suzie!!!

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Sitter Profile Image: Lillian F.
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Sitter Profile Image: Lillian F.
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11. Lillian F.

I love to play and cuddle animals
Great Bridge, Chesapeake, VA, 23322
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$20
per visit

Came when scheduled, played with Sammie, potty break and feed her. Very professional and Sammie enjoyed her playing with her and getting some belly rubs.

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Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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12. Courtney B.

Rover 101
Sloppy Smooches & Wiggly Mutts
South Mills, NC, 27976
9.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
34 repeat clients
from
$21
per visit

Amazing! Couldn’t do it with out her ! My boys just love her !!

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Sitter Profile Image: Alyssa E.
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Sitter Profile Image: Alyssa E.
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13. Alyssa E.

Trustworthy dog-lover
Deep Creek West-Dismal Swamp, Chesapeake, VA, 23323
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$20
per visit

Alyssa is always my go-to pet sitter for my golden retriever/black lab, Chloe! She is trustworthy and professional and she will love your dog as if she were her own! I highly recommend Alyssa!

Sitter Profile Image: Grey D.
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Sitter Profile Image: Grey D.
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14. Grey D.

(He/him)Animals are my safe space💕
Great Bridge, Chesapeake, VA, 23322
4.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$10
per visit

Grey provided excellent care for our two pups for a week. Communication with Grey was excellent. Knowing the dogs can be a bit nervous Grey made time to meet with them both making a connection before our trip. We received a daily timeline of Grey’s visits and pictures too. It was easy to see that Piper and Luna were both happy with Grey’s visits. Grey went above and beyond even sitting a bit longer with Piper when she was frightened by a thunderstorm. I highly recommend Grey and will use them again!

Sitter Profile Image: Samara A.
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Sitter Profile Image: Samara A.
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15. Samara A.

PAWsitive best FURiend for your pet
Greenbrier West, Chesapeake, VA, 23320
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$15
per visit

Samara has gone above and beyond with our puppy ! We can tell how excited he gets to see her everyday! This is our first puppy and Samara has a ton of knowledge that has helped us. She always keeps us updated on her visits with him , and we honestly could not have chosen somewhere better to work with. ❤️

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Sitter Profile Image: Kristin H.
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Sitter Profile Image: Kristin H.
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16. Kristin H.

Reliable, flexible, dogs & cats!
Chesapeake, VA, 23322
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit

Kristin is very attentive, caring and nurturing. She has taken such great care of my dog. She checks in with pictures, which makes the time away so much better. Could not recommend her more!!!!

Sitter Profile Image: Kristeena Francis M.
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Sitter Profile Image: Kristeena Francis M.
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17. Kristeena Francis M.

Older, Honest and Reliable
Great Bridge, Chesapeake, VA, 23322
5.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$20
per visit

Kristeena did a wonderful job caring for our menagerie! She sent detailed updates every day and went above and beyond to make sure all of our animals had everything they could need or want while we were away. Will definitely book with her again!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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18. Emily R.

Dedicated to loving on your pet :)
Pleasant Grove West, Chesapeake, VA, 23322
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
12 years of experience
from
$13
per visit

About: I have taken care of dogs my entire life from my own pets, family members, neighbors, and hired clients. All of which have relied on me to walk, feed, bathe, and love on their pets. I am also very experienced in caring for senior dogs and giving medications. Although I love senior dogs I am also experienced in taking care of cats, bunnies, and guinea pigs. As a college student majoring in Animal and Veterinary Science at the University of Maine, I have a passion for caring for animals. I will be home for the summer and am available all week to provide pet care services. I understand the importance of flexibility and am willing to accommodate early morning and late-night visits to ensure the comfort of your pet. Your furry friend's well-being is my top priority! I have a set schedule in my own home to care for my two very different dogs with different feeding time and walk schedules. I am dedicated to completing the task clients leave me with but I also like to put in extra effort to make sure the pet feels as comfortable as possible.

Sitter Profile Image: Amber & Ryan B.
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Sitter Profile Image: Amber & Ryan B.
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19. Amber & Ryan B.

Amber
Great Bridge, Chesapeake, VA, 23322
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$18
per visit

Amber and Ryan are so great with my pup! They always send updates and all the pictures. I will continue to use them and I definitely recommend them to anyone in need of doggy care!! 😊

Sitter Profile Image: Tayla B.
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Sitter Profile Image: Tayla B.
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20. Tayla B.

loving college student
Pleasant Grove West, Chesapeake, VA, 23322
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$15
per visit

Tayla was amazing doing drop ins with my two dogs for a few months. She’ll be my go to if I need someone in the future!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Pleasant Grove West:

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.

Drop-In Visits