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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Tracie L.
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Sitter Profile Image: Tracie L.
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1.

Tracie L.

Need Pet Care? I'm Your Person!
Chesapeake, VA, 23321
House Sitting, Drop-In Visits
5.0
10 reviews
10 repeat clients
from
$15
per visit

Tracie was wonderful. Needed last minute care and she was available. Punctual and followed our instructions. Sent a bunch of pictures. And I forgot to mention the two cats, who normally hide but she got pictures of them ❤️ will definitely use her again!

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Sitter Profile Image: Sierrah J.
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Sitter Profile Image: Sierrah J.
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2.

Sierrah J.

Your pet will come back spoiled!
Portsmouth, VA, 23702
Boarding, Drop-In Visits
5.0
12 reviews
5 repeat clients
from
$15
per visit

Thank you!

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Sitter Profile Image: Michael H.
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Sitter Profile Image: Michael H.
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3.

Michael H.

Genuine Animal lover
Virginia Beach, VA, 23464
Boarding, Drop-In Visits, Doggy Day Care
5.0
37 reviews
15 repeat clients
from
$13
per visit

Not only did he check on my cat, making sure it was well cared for and shown love each day, but he offered to water my plants and everything. Really thankful for Rover and I’ll definitely be looking for Michael next time I book.

Sitter Profile Image: Kristin O.
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Sitter Profile Image: Kristin O.
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4.

Kristin O.

Rover 101
Dog Trainer, Veterinary Assistant
Chesapeake, VA, 23322
Boarding, Drop-In Visits
5.0
33 reviews
15 repeat clients
from
$22
per visit

Kristin is such an incredible dog handler/walker/trainer! She has been so helpful and consistent with our very high-energy golden retriever puppy making the absolute most of their visits and walks. We’re extremely grateful to have someone as caring and dependable as her!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brianna P.
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Sitter Profile Image: Brianna P.
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5.

Brianna P.

Animal Lover, Flexible Schedule!
Chesapeake, VA, 23464
Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$16
per visit

Brianna has been fabulous! She was able to help us at the last minute when we needed someone to watch our kitties. We would definitely recommend her to anyone and will definitely be using her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Emma L.
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Sitter Profile Image: Emma L.
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6.

Emma L.

Avid animal lover & pet enthusiast
Butts Station, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
2 repeat clients
from
$15
per visit

Winnie was in such a Good Mood when I got him. Thank You so much 😊

Confirmed availability: Christmas and New Year's
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
Boarding, Drop-In Visits, Dog Walking
5.0
29 reviews
12 repeat clients
from
$13
per visit

I highly recommend Stephen to help with your animals! Whenever I pick my dog up, he looks so happy and worn out from playing with his dogs. He has a huge yard for the dogs to play in too!

Sitter Profile Image: Lillian F.
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Sitter Profile Image: Lillian F.
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8.

Lillian F.

I love to play and cuddle animals
Great Bridge, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking
5.0
16 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.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lauryn D.
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Sitter Profile Image: Lauryn D.
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9.

Lauryn D.

Empathetic animal lover ❤️
Deep Creek South, Chesapeake, VA, 23323
Drop-In Visits, Dog Walking
5.0
24 reviews
4 repeat clients
from
$20
per visit

About: I grew up with 3 dogs; 2 poodles 🐩 and a Jack Russell 🐕. Caring and playing with dogs is what I know and love to do! I am a part-time online student and former track athlete. When I am not doing homework or in meetings, I would love to exercise, care, and play with your little one! My house has a fenced backyard with several walking trails nearby to explore! You can expect that your dog will be taken out on walks regularly and dog parks if they would like. Photo updates can also be expected.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Alli C.
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Sitter Profile Image: Alli C.
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10.

Alli C.

Nurturing by nature
Greenbrier West, Chesapeake, VA, 23320
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
3 repeat clients
from
$16
per visit

Alli did great with our dogs. She followed all instructions to a T and was so kind and understanding with our more timid dog. Can’t thank her enough for taking care of our fur babies .

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Sitter Profile Image: Jen N.
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Sitter Profile Image: Jen N.
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11.

Jen N.

Rover 101
what’s up, dawg?
Chesapeake, VA, 23323
Boarding, Drop-In Visits, Dog Walking
5.0
235 reviews
87 repeat clients
from
$25
per visit

As usual Jen did a fantastic job with Winston and Tucker, and very responsive when I found I needed her short notice. Absolutely recommend her for care.

Sitter Profile Image: Grey D.
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Sitter Profile Image: Grey D.
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12.

Grey D.

(He/him)Animals are my safe space💕
Great Bridge, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
6 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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lashanda B.
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Sitter Profile Image: Lashanda B.
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13.

Lashanda B.

Let me love on your fur babies
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits
5.0
4 reviews
3 repeat clients
from
$13
per visit

Dog owners herself, LaShanda has dig sat for me over many years and not only understand the details that come with caring for a pet, she really do adore animals.

Sitter Profile Image: Emma N.
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Sitter Profile Image: Emma N.
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14.

Emma N.

Great w/ all breeds, birds, cats
Butts Station, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking
5.0
74 reviews
27 repeat clients
from
$35
per visit

Emma was great with my both my fur children. They were always happy to see her. She was always on time and very descriptive with every visit she had. Plenty of pictures too. Will definitely going to rebook Emma again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jade N.
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Sitter Profile Image: Jade N.
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15.

Jade N.

Friendly Steps Make Furry Friends!
Chesapeake, VA, 23322
Drop-In Visits, Dog Walking
17 years of experience
from
$18
per visit

About: For a remarkable 17 years, my life has been a shared journey with Bingo, a loyal companion who's witnessed my joys and weathered my sorrows. This bond between Bingo and I started when I was just 4 years old (dog with the blue ears) . For 2 years, I also worked for a family owned dog grooming business. I have the skills of nail clipping, bathing, & drying as I recently worked as a dog bather for 2 years working for a family company called The Dog House! I currently am off on Wednesday's and throughout the weekends. I am also open to walking for the beginning of my shift or at the end of my shift. I prioritize one-on-one walks, allowing for undivided attention and a tailored experience. Safety is paramount, with leashes, harnesses, and any specific equipment used as per your instructions. Regular updates on our walks, including photos if desired, keep you connected with your pup's daily adventures. Whether in your home or mine, the goal is to provide a joyful, secure, and customized walking experience that caters to your dog's unique needs and personality.

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Sitter Profile Image: Kayla L.
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Sitter Profile Image: Kayla L.
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16.

Kayla L.

Let me strut your mutt
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Dog Walking
1 repeat client
from
$13
per visit

About: I have taken care of my own dogs for about 3 years and have helped watched/ walked friends and neighbors dogs an additional 3 years I am currently not working so I have plenty of time to play with your pups! I am available for dog walks or drops in any time of day Monday-Saturday, and even dog boarding (only with dogs familiar with and good with children).👦 I have a fenced in yard and two fur friends of my own to keep your pet company on walks if desired. I absolutely love dogs and would love to have yours join me for a walk!

Sitter Profile Image: Taylor P.
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Sitter Profile Image: Taylor P.
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17.

Taylor P.

Pawsitively the best! 🐾
Great Bridge, Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Taylor has taken care of my family's dogs and cats for several years. She is punctual, trustworthy and always follows our instructions for the animals. The animals absolutely love her! She sent pictures & videos of them while we were away and even watered our plants and tidied up before leaving. I can’t recommend her highly enough!

Sitter Profile Image: Kathleen & Jehu & Jennifer M.
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Sitter Profile Image: Kathleen & Jehu & Jennifer M.
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18.

Kathleen & Jehu & Jennifer M.

Animal Lover
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care
5.0
25 reviews
7 repeat clients
from
$20
per visit

Very helpful to keep everything nice and orderly with my pup while away! Came home to a happy puppy :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Christina S.
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Sitter Profile Image: Christina S.
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19.

Christina S.

Pet sitter
Chesapeake, VA, 23322
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$20
per visit

Christina is fantastic! She did an excellent job watching my two cats, and made sure to give them plenty of brushes and attention as well after feeding them. I really appreciated the pictures she sent too, so I could see how my cats were doing. Would recommend her to others looking for someone to watch their pets!

Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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20.

Taylor L.

*Reliable and Caring Pet Sitter*
Pleasant Grove West, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$20
per visit

Taylor boarded my 2 labs for about 1 week. Before the boarding, I met her at her house and she gave me a tour of her beautiful, spacious property where it’s completely fenced in and my dogs absolutely loved it! During the stay she communicated with me daily regarding my dogs wellbeing and provided pictures and fun videos! I knew my puppies were in great hands! She also did some training with them and now my stubborn pup even sits for treats! She is my go-to pet sitter and I recommend her to all my family and friends!!

Search Map

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:

Drop-In Visits