Pet Sitting & Drop Ins in Pleasant Grove East, Chesapeake, VA
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Pleasant Grove East pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Gabrielle was amazing! We were out of the country and our pet sitter had to leave early on our last day as we were traveling back home. We worked everything out with Gabrielle through the app. She showed up when we needed her to, and she did everything we needed so we didn’t worry about our babies as we were traveling home. I will definitely use her again, and I would recommend her without hesitation. And our babies seemed to love her!”


“I cannot say enough good things about Abby!! She has been absolutely incredible with our dog and he has been so happy! She’s always very communicative and attentive. Thank you so much, Abby! We can’t wait to have you watch our boy again- I’m sure he can’t either :) thank you!”


“We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.”


“As a pet care professional, having someone watch my own pets is especially stressful! So when we decided to visit family for Thanksgiving for the first time in 14 years- I can’t begin to express how glad we are that we found Stephen! He is so close to our house too! When he came for a meet and greet, I was immediately at ease! Thank you sooooo much!!”


About: My whole life I have been around animals and had a love for them! I have always had large dogs, and currently have a 130 lb German shepherd as well as 2 cats. I have dealt with illness, injury, and dog anxiety and am able to provide enrichment to your pets. I am currently not working, so I have open availability. I do have pets of my own which need my love and attention but when I am hired to care for your animals I will be there whenever needed! I will keep your pet active and mentally engaged! Or if your pet prefers a more chill time, I am all for having a movie night with them! I am able to provide medications, play time, and a loving environment for all of your pets!

About: I have had animals throughout my life and have learned how different pet personalities can be. I spent many years carrying for a senior dog. She could barely see, hear, or walk, but enjoyed life right ‘til the end. I also have three cats, a puppy and two house rabbits. So I have knowledge on many different types of animals, and look forward to meeting yours. I’m taking online class,(leaning towards veterinary assistance), and therefore have a flexible schedule for your pet’s walking and sitting needs and take the time to really get to know them Since I have a full house at home, I provide drop ins and walks instead of boarding. i’ll make sure your pets feel comfortable in their own space, and I’ll treat your home with respect and care every step of the way.

“Eric went above and beyond taking care of our dog, Stryker and Pokey, my son’s frog. He always responded immediately and we’re thankful for taking such great care of our pets over the holidays! Highly recommend and will definitely consider booking him again! Thank you, Eric!”


“So we were very anxious about using rover to watch our pitties. Carrie completely took all those concerns and anxious feelings away. She went above and beyond for us and our pups by not only taking care of them but keeping us posted on how they were and what was going on. I highly highly recommend Carrie for your pet care needs she will not disappoint.”


About: I'm a high school math teacher and my wife works from home full time. Looking to watch after your little guys so we don’t have to get another one. Our dog Penny, has recently passed however we would like to keep her pictures and memory alive on this profile*. Most days I'm up early and dont mind being active and taking morning walks. Experience wise ive taken care of neighbors cats and dogs as a teen and have had 2 dogs myself over my adult years as well as turtles if you care about that. Dropping off your pet at my place seems like the best but I'm open to stopping by your place if need be. One of us is almost always at home full time to care for your pup. My wife loves snuggles and always looking for another blanket buddy We have a large yard and one friendly toddler looking for her next best friend. Overall it is a quiet home with lots of space.

About: I have had dogs for more than 20 years and love to go for long walks and watch them play in our big fenced yard I work a combination of at home and in the office so I’m available most times to keep your pet company, hang out and play/walk. I have a big, fenced yard and two great golden retrievers to keep your baby company. They love to run and play and sometimes swim!

“Brianna is fantastic. If you are considering her, go ahead and book. She has great and prompt communication and I felt like she truly cared about the health and safety of my animals. Will continue to use her as long as we live here.”


About: Hello!!! I’ve worked at a veterinary hospital and absolutely love animals. I know how to administer medication and if something minor were to happen i would be able to take care of it. Pets are my happy place and so is making sure you are satisfied I currently am doing online school for Veterinary Technician, therefore i have all the time for your animal(s)! I make my own schedule with school. I care for my pets very well. I have a very open yard and I am a very energetic person who will love to run around with your fur baby.

“We’ve hired Caroline for drop-ins and for overnight stays. Caroline is always a kind good person and reliable for our dogs. They both enjoy her snuggles and we love seeing pictures of our dogs she sends us while we are away. Highly recommend her.”


About: With a lifelong dedication to high quality pet care in an upscale horse ranch. Fenced doggie parks on our ranch depending size and needs of your dog. Pictures and videos every day. I excel with dog all ages including puppies, elderly dogs, dogs with medical care or special needs, kittens, and farm animals of all ages. Our idyllic farm, abundant space, and love ensure optimal care for every creature great or small. I am a cancer survivor and decided to have a lifestyle change to do what we love to do most: Taking care of animals and moved from the city to the country. It was the best decision of our lives. Working with dogs / furry pets is not a job but passion for us. It’s very therapeutic for us to spend our days in the nature with the most beautiful creatures in the world. I just love what I do and take pride in how I feel and speak their language and understand their phycology. I work from home and there’s almost always someone is in the house. My house is dog proof for them to roam around all day which usually they follow us everywhere. Dog paradise retreat not a regular dog sitting. Animals are my passion. I work full-time for taking care of animals from home and caring for animals is my lifestyle. I provide all needs including medication, water, walks, and tender, love and care. Our property is a pet retreat. This is not a regular dog sitting place. I created safe fenced doggie parks on our horse ranch to provide the ultimate fun and comfort for pets to not to experience separation anxiety from their furry parents. Our house is pet/child proof. I am dedicated to give the best environment of love and joy to animals they deserve. This is a passion for me. Tidy Setup: Fenced areas for dogs to run. Imagine our ranch/farm is a doggy sized park: Three different sized playgrounds for different sized dogs to ensure their safety and comfortability. This includes a private space with an indoor barn, play area, and fenced pen. Indoors, two small, friendly therapy and service dogs reside with lots of room to roam.

About: I genuinely love animals and will care for yours like my own! I have patience, love, and time to give so your pets can get the attention they deserve. I am currently a SAHM so I have lots of availability during the weekday. Let me know your specific needs and I can work with you! I have a completely fenced in yard. I also love walking, and I am comfortable cleaning up after pets or playing with them to get some energy out!
Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Gabrielle D.Star Sitter

“Gabrielle was amazing! We were out of the country and our pet sitter had to leave early on our last day as we were traveling back home. We worked everything out with Gabrielle through the app. She showed up when we needed her to, and she did everything we needed so we didn’t worry about our babies as we were traveling home. I will definitely use her again, and I would recommend her without hesitation. And our babies seemed to love her!”


Maya N.Star Sitter

“Gandalf loved having Maya come play with him”


Abby B.

“I cannot say enough good things about Abby!! She has been absolutely incredible with our dog and he has been so happy! She’s always very communicative and attentive. Thank you so much, Abby! We can’t wait to have you watch our boy again- I’m sure he can’t either :) thank you!”


Renee W.

“Renee was super professional and my dog loved her! We would definitely use her again.”


Anna A.Star Sitter

“We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.”


Stephen s.Star Sitter

“As a pet care professional, having someone watch my own pets is especially stressful! So when we decided to visit family for Thanksgiving for the first time in 14 years- I can’t begin to express how glad we are that we found Stephen! He is so close to our house too! When he came for a meet and greet, I was immediately at ease! Thank you sooooo much!!”


Ava D.Star Sitter
About: My whole life I have been around animals and had a love for them! I have always had large dogs, and currently have a 130 lb German shepherd as well as 2 cats. I have dealt with illness, injury, and dog anxiety and am able to provide enrichment to your pets. I am currently not working, so I have open availability. I do have pets of my own which need my love and attention but when I am hired to care for your animals I will be there whenever needed! I will keep your pet active and mentally engaged! Or if your pet prefers a more chill time, I am all for having a movie night with them! I am able to provide medications, play time, and a loving environment for all of your pets!


Jessica A.Star Sitter

“Jessica was very good to our four boys! She made sure to keep us updated with all the pictures and messages! She was also very accommodating with schedule changes!”


Michael F.
About: I have had animals throughout my life and have learned how different pet personalities can be. I spent many years carrying for a senior dog. She could barely see, hear, or walk, but enjoyed life right ‘til the end. I also have three cats, a puppy and two house rabbits. So I have knowledge on many different types of animals, and look forward to meeting yours. I’m taking online class,(leaning towards veterinary assistance), and therefore have a flexible schedule for your pet’s walking and sitting needs and take the time to really get to know them Since I have a full house at home, I provide drop ins and walks instead of boarding. i’ll make sure your pets feel comfortable in their own space, and I’ll treat your home with respect and care every step of the way.


Eric C.
Star Sitter


“Eric went above and beyond taking care of our dog, Stryker and Pokey, my son’s frog. He always responded immediately and we’re thankful for taking such great care of our pets over the holidays! Highly recommend and will definitely consider booking him again! Thank you, Eric!”


Carrie H.

“So we were very anxious about using rover to watch our pitties. Carrie completely took all those concerns and anxious feelings away. She went above and beyond for us and our pups by not only taking care of them but keeping us posted on how they were and what was going on. I highly highly recommend Carrie for your pet care needs she will not disappoint.”


Jon M.
About: I'm a high school math teacher and my wife works from home full time. Looking to watch after your little guys so we don’t have to get another one. Our dog Penny, has recently passed however we would like to keep her pictures and memory alive on this profile*. Most days I'm up early and dont mind being active and taking morning walks. Experience wise ive taken care of neighbors cats and dogs as a teen and have had 2 dogs myself over my adult years as well as turtles if you care about that. Dropping off your pet at my place seems like the best but I'm open to stopping by your place if need be. One of us is almost always at home full time to care for your pup. My wife loves snuggles and always looking for another blanket buddy We have a large yard and one friendly toddler looking for her next best friend. Overall it is a quiet home with lots of space.


June M.
About: I have had dogs for more than 20 years and love to go for long walks and watch them play in our big fenced yard I work a combination of at home and in the office so I’m available most times to keep your pet company, hang out and play/walk. I have a big, fenced yard and two great golden retrievers to keep your baby company. They love to run and play and sometimes swim!


Brianna F.

“Brianna is fantastic. If you are considering her, go ahead and book. She has great and prompt communication and I felt like she truly cared about the health and safety of my animals. Will continue to use her as long as we live here.”


Caley C.
About: Hello!!! I’ve worked at a veterinary hospital and absolutely love animals. I know how to administer medication and if something minor were to happen i would be able to take care of it. Pets are my happy place and so is making sure you are satisfied I currently am doing online school for Veterinary Technician, therefore i have all the time for your animal(s)! I make my own schedule with school. I care for my pets very well. I have a very open yard and I am a very energetic person who will love to run around with your fur baby.


Katelyn D.

“Katie treated my pets like their own—loving care, updates, and total peace of mind. She even had to deal with one of my cats going outside of the litter box too! Highly recommend!! She is wonderful!”


Caroline M.

“We’ve hired Caroline for drop-ins and for overnight stays. Caroline is always a kind good person and reliable for our dogs. They both enjoy her snuggles and we love seeing pictures of our dogs she sends us while we are away. Highly recommend her.”


Sabrina M.Star Sitter
“Ricardo and his sweet wife were AMAZING in my last minute 1-week pet sitting booking. Not only did they send me regular updates, but Ricardo and his wife really adored and loved on my Zo Zo like she was their very own grandchild. Seriously, she was spoiled rotten with treats and cuddles. At first, I was nervous about leaving her somewhere new and on a farm, but Ricardo and his wife really kept a watchful eye, followed my feeding instructions to a “t”, walked her on a leash in the open grass areas and let her play in the fenced in barn play area often. Zo Zo loved all the scents of the farm, and she particularly really got along with Kissy their small indoor pup. Zo Zo now especially gets excited as soon as I drive down Ricardo’s drive way to see her favorite pet sitter (s). Even when in I am home, I ask Zo Zo if she wants to see “Pops” and “Gigi” — Names I affectionately taught my pup for short to associate with her favorite pet sitter (s) — she honestly goes crazy excited and nearly does cartwheels. She loves her Gigi and Pops, and I highly recommend no other pet sitter than Ricardo and his fam.”


Karen C.
“If you're looking for someone who truly cares for your pets, Karen is the person to trust! From the moment I met her, it was clear that she has a deep love and respect for animals. She treats every pet as if they were her own, ensuring they feel safe, loved, and well-cared for. Her yard is absolutely beautiful, providing plenty of space for the pets to run around and enjoy themselves. Karen goes above and beyond with daily walks, playtime, and making sure they’re comfortable and happy. She also provides lots of updates, keeping me informed with photos and messages so I always know how my pets are doing. I always feel completely at ease knowing my pets are in such good hands with her. Her dedication, kindness, and attention to detail make her an outstanding pet sitter, and I couldn't recommend her more.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Pleasant Grove East.
Rover makes it easy to find Pleasant Grove East pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
