Dog Walking in Pleasant Grove East, Chesapeake, VA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley P.
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Sitter Profile Image: Haley P.
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1. Haley P.

Kind, trustworthy petsitter!
Virginia Beach, VA, 23453
13.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$16
per walk

Haley was professional and I would trust her to watch my puppy any time. She has great communication and treats my dog like her own.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alyssa M.
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Sitter Profile Image: Alyssa M.
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2. Alyssa M.

Rover 101
Little buddies new best friend!
Indian River, Chesapeake, VA, 23325
14.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
184 reviews
67 repeat clients
from
$20
per walk

Alyssa was flexible with our crazy Navy scheduling and constantly sent funny/cute pictures of our pup while she let him out around lunch. Would highly recommend!! She will love your pup as much as you do!!

Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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3. Tiffany M.

Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
14.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
388 reviews
120 repeat clients
from
$15
per walk

Great job by Tiffany with walking Keisha and Keita. I would recommend Tiffany to anyone who needs someone who they could trust with caring for their animals

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Sitter Profile Image: Amber W.
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Sitter Profile Image: Amber W.
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4. Amber W.

Hi I’m Amber lover of ALL pets ❤️
Virginia Beach, VA, 23453
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$16
per walk

Amber is super experienced and knowledgeable when it comes to all forms of pet care. She is very dependable and will leave your animals happy!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Eric C.
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Sitter Profile Image: Eric C.
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5. Eric C.

Safe and Secure Military Family
moyock, NC, 27958
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
3 repeat clients
from
$16
per walk

About: Military member and full-time humane society volunteer with a safe home and a love for pets. We have a 3 and 6 yr old child and a 3lb yorkie (Bruce). Fenced in yard and my spouse or I are ALWAYS home. Plenty of space to roam the house and a nice neighborhood to go for walks in (with a dog park). Your best friend will be able to roam freely inside my home and relax. Our little best friends only have a short time on this earth and I strive to make it the BEST one they can possibly experience! Feel free to reach out with any questions or concerns at any hour of the day. I am very responsive via text. I understand parting with your pet is hard so expect for me to send picture updates on your little one while they are in my care to give you some peace of mind. You can also text me at anytime, day or night, to request additional updates as well. If your pet has special needs and requires special attention and patience, please don't hesitate to contact me. I hope to earn the trust of you and your pets through the love and compassion I have to offer. See you all soon! I work 2-3 days a week. Spouse is a stay at home mother. One of us is always at home and available to give your fur baby all of the attention that they need! Trustworthy military member (20 yrs of active-duty service). We can provide care in our home or come to you. I also work as a full-time volunteer for Chesapeake Humane Society helping with dog care team and enrichment.

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6. Rachel H.

Animal lover!
Virginia Beach, VA, 23464
10.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$16
per walk

About: Available to watch your pet at my home or drop in at yours, whichever is preferred. As a child I’ve been around a lot of different animals from birds, turtles, chicken, donkeys, to horses, especially cats and dogs. I am a huge animal lover. I would love to help your pet feel like home while you’re away! I have children who love animals as well and have been taught how to properly and carefully interact with them. I know how important it is to have reassurance that your pet will be well taken care of; our pets are our babies. Your pets will feel loved and have a home away from home with me. I will extend the same type of love and affection during a drop-in visit. I work but I am able to make sure your pet is walked in the morning and afternoon. I also have help to ensure your fur baby is taken out during the day. I have a fenced yard and have a small dog to keep your fur baby company. I also have a chill cat that keeps to herself.

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Sitter Profile Image: Lillian F.
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Sitter Profile Image: Lillian F.
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7. Lillian F.

I love to play and cuddle animals
Great Bridge, Chesapeake, VA, 23322
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$18
per walk

I ended up canceling my booking due to a change of plans. However Lillian was very easy to work with and great with communication. She responded immediately and helped me when I was confused on how to fill out the information to book a house sitting. The very next day she drove out to my home to meet my dog and cat and she was very professional and I could immediately tell she loved animals and would take good care of them. I highly recommend Lillian to care for your pets!

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Sitter Profile Image: Kristin O.
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Sitter Profile Image: Kristin O.
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8. Kristin O.

Rover 101
Dog Trainer, Veterinary Assistant
Chesapeake, VA, 23322
7.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$25
per walk

Kristin has been walking my large German shepherd puppy for months and she handles her very well. She also brings her own dog to play and walk too, which I really like! Plus she takes great pictures during the walk, all of which are super cute and fun. Great person!

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Sitter Profile Image: Cyntra E.
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Sitter Profile Image: Cyntra E.
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9. Cyntra E.

All dogs go to Evans'
Virginia Beach, VA, 23456
8.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$15
per walk

As always, Cyntra was awesome!! You can tell she genuinely cares about what she does. I feel less guilty when she takes care of my dog because I know he's in great, capable hands.

Sitter Profile Image: Claire C.
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Sitter Profile Image: Claire C.
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10. Claire C.

Rover 101
Your dog is sure to have a ball! :)
Moyock, NC, 27958
6.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
63 reviews
20 repeat clients
from
$20
per walk

Claire was great with Krypto and Jojo and her updates and pictures made me feel relieved as i knew they were in good hands!

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Sitter Profile Image: Caroline M.
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Sitter Profile Image: Caroline M.
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11. Caroline M.

Making sure your pups get lovins!💕
Chesapeake, VA, 23322
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
8 repeat clients
from
$16
per walk

About: I’ve been dog and cat sitting for neighbors and family friends for 8 years, 2 of which have been with Rover. I have worked for lots of dogs, all sizes and personalities! I’d love to give all my extra attention to your fur babies! Im currently taking classes at TCC and am a part time swim coach, so I have plenty of availability to give your babies my undivided attention. I’m always available and am flexible. I also have experience house sitting along with pet sitting. I’m 100% respectful of personal spaces and belongings as those boundaries are extremely important to me! Everyone works hard to keep their home a mess free space, so I always pick up after myself and the fur babies. I also enjoy doing little tasks for owners like vacuuming or putting dishes away(unless otherwise specified). As far as the pets go, I don’t have any hard no’s to care taking. I understand pets so get separation anxiety and depression while their owners are not present, so I do my best to give them extra love! I will also send text updates and pictures of your happy animals. I genuinely enjoy giving affection and play time to cats and dogs and love bonding with them.

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
7.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$15
per walk

I have known Grey majority of my life and they are the most animal loving person I have ever met. They are extremely responsible when it comes to caring for animals and also have pets of their own. Their cat and gerbils are the most healthy, loved, and cared for pets in the world and are super spoiled. Grey has watched my cats in the past and always been extremely perfect at feeding them, giving them water, and showing them affection. Grey also used to have a dog and she was the most cherished and loved pet in the world. She was extremely healthy and lived a really long life. Grey is excellent at caring for all kinds of animals, especially dogs, and I would definitely recommend having them as your dog caregiver.

Sitter Profile Image: Gage R.
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Sitter Profile Image: Gage R.
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13. Gage R.

All-sizes dog expert! Choose me!
Great Bridge East, Chesapeake, VA, 23322
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$18
per walk

Gage is the best, would recommend to anyone because of how well he takes care of our pups!

Sitter Profile Image: Jon M.
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Sitter Profile Image: Jon M.
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14. Jon M.

Sit. Stay. Bark n play. Also, walks
Moyock, NC, 27958
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per walk

About: I'm a high school math teacher and basketball coach. 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, a 15 lbs min pin mix, is everyones best friend and enjoys adventure walks. We are totally fine if your dog would like to join us for a stroll or play for a bit. 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. We take our dog for 2-3 walks a day so that’s part of our normal routine, and one of us is 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 pup looking for her next best friend. Quiet home with lots of space and full time companion

Sitter Profile Image: Aimee C.
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Sitter Profile Image: Aimee C.
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15. Aimee C.

Kind animal lover
Great Bridge, Chesapeake, VA, 23322
7.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$20
per walk

Aimee has two dogs of her own that are well cared for and very much loved. She is a responsible and observant person. She notices changes in animal behavior or appearance that may indicate a need for a check up - and lets you know. An honest and reliable person in all facets of her life! I trust her!

Sitter Profile Image: Kristie D.
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Sitter Profile Image: Kristie D.
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16. Kristie D.

Attentive pet care provider
Great Bridge East, Chesapeake, VA, 23322
7.2 mi. away
Drop-In Visits, Dog Walking
30 years of experience
from
$18
per walk

About: I love spending time with animals. They each have their individual personalities just like people. I have 3 cats of my own and a bearded dragon. I also enjoy taking care of dogs and taking them for walks. I can provide photos and updates during the day. I’m available daily and on most holidays. Send me a message and I can find a time that works for your schedule. Drop in care or daily walks, whatever is needed. I’m a mom of 2 children so I’m very attentive to what is going on at all times. Pets will be given the same care as if they are my children.

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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17. Emily R.

Dedicated to loving on your pet :)
Pleasant Grove West, Chesapeake, VA, 23322
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
12 years of experience
from
$18
per walk

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: Corinna B.
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Sitter Profile Image: Corinna B.
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18. Corinna B.

Reliable and personable pet lover!!
Chesapeake, VA, 23322
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$20
per walk

About: Dogs have always been a part of my life! At one point I had 5 shepherds! I’ve always volunteered (or was paid 🤭) to walk my neighbors dogs when I was younger or watch/play with friends and family pups. My energy has always matched theirs! I’ve watched pups for extended periods of times while friends were out on a boat DET or deployed (cats too!). Animals have just always had a special place in my heart 🫶🏼 I’m active duty military and when I’m home, I’m not a big traveler so I am home a lot. The extent of my travel has always had something to do with my dogs. Hiking, trail running, Going to the beach- if I can bring them, I’m doing it! My husband owns a gym with a HUGE fenced in dog yard that he takes our 3 shepherds to every day. So that is an option if you’d like your pet to have the freedom to run around with other dogs and be around people every day! Let’s chat and we can work something out! I am reliable, trustworthy and punctual! I work from 9-2 and my husband works 5am-12.. the rest of the day we are at home playing with the pups, taking them to run around dismal swamp (it’s more like a park) or building things. We don’t travel much, our pets are our world so we like to be here with them and take them on adventures! They have to live their best life too, right?! My availability is very open and I look forward to playing/caring/watching your pet! Customer (and dog owner 😉) service and satisfaction is my goal! I have a fenced in yard with 3 loving GSDs that we have had since they were pups! They sleep in our bedroom with us at night and there isn’t a kennel in our home. If your dog sleeps in a kennel or needs to be kenneled when no one is home- that’s perfectly fine too! We have extra comfy doggy beds for your pup when they’re boarded as well! My home is a safe, loving environment so rest assured, your pet will be treated like they’re my own!

Sitter Profile Image: Leeanna P.
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Sitter Profile Image: Leeanna P.
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19. Leeanna P.

vet tech with lots of love to give!
Moyock, NC, 27958
5.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$20
per walk

Leeanna was reliable and did great walking my pup! Took pics and gave a great update! Will definitely use again. 😊

Sitter Profile Image: Amber K.
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Sitter Profile Image: Amber K.
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20. Amber K.

Animal L•O•V•E•R & super reliable!
Pleasant Grove East, Chesapeake, VA, 23322
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
1 repeat client
from
$15
per walk

I've had Amber sitting for my pets for years and have been nothing but THRILLED with the service. She is extremely knowledgeable, honest and a fantastic person to entrust your loved ones!! Amber is responsive, caring and professional.

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When it comes to dog walking, dog owners in Pleasant Grove East, Chesapeake, VA love Rover.com. Over 290 owners have reviewed walkers in Chesapeake, giving them an average rating of 4.9/5. The cost of dog walking in Pleasant Grove East may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with a walker.

No more begging your friends to take your dog for a walk when you can't make it home in time. With Rover, you can find a loving Pleasant Grove East dog walker who'd love to take your dog for a 30-minute stroll or jog around the neighborhood. Book a dog walker for one day or all week, just tomorrow, or every Tuesday. We're proud to bring you dog walkers who've built dog walking businesses right here on Rover. No matter how much exercise your dog needs, we can help you find the perfect dog walker in Pleasant Grove East, Chesapeake. And just like overnight services booked on Rover, dog walking booked on Rover includes premium insurance, photo updates, and 24/7 support. Someone nearby can't wait to walk your dog, and it's easier than ever to find them.

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