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 pet.

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Top rated Pleasant Grove West pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Maya N.
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Maya N.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
30 reviews
12 repeat clients
12 years of experience
Chesapeake, VA, 23322

Gandalf loved having Maya come play with him

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Allison S.
Sitter Profile Image: Kristin O.
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Kristin O.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
85 reviews
23 repeat clients
14 years of experience
Pleasant Grove West, Chesapeake, VA, 23322

Thank you, Kristin, for the love, care, and attention you showered our kitties with! Our little rascals were happy and content when we returned home - what more could we ask for?! Thank you!

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Irina K.
Sitter Profile Image: Anna A.
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Anna A.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
120 reviews
41 repeat clients
7 years of experience
Great Bridge, Chesapeake, VA, 23322

Anna was great with my senior cat Hector! She took the time to establish a rapport with him, which can be tricky. When I got home after 10 days away, he was not stressed at all! It's the best he's ever been with a sitter - Thank you Anna!

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Sean F.
Sitter Profile Image: Gayla O.
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Gayla O.
from
$16
per visit
5 out of 5.0 stars
22 reviews
6 repeat clients
10 years of experience
South Norfolk, Chesapeake, VA, 23320

Gayla is awesome, not only did she house sit our pet during Easter week, she also went above and beyond in handling an emergency situation with our new puppy. She is responsible, reliable, and extra communicative. I would recommend her to all!

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Christopher J.
Sitter Profile Image: Stephen s.
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Stephen s.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
80 reviews
29 repeat clients
30 years of experience
Great Bridge, CHESAPEAKE, VA, 23322

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!!

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Kimberly C.
Sitter Profile Image: Blake I.
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Blake I.
from
$15
per visit
45 years of experience
Deep Creek South, Chesapeake, VA, 23323

About: I’ve cared for pets for over 45 years. I’ve owned cats and dogs but have taken care of pigs, chickens, fish and turtles. Give me a call for any pet needs. I’m retired. I have plenty of time and am flexible for all your pet care needs. Just let me know your needs and we can set your mind at ease. I have a fenced in back yard and plenty of space. I’m currently not keeping pets at my home but if needed, I can evaluate your situation.

Sitter Profile Image: Chelsie H.
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Chelsie H.
from
$20
per visit
5 out of 5.0 stars
4 reviews
2 years of experience
Deep Creek South, Chesapeake, VA, 23323

About: Fun, loving and caring pet lover! Will ensure to treat and care for your dog the way I love and care for my own! Looking forward to meeting you and your dog soon! I have a 2 year old mini golden doodle. I am a remote employee and am able to be home with your dog when you cannot be. Also my puppy will surely love all the fun play dates while we watch over and care for your dog My puppy loves naps and hanging out with me! We have a large fenced in back yard where we play and run! Treats and daily love!

Sitter Profile Image: Jem M.
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Jem M.
from
$18
per visit
5 out of 5.0 stars
36 reviews
8 repeat clients
28 years of experience
Deep Creek South, Chesapeake, VA, 23323

Joelle has been taking care of my boy Noodles for about a month now and he adores her. Joelle goes above and beyond with our boy, and they’ve created quite a bond. Makes me feel better about having someone come into my home.

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Rj M.
Sitter Profile Image: Michael F.
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Michael F.
from
$10
per visit
7 years of experience
Great Bridge, Chesapeake, VA, 23322

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.

Sitter Profile Image: June M.
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June M.
from
$13
per visit
5 out of 5.0 stars
2 reviews
30 years of experience
Pleasant Grove East, Chesapeake, VA, 23322

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!

Sitter Profile Image: Carrie H.
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Carrie H.
from
$25
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
13 years of experience
Great Bridge East, Chesapeake, VA, 23322

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.

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David P.
Sitter Profile Image: Emily F.
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Emily F.
from
$16
per visit
8 years of experience
Pleasant Grove West, Chesapeake, VA, 23323

About: I have a wide range of experience in caring for 1-30+ dogs at a time. I’ve cared for numerous family and friends’ dogs, hunting dogs, and I’ve worked for two boarding/daycare businesses over the last 3 years. I have experience working with dogs who have seizures, and in administering a wide range of medications. I care for dogs and kids by appointment, so I’m very flexible! I’m currently working more during the week until August, then my schedule during the week will open up more! I can care for your doggo in your home so that they’re the most comfortable, and so they can stick to their routines! I’m happy to run around and play with them and take them for walks; I’m also very happy to be a couch potato with them! I really do care about your dogs and want to give them and you peace of mind when they’re in my care!

Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$35
per visit
5 out of 5.0 stars
133 reviews
81 repeat clients
20 years of experience
Great Bridge, Chesapeake, VA, 23322

We love Amanda! You can tell how much she loves our little pup and sends the cutest updates on her while she visits. We’ve had her stay overnight as well as do drop ins and she’s sweet, professional, responsible and has a love for animals. We never worry when we have Amanda care for our Cookie Jo 💖

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Betsy S.
Sitter Profile Image: Sabrina M.
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Sabrina M.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
44 reviews
18 repeat clients
48 years of experience
Pleasant Grove West, Chesapeake, VA, 23322

Sabrina saved the day when my neighbor couldn't watch my dogs for a night. She followed directions to a T and the dogs seemed very happy when I got home later that night.

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Alison M.
Sitter Profile Image: Aimee C.
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Aimee C.
from
$20
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
4 years of experience
Great Bridge, Chesapeake, VA, 23322

Aimee does such a great job taking care of my cat! He seems to really like her and is far less stressed with her coming to visit when I’m out of town.

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Beth A.
Sitter Profile Image: Merit G.
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Merit G.
from
$18
per visit
5 out of 3.0 stars
2 reviews
2 repeat clients
6 years of experience
Great Bridge, Chesapeake, VA, 23322

Merrit was able to successfully take care of a senior dog with special needs, in addition to the cats. I really appreciate the photos and check-in notices. The babies are all happy.

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April S.
Sitter Profile Image: Amber & Ryan B.
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Amber & Ryan B.
from
$20
per visit
5 out of 5.0 stars
24 reviews
9 repeat clients
12 years of experience
Great Bridge, Chesapeake, VA, 23322

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!! 😊

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Vanessa V.
Sitter Profile Image: Kathleen & Jehu & Jennifer M.
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Kathleen & Jehu & Jennifer M.
from
$20
per visit
5 out of 5.0 stars
25 reviews
7 repeat clients
8 years of experience
Great Bridge, Chesapeake, VA, 23322

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

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Sierra M.
Sitter Profile Image: Tayla B.
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Tayla B.
from
$15
per visit
5 out of 5.0 stars
4 reviews
2 repeat clients
8 years of experience
Pleasant Grove West, Chesapeake, VA, 23322

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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Christina M.
Sitter Profile Image: Emily R.
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Emily R.
from
$13
per visit
5 out of 5.0 stars
1 review
12 years of experience
Pleasant Grove West, Chesapeake, VA, 23322

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.

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

Sitter Profile Image: Maya N.
Verified Enhanced Background Check
Sitter Profile Image: Maya N.
Verified Enhanced Background Check

Maya N.
Star Sitter

Lots of free time, love all animals
Chesapeake, VA, 23322
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
30 reviews
12 repeat clients
Profile image

Gandalf loved having Maya come play with him

Availability updated 6 days ago
Sitter Profile Image: Kristin O.
Verified Enhanced Background Check
Sitter Profile Image: Kristin O.
Verified Enhanced Background Check

Kristin O.
Rover 101
Star Sitter

Dog Trainer, Veterinary Assistant
Pleasant Grove West, Chesapeake, VA, 23322
1.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
85 reviews
23 repeat clients
Profile image

Thank you, Kristin, for the love, care, and attention you showered our kitties with! Our little rascals were happy and content when we returned home - what more could we ask for?! Thank you!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Anna A.
Verified Enhanced Background Check
Sitter Profile Image: Anna A.
Verified Enhanced Background Check

Anna A.
Star Sitter

Flexible schedule and Animal lover!
Great Bridge, Chesapeake, VA, 23322
5.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
120 reviews
41 repeat clients
Profile image

Anna was great with my senior cat Hector! She took the time to establish a rapport with him, which can be tricky. When I got home after 10 days away, he was not stressed at all! It's the best he's ever been with a sitter - Thank you Anna!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gayla O.
Verified Background Check
Sitter Profile Image: Gayla O.
Verified Background Check

Gayla O.

A happy, safe, & loving stay! ❤️
South Norfolk, Chesapeake, VA, 23320
11.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Gayla is awesome, not only did she house sit our pet during Easter week, she also went above and beyond in handling an emergency situation with our new puppy. She is responsible, reliable, and extra communicative. I would recommend her to all!

Availability updated 3 days ago
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check

Stephen s.
Star Sitter

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

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!!

Availability updated today
Sitter Profile Image: Blake I.
Verified Enhanced Background Check
Sitter Profile Image: Blake I.
Verified Enhanced Background Check

Blake I.

45 years of pet care experience
Deep Creek South, Chesapeake, VA, 23323
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
2 reviews

Blake is an animal lover and treats your pets like his own. He pays attention to detail and can provide the care you need for your pets.

Availability updated 9 days ago
Sitter Profile Image: Chelsie H.
Verified Enhanced Background Check
Sitter Profile Image: Chelsie H.
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Chelsie H.

Your pet will be at home!
Deep Creek South, Chesapeake, VA, 23323
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews

Chelsie has been a great with helping me with my dog when I am out of town or have a long day at work. She is very gentle and my yorkie loves to follow her around!

Availability updated 6 days ago
Sitter Profile Image: Jem M.
Verified Enhanced Background Check
Sitter Profile Image: Jem M.
Verified Enhanced Background Check

Jem M.

Your Pet's New Best Friend!
Deep Creek South, Chesapeake, VA, 23323
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
36 reviews
8 repeat clients
Profile image

Joelle has been taking care of my boy Noodles for about a month now and he adores her. Joelle goes above and beyond with our boy, and they’ve created quite a bond. Makes me feel better about having someone come into my home.

Availability updated 9 days ago
Sitter Profile Image: Michael F.
Verified Enhanced Background Check
Sitter Profile Image: Michael F.
Verified Enhanced Background Check

Michael F.

Animals are the most important.
Great Bridge, Chesapeake, VA, 23322
6.6 mi. away
House Sitting, Drop-In Visits
from
$10
per visit
7 years of experience

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.

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: June M.
Verified Enhanced Background Check
Sitter Profile Image: June M.
Verified Enhanced Background Check

June M.

Dog Lover
Pleasant Grove East, Chesapeake, VA, 23322
6.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
2 reviews

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!

Availability updated 44 days ago
Sitter Profile Image: Carrie H.
Verified Enhanced Background Check
Sitter Profile Image: Carrie H.
Verified Enhanced Background Check

Carrie H.

Eager to walk your dog!!
Great Bridge East, Chesapeake, VA, 23322
5.7 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

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.

Availability updated 42 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emily F.
Verified Enhanced Background Check
Sitter Profile Image: Emily F.
Verified Enhanced Background Check

Emily F.

Will work for dog snuggles
Pleasant Grove West, Chesapeake, VA, 23323
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
6 reviews

Emily is the best! When she looks after Bodhi, I know she is not just cared for but genuinely spoiled with fun and affection. She is very responsible, and she is the go-to sitter amongst our friends and family. Bodhi and I love Emily.

Availability updated 2 days ago
Sitter Profile Image: Amanda S.
Verified Background Check
Sitter Profile Image: Amanda S.
Verified Background Check

Amanda S.
Rover 101
Star Sitter

Paws-itively Perfect Pet Sitting
Great Bridge, Chesapeake, VA, 23322
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per visit
5 out of 5.0 stars
133 reviews
81 repeat clients
Profile image

We love Amanda! You can tell how much she loves our little pup and sends the cutest updates on her while she visits. We’ve had her stay overnight as well as do drop ins and she’s sweet, professional, responsible and has a love for animals. We never worry when we have Amanda care for our Cookie Jo 💖

Availability updated 7 days ago
Sitter Profile Image: Sabrina M.
Verified Enhanced Background Check
Sitter Profile Image: Sabrina M.
Verified Enhanced Background Check

Sabrina M.
Star Sitter

Farm Paws:Your Dedicated Pet Sitter
Pleasant Grove West, Chesapeake, VA, 23322
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
44 reviews
18 repeat clients
Profile image

Sabrina saved the day when my neighbor couldn't watch my dogs for a night. She followed directions to a T and the dogs seemed very happy when I got home later that night.

Availability updated 25 days ago
Sitter Profile Image: Aimee C.
Verified Background Check
Sitter Profile Image: Aimee C.
Verified Background Check

Aimee C.

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

Aimee does such a great job taking care of my cat! He seems to really like her and is far less stressed with her coming to visit when I’m out of town.

Availability updated over 1 year ago
Sitter Profile Image: Merit G.
Verified Enhanced Background Check
Sitter Profile Image: Merit G.
Verified Enhanced Background Check

Merit G.

Loving Pet Sitter You Can Trust
Great Bridge, Chesapeake, VA, 23322
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 3.0 stars
2 reviews
2 repeat clients
Profile image

Merrit was able to successfully take care of a senior dog with special needs, in addition to the cats. I really appreciate the photos and check-in notices. The babies are all happy.

Availability updated 12 days ago
Sitter Profile Image: Amber & Ryan B.
Verified Background Check
Sitter Profile Image: Amber & Ryan B.
Verified Background Check

Amber & Ryan B.

Amber
Great Bridge, Chesapeake, VA, 23322
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
24 reviews
9 repeat clients
Profile image

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!! 😊

Availability updated 3 months ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathleen & Jehu & Jennifer M.
Verified Background Check
Sitter Profile Image: Kathleen & Jehu & Jennifer M.
Verified Background Check

Kathleen & Jehu & Jennifer M.

Animal Lover
Great Bridge, Chesapeake, VA, 23322
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$20
per visit
5 out of 5.0 stars
25 reviews
7 repeat clients
Profile image

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

Availability updated over 1 year ago
Sitter Profile Image: Tayla B.
Verified Background Check
Sitter Profile Image: Tayla B.
Verified Background Check

Tayla B.

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

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!

Availability updated over 1 year ago
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

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
from
$13
per visit
5 out of 5.0 stars
1 review

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.

Availability updated 73 days ago

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