Pet Sitting & Drop Ins in Great Bridge, 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 Great Bridge pet sitters

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

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Sitter Profile Image: Stephanie G.
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Stephanie G.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
51 reviews
19 repeat clients
27 years of experience
Greenbrier West, CHESAPEAKE, VA, 23320

Stephanie was awesome with my two dogs. She let them out in the backyard and played with them for a bit. She’s reliable, responsible and the dogs love her!

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Christina D.
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: Akemi R.
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Akemi R.
Star Sitter
from
$12
per visit
5 out of 5.0 stars
67 reviews
26 repeat clients
30 years of experience
Chesapeake, VA, 23322

Akemi I was fantastic! She was very communicative and took great care of our cats while my kids and I were out of area. We can't wait to have her watch our cats again.

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Melissa L.
Sitter Profile Image: Skye M.
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Skye M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
91 reviews
26 repeat clients
11 years of experience
Greenbrier West, Chesapeake, VA, 23320

Thank you so much Skye for taking such great care of our cat, Obi! We loved the updates and pics and know that Obi was well cared for while we were gone.

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Nikki W.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
37 reviews
8 repeat clients
15 years of experience
Chesapeake, VA, 23320

Emily is fantastic. She was great with communicating and sending pictures. She took special care with my two boy kitties. I highly recommend her.

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Linda T.
Sitter Profile Image: Abby B.
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Abby B.
from
$18
per visit
5 out of 5.0 stars
16 reviews
8 repeat clients
6 years of experience
Butts Station, Chesapeake, VA, 23322

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!

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Emma B.
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

My little Bonbon is very shy, but Anna managed to gain her trust! Truly thankful for the excellent care and her going the extra mile to befriend my kitty.

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Hal M.
Sitter Profile Image: Irina K.
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Irina K.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
571 reviews
109 repeat clients
20 years of experience
Chesapeake, VA, 23323

Irina always takes amazing care of my pups. It's always hard to be away from them but I have no worries because I know they are in great hands! Irina is Always my first choice! She is knowledgeable and truly cares.

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Suzanne O.
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: Elizabeth M.
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Elizabeth M.
from
$20
per visit
5 out of 5.0 stars
20 reviews
6 repeat clients
11 years of experience
Greenbrier East, Chesapeake, VA, 23320

Elizabeth is very experienced. She’s sweet and strong and young and mature and knows how to handle dogs for sure! Highly recommend her for your dog walking needs!

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Pasquale F.
Sitter Profile Image: Ally H.
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Ally H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
84 reviews
24 repeat clients
30 years of experience
Greenbrier East, Chesapeake, VA, 23320

We are so appreciative of our recent cat sitting services. She worked with us on the time of visits and our particular routine for our cats (different food for different cats, two feeding times, etc.) - All of which gave us excellent peace of mind during a week long vacation. Ally also went above and beyond and helped clean up tipped over plants and take our trash to the curb for collection. Definitely recommend. Thank you!

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Lisa L.
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

Stephen was awesome. Needed a last minute sitter and he was available. He was able to meet my dogs within 24 hours of my booking. He did a great job at checking in and met all of my needs & the dogs. Very professional

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Traci J.
Sitter Profile Image: Blayke K.
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Blayke K.
from
$15
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
20 years of experience
Great Bridge East, Chesapeake, VA, 23322

Blakye is wonderful with our dogs. We have two German shepherds and they love her. Would highly recommend

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Lynette D.
Sitter Profile Image: ashley w.
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ashley w.
from
$15
per visit
5 out of 5.0 stars
8 reviews
3 repeat clients
15 years of experience
Greenbrier West, Chesapeake, VA, 23320

Ashley was great with Raza, super friendly, respectful and loving. Will absolutely re-book.

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Zach 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: Samara A.
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Samara A.
from
$20
per visit
5 out of 4.8 stars
16 reviews
7 repeat clients
16 years of experience
Chesapeake, VA, 23320

I highly recommend Samara. This was my first time using river to watch my animals while I took a work trip. Samara stayed in contact with me the entire time, keeping me updated on how the animals were doing and any delays with her schedule. She would send multiple pictures as well as messages. There were a couple times where she was running late I couldn’t stay long but she was very open with e and even went back a couple times to spend some time with my animals. She really made having someone watch them one less stressor for me while traveling.

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Marc N.
Sitter Profile Image: Charli B.
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Charli B.
from
$13
per visit
7 years of experience
Great Bridge, Chesapeake, VA, 23322

About: I’ve taken care of dogs for 8 years. I have experience offering in home services and walking, as well as basic understanding of leash training. I work weekdays as a medical assistant with early afternoons off on Tuesdays and Fridays, leaving plenty of time for walks, play, and cuddles. Evenings and weekends are open, so I can give pets consistent attention and care. In your home, I follow your pet’s routine to keep them comfortable through feeding, walks, playtime, and any special care. I keep their space tidy, provide companionship, and ensure they feel safe while you’re away.

Sitter Profile Image: Elise D.
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Elise D.
from
$17
per visit
5 out of 5.0 stars
19 reviews
4 repeat clients
10 years of experience
Chesapeake, VA, 23322

We love Elise. She loves our dogs and respects our house and time. She is just amazing.

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Amanda M.
Sitter Profile Image: Jensen G.
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Jensen G.
from
$14
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
4 years of experience
Chesapeake, VA, 23322

About: I’ve taken care of numerous pets throughout my life. I have three of my own and they are all happy campers. All furry friends are welcome and will receive the best love and care. I am active duty Military that currently is working shift hours. My days change weekly but every other week is the same. During my off days I am more than available to care for any and all of your babies needs. I have a fenced in yard with an Aussiedoodle and Labradoodle. Both very friendly with high energy. I have an orange and white cat who is also very friendly to both other cats and dogs. I enjoy spending time outside so they get all the energy out that they need.

Sitter Profile Image: Aliyah T.
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Aliyah T.
from
$20
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
5 years of experience
Great Bridge, Chesapeake, VA, 23322

About: Hi! My name is Aliyah. I am currently a junior in college finishing my degree online, and I am always happy to lend a helping hand with pet care! I have 2 precious dogs of my own and I have experience dog sitting with multiple clients on rover, as well as friends and family! I love all dogs regardless of shape or size and I am very passionate about animals. I enjoy walking my dogs daily, and playing tug of war with my sweet chocolate lab. No job is too big or too small for me to handle! My schedule is extremely flexible and I am very reliable and eager to work. I always leave my clients home better than they left it and I do any job with 100% effort! Thank you for taking the time to get to know me! I have a very light schedule when it comes to school, so I can do whatever works for you! I have an extremely flexible schedule throughout the year and am willing to work! I greet and refill my dogs water everytime I come home, and I spend lots of quality time with them sense I am not home all of the time.

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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: Stephanie G.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie G.
Verified Enhanced Background Check

Stephanie G.
Star Sitter

Pet Sitting- There When You Need It
Greenbrier West, CHESAPEAKE, VA, 23320
3.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
51 reviews
19 repeat clients
Profile image

Stephanie was awesome with my two dogs. She let them out in the backyard and played with them for a bit. She’s reliable, responsible and the dogs love her!

Availability updated yesterday
Sitter Profile Image: Maya N.
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Sitter Profile Image: Maya N.
Verified Enhanced Background Check

Maya N.
Star Sitter

Lots of free time, love all animals
Chesapeake, VA, 23322
6.5 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 5 days ago
Sitter Profile Image: Akemi R.
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Sitter Profile Image: Akemi R.
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Akemi R.
Star Sitter

Safe and loving care for your Baby!
Chesapeake, VA, 23322
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$12
per visit
5 out of 5.0 stars
67 reviews
26 repeat clients
Profile image

Akemi I was fantastic! She was very communicative and took great care of our cats while my kids and I were out of area. We can't wait to have her watch our cats again.

Availability updated 3 days ago
Sitter Profile Image: Skye M.
Verified Enhanced Background Check
Sitter Profile Image: Skye M.
Verified Enhanced Background Check

Skye M.
Star Sitter

Vet Tech/Artist, Available Anytime!
Greenbrier West, Chesapeake, VA, 23320
3.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
91 reviews
26 repeat clients
Profile image

Thank you so much Skye for taking such great care of our cat, Obi! We loved the updates and pics and know that Obi was well cared for while we were gone.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emily R.
Verified Background Check
Sitter Profile Image: Emily R.
Verified Background Check

Emily R.
Rover 101
Star Sitter

Treated Like Family
Chesapeake, VA, 23320
4.0 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
37 reviews
8 repeat clients
Profile image

Emily is fantastic. She was great with communicating and sending pictures. She took special care with my two boy kitties. I highly recommend her.

Availability updated 2 days ago
Sitter Profile Image: Abby B.
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Sitter Profile Image: Abby B.
Verified Enhanced Background Check

Abby B.

Belly Rub Connoisseur
Butts Station, Chesapeake, VA, 23322
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
16 reviews
8 repeat clients
Profile image

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!

Availability updated today
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
1.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
120 reviews
41 repeat clients
Profile image

My little Bonbon is very shy, but Anna managed to gain her trust! Truly thankful for the excellent care and her going the extra mile to befriend my kitty.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Irina K.
Verified Background Check
Sitter Profile Image: Irina K.
Verified Background Check

Irina K.
Rover 101
Star Sitter

Insured▪︎Bonded▪︎Pet CPR Certified
Chesapeake, VA, 23323
5.1 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
571 reviews
109 repeat clients
Profile image

Irina always takes amazing care of my pups. It's always hard to be away from them but I have no worries because I know they are in great hands! Irina is Always my first choice! She is knowledgeable and truly cares.

Availability updated today
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
5.2 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 2 days ago
Sitter Profile Image: Elizabeth M.
Verified Background Check
Sitter Profile Image: Elizabeth M.
Verified Background Check

Elizabeth M.
Rover 101

Elizabeth's Walks & Drop In Service
Greenbrier East, Chesapeake, VA, 23320
4.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
20 reviews
6 repeat clients
Profile image

Elizabeth is very experienced. She’s sweet and strong and young and mature and knows how to handle dogs for sure! Highly recommend her for your dog walking needs!

Availability updated 8 days ago
Sitter Profile Image: Ally H.
Verified Enhanced Background Check
Sitter Profile Image: Ally H.
Verified Enhanced Background Check

Ally H.
Star Sitter

I SPEAK CAT&DOG
Greenbrier East, Chesapeake, VA, 23320
4.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
84 reviews
24 repeat clients
Profile image

We are so appreciative of our recent cat sitting services. She worked with us on the time of visits and our particular routine for our cats (different food for different cats, two feeding times, etc.) - All of which gave us excellent peace of mind during a week long vacation. Ally also went above and beyond and helped clean up tipped over plants and take our trash to the curb for collection. Definitely recommend. Thank you!

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
0.2 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

Stephen was awesome. Needed a last minute sitter and he was available. He was able to meet my dogs within 24 hours of my booking. He did a great job at checking in and met all of my needs & the dogs. Very professional

Availability updated 6 months ago
Sitter Profile Image: Blayke K.
Verified Enhanced Background Check
Sitter Profile Image: Blayke K.
Verified Enhanced Background Check

Blayke K.

Animal lover, wife, & SAHM.🐝🤍😊
Great Bridge East, Chesapeake, VA, 23322
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Blakye is wonderful with our dogs. We have two German shepherds and they love her. Would highly recommend

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: ashley w.
Verified Enhanced Background Check
Sitter Profile Image: ashley w.
Verified Enhanced Background Check

ashley w.

Lover of all pets!!
Greenbrier West, Chesapeake, VA, 23320
3.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Ashley was great with Raza, super friendly, respectful and loving. Will absolutely re-book.

Availability updated 4 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
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
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 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samara A.
Verified Enhanced Background Check
Sitter Profile Image: Samara A.
Verified Enhanced Background Check

Samara A.

PAWsitive best FURiend for your pet
Chesapeake, VA, 23320
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.8 stars
16 reviews
7 repeat clients
Profile image

I highly recommend Samara. This was my first time using river to watch my animals while I took a work trip. Samara stayed in contact with me the entire time, keeping me updated on how the animals were doing and any delays with her schedule. She would send multiple pictures as well as messages. There were a couple times where she was running late I couldn’t stay long but she was very open with e and even went back a couple times to spend some time with my animals. She really made having someone watch them one less stressor for me while traveling.

Availability updated 8 days ago
Sitter Profile Image: Charli B.
Verified Enhanced Background Check
Sitter Profile Image: Charli B.
Verified Enhanced Background Check

Charli B.

Walks, Wiggles, and Wags!
Great Bridge, Chesapeake, VA, 23322
0.7 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
7 years of experience

About: I’ve taken care of dogs for 8 years. I have experience offering in home services and walking, as well as basic understanding of leash training. I work weekdays as a medical assistant with early afternoons off on Tuesdays and Fridays, leaving plenty of time for walks, play, and cuddles. Evenings and weekends are open, so I can give pets consistent attention and care. In your home, I follow your pet’s routine to keep them comfortable through feeding, walks, playtime, and any special care. I keep their space tidy, provide companionship, and ensure they feel safe while you’re away.

Availability updated 17 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Elise D.
Verified Enhanced Background Check
Sitter Profile Image: Elise D.
Verified Enhanced Background Check

Elise D.

Very experienced with animal care!
Chesapeake, VA, 23322
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
19 reviews
4 repeat clients
Profile image

We love Elise. She loves our dogs and respects our house and time. She is just amazing.

Availability updated 67 days ago
Sitter Profile Image: Jensen G.
Verified Enhanced Background Check
Sitter Profile Image: Jensen G.
Verified Enhanced Background Check

Jensen G.

Your furry friends are all family.
Chesapeake, VA, 23322
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
2 reviews
1 repeat client

Jensen is an exceptional caretaker of both large and small animals. She is not only an exceptional caretaker but knowledgeable, reliable, efficient and devoted. She demonstrates enormous love and compassion for all animals. There will be no worries that your animals are not being taken care of properly with Jensen!

Availability updated 17 days ago
Sitter Profile Image: Aliyah T.
Verified Enhanced Background Check
Sitter Profile Image: Aliyah T.
Verified Enhanced Background Check

Aliyah T.

Pet care & more!
Great Bridge, Chesapeake, VA, 23322
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
5 reviews
1 repeat client

Aliyah is a very passionate hard worker. She puts 110% effort in everything she does. You won't regret having her working with your dogs. She is very out going and a sociable person.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend

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