Dog Sitting in Chesterfield

Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Chesterfield dog 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: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
234 reviews
65 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Damacia is extremely kind, thorough and communicative. We had a last minute request and he over delivered! They followed instructions very well and provided lots of comforting updates.

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Soraya H.
Sitter Profile Image: Allyson B.
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Allyson B.
Star Sitter
from
$20
per visit
5 out of 4.8 stars
54 reviews
15 repeat clients
15 years of experience
Henrico, VA, 23231

Allyson is the best! I never worry about our dog when she is here!

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Dee K.
Sitter Profile Image: Wesley H.
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Wesley H.
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Midlothian, VA, 23112

Good communication and prompt arrival times. Took good care of my pet and his needs while dropping in.

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Theo M.
Sitter Profile Image: Abigail V.
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Abigail V.
from
$13
per visit
5 out of 5.0 stars
34 reviews
9 repeat clients
5 years of experience
Midlothian, VA, 23112

Abigail was great! Patient while I was figuring out scheduling stuff. The kittens absolutely loved her. She was consistent with great photos and check ins while I was away. Really positive experience

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Susan K.
Sitter Profile Image: Kristy B.
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Kristy B.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
261 reviews
109 repeat clients
16 years of experience
Chesterfield, VA, 23832

We are so grateful for Kristy and our cat, Junebug absolutely adores her! She has taken care of our little cat like she was her own and come home to a clean house and happy cat.

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Alexa M.
Sitter Profile Image: Amanda M.
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Amanda M.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
64 reviews
17 repeat clients
17 years of experience
Chester, VA, 23831

Amanda was absolutely amazing. She was given really short notice but was an absolute life saver. Will definitely use her services more this summer! Thank you Amanda!!!!

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Kellie L.
Sitter Profile Image: Grace L.
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Grace L.
from
$18
per visit
5 out of 5.0 stars
25 reviews
8 repeat clients
17 years of experience
Chesterfield, VA, 23832

Grace sent us lovely updates and pictures of our cats each day which made being away much easier. The cats were well played with and barely seemed to notice when we returned 🤣.

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Shelley. R.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$17
per visit
5 out of 5.0 stars
3 reviews
15 years of experience
Chester, VA, 23836

Sarah was wonderful. She provided reliable top notch service. I highly recommend her and would use her services for my next request.

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Dwayne H.
Sitter Profile Image: Emily B.
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Emily B.
from
$15
per visit
5 out of 5.0 stars
2 reviews
20 years of experience
Chesterfield, VA, 23832

About: Growing up, I was constantly surrounded by different kinds of animals. At one point, my family had two ferrets, a rabbit, a dog, and three cats! I truly have been loving and caring for pets for as long as I can remember. I have extensive experience caring for several different breeds of dogs, including Pitties and a Doberman, as well as cats of all kinds. Currently, I am the proud mom of two of the sweetest kitties, Bean and Hippo. As a kitten, Bean dealt with a rare reaction to the sutures used during her spay. A month after adopting her, a wound appeared near her spay site. Vets repeatedly told us they had exhausted all options and could not do anything further to help close the wound; however, I was determined. After countless doctor's visits, medication, several weeks in a cone, AND almost a year wearing a special shirt for cats that I had found, she miraculously healed! I understand the weight of caring for another living being and am always ready to go the extra mile to ensure that the animals in my care are living the happiest and healthiest lives possible. I would love the opportunity to provide companionship and personalized care for your furry friend! I am my household's manager and create my own work schedule. Because of this, I am able to account for any pet bookings relatively quickly and with ease! I am generally flexible and willing to work with you in regard to scheduling. In my opinion, pet care is personal to the pet! Every pet has different emotional and physical needs. I am more than happy to provide walks, potty breaks, meal time, attention, and play time, as well as any other pet-specific needs that are discussed and agreed upon. Your pet's safety and health is absolutely my number one priority, and I am happy to provide regular updates and pictures during my time with them!

Sitter Profile Image: Caitlin T.
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Caitlin T.
from
$22
per visit
5 out of 5.0 stars
40 reviews
14 repeat clients
23 years of experience
Chester, VA, 23831

Great communicator, flexible, and was attentive to the needs of our cats. Took care of some extra stuff around the house for us as well, which we appreciated. Would book again.

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James S.
Sitter Profile Image: Jeanette A.
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Jeanette A.
from
$20
per visit
30 years of experience
Chester, VA, 23831

About: For 30 plus years I had my own dogs from Rottweilers to peekapoos. Always had two so they had a buddy. Well trained where I didn’t need a leash. I babysit my friends dogs here at the house. I’m auntie. They go home spoiled. I travel a lot so, when my dog passed away I did not get another one. I work from home. I am empty nester who just went through a divorce. They can hangout with me all day. Ability to leave on the weekend to come back as required. Full fenced in yard. Traditional metal fence. With only two neighbors who have no animals. Quite neighborhood with a place to walk them around ponds.

Sitter Profile Image: Meghan T.
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Meghan T.
from
$25
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
20 years of experience
Chester, VA, 23831

About: Hi! I’m Meghan. I’ve been around animals of all types my entire life. I have experience with farm animals, livestock, common house pets, birds, small rodents, and exotics. I have four dogs of my own, a pig, chickens, duck and conure! I would love to be able to give other pet owners peace of mind while they travel or take time off! I work full time during the day but have time in the afternoons beginning around 4pm for check ins, walks etc. My weekends are always free for walking, house sitting, and check ins. My pets are our family and they are treated as such. Yours will be too! I value those who care for my animals and take time to give them attention but respect house rules.

Sitter Profile Image: Lisa M.
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Lisa M.
from
$25
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients
40 years of experience
Chesterfield, VA, 23832

Lisa was so great with our 2 cats and dog! This was our first trip leaving our dog, Drifter, behind and we were all a little nervous. Drifter was shy at first but Lisa was able to get him warmed up and comfortable in no time! I felt confident the whole trip that everyone was getting great care. Thank you, Lisa!

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Claire E.
Sitter Profile Image: Charlotte B.
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Charlotte B.
from
$13
per visit
5 out of 4.8 stars
169 reviews
100 repeat clients
25 years of experience
Chester, VA, 23831

Charlotte was amazing!!!!! She knew exactly what our Sadie Girl needed to keep her happy and calm. We will definitely be using her again. Thank you Charlotte ???

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Sarah C.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$14
per visit
5 out of 5.0 stars
2 reviews
5 years of experience
Chesterfield, VA, 23832

About: Over the past few years, I have cared for my family's and friend's dogs when they need dog sitting. I love playing with dogs and taking them on walks. I also have my own dog, who I care for. I am a tentative and compassionate caretaker that will make your dog feel loved while you are away! I currently work full-time at home Monday through Friday, my job is very flexible so I am free for much of the day. On weekends I do not work so I am also available during these days. At my home, we keep a space for dogs free of clutter and do not lay any food, or harmful objects out. We have plenty of toys and a lot of space for the dog to roam around and have fun. We also have a fenced yard for the dog to play around outside and also have a friendly dog who loves to play.

Sitter Profile Image: Samuel S.
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Samuel S.
from
$15
per visit
5 out of 5.0 stars
1 review
4 years of experience
Richmond, VA, 23237

About: I grew up on a farm with animals of all shapes and sizes. I am fortunate enough to work from home and have the flexibility to care for others animals while they may not have that luxury. I’d be happy to house sit, walk and care for your animals to ensure they are cared for. Shoot me a message and we can find time to meet. Thank you! I currently work from home and have a lot of flexibility to care for animals. I frequently go on walks outside and would love to take your pet with me. I’m very active I look to make the pet as comfortable as possible. Typical walks in the morning afternoon and night. Care dependent on age of animal and insight from owners on best practices.

Sitter Profile Image: Courtney H.
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Courtney H.
from
$15
per visit
12 years of experience
Chester, VA, 23831

About: I've have experience with larger dogs 75+. I had my own for 12 years. While I am now just a cat household , I know there is always need for large dogs love and care. AT THIS TIME ONLY PROVIDING CAT SERVICES: CAT/KITTEN DROP -INS & KITTEN BOARDING I am a stay at home mom with the flexibility to help take care of your pets needs when you are away. I already have a healthy schedule with my own two cats and I'm ready to help with yours! AT THIS TIME ONLY PROVIDING CAT SERVICES: CAT/KITTEN DROP-INS AND KITTEN BOARDING Will always ensure cats are safe inside ( if they are strictly indoor cats ) proper food and water care. Clean litter and disposable of .

Sitter Profile Image: Kateland H.
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Kateland H.
from
$16
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
10 years of experience
Richmond, VA, 23237

We love her and treats our dogs like they are her own.

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Kerry-Ann P.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$30
per visit
8 years of experience
North Chesterfield, VA, 23237

About: I have 3 dogs and I also have had experience with 2 local rescue groups. Let’s chat to see if my experience fits your needs. My availability is flexible . Send me a message and we can chat about it. I am available most weekdays and also on the weekend . I promise to make the most of the time that I spend with your pet. Please be sure to discuss any likes or dislikes your pet might have.

Sitter Profile Image: Kaylee C.
Verified Background Check
Kaylee C.
from
$45
per visit
5 out of 5.0 stars
1 review
2 repeat clients
14 years of experience
N Chesterfield, VA, 23237

About: I have always grow up with dogs, taking care of them and such. I have big dogs so I know what it's like and I love animals. Experience wise, I've always taken care of and walked my dogs and made sure they were okay. Neighbors, friends, and family have relied on me to walk, feed, and bathe their pets since I was 12. They get rambunctious at times but they are so cute and I'm such a dog person. This will be a good experience for me to take responsibility for another persons pet. I also have 3 cats that I currently take care of. Being around animals makes me happy and knowing I can care for them makes it even more enjoyable. I will be the best to your animals, given that I tended to my parents and other animals so well. Thank you for the opportunity! I am a mother of a 2 year old so my days at the moments consist of her. It isn’t hard to have a pet in the home to care for or us going for a walk to get some fresh air with a furry friend! I am very open to playing with animals and walking them. I currently live in an house with a big fenced in backyard and live in a neighborhood so it’s easy access to go walk dogs around the neighborhood.

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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: DAMACIA J.
Verified Enhanced Background Check
Sitter Profile Image: DAMACIA J.
Verified Enhanced Background Check

DAMACIA J.
Star Sitter

Your Pet's home away from home
North Chesterfield, VA, 23236
9.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
234 reviews
65 repeat clients
Profile image

Damacia is extremely kind, thorough and communicative. We had a last minute request and he over delivered! They followed instructions very well and provided lots of comforting updates.

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

Allyson B.
Star Sitter

I’ll treat your pet like my own.
Henrico, VA, 23231
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.8 stars
54 reviews
15 repeat clients
Profile image

Allyson is the best! I never worry about our dog when she is here!

Availability updated 2 days ago
Sitter Profile Image: Wesley H.
Verified Enhanced Background Check
Sitter Profile Image: Wesley H.
Verified Enhanced Background Check

Wesley H.

Dalmatian and Cat Dad
Midlothian, VA, 23112
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Good communication and prompt arrival times. Took good care of my pet and his needs while dropping in.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abigail V.
Verified Enhanced Background Check
Sitter Profile Image: Abigail V.
Verified Enhanced Background Check

Abigail V.

Experienced cat and dog sitter
Midlothian, VA, 23112
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
34 reviews
9 repeat clients
Profile image

Abigail was great! Patient while I was figuring out scheduling stuff. The kittens absolutely loved her. She was consistent with great photos and check ins while I was away. Really positive experience

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

Kristy B.
Star Sitter

Animals are my passion
Chesterfield, VA, 23832
5.6 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
261 reviews
109 repeat clients
Profile image

We are so grateful for Kristy and our cat, Junebug absolutely adores her! She has taken care of our little cat like she was her own and come home to a clean house and happy cat.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amanda M.
Verified Enhanced Background Check
Sitter Profile Image: Amanda M.
Verified Enhanced Background Check

Amanda M.
Star Sitter

Expert Care When You Can't Be There
Chester, VA, 23831
5.6 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
64 reviews
17 repeat clients
Profile image

Amanda was absolutely amazing. She was given really short notice but was an absolute life saver. Will definitely use her services more this summer! Thank you Amanda!!!!

Availability updated 18 days ago
Sitter Profile Image: Grace L.
Verified Enhanced Background Check
Sitter Profile Image: Grace L.
Verified Enhanced Background Check

Grace L.

22 years old and LOVE animals
Chesterfield, VA, 23832
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
25 reviews
8 repeat clients
Profile image

Grace sent us lovely updates and pictures of our cats each day which made being away much easier. The cats were well played with and barely seemed to notice when we returned 🤣.

Availability updated 2 days ago
Sitter Profile Image: Sarah K.
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Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.

Your doggo's new BFF :)
Chester, VA, 23836
6.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
3 reviews
Profile image

Sarah was wonderful. She provided reliable top notch service. I highly recommend her and would use her services for my next request.

Availability updated today
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

Emily B.

Personalized Pet Companionship 🐱🐶
Chesterfield, VA, 23832
5.0 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
2 reviews

Emily was amazing at taking care of my pets while my family was out of town for the week. She sent daily photo updates and was very respectful of my home. I would definitely recommend her to anyone looking for a pet sitter.

Availability updated 2 days ago
Sitter Profile Image: Caitlin T.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin T.
Verified Enhanced Background Check

Caitlin T.

Pet Care Extraordinaire
Chester, VA, 23831
4.2 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
40 reviews
14 repeat clients
Profile image

Great communicator, flexible, and was attentive to the needs of our cats. Took care of some extra stuff around the house for us as well, which we appreciated. Would book again.

Availability updated 3 days ago
Sitter Profile Image: Jeanette A.
Verified Enhanced Background Check
Sitter Profile Image: Jeanette A.
Verified Enhanced Background Check

Jeanette A.

Pampered Pups
Chester, VA, 23831
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
1 review

Jeanette loves fur babies. She is very responsible and attentive while caring for pups!! An added bonus is she has a lovely fully fenced in backyard!!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meghan T.
Verified Enhanced Background Check
Sitter Profile Image: Meghan T.
Verified Enhanced Background Check

Meghan T.

Millennial Farm Kid
Chester, VA, 23831
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients

I have known Meghan since 2015. She is an incredible friend and pet owner, with quite the range of animals. Her experience with pets is always fun, engaged, caring, and adventurous. From hikes, walks, swims, fetch, or snuggles, Meghan is extremely responsible, attentive, trustworthy, and loyal. Her pets, even my own, love and adore her for it. When it comes to your pet’s care, you can rest assured with Meghan.

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

Lisa M.

They call me Snow White.
Chesterfield, VA, 23832
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

Lisa was so great with our 2 cats and dog! This was our first trip leaving our dog, Drifter, behind and we were all a little nervous. Drifter was shy at first but Lisa was able to get him warmed up and comfortable in no time! I felt confident the whole trip that everyone was getting great care. Thank you, Lisa!

Availability updated 18 days ago
Sitter Profile Image: Charlotte B.
Verified Background Check
Sitter Profile Image: Charlotte B.
Verified Background Check

Charlotte B.

I have a large fenced in back yard.
Chester, VA, 23831
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 4.8 stars
169 reviews
100 repeat clients
Profile image

Charlotte was amazing!!!!! She knew exactly what our Sadie Girl needed to keep her happy and calm. We will definitely be using her again. Thank you Charlotte ???

Availability updated 5 days ago
Sitter Profile Image: Lisette R.
Verified Enhanced Background Check
Sitter Profile Image: Lisette R.
Verified Enhanced Background Check

Lisette R.

Reliable & compassionate caretaker
Chesterfield, VA, 23832
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
2 reviews

Lisette is a very responsible and caring taker for our dog! She is very attentive to our dog needs and is very playful with her! She takes our dog on walks and keeps to her food schedule.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samuel S.
Verified Background Check
Sitter Profile Image: Samuel S.
Verified Background Check

Samuel S.

Dog/Cat lover looking to help
Richmond, VA, 23237
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review

About: I grew up on a farm with animals of all shapes and sizes. I am fortunate enough to work from home and have the flexibility to care for others animals while they may not have that luxury. I’d be happy to house sit, walk and care for your animals to ensure they are cared for. Shoot me a message and we can find time to meet. Thank you! I currently work from home and have a lot of flexibility to care for animals. I frequently go on walks outside and would love to take your pet with me. I’m very active I look to make the pet as comfortable as possible. Typical walks in the morning afternoon and night. Care dependent on age of animal and insight from owners on best practices.

Availability updated 18 days ago
Sitter Profile Image: Courtney H.
Verified Enhanced Background Check
Sitter Profile Image: Courtney H.
Verified Enhanced Background Check

Courtney H.

Cats , kittens & large dogs
Chester, VA, 23831
1.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Courtney is wonderful with animals. She has rescued several feral cats that became her outdoor cats. She has taken great care of both her cats and dog she’s had. I completely trust her to care for my animals.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kateland H.
Verified Enhanced Background Check
Sitter Profile Image: Kateland H.
Verified Enhanced Background Check

Kateland H.

Reliable and Responsible Pet Care
Richmond, VA, 23237
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

We love her and treats our dogs like they are her own.

Availability updated 69 days ago
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check

Elizabeth D.

✌️ ❤️ and paws 🐾
North Chesterfield, VA, 23237
1.6 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
1 review

Very reliable, always on time, and flexible with my schedule. Liz loves my pup as she loves her own! Highly recommended for your pet needs whether it be an overnight stay or daily walks!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kaylee C.
Verified Background Check
Sitter Profile Image: Kaylee C.
Verified Background Check

Kaylee C.

I am caring and compassionate
N Chesterfield, VA, 23237
1.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per visit
5 out of 5.0 stars
1 review
2 repeat clients

About: I have always grow up with dogs, taking care of them and such. I have big dogs so I know what it's like and I love animals. Experience wise, I've always taken care of and walked my dogs and made sure they were okay. Neighbors, friends, and family have relied on me to walk, feed, and bathe their pets since I was 12. They get rambunctious at times but they are so cute and I'm such a dog person. This will be a good experience for me to take responsibility for another persons pet. I also have 3 cats that I currently take care of. Being around animals makes me happy and knowing I can care for them makes it even more enjoyable. I will be the best to your animals, given that I tended to my parents and other animals so well. Thank you for the opportunity! I am a mother of a 2 year old so my days at the moments consist of her. It isn’t hard to have a pet in the home to care for or us going for a walk to get some fresh air with a furry friend! I am very open to playing with animals and walking them. I currently live in an house with a big fenced in backyard and live in a neighborhood so it’s easy access to go walk dogs around the neighborhood.

Availability updated yesterday
Confirmed availability for Labor Day Weekend

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