Personalized care for your dog or cat - Windsor Hills

Highly-rated overnight sitters - Windsor Hills

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

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Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

Amanda did a fantastic job with Willow. I was impressed with Amanda’s follow up. I received pictures multiple times a day. She understands that Willow is my world. She made sure that I knew that Willow was eating interacting with the other dogs and comfortable where she was. Not only will I rebook with Amanda. I already have.

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Julie W.
Sitter Profile Image: Amy & Grant P.
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Amy & Grant P.
from
$34
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
3 years of experience
Chester, VA, 23831

Amy and her family were great! Cleo is an old dog, I usually take her with me but this time we were traveling for a funeral. It was our first time using Rover or leaving her with others, I was nervous. Our drop off time was early in the day but they were accommodating. Amy kept me posted on how Cleo was doing and sent pics every day which was unexpected but very much appreciated. Cleo clearly got lots of love from the whole family. I highly recommend Amy and Grant P. (and family.)

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Teresa L.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Colonial Heights, VA, 23834

Ellysia is the best! My pups had the greatest time with her and her family. Updated daily with pictures and activities. We will definitely be using her again and recommend her hands down.

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SugarLoaf Debo L.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
283 reviews
98 repeat clients
14 years of experience
Chester, VA, 23831

Abby did a wonderful job taking care of my Sammy. She kept us informed of how he was doing. We could enjoy our trip knowing he was in good hands. He was healthy and happy when we picked him. I would highly recommend her

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Garrett L.
Sitter Profile Image: Dylan & Alex B.
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Dylan & Alex B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
552 reviews
203 repeat clients
20 years of experience
Chester, VA, 23831

I cannot Thank Dylan & Alex enough for taking care of my dogs for a week and working with me when my trip dates were a bit modified. Every morning I would receive an update with pictures, my dogs were happy when I picked them up . Not to mention their boarding area is always clean , the yard is kept clean , and their home is puppy proofed for those that like to chew. I highly recommend them , I will definitely have my pups return if we are unable to take with us. Maui and Willow send their love !

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Veronica R.
Sitter Profile Image: Leidy C.
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Leidy C.
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Colonial Heights, VA, 23834

Leidy agreed to watch our German shepherd with a short notice and did an incredible job! Send frequent updates and pictures which we love! Very grateful he was in such good hands while we had to leave town!

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Anna F.
Sitter Profile Image: Anika D.
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Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
20 years of experience
South Chesterfield, VA, 23803

Ms Anika and her family was great taking care of Dog I thought it would be an issue but when I reached out to her she responded back and sent a video of my dog having fun I will definitely re-book with her in my next trip

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Cinnamon J.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$40
per night
5.0 out of 5 stars
1 review
2 repeat clients
30 years of experience
Chester, VA, 23831

Melissa was absolutely wonderful with my dog. She was excellent with the communication and pictures and I felt so good to see my dog happy while I was out of town taking care of business. Melissa will forever be my dog sitter for my pup.

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Monique H.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Kendra was amazing with Tinkerbell. She kept us updated each day which put our mind at ease with this being our first time using Rover. The pictures where the best as we could see in real time how well she was being cared for. Thank you Kendra!

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Tracy T.
Sitter Profile Image: Rikki G.
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Rikki G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
19 repeat clients
39 years of experience
Colonial Heights, VA, 23834

Rikki is amazing. She cares genuinely. Our Boy Laddu had great time with Rikki. She kept us updated and took care of Laddu very well. Highly recommended.

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Shaab J.
Sitter Profile Image: Allejah K.
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Allejah K.
Star Sitter
from
$34
per night
5.0 out of 5 stars
6 reviews
7 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

It was a pleasure to have Bean stay with Allejah. She was a sweetheart and so accommodating! I will definitely be booking again. She was extremely considerate of any changes made, as well as any potential problem Bean ran into! <3

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Kennedy M.
Sitter Profile Image: Ari & James S.
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Ari & James S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
66 reviews
17 repeat clients
15 years of experience
Chesterfield, VA, 23838

We left our doggie with Ari while traveling for two weeks and we couldn't have asked for anyone better to look after him. Our special boy is a senior Schnoodle that we rescued last year from a breeder situation gone really bad. Ari and her family welcomed him with open arms and treated him like he was one of the family. She sent daily updates and we thought our boy may not want to come home after seeing how much fun he was having in the photos. Also, he made a new best friend with the family dog Apollo. I would recommend Ari to anyone that is looking for a home-away-from home for their fur babies.

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Gloria H.
Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick once again provided excellent care for my dog while we were on a trip. They were flexible with changes in schedule, provided frequent pics and updates about Mae, and are friendly and responsive.

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Laura P.
Sitter Profile Image: Amanda & Adam B.
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Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
84 reviews
29 repeat clients
17 years of experience
Chesterfield, VA, 23838

Always a good sign when Sven doesn't want to come home. I promise we're nice to him, but he must have loved it there--especially having other dogs to play with.

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Jon F.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$45
per night
4.9 out of 5 stars
144 reviews
29 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce did an excellent job taking care of our Golden Retriever! She was very communicative from the beginning of the booking all the way throughout the stay. During the stay, she sent daily photos with updates and stories of how our dog was having a great time with her dog and family. We will definitely use her again for future needs.

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Donny Or Renard B.
Sitter Profile Image: Beverley S.
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Beverley S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Chester, VA, 23831

Beverly was AMAZING. Kept in contact with me every step of the way, sent me the greatest photo updates, taught my puppy some new lessons, took incredible care of him, even washed my dishes she returned that my puppy had used while staying with her. I can’t say enough good things about her. I will absolutely be using her every time I go out of town. Her house was an incredible set up for dogs, especially the backyard. My puppy had the best time and didn’t want to leave. Thank you, Beverly!!!

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Shelley G.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
27 reviews
13 repeat clients
15 years of experience
North Chestefield, VA, 23237

Had a great experience working with Deven and Tyreek! They took great care of our dog and provided excellent daily updates. He looked very happy in all his pics!

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keamponsah11
Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
71 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

Lisa is fabulous! She gave my Daisy all of the love and provided plenty of updates throughout the weekend to ease my anxiety. She was super flexible with drop-off and pick-up times and great to work with. Definitely recommend her!

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Kayley R.
Sitter Profile Image: Tracey H.
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Tracey H.
from
$44
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
35 years of experience
Chester, VA, 23831

This was the first time I ever needed to board my dog. Ms. Tracey was absolutely wonderful with my Sullivan. She took great care of him and sent us plenty of pictures so we would not miss so much. I would recommend her to anyone looking to board their dog. She is definitely at the top of our list if we ever need this service again. Thank you so much Rover/Ms. Tracey.

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Felicia R.
Sitter Profile Image: Kelsey W.
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Kelsey W.
Star Sitter
from
$30
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
26 years of experience
Fort Gregg-Adams, VA, 23801

Awesome sitter, I have rebooked and she always treats my dog with the same care I would. Sends me updates and photos on how he’s doing, I have and will definitely recommend to family and friends!

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Jeremy W.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Windsor Hills

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: Indiana M.
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Indiana M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
13 repeat clients
15 years of experience
Chester, VA, 23831

Indiana really helped me a lot when I was looking for a sitter. She got back to me practically immediately when I booked it and took exceptionally well care of my cat. Have me peace of mind while I was on my trip

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Da D.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
39 reviews
20 repeat clients
18 years of experience
Chester, VA, 23831

Jessica was a wonderful pet sitter for my cat. When she scheduled the initial visit I was super impressed by all of the excellent questions that she asked to make sure that she could do the best job at caring for my cat. While watching my cat she did a brilliant job of caring for her and helping me feel at ease by sending detailed pictures and videos. Jessica definitely exceeded my expectations by spending extra time with my cat and making her feel comfortable. Jessica's a wonderful pet sitter and I strongly recommend that you use her!

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Paul W.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
211 reviews
60 repeat clients
4 years of experience
Chester, VA, 23831

Allison did an AMAZING job at looking after my baby while I’m out of state. 10/10 would book her again. Makes me so happy to know Suki was in good hands 🩷

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Ell S.
Sitter Profile Image: Darnell M.
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Darnell M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
101 reviews
38 repeat clients
8 years of experience
Colonial Heights, VA, 23834

Many thanks to Darnell for taking good care of our two cats again. Love how even our shy guy hangs out when Darnell's around :) I always know our house and cats are in good hands when Darnell visits!

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Alexis S.
Sitter Profile Image: Crystal C.
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Crystal C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
292 reviews
105 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal did a fantastic job with our cat while we were out of town. I loved the pictures, descriptions of the visits, and reassurance that Artemis was doing perfectly fine. We won't hesitate to use her again. Thanks Crystal!

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Michelle G.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
50 reviews
10 repeat clients
10 years of experience
Chester, VA, 23831

Sabrina gave my animals lots of love and attention while we were gone for the holidays. She allowed us to have piece of mind, we knew are animals were in good care. I will definitely be booking her again!

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Karli S.
Sitter Profile Image: Grace L.
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Grace L.
from
$17
per visit
5.0 out of 5 stars
38 reviews
14 repeat clients
19 years of experience
South Chesterfield, VA, 23834

Grace took great care of my kitties. This is my second time booking her, and just as last time she followed all my instructions and it seems like my cats like her.

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Jacob K.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
283 reviews
98 repeat clients
16 years of experience
Chester, VA, 23831

Abby was wonderful! She took really good care of our cats durning our family trip. We had peace of mind knowing the kitties were in good hands while away. 10/10 would recommend!

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Jenn T.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
102 reviews
43 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Phyllis is incredible. She goes above and beyond for caring for my 3 kitties whenever we have to be away from home. She truly treats my babies like her own and also gives updates on things around my home during the drop-ins (if a package came, etc), so that I feel totally secure during my time away. She is truly the best, and I will always reach out to her when I have to be away. Don't hesitate to book her! She is a true gem!

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Jasmine J.
Sitter Profile Image: Annabella C.
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Annabella C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
4 years of experience
North Chesterfield, VA, 23237

Thank you Annabella for helping us with Chonkers during our honeymoon. We appreciate you taking the time to get him to come out and get some human interaction while we are gone. He is a shy boy but he loves people when he gets the chance!

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John W.
Sitter Profile Image: Hana J.
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Hana J.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
17 years of experience
Colonial Heights, VA, 23834

Hana is amazing! She’s so flexible and understanding when it comes to schedules and demands of each animal in the home. She truly cares about our animals (she will leave our tv on for our dog so she isn’t lonely) and does enrichment treats without us even asking her to. I trust her with our babies 100%

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Ashley D.
Sitter Profile Image: Joanette C.
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Joanette C.
from
$36
per visit
4.9 out of 5 stars
42 reviews
18 repeat clients
9 years of experience
A chesterfield, VA, 23834

Thank you so much. She did very good with the cats, and they are not the easiest. Always showed up and made sure they were happy and took lots of pics 🙂

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erin u.
Sitter Profile Image: Emily W.
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Emily W.
from
$18
per visit
5.0 out of 5 stars
90 reviews
25 repeat clients
1 year of experience
Colonial Heights, VA, 23834

Emily was fantastic! We met prior to the assignment, so she could meet our cats, learn their habits, and where everything was stored. She was prompt in arriving to check on our cats, socialized with them, and followed our instructions on our cat that had dietary restrictions. She also took pictures at each visit! Well worth the extra money!

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Wendi M.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$23
per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
30 years of experience
Chester, VA, 23831

Took great care of my 2 cats, provided updates and pictures. Thank you so much!

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Leigh L.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$23
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
Chester, VA, 23831

Rebecca cared for our three cats for about a week and a half, doing drop ins every other day. She was kind and communicative from start to finish, and went above and beyond to keep us and our kitties happy including lots of playtime, topping off food and water, and even watering a plant for us and bringing packages inside. Would book her again for future travel!

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Allison H.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
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: Leslie I.
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Leslie I.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
35 reviews
13 repeat clients
20 years of experience
Prince George, VA, 23875

Leslie did a wonderful job with our Boxer "Duke". We are grateful we found her. We enjoyed the pictures she shared with us while we were gone.

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Craig M.
Sitter Profile Image: Allison H.
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Allison H.
from
$14
per visit
6 years of experience
Chester, VA, 23831

About: I've always felt like I identified more with cats, despite my parents being firmly in the "dog people" camp. So when I moved out on my own, I got my own cats, who are both around 6 years old at this point. I've also spent 2+ years volunteering with humane societies and smaller charities to help find cats their fur-ever homes. I'm passionate about cat care and would love to meet your fur baby!

Sitter Profile Image: Brooklynn B.
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Brooklynn B.
from
$15
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
South Chesterfield, VA, 23803

Brooklynn was amazing with my babies! Lots of play time and pictures. She was very communicative with me and gave them lots of loving. Highly recommend!

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McKenzie B.
Sitter Profile Image: Sara T.
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Sara T.
from
$14
per visit
28 years of experience
Chester, VA, 23831

About: I've never been without pets in my life. My family and I have always been avid animal lovers, and I've been lucky enough to raise dogs, cats, snakes, and even horses! Growing up, we always had at least two dogs, and oftentimes, a cat as well. Currently, I have two cats and a pit bull of my own. Over the past 8 years, I've worked as a pet sitter for friends, family, coworkers, and neighbors. I'd like to offer my services to those who may not have someone they can lean on when they're busy! I work 3 days a week as a full time EMT and volunteer with a local fire department in my free time. If you have any questions about my services, me, or my availability- please don't hesitate to reach out! :) As a full time EMT, my work schedule is very forgiving. I have four days off each week, which are Monday, Wednesday, Saturday and Sunday. I can very easily fit pet care in on those days, and by request, can sometimes squeeze in morning care on Tuesday, Thursday, and Friday. With a dog and 2 cats of my own, I do not offer boarding services. I have plenty of experience pet sitting in your pet’s natural habitat; home visits are no issue for me, and I think it’s the best way to ensure that your animals are as comfortable as can be while you’re away.

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Perfect for high energy dogs - Windsor Hills

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

1 / 1
Sitter Profile Image: Jeanette A.
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Jeanette A.
from
$27
per day
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
Chester, VA, 23831

Jeanette was great! She was able to accommodate Romeo in a very short time frame, and had to wake up early for the drop off. She kept me updated and Romeo loved her! Overall great experience.

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Felix L.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
283 reviews
98 repeat clients
14 years of experience
Chester, VA, 23831

Abby, had great communication with me while our pup was there. She sent me pics which helped put our minds at ease. What sold me on her was that within 5 minutes of me reaching out with our dogs info and request for care she responded back with her address ready to take him immediately. If we’re ever in the area again we will definitely be using her services!

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Jessyca E.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

Amanda is hands down a five-star sitter! She watched my dog all day and did an incredible job managing her high energy; she really went above and beyond to get all those "zoomies" out, and I picked up a very happy, tired pup. Her communication was also top-notch throughout the day, which gave me total peace of mind while I was away. If you’re looking for someone reliable who truly knows how to engage with dogs, I highly recommend booking with Amanda!

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Jennifer S.
Sitter Profile Image: Rikki G.
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Rikki G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
33 reviews
19 repeat clients
39 years of experience
Colonial Heights, VA, 23834

Cairo had such a great time at his sitter. He was trying to go back in the house when I picked him up. He played alot and slept great that night.

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Christy N.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$35
per day
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina was extremely accommodating as I needed day care coverage extremely last minute. She allowed the my pup & her dogs to get comfortable with one another and sent me updates throughout the day without prompting. I truly appreciate her kindness and expertise and will definitely book with her again.

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Nay L.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$27
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Colonial Heights, VA, 23834

About: We love our fur babies and have been fostering dogs and cats for years. Every dog becomes a member of our family while they are here! Our furniture is pet-friendly and we have a fenced in back yard. We love to go to the park and hike with our dogs when the weather is pleasant! 🐾 Health & Vaccination Policy 🐾 For the safety and well-being of all pets in my care, I require that all dogs are up-to-date on the following vaccinations: • Rabies • DHPP (Distemper, Hepatitis, Parvovirus, Parainfluenza) • Bordetella (kennel cough) Puppies must have completed their full vaccination series appropriate for their age. I may request proof of vaccinations prior to your booking, especially for boarding or daycare stays where pets may be in shared spaces. Additionally: • Dogs should be free of fleas, ticks, and any contagious illnesses • Please let me know if your pet has recently been sick or exposed to illness • Pets showing signs of illness (vomiting, diarrhea, coughing, etc.) may need to reschedule for everyone’s safety I truly care about creating a safe, clean, and stress-free environment for every pet. Thank you for helping me keep all my furry guests happy and healthy! 🐶💛 I have plenty of free time to play with your pets, as I work from home part time. We love walks, so a well behaved dog is always welcome on our walks with us. The children in my life are also dog lovers and will be happy to snuggle, play and dote on your fur baby, too. I have a fenced in yard, a pet friendly home and I have a large crate, if needed. For anxious dogs, I have the space to keep your fur baby apart from other animals in my home.

Sitter Profile Image: Abreya K.
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Abreya K.
from
$37
per day
4.8 out of 5 stars
48 reviews
18 repeat clients
23 years of experience
Chester, VA, 23831

Abreya is wonderful. Great communication, friendly, & flexible. Don’t hesitate to book her. We needed services early morning hours outside of her normal hours & she was able to do it. Communication was top notch. Definitely will be using her again & again. Thanks again Abreya.

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Tierney J.
Sitter Profile Image: Cindy E.
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Cindy E.
from
$30
per day
5.0 out of 5 stars
2 reviews
2 repeat clients
14 years of experience
South chesterfield, VA, 23803

We had such a great experience with our sitter through the Rover app. She was incredibly accommodating and adjusted seamlessly to our schedule, which made the entire process smooth and stress-free. From the moment Tilley arrived, it was clear she genuinely cared for her like one of her own pets. She kept me updated, made sure Tilley was comfortable, and gave her so much love and attention during her stay. Her home had more than enough space for Tilley to feel relaxed and active, and I really appreciated how intentional she was about keeping her engaged with daily activities and playtime. Tilley came home happy, well cared for, and clearly enjoyed her time there. It gave me real peace of mind knowing she was in such good hands, and I would absolutely trust her to watch Tilley again in the future.

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Precious S.
Sitter Profile Image: Beverley S.
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Beverley S.
Star Sitter
from
$50
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Chester, VA, 23831

About: As a former teacher and parent, I bring a level of patience, structure, and attentiveness to dog care that closely mirrors what children need to feel safe, supported, and well-guided. I understand how important routine, consistency, and clear boundaries are—not just for behavior, but for overall well-being. Caring for dogs isn’t just something I do—it’s a part of my daily life. I have hands-on experience with multiple breeds and temperaments, including my own dogs: three Huskies, a Dalmatian, and a Cavalier King Charles Spaniel. This has given me a strong understanding of both high-energy and more sensitive breeds, and how to balance activity with proper rest. My home is run as a family-supported, professionally managed boarding environment. My husband, a veteran, is also present and supportive, adding an extra level of attentiveness and reliability to the care your dog receives. What truly sets me apart is the intentional structure I provide. Dogs in my care are guided through a balanced routine that includes play, socialization, rest, and calm time. This helps prevent overstimulation, anxiety, and unsafe behaviors. This type of environment doesn’t just keep dogs safe—it helps them build better habits. Dogs learn to settle, share space appropriately, and become more comfortable around other dogs in a controlled setting. For many dogs, this supports improvements in reactivity, socialization, and overall behavior, helping them become more confident and well-adjusted outside of the home. I strongly believe that dogs thrive when their needs are met through routine, rest, and structure. Just like people, they require downtime and sleep to stay balanced. A consistent schedule helps prevent stress and overstimulation, creating a calmer, happier experience. I have experience caring for dogs with a variety of needs, but I am intentional about ensuring that each dog is a good fit for my environment, so I can maintain a safe, structured, and positive space for every dog in my care. Pet care is my full-time focus, and my daily schedule is built entirely around the dogs in my care. I’m home throughout the day, which allows me to provide consistent supervision, frequent potty breaks, scheduled walks, outdoor play, and one-on-one attention. Dogs are cared for on a structured routine that includes activity, feeding, and designated rest periods to keep them balanced and comfortable. I’m able to maintain a calm, organized environment where dogs receive reliable care, attention, and structure every day. I provide care in a structured, well-managed home designed for safety, balance, and low stress. As an owner of 5 dogs, 3 different breeds who are trained, I know what dogs need to thrive, feel loved, and thrive socially. While dogs are treated with love and attention, this is not a free-roam environment. I operate a crate-structured system that allows each dog to rest, reset, and avoid overstimulation while also keeping all dogs safe. In my home: • Dogs are comfortably crate trained • Dogs are crated during rest periods, overnight, and when unsupervised • Dogs are rotated for safe, controlled interaction • Dogs are never left to freely roam together without supervision This setup allows me to safely care for multiple dogs while still providing individual attention and a calm atmosphere. For safety: • Dogs must be non-aggressive toward people and other dogs • No history of biting or unsafe behavior • Dogs must be able to remain calm when confined • Collar or harness is required at all times This environment is best suited for dogs who are used to structure, routine, and boundaries.

Sitter Profile Image: Allejah K.
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Allejah K.
Star Sitter
from
$26
per day
5.0 out of 5 stars
6 reviews
7 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

About: What sets me apart is my calm, low-stress home where I host max 2 compatible dogs at once. Perfect for anxious, selective, or reactive pups who need peace over chaos. I also offer solo-stay pricing for dogs who need to block my second spot. My experience shines with senior dogs (gentle mobility support, meds) and high-energy mediums (structured play without overwhelming them). I work from home so I'm very flexible. I'm available during the day for walks/drop-ins/daycare, evenings/weekends for boarding. Dogs are family here; my routine revolves around their comfort. I don’t have any pets of my own currently. I have a nice size fenced yard and I love taking pups on long walks in my neighborhood or at the local dog park if possible. You can also book my backyard on Sniffspot!

Sitter Profile Image: Sarah K.
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Sarah K.
from
$43
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

About: I promise you trust, communication, comfortability, and great care! I love pets! I grew up with a Golden Retriever named Skippy! I now own my beautiful mut mix of Lab, Pit and Blood Hound. His name is Maverick! He's 2 and such a loving, happy dude! I currently dog sit my mom's 3 Boston Terriors whenever she needs to go out of town and have been since I was a teenager. I also take in my best friend's older pit bull, Cookie, and her and Maverick get along wonderfully! There's plenty of space to walk dogs around my apartment community, along with a fenced in tennis court area where they can run free! I work full time AT HOME so I'm flexible just looking to make some extra money I work from home Monday through Friday, and am available most weekends, so I have lots of time and flexibility to care for your doggos! I live in an apartment but it's very dog friendly! I will ensure your dog gets lots of attention and love! I have access to lots of trails, open pet areas, and a fenced in tennis court where they can run free and we can play fetch! My dog is very friendly and has lots of experience around other dogs. I do have a large dog crate if that is required or necessary.

Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$45
per day
4.9 out of 5 stars
38 reviews
11 repeat clients
10 years of experience
Richmond, VA, 23237

Rangeen and her boyfriend Mike took wonderful care of my dog for a day of daycare. She kept in close touch and sent photos during the day which put me at ease as this was our first time using Rangeen. She also took the time to do a meet and greet with us before our daycare date. Overall, I’m very happy and thankful we found them!

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Bridget W.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$27
per day
5.0 out of 5 stars
27 reviews
13 repeat clients
15 years of experience
North Chestefield, VA, 23237

Deven, Tyreek, and Ozzy have been an amazing addition to Tonka's village. They are responsive, caring, and bring lots of joy to my pups life. I appreciate them immensely!

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Genarda B.
Sitter Profile Image: Tianna L.
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Tianna L.
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$38
per day
4.5 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Chester, VA, 23831

About: I’ve taken care of my sisters dogs in the past, also owned many dogs growing up. My daughter LOVES them. My availability is pretty open! We would love to meet your furry friends. I’m in college and and i’m not currently working. My availability is open so that I will have plenty of time to care for your furry friend. We love animal's in my home we will treat them as our own of course. My place is clean and taken care of perfect setting.

Sitter Profile Image: Kendra B.
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Kendra B.
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from
$23
per day
5.0 out of 5 stars
43 reviews
12 repeat clients
25 years of experience
North Chesterfield, VA, 23237

About: What sets me apart is 25 years of experience. I began pet sitting at the age of 10 and have been surrounded by dogs my entire life. Providing pets with a safe, loving, and comfortable environment has always been a passion of mine. Including walking, bathing, and working with both puppies and senior dogs. I also have experience with pet sitting more than one dog. I currently volunteer remotely for two hours once a week, so I have plenty of free time to care for your fur baby. I'm available Monday through Friday, but I'm happy to be flexible if you need weekend boarding or doggy day care for your fur baby. I have a fenced yard and a friendly small dog who would love to keep your fur baby company. If you prefer, I can also crate your dog with ease.

Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$34
per day
5.0 out of 5 stars
71 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

Lisa was an absolute gem of a dog sitter! Her bubbly personality immediately put both me and my dogs at ease. She was incredibly generous with her communication, sending me regular updates and photos of their daily adventures, which I truly appreciated. It was so clear from every interaction that she has a genuine love for canines. I'd highly recommend her to anyone looking for a reliable and loving sitter.

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Kiana K.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$35
per day
4.9 out of 5 stars
144 reviews
29 repeat clients
15 years of experience
Petersburg, VA, 23803

It was my first time using the Rover app and first time for my puppy in a sitter. Kayce and her family was amazing!!! They take good care of Max while me and my kid's are away. Max had a blast during his stay, able to socialized with other dogs and kid's. I would definitely use Kayce again in the future. I would highly recommend her.

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Mae D.
Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$28
per day
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick are absolutely incredible with our German Shepherd, Aurora. This was her first time staying away from home and socializing with other dogs, and they made her feel completely safe, loved, and part of the family. They followed her routine, handled her quirks with confidence and compassion, and kept us updated the entire time. Aurora always comes home exhausted, happy, and clearly well cared for. We’re so grateful to have found such trustworthy and experienced sitters— Highly recommend!

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Erin M.
Sitter Profile Image: Erin M.
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Erin M.
from
$50
per day
5.0 out of 5 stars
4 reviews
30 years of experience
Chesterfield, VA, 23838

About: Meet & greet required for every new client • Home full-time • Only 1–2 guest dogs at a time • Large fenced backyard • Constant supervision • Family environment • Daily enrichment and play • Red Cross Pet First Aid & CPR Certified • 30 years of dog experience • Meet & greet required for every new client. Dogs have been a part of my life for over 30 years, and caring for them is one of my greatest passions. I've raised and trained my own dogs throughout my life, volunteered with pet shelters and continued expanding my knowledge by learning from professional dog trainers, attending obedience classes, and reading about canine behavior. As a stay at home Mom, I'm home most of the day allowing me to provide constant supervision, companionship, and individualized care. Your dog will enjoy a large, securely fenced backyard, a calm cage-free environment (unless you provide your own crate), and lots of love and attention. My goal is to provide a safe, loving home where your dog feels like part of the family while you're away. Where dogs spend the day like part of the family! Throughout the day I provide frequent potty breaks, playtime, companionship, and constant supervision. I intentionally accept a limited number of dogs so each one receives individualized attention. Enrichment activities; Snuffle mats Enrichment treats (owner approved, of course) Puzzle toys Backyard sniff sessions Fetch Sprinkler or kiddie pool (seasonal) One-on-one play and belly rubs Your furbaby spends the day: playing sniffing socializing supervised backyard time relaxing indoors napping showered with attention You pick up a tired, happy dog after! Your dog's safety and comfort are my top priorities. My home has a large, securely fenced backyard for supervised outdoor play, and dogs are never left outside unattended. I provide a calm, cage-free environment unless you prefer to bring your dog's own crate. Baby gates are used to separate areas of the home when needed. I accept a maximum of two guest dogs at a time to keep the environment safe and low stress. All guest dogs must be at least one year old, house-trained, fully vaccinated, non-reactive toward other dogs, and most importantly are comfortable around children ages 4 and 7. I do not accept puppies or board cats. Meet-and-greets are required before every first booking to ensure everyone is comfortable and a good match.

Sitter Profile Image: Taijah B.
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Taijah B.
from
$30
per day
5.0 out of 5 stars
24 reviews
11 repeat clients
5 years of experience
Petersburg, VA, 23803

Taijah “Very happy with the service Luna enjoy being with this beautiful family, we take vacations without worrying, thank you very much”.

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Lydia E.
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pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Windsor Hills

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

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Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

Reagan and Brody enjoy Amanda!

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Beverly W.
Sitter Profile Image: Darnell M.
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Darnell M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
101 reviews
38 repeat clients
14 years of experience
Colonial Heights, VA, 23834

Darnell has been wonderful. He has communicated well and his very respectful/trustworthy to my house. Aurora is also enjoying her time as well(she looks for walks around the same times during the weekends when it’s just us).I’m thankful for Darnell and recommend him for your pet care needs.

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David R.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
283 reviews
98 repeat clients
14 years of experience
Chester, VA, 23831

Abby helped me during a last minute trip. She was pleasant and kept me informed. This was my first time using the Rover App but will be back because of her. Thanks Abby!

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Shameka C.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
102 reviews
43 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Absolutely amazing experience. Work and day to day has been made so much more enjoyable and I have so much appreciation for the patience my pup is experiencing. I will be a regular for quite some time. Thank you again Phyllis!

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Megan B.
Sitter Profile Image: Allejah K.
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Allejah K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
6 reviews
7 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

Allejah was great . Ciroc really enjoyed her . She kept me updated and I felt safe leaving my dog with her. I would highly recommend!

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Janayla W.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina is caring, prompt and friendly! Thank you!!

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Debbie S.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$25
per walk
5.0 out of 5 stars
28 reviews
12 repeat clients
23 years of experience
Chester, VA, 23831

Tiffany is amazing! She goes above and beyond. This is truly her passion. She loves what she do and it shows. This is my third time using Rover and she is the best one we booked for our Buddy. Tiffany, I hope you are available whenever me and my family decides to travel.

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Nancy W.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

About: I promise you trust, communication, comfortability, and great care! I love pets! I grew up with a Golden Retriever named Skippy! I now own my beautiful mut mix of Lab, Pit and Blood Hound. His name is Maverick! He's 2 and such a loving, happy dude! I currently dog sit my mom's 3 Boston Terriors whenever she needs to go out of town and have been since I was a teenager. I also take in my best friend's older pit bull, Cookie, and her and Maverick get along wonderfully! There's plenty of space to walk dogs around my apartment community, along with a fenced in tennis court area where they can run free! I work full time AT HOME so I'm flexible just looking to make some extra money I work from home Monday through Friday, and am available most weekends, so I have lots of time and flexibility to care for your doggos! I live in an apartment but it's very dog friendly! I will ensure your dog gets lots of attention and love! I have access to lots of trails, open pet areas, and a fenced in tennis court where they can run free and we can play fetch! My dog is very friendly and has lots of experience around other dogs. I do have a large dog crate if that is required or necessary.

Sitter Profile Image: Crystal C.
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Crystal C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
292 reviews
105 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal was so accommodating and great with our 2 dogs while I was away. She provided me with updates and made being away from my babies a lot less stressful. We will definitely be booking with her again! Thank you for everything, Crystal!

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Jasmin V.
Sitter Profile Image: Grace L.
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Grace L.
from
$20
per walk
5.0 out of 5 stars
38 reviews
14 repeat clients
17 years of experience
South Chesterfield, VA, 23834

Grace was friendly and showed up when scheduled.

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Rayanna B.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Chester, VA, 23831

About: I specialize in dogs that need a little extra grace and a lot of patience, but I also love a social butterfly! Having raised a reactive high-drive mix and managed the pulling power of large breeds like Labs and Great Danes, I know firsthand that not every dog is an easy walker. I bring a calm, highly disciplined, and observant approach to every visit, ensuring your dog feels secure and understood. ​My Special Skills Include: ​Reactive & Anxious Dog Handling: Creating safe, low-stress environments for sensitive souls. ​High-Drive Breed Management: Experience safely handling and exercising powerful, high-energy working breeds. ​Behavioral Reinforcement: Utilizing consistent treat training, professional handling techniques, and keen observation of canine body language. ​Large Breed Experience: Confident leash-handling for strong pullers. ​Whether your dog is a socialite who loves making friends or a sensitive pup who needs a sitter with unshakeable patience, I tailor my approach specifically to them. Pet care is a staple of my daily routine! While I work a standard 9-to-6 business day 5 days of the week, I am wide awake and ready to go for those early 5:00 AM or 6:00 AM morning walks. Your pup will get plenty of exercise and attention before I head out, and I’m back in the evenings for more play, dinner, and potty breaks until 10:00 PM. I specialize in recurring schedule drop ins and walks, ensuring your pets have a consistent best friend to look forward to constantly. Whether I’m staying at your place or visiting for a drop-in, your pets are treated like family. My approach combines physical exercise with mental engagement—I love incorporating short, positive training sessions into our day to keep their minds sharp. They’ll get plenty of 'tummy rub' downtime and scheduled feedings, but they’ll also get the structure and play they need to stay happy and tired out. Your dog won't just be watched; they’ll be active, engaged, and thoroughly spoiled.

Sitter Profile Image: Alecia B.
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Alecia B.
Star Sitter
from
$13
per walk
5.0 out of 5 stars
59 reviews
20 repeat clients
20 years of experience
Chester, VA, 23836

Alecia is always so good with Karma. She is easy to do business without. She is prompt in response, schedule and she follows instructions exactly. Thank you Alecia!

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Debbie S.
Sitter Profile Image: Meredith K.
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Meredith K.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Prince George, VA, 23875

About: I am very flexible with hours. I am an active person and happy to play with your pet and walk them as much as needed. I grew up in the cold, so weather doesn't bother me walking or driving. I also am willing to work with your hours and do what is best for your pet. I also am always happy to send pictures and check in so you know they are living your best life. I can be flexible but I am a morning person so early walks are okay with me. I can also drop in easily through the day with little issue. I grew up with large dogs (lover (100lbs) and 2 cats, and am the current owner of a Bernese Mountain dog who I love. I love all animals but tend to lean to bigger dogs. I like cats butdon't currently own one due to my husband. I am newer to rover but have spent a lot of time caring for my own pets but also dog sitting for others in their homes over the last 7 years.

Sitter Profile Image: Lashell D.
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Lashell D.
from
$27
per walk
5.0 out of 5 stars
32 reviews
6 repeat clients
15 years of experience
Chester, VA, 23831

Friendly and sweet. She is timely and bonded wit my dog.

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Deanna E.
Sitter Profile Image: Lindsey R.
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Lindsey R.
from
$18
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
2 years of experience
Chester, VA, 23831

About: I love dogs, they are my favorite people. All shapes and sizes, whenever I spend time with them, they just make my heart happy. When they’re with me they’ll be taken good care of. Whether it’s long walks, games of tug of war, endless belly rubs, and lots of cuddles. I will love your pet as if they were my own. In addition to raising two dogs of my own, I’ve cared for friends and neighbors’ pets while they’re at work or away. I know how hard it is to leave your pet behind whether it’s while you’re at work or on vacation but when they’re with me you won’t have to worry because they’ll be well cared for and loved. I work full time Monday through Friday from 8am-5pm but only live 5 minutes from my work. I am able to go home midday and have evening and weekends free to spend lots of time with your fur babies. I make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the apartment if no need to crate. My apartment provides a fenced in yard for them to have safe and fun outdoor time. I work full time Monday through Friday from 8am-5pm. I am able to have evening and weekends free to spend lots of time with your fur babies. I will make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the house if no need to crate. My house provides a fenced in yard for them to have safe and fun outdoor time.

Sitter Profile Image: Brooklynn B.
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Brooklynn B.
from
$20
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
South Chesterfield, VA, 23803

About: I love all animals but I’m a dog lover through & through. Yes.. Even the stinky butt, stinky breath, so ugly that they’re cute, accident prone, jumper, barker, puller, escape artists, babies too. I was raised with 2 boxers who have made their way across the rainbow bridge. I raised a super mutt for 6 years who has also crossed over. I now have a Rottie mix who was adopted through Chesterfield Animal Shelter going on 4 years ago. She is, in addition to my human babies, my dog child. She is the best of friends with my kids. If you ask my oldest how many brothers and sisters he has, she is included in his total … 😂 I have 10+ years of experience walking/pet sitting neighbors, family and friends dogs but im in my second year of pet sitting full time. I can’t express enough the joy it has brought me. I’ve worked with puppies, seniors & everything in between of all sizes. I’m familiar with giving oral medication and have learned how to properly perform CPR on dogs. I fully understand & respect that each animal is different & has their own needs and personality. As well as their owners. This is why my care goes beyond maintaining. I’m full of patience and love & It’s important to me that i strive for comfortability. I have taken on pet sitting full time! My regular returning clients are a priority but i still have plenty of open room for new clients! I understand that for each pet, their wants and needs may vary. I am big on respecting what makes everyone the most comfortable and cared for. I strive to leave your pet feelings enriched and at ease by the end of my visit.

Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$20
per walk
4.9 out of 5 stars
38 reviews
11 repeat clients
10 years of experience
Richmond, VA, 23237

About: I am a former dog owner who's trained a few dogs. I will treat the dog like my own! I understand the importance of routine, exercise, and cuddles! I work full time. Mostly from home. My significant other has an alternative schedule so the dog would be under 24 hour supervision. I can't wait to have a buddy with me throughout the day! I understand how anxious your paw partner may be while you are away -- I am here to console your paw partner until you are back 💕 I live in a single home with a large fenced backyard with a pool they can play in! Great parks and trails nearby. Dogs will have freedom in all rooms of the home. Dog will be supervised 20-24 hours a day. This helps me ensure pet safety and quick turnaround on any changes to health and/or behaviors.

Sitter Profile Image: Joanette C.
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Joanette C.
from
$35
per walk
4.9 out of 5 stars
42 reviews
18 repeat clients
9 years of experience
A chesterfield, VA, 23834

Jo is fantastic with our dogs. Astrid, our most reserved dog rolled over and showed her belly. My wife was also able to meet her and also loves her. She played with our pups and once she left, they were exhausted and napped. A tired dog is a good dog!

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Kerry-Ann P.
Sitter Profile Image: Hana J.
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Hana J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
17 years of experience
Colonial Heights, VA, 23834

About: I’ve owned and cared for furry (scaled and feathered!) friends my whole life. From cats and dogs, to guinea pigs and bunnies, to fish and birds. I even have experience caring for sugar gliders and a ball python. I’ve worked as a pet uber (with a company called Leash) and volunteered at shelters, socializing events, and cat rescues for several years, so I’m used to interacting with all kinds of pet personalities and ages. From shy snugglers, to loyal guardians, to spunky characters, to goofy adventurers, I love them all! You can trust I will love on your baby and treat them with as much care as I do my own fur babies. My schedule is fairly flexible right now since my medical retirement from the Army in October. I’m currently working on an online M.S. in psych and substitute teaching in my boyfriend’s town (Clarksville, VA) whenever I’m available. Since it’s a long commute and I’m typically called the morning of, I try to keep Monday and Tuesday open to sub if needed. I am more than willing to do virtual and in person meet and greets to learn pet needs and routines. I prefer to meet in person to get acquainted with your pet while they feel safe in your presence (but I’ve never met a pet I didn’t click with and love immediately.) I’ll accept any additional written/typed outlines detailing your pets care if that’s easier than leaving notes in the app. You name it and I’ll do it; whatever is best for you and your fur baby. Dogs under my care will enjoy long walks and dog parks trips where applicable. If you have a puppy (or dog) in training, I love to partner in their learning using whatever commands you prefer. Kitties under my care will get lots of playtime with wands and lasers, as well as tons of snuggles.

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
211 reviews
60 repeat clients
10 years of experience
Chester, VA, 23831

Thank you so much for taking care of our dogs again and for doing it on such short notice! It’s so nice having someone so reliable and trustworthy. I know they’re already looking forward to your next visit!

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Jasmin V.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Windsor Hills

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

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Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

Amanda did a fantastic job with Willow. I was impressed with Amanda’s follow up. I received pictures multiple times a day. She understands that Willow is my world. She made sure that I knew that Willow was eating interacting with the other dogs and comfortable where she was. Not only will I rebook with Amanda. I already have.

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Julie W.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Colonial Heights, VA, 23834

Ellysia is the best! My pups had the greatest time with her and her family. Updated daily with pictures and activities. We will definitely be using her again and recommend her hands down.

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SugarLoaf Debo L.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
283 reviews
98 repeat clients
14 years of experience
Chester, VA, 23831

Abby did a wonderful job taking care of my Sammy. She kept us informed of how he was doing. We could enjoy our trip knowing he was in good hands. He was healthy and happy when we picked him. I would highly recommend her

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Garrett L.
Sitter Profile Image: Dylan & Alex B.
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Dylan & Alex B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
552 reviews
203 repeat clients
20 years of experience
Chester, VA, 23831

I cannot Thank Dylan & Alex enough for taking care of my dogs for a week and working with me when my trip dates were a bit modified. Every morning I would receive an update with pictures, my dogs were happy when I picked them up . Not to mention their boarding area is always clean , the yard is kept clean , and their home is puppy proofed for those that like to chew. I highly recommend them , I will definitely have my pups return if we are unable to take with us. Maui and Willow send their love !

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Veronica R.
Sitter Profile Image: Leidy C.
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Leidy C.
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Colonial Heights, VA, 23834

Leidy agreed to watch our German shepherd with a short notice and did an incredible job! Send frequent updates and pictures which we love! Very grateful he was in such good hands while we had to leave town!

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Anna F.
Sitter Profile Image: Anika D.
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Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
20 years of experience
South Chesterfield, VA, 23803

Ms Anika and her family was great taking care of Dog I thought it would be an issue but when I reached out to her she responded back and sent a video of my dog having fun I will definitely re-book with her in my next trip

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Cinnamon J.
Sitter Profile Image: Rikki G.
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Rikki G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
19 repeat clients
39 years of experience
Colonial Heights, VA, 23834

Rikki is amazing. She cares genuinely. Our Boy Laddu had great time with Rikki. She kept us updated and took care of Laddu very well. Highly recommended.

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Shaab J.
Sitter Profile Image: Ari & James S.
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Ari & James S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
66 reviews
17 repeat clients
15 years of experience
Chesterfield, VA, 23838

We left our doggie with Ari while traveling for two weeks and we couldn't have asked for anyone better to look after him. Our special boy is a senior Schnoodle that we rescued last year from a breeder situation gone really bad. Ari and her family welcomed him with open arms and treated him like he was one of the family. She sent daily updates and we thought our boy may not want to come home after seeing how much fun he was having in the photos. Also, he made a new best friend with the family dog Apollo. I would recommend Ari to anyone that is looking for a home-away-from home for their fur babies.

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Gloria H.
Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick once again provided excellent care for my dog while we were on a trip. They were flexible with changes in schedule, provided frequent pics and updates about Mae, and are friendly and responsive.

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Laura P.
Sitter Profile Image: Amanda & Adam B.
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Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
84 reviews
29 repeat clients
17 years of experience
Chesterfield, VA, 23838

Always a good sign when Sven doesn't want to come home. I promise we're nice to him, but he must have loved it there--especially having other dogs to play with.

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Jon F.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$45
per night
4.9 out of 5 stars
144 reviews
29 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce did an excellent job taking care of our Golden Retriever! She was very communicative from the beginning of the booking all the way throughout the stay. During the stay, she sent daily photos with updates and stories of how our dog was having a great time with her dog and family. We will definitely use her again for future needs.

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Donny Or Renard B.
Sitter Profile Image: Beverley S.
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Beverley S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Chester, VA, 23831

Beverly was AMAZING. Kept in contact with me every step of the way, sent me the greatest photo updates, taught my puppy some new lessons, took incredible care of him, even washed my dishes she returned that my puppy had used while staying with her. I can’t say enough good things about her. I will absolutely be using her every time I go out of town. Her house was an incredible set up for dogs, especially the backyard. My puppy had the best time and didn’t want to leave. Thank you, Beverly!!!

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Shelley G.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
27 reviews
13 repeat clients
15 years of experience
North Chestefield, VA, 23237

Had a great experience working with Deven and Tyreek! They took great care of our dog and provided excellent daily updates. He looked very happy in all his pics!

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keamponsah11
Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
71 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

Lisa is fabulous! She gave my Daisy all of the love and provided plenty of updates throughout the weekend to ease my anxiety. She was super flexible with drop-off and pick-up times and great to work with. Definitely recommend her!

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Kayley R.
Sitter Profile Image: Denny M.
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Denny M.
from
$50
per night
4.3 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Chester, VA, 23831

Had a great experience working with Denny. He was very kind and great communicating from start to finish. My dogs had a great time and would definitely recommend.

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Z A.
Sitter Profile Image: Jeanette A.
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Jeanette A.
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
Chester, VA, 23831

Jeanette responded to our request right away in such a short notice. She happily took care of our 2 pitties for the weekend and even took them on a field trip! Will definitely book her again 💞

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Trisha M.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

If I could give 100 stars I would for the exceptional care Sarah gave to my baby I would. Not only did she care for Penny as if she was her own, this was the first time Penny has been left with anyone other than family, and Sarah made Penny feel as though she was family. I would recommend Sarah to service your pet without hesitation only when I wouldn't need her again, period!

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Terrence J.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$50
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

About: I have lived dog with multiple dogs my whole life. I have 5 years of experience in the veterinary world that has broadened my horizon to the variety of breeds out there and the different requirements they need. I also specialize in medicating our furry friends in the most stress-free way possible. I have experience training my own service dog from 8 weeks old to present and continue to keep his training up to date. I also specialize in hospice care for our are geriatric puppies, because no matter how old they are, they are always puppies to us. I am currently pet sitting for people Part-Time. my goal is to make caring for animals my full-time job. While I continuemaking commissioned pet portraits! Along with other commissions for various prints and paintings. At my house, dogs will eat separately from other dogs for safety and have long line leash walks for potty breaks. If a pet is known to have toy aggression, toys will be taken out of the equation. I do have a service dog that comes with me everywhere including my clients homes. If a client 's pet is dog aggressive or the cats are scared of dog, I will not have my service dog interact with them to give comfort and safety for all.

Sitter Profile Image: Lucky B.
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Lucky B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
554 reviews
262 repeat clients
10 years of experience
Midlothian, VA, 23112

Lucky and Matt were wonderful caretakers and companions for our 2 year old hound for the 4 days we were gone. Always had good communication and photos every day. I highly recommend their service. Very reliable and they truly love dogs.

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Jim H.
Sitter Profile Image: Shay & Jake W.
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Shay & Jake W.
from
$35
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
30 years of experience
Henrico, VA, 23231

Shay and Jake always do a wonderful job with our dog Maple, but this time they truly went above and beyond when she had some tummy trouble. Leaving Maple with them feels like leaving her with family.

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Brooke C.
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