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
25 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

I was extremely satisfied with the care Bentley received while with Amanda and her family. Her fur babies were very welcoming to Bentley and I felt he was happy with his new friends. To my surprise, they went on a “field trip” where they were allowed to run off leash and smell and play in a very large confined space . I worried he would not want to leave with me and leave his friends behind. I highly recommend Amanda and will definitely use her in the future!!

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Phyllis S.
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
5 repeat clients
3 years of experience
Chester, VA, 23831

Amy & Grant were extremely accommodating on short notice. They sent me pictures of my dog without asking and were easy to work with. My dog was sad to leave their house, so I’ll be using them again.

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Joseph S.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
288 reviews
103 repeat clients
14 years of experience
Chester, VA, 23831

Abby was accommodating for a meet and greet, which I greatly appreciated; Oliver gets scared when I drop her off to stay with a stranger. Abby provided daily pictures and updates on how Oliver was doing and she came back very happy. I would use Abby again to pet sit.

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Emily B.
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: Anika D.
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Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
9 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
34 reviews
23 repeat clients
35 years of experience
Colonial Heights, VA, 23834

Rikki and Pearl are both so sweet!! They welcomed me my pup at the last min and she was wonderful!! She sent plenty of updates. Will. Definitely return

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

Kendra is the best! Yasha loves her and Gizmo and lights up whenever I tell her she is going to see them. She is personable and treats my baby like her own!

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

We had a wonderful experience with Leidy! She took excellent care of our senior dog, kept us updated with messages and photos, and made us feel completely at ease while we were away. It was obvious our dog was happy, comfortable, and well cared for ❤️ We would absolutely book with Leidy again and highly recommend her to anyone looking for a trustworthy and caring sitter!

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Nickita B.
Sitter Profile Image: Dylan H.
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Dylan H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
553 reviews
203 repeat clients
20 years of experience
Chester, VA, 23831

Alex was awesome and provided updates with photos. He had a very nice home with a backyard and i felt my dog was very well taken care of! Would book again 100 percent

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Allie J.
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
85 reviews
31 repeat clients
17 years of experience
Chesterfield, VA, 23838

First time my 8 year old dog spent a night away from family, so I was apprehensive. Amanda and Adam bonded with him at the meet and greet, and his trial night went well. I'll be booking more nights with them.

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Steven E.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Chester, VA, 23831

This was my first time using Rover and I was very pleased with Melissa and the love her family gave my sweet little Louie. We booked an overnight boarding for 3 nights and her service and communication were next to none. I greatly appreciate her daily photo updates, as it secured not only myself but the fact my kids were just as pleased to know that their fur brother was in great hands . I’d definitely be willing to book her again and recommend her services to anyone looking for a compassionate caregiver!

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Megan G.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$45
per night
4.9 out of 5 stars
145 reviews
30 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce was amazing at keeping communication open and giving me daily updates with pictures! She took great care of my kitten and I will be booking with her again.

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Unique W.
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

Cameron absolutely loved his stay at Allejah’s home. She stayed in close contact with us and gave Cameron the best possible care. We are so thankful to have found her!

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Taylorann B.
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: Ari & James S.
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Ari & James S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
68 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: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
8 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: Beverley S.
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Beverley S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Chester, VA, 23831

Beverley is amazing with our fur baby Ember! She gives updates to keep us at ease. Our puppy is comfortable there and warms right up as soon as she arrives. We’re so glad we found a trusted sitter through Rover and couldn’t be more pleased with her services. We will always rebook with her!

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Vernita G.
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.
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
28 reviews
16 repeat clients
15 years of experience
North Chestefield, VA, 23237

As this was my first time using Rover, I was super nervous about leaving my baby. But the moment I dropped him off, I instantly felt at ease. From the regular check-ins to all the adorable pictures, I truly couldn't have asked for a better sitter for Loui. I was able to relax and fully enjoy my trip knowing he was in such great hands. I would 100% recommend Deven & Tyreek to anyone looking for someone trustworthy to care for their pet. Thank you both so much for taking such amazing care of my baby! 🐾💕

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Je'Nae H.
Sitter Profile Image: Johnnie J.
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Johnnie J.
from
$48
per night
5.0 out of 5 stars
7 reviews
12 years of experience
Petersburg, VA, 23803

Johnnie provided exceptional care for my pet and maintained excellent communication throughout the entire process. I truly appreciated the updates and attention given to my pet’s needs. I would definitely use Johnnie’s services again and highly recommend them to others. Thank you so much for the outstanding care!

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P T.
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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: Allison B.
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Allison B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
214 reviews
60 repeat clients
4 years of experience
Chester, VA, 23831

Allison was a persistent caregiver for my 3 cats. I had an incorrect address issue initially, but she made sure my cats were still fed and cared for that evening, even going the extra mile to do so (literally and figuratively). She was descriptive with her updates, gave the kitties treats and pets, did regular litter box changes and tidying around the litter box area, made sure all food and water bowls were clean and full, and sent lots of pictures. She was quick to communicate even as I was travelling and took the best care of my cats. Recommend.

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Hana J.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
288 reviews
103 repeat clients
16 years of experience
Chester, VA, 23831

Abby did drop-in visits for our cat while we were away for a week and she was wonderful! She was so friendly from when we first met her, kept us updated, and took great care of our cat. Thank you Abby!!

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

Crystal has provided drop in visits for our cats a couple times and we'd gladly have her help in the future. Such peace of mind to have reliable care, especially when we were out of the country for a while.

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Elisabeth & Chris B.
Sitter Profile Image: Madison J.
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Madison J.
from
$13
per visit
5.0 out of 5 stars
2 reviews
12 years of experience
Chester, VA, 23831

Madison is a wonderful pet sitter. She was punctual with every visit and very patient with my cat. I would absolutely recommend Madison for anyone looking for a sweet and caring pet sitter.

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Devon C.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
107 reviews
45 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Phyllis did an exceptional job! She was on time and took phenomenal pictures of my cat Mable! If your looking for someone who is trustworthy and cares for your pets as much as you do, she's the lady!!!!! 10/10

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eric o.
Sitter Profile Image: Emily W.
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Emily W.
from
$18
per visit
5.0 out of 5 stars
93 reviews
26 repeat clients
1 year of experience
Colonial Heights, VA, 23834

Emily is always reliable and takes extra care with my girl. Cat was under the weather and Emily monitored her symptoms and communicated changes. Not to mention helped spot clean accidents. She even recommended things to help my senior kitty. She's the best!

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Kathleen O.
Sitter Profile Image: Leslie I.
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Leslie I.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
36 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: 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 is amazing 🤩 both myself and Dexter could not be happier. She is personable, very friendly, neat, prompt, and obviously loves animals. Dexter is usually very stand offish & unsure of new people but he immediately allowed pats and was in Indiana’s lap for most of her photos! Absolutely will be calling on this amazing woman in the future. Don’t hesitate to book her!!

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Rebecca T.
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: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
41 reviews
21 repeat clients
18 years of experience
Chester, VA, 23831

Jessica was absolutely amazing checking in on our cats while we were gone! She played with them, gave them scratches, and made them feel so loved! I will 10000% have Jessica watch my cats when I go out of town again!

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Allison T.
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

Very attentive and detail driven! I'll be trusting Darnell with any future sitter needs 💙 My kitties loved him, and he went above and beyond to make sure they were taken care of! I would highly recommend booking with him!

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Jay H.
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
14 repeat clients
10 years of experience
Chester, VA, 23831

Sabrina took amazing care of our cats while we were away and sent plenty of photos. We wouldn’t hesitate to trust her with them again on our next trip!

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Casey B.
Sitter Profile Image: Annabella C.
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Annabella C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
22 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: Grace L.
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Grace L.
from
$17
per visit
5.0 out of 5 stars
39 reviews
14 repeat clients
19 years of experience
South Chesterfield, VA, 23834

We had peace of mind knowing Grace was taking care of our cats. This was a long trip so the photos and reports we received connected us to our cats and made us smile. Thanks for doing such a great job Grace.!!

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Diana W.
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: Rebecca R.
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Rebecca R.
from
$25
per visit
5.0 out of 5 stars
4 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: Tiffany B.
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Tiffany B.
from
$23
per visit
5.0 out of 5 stars
29 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: 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

Joanette was an great sitter. She is consistent, trustworthily and friendly. We can highly recommend her. She sent great detailed updates and pictures each visit. We absolutely love her.

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Thomas L.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$18
per visit
5.0 out of 5 stars
8 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: Anslee P.
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Anslee P.
from
$18
per visit
4.9 out of 5 stars
56 reviews
17 repeat clients
15 years of experience
Chester, VA, 23831

And led is a five star. She took regular photos of the feedings while we were away and updates on each visit. We will be requesting Anslee again.

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D V.
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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: Abby M.
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Abby M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
288 reviews
103 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: 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: Rikki G.
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Rikki G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
34 reviews
23 repeat clients
35 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: Amanda B.
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Amanda B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
25 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: sabrina s.
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sabrina s.
Star Sitter
from
$35
per day
5.0 out of 5 stars
50 reviews
14 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: Beverley S.
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Beverley S.
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: 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: Sarah K.
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Sarah K.
from
$43
per day
5.0 out of 5 stars
8 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: Melissa M.
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Melissa M.
from
$38
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Chester, VA, 23831

About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.

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: Michelle H.
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Michelle H.
from
$35
per day
5.0 out of 5 stars
11 reviews
6 repeat clients
25 years of experience
Chester, VA, 23831

Thank you Michelle! You are awesome with my baby! There are more play dates in the future!

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Mona J.
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: 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.
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
28 reviews
16 repeat clients
15 years of experience
North Chestefield, VA, 23237

Deven and Tyreek took amazing care of Birdie! I could tell Birdie had a truly amazing time being boarded and always looked forward to returning to such a loving home! Will definitely book their services again if in the area.

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

Kendra was awesome. I could tell Teddy had a great time because she made sure to send pictures and through updates throughout the day. We greatly appreciated it! We would highly recommend her and will be booking again in the future.

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Tya P.
Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$50
per day
4.9 out of 5 stars
41 reviews
11 repeat clients
10 years of experience
Richmond, VA, 23237

Rangeen is amazing!! I was coming through Richmond just for a day and she was so accommodating to my two pups, especially the timid not-so-dog-friendly one! Very responsive and kept me updated throughout their stay. If I lived closer, Rangeen would be our regular sitter! I hope we have the chance to book with her again.

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Ali S.
Sitter Profile Image: Tianna L.
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Tianna L.
from
$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: Kayce M.
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Kayce M.
from
$35
per day
4.9 out of 5 stars
145 reviews
30 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce was amazing! Our request was very last minute but she was very accommodating and flexible. Bree took to her home very quickly. We were able to enjoy our day with no stress knowing Bree was in good hands. Kayce communicated often and we never had to ask or pry for an update. We will absolutely reach out to Kayce if we are in the area again and 100% recommend her services to everyone! This was our first time using Rover and we were lucky enough to have such a positive experience that we will definitely be using it again.??

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Carri A.
Sitter Profile Image: Anslee P.
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Anslee P.
from
$45
per day
4.9 out of 5 stars
56 reviews
17 repeat clients
15 years of experience
Chester, VA, 23831

Extremely satisfied with Anslees service to our Chester. She sent lots of pictures and we knew he was having a great time. We will definitely use her again unless someone else books her first. Thank you

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Shane W.
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More than 1.6 million
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.

1 / 1
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
288 reviews
103 repeat clients
14 years of experience
Chester, VA, 23831

Nala liked Abby right away which is unusual for her. I can tell Nala was happy to see her in the pics that were sent. Thanks for making my girl smile!

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Angela W.
Sitter Profile Image: Emily W.
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Emily W.
from
$18
per walk
5.0 out of 5 stars
93 reviews
26 repeat clients
1 year of experience
Colonial Heights, VA, 23834

Emily was simply outstanding. She went above and beyond to take care of my dog and kept me up to date on everything happening with her. I would absolutely recommend her 100% to anyone who needs dog care/services!

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Caneel D.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
25 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: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
107 reviews
45 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: Crystal C.
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Crystal C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
299 reviews
106 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Thank you for taking Eileen for a walk. I know it was very hot and I appreciate the care you took with her!! The break in a long day while I’m at work helps.

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Mars L.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
214 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.
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 is incredible! Our dog loves to see him each day. He is very sweet and makes me feel better when I’m at work knowing my pup is ok at home. Thank you so much!!!

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Brittany M.
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: sabrina s.
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sabrina s.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
50 reviews
14 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina did an excellent job of gaining the trust of my dogs! They enjoyed the walks very much.

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Lecia J.
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: Michelle H.
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Michelle H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
25 years of experience
Chester, VA, 23831

About: I have a lot of knowledge with most exotics as well, I’m happy to help with any bird, turtles/tortoise, fish, snake, any lizard, monkeys, any rodent, rabbit, chicken, horses, pigs, cow, goats and sheep. I’ve taken care of animals my entire life. I also work with The Wildlife Center and do some small animal rehabilitation. I currently have 2 dogs and one fish. I’ve recently fostered 3 tortoises, a senior dog and a bearded dragon. I am able to do some puppy training and very knowledgeable in senior care for dogs and cats. I am currently a stay at home mom and my kids are in school full time. I have my real estate license as well as degree in pharmacology but I’d much rather work with animals at my own pace. I have a decent sized fully fenced in backyard. I am also able to crate your animals if that is something that is preferred. My dogs are extremely sweet and love to play with all of their dog friends that come to visit. They are up to date on all vaccines and my house is very clean but pet friendly. My couch is big enough for all the pups and people here.

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: Rebecca R.
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Rebecca R.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
4 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 isn't just a part of my routine—it is my full-time dedication here in the Temple area beginning mid september! As the owner of A&A Professional Pet Care, my schedule is built entirely around providing your pets with the absolute best care and companionship possible. Here is what I can provide for your furry family members: ​Reliable Midday Care (9 AM - 6 PM): I am available Monday through Friday to provide the perfect midday break for your pet, whether they need an engaging walk, a fun drop-in, or just some focused playtime while you work. ​Early Morning Adventures: I am wide awake and ready to provide early 5:00 AM or 6:00 AM walks to get your pup's day started off right with plenty of exercise before you head out the door. ​Weekend Coverage: I offer weekend care on a select, rotating basis, providing you with trusted pet sitting or drop-in coverage for those busy Saturdays or quick weekend getaways. ​Consistent, Recurring Schedules: I specialize in setting up recurring weekly schedules for drop-ins and walks, providing your pets with a consistent best friend and giving busy working parents total peace of mind. 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: Melissa M.
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Melissa M.
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Chester, VA, 23831

About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.

Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$25
per walk
5.0 out of 5 stars
29 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
8 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: 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: Grace L.
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Grace L.
from
$20
per walk
5.0 out of 5 stars
39 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: Nadra W.
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Nadra W.
from
$21
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
12 years of experience
Chester, VA, 23836

Thank for being available last minute.

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Patrícia Z.
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.

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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.

1 / 1
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

I was extremely satisfied with the care Bentley received while with Amanda and her family. Her fur babies were very welcoming to Bentley and I felt he was happy with his new friends. To my surprise, they went on a “field trip” where they were allowed to run off leash and smell and play in a very large confined space . I worried he would not want to leave with me and leave his friends behind. I highly recommend Amanda and will definitely use her in the future!!

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Phyllis S.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
288 reviews
103 repeat clients
14 years of experience
Chester, VA, 23831

Abby was accommodating for a meet and greet, which I greatly appreciated; Oliver gets scared when I drop her off to stay with a stranger. Abby provided daily pictures and updates on how Oliver was doing and she came back very happy. I would use Abby again to pet sit.

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Emily B.
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: Anika D.
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Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
9 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
34 reviews
23 repeat clients
35 years of experience
Colonial Heights, VA, 23834

Rikki and Pearl are both so sweet!! They welcomed me my pup at the last min and she was wonderful!! She sent plenty of updates. Will. Definitely return

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

We had a wonderful experience with Leidy! She took excellent care of our senior dog, kept us updated with messages and photos, and made us feel completely at ease while we were away. It was obvious our dog was happy, comfortable, and well cared for ❤️ We would absolutely book with Leidy again and highly recommend her to anyone looking for a trustworthy and caring sitter!

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Nickita B.
Sitter Profile Image: Dylan H.
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Dylan H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
553 reviews
203 repeat clients
20 years of experience
Chester, VA, 23831

Alex was awesome and provided updates with photos. He had a very nice home with a backyard and i felt my dog was very well taken care of! Would book again 100 percent

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Allie J.
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
85 reviews
31 repeat clients
17 years of experience
Chesterfield, VA, 23838

First time my 8 year old dog spent a night away from family, so I was apprehensive. Amanda and Adam bonded with him at the meet and greet, and his trial night went well. I'll be booking more nights with them.

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Steven E.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$45
per night
4.9 out of 5 stars
145 reviews
30 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce was amazing at keeping communication open and giving me daily updates with pictures! She took great care of my kitten and I will be booking with her again.

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Unique W.
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: Ari & James S.
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Ari & James S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
68 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: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
8 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: Beverley S.
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Beverley S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Chester, VA, 23831

Beverley is amazing with our fur baby Ember! She gives updates to keep us at ease. Our puppy is comfortable there and warms right up as soon as she arrives. We’re so glad we found a trusted sitter through Rover and couldn’t be more pleased with her services. We will always rebook with her!

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Vernita 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
28 reviews
16 repeat clients
15 years of experience
North Chestefield, VA, 23237

As this was my first time using Rover, I was super nervous about leaving my baby. But the moment I dropped him off, I instantly felt at ease. From the regular check-ins to all the adorable pictures, I truly couldn't have asked for a better sitter for Loui. I was able to relax and fully enjoy my trip knowing he was in such great hands. I would 100% recommend Deven & Tyreek to anyone looking for someone trustworthy to care for their pet. Thank you both so much for taking such amazing care of my baby! 🐾💕

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Je'Nae H.
Sitter Profile Image: Candice D.
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Candice D.
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Cooley's first time being away from home was the best experience ever thanks to Candace. Candace took him in and treated him like he was her own. Arwin, Candace's dog and Cooley got along so well together and normally he doesn't do well with other dogs. I would definitely recommend her for your dog sitting needs. She's such a caring and honest person that truly loves all pets. I was updated with messages and pictures the whole time he was there. Feel free to look at his stay pictures. They are so cute. We already have a trip planned in July and he will be staying with Candace again. I'm so happy to have found her. It surely does make vacationing easier now knowing that I have someone to take excellent care of him. Thanks again Candace for a great stay. Annette & Cooley

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

Amazing experience! Very communicative and made us feel very comfortable with us leaving our baby with her. She sent daily updates putting us at ease since this was the first time we have ever left her with someone we didn’t personally know! Lots of playtime and definitely given lots of love and care!

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Sydney H.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$50
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
25 years of experience
Chester, VA, 23831

Michelle is loving, kind and very accommodating. Her house is spotless and your pet always comes first. She updates you just enough so you can enjoy your travels and not worry about anything. I don’t think our dog wanted to leave. She got so much attention and love. Michelle is wonderful!

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Laura S.
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: sabrina s.
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sabrina s.
Star Sitter
from
$50
per night
5.0 out of 5 stars
50 reviews
14 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: Miranda C.
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Miranda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Midlothian, VA, 23112

This was our first-time using Miranda and she made us feel comfortable from the very start. We started with a pre-stay meet and greet to make sure our dogs got along, and everything went perfectly. Miranda did an awesome job with Draco from the time we dropped him off until the time we picked him up. She sent us many videos and pics and in all of them he looked super happy. It really seemed that he had acclimated and became a part of her family, and they treated him as such. He also really enjoyed playing with their son and their beautiful chocolate lab. We will definitely be using her again in the near future. Draco looked like he was having such a great time in all the pictures and videos, and we were worried that he wouldn't want to come back home to us LOL.

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Alvin A.
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