Doggy Day Care in Windsor, Richmond, VA

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Top rated Windsor doggy day care sitters

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: Charlotte R.
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Charlotte R.
from
$38
per day
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Oak Grove, Richmond, VA, 23224

Thanks for hosting Suki for a fun and safe day!

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Andrea H.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$30
per day
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Church Hill, Richmond, VA, 23223

About: Hi! I’m Taylor — a lifelong dog lover with years of hands-on experience caring for pups of all ages and personalities. I had my own dog for almost 16 wonderful years, and she was truly a beloved part of my life. After she passed, I began fostering because I couldn’t imagine life without dogs. I’ve now fostered several dogs, each with their own needs, quirks, and snuggle preferences. I’m patient, attentive, and love helping dogs feel safe, loved, and comfortable — whether that means giving extra cuddles, creating calm routines, or simply being a reassuring presence. I’m also a very active person, so if your dog enjoys long walks or even going for runs, I’m happy to match their energy. High-energy pups are always welcome! My goal is to make your dog feel at home and give you complete peace of mind while you’re away. I’d love to meet your furry family member and care for them like my own. I work 100% remote so spend the majority of my day at home and would be with your furry friend. I am able to easily bake in walks and playtime during my workday to ensure they get the attention and exercise they need! We have a nice porch and a fenced in yard for your pup to enjoy time outside without worry. We also have a crate here for up to 70 lbs dog and can safely crate your pet to ensure they are comfortable and safe if left alone.

Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per day
5.0 out of 5 stars
213 reviews
71 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

Very accommodating and good communication!

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L S.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
247 reviews
76 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

Matt is fantastic. My dog Ru loves going to his house so much that she sprints to his front door and will not look back for me at all. She has a great time with him and when I pick her up she is happy and tired in the best way. He clearly has a great understanding of dogs and is very professional and communicative. I feel completely confident leaving my girl there and I know she has the absolute best care.

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Audrey M.
Sitter Profile Image: William C.
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William C.
from
$27
per day
1 repeat client
22 years of experience
Warwick, Richmond, VA, 23225

William was great with Church and very attentive throughout the day. He made sure Church was comfortable, safe, and well cared for, and I appreciated the communication and updates. It gave me peace of mind knowing Church was in good hands. I would definitely book again and recommend him to others looking for reliable doggy day care.

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Kortney J.
Sitter Profile Image: Myrna C.
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Myrna C.
Star Sitter
from
$33
per day
5.0 out of 5 stars
47 reviews
24 repeat clients
40 years of experience
Oakwood, Richmond, VA, 23223

Myrna was fantastic. She has a pool for all the doggies. She sent photos and communited throughout Starbuck's stay. Starbuck had such a great time that when we picked her up she didn't want to leave. We will definitely be using Myrna again!

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Roxana M.
Sitter Profile Image: Nadia J.
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Nadia J.
from
$25
per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Randolph, Richmond, VA, 23220

Friendly. Felt comfortable leaving my dog there. Kept me informed and gave detailed feedback on how the day care went.

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Charles S.
Sitter Profile Image: Raye J.
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Raye J.
from
$47
per day
5.0 out of 5 stars
185 reviews
82 repeat clients
7 years of experience
Oakwood, Richmond, VA, 23223

As always, Raven is the best. So so sweet with our pup and such a good human being!! Thank you!!!!

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Sarah W.
Sitter Profile Image: Miguel A.
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Miguel A.
Star Sitter
from
$35
per day
4.9 out of 5 stars
25 reviews
8 repeat clients
7 years of experience
Henrico, VA, 23231

⭐⭐⭐⭐⭐ I can’t say enough wonderful things about Miguel and his wife! They took amazing care of my fur baby, Church, for the past three days, and the experience was absolutely delightful. From the moment we met, Miguel made sure that Church felt comfortable and safe, even introducing him to their own dog to help them get along. His understanding of dog language, especially with big dogs like mine, is truly impressive. Miguel and his wife are such pleasant, caring people. They kept me informed every step of the way, sending updates and even videos, which gave me so much peace of mind. They’re incredibly accommodating, even fitting us in on short notice, which I really appreciated. Church came back home happy, tired, and clearly well-loved. I could tell he had a great time because he’s been so content and relaxed. I’m beyond grateful for their kindness, professionalism, and the genuine care they showed my dog. If you’re looking for someone trustworthy and amazing with dogs, Miguel and his wife are the best choice. Thank you both so much! How does that look? If there’s anything else you’d like to tweak, just let me know! I can’t say enough wonderful things about Miguel and his wife! They took amazing care of my fur baby, Church, for the past three days, and the experience was absolutely delightful. From the moment we met, Miguel made sure that Church felt comfortable and safe, even introducing him to their own dog to help them get along. His understanding of dog language, especially with big dogs like mine, is truly impressive. Miguel and his wife are such pleasant, caring people. They kept me informed every step of the way, sending updates and even videos, which gave me so much peace of mind. They’re incredibly accommodating, even fitting us in on short notice, which I really appreciated. Church came back home happy, tired, and clearly well-loved. I could tell he had a great time because he’s been so content and relaxed. I’m beyond grateful for their kindness, professionalism, and the genuine care they showed my dog. If you’re looking for someone trustworthy and amazing with dogs, Miguel and his wife are the best choice. Thank you both so

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Kortney J.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
Star Sitter
from
$31
per day
5.0 out of 5 stars
59 reviews
18 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

Despite the late request, Ross answered very quickly and was able to arrange a brief meeting the same night for Murdoch and his dog to meet. The day after, we left Murdoch with Ross and Ava and everything went monthly with a few pictures of Murdoch's day. I recommend Ross and Ava !

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Cathie M.
Sitter Profile Image: Bryan G.
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Bryan G.
Star Sitter
from
$250
per day
5.0 out of 5 stars
84 reviews
28 repeat clients
27 years of experience
The Museum District, Richmond, VA, 23221

I wish I could give 10 stars! Opie has had a blast! He needed this really bad. I’m visiting from texas, my husband is working here and has a hotel suite, which is ok but I wanted to be able to shop and opie needed to play. So it’s been such a blessing ?

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Rene L.
Sitter Profile Image: Amelia H.
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Amelia H.
from
$27
per day
5.0 out of 5 stars
1 review
14 years of experience
Swansboro West, Richmond, VA, 23224

About: I have owned dogs for the past 14 years, but have lived with and cared for them my entire life. I have reared a litter of puppies, raised several puppies to adulthood myself, and taken care of senior dogs up to the end of life. I have lived with dogs raising from 10 to 70lbs, and have fostered several dogs, including several with medication requirements and mobility issues. I enjoy casual dog training for fun, particularly with the use of hand signals, and hope to pursue certification one day. I work childcare in a family residence part time for a few hours a few days a week. I have had plenty of time and energy to take in fosters and care for friends' pets, and have someone at home to care for my own pets should I be needed for overnight care. My own pets have been well-trained (including professionally, in the case of my dog) and are very well-loved. Their happiness and health are some of my biggest priorities in life, and I will always extend this to other animals as well. I prefer to keep to any schedule they may be used to, to give them their space when needed, while still giving them all the attention and love they could want when they need it. Consistently administering medications for animals who need them is incredibly important to me, as is appropriate feeding.

Sitter Profile Image: Ariel W.
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Ariel W.
from
$35
per day
5.0 out of 5 stars
21 reviews
7 repeat clients
27 years of experience
Richmond, RICHMOND, VA, 23220

Ariel was absolutely wonderful taking care of Georgie all day! Her own dogs were sweet and well behaved, and Georgie adored being a member of the pack, and playing with her daughter. My absolute highest recommendation!!

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Jan P.
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
18 reviews
11 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: Christine L.
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Christine L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
35 years of experience
Forest Hill, Richmond, VA, 23225

About: I’ve been caring for my own dogs and cats—as well as my neighbors’ pets—since childhood. I have always had one or more rescue dogs and am currently in the process of becoming a certified dog trainer. I am naturally conscientious and detail-oriented, and will provide an enriching and safe environment for your dog—giving you peace of mind and returning them to you happy and tired! I have several sizes of dog beds, pet stairs and ramp, a crate, bowls including an automatic water dispenser and slow feeders, toys, bones, treats, games, etc; the only thing you will need to bring is your dog’s food but I am happy to take any other items that may make your dog more comfortable! I am happy to share treats, please let me know if your dog should stick to food/treats you provide. I work from home, which allows me to easily coordinate feedings, walks, playtime, and any necessary medications. I also prefer to spend most of my time at home, so your dog will receive lots of dedicated attention and love! I truly enjoy getting to know each dog as an individual and providing an environment and activities best suited to their particular needs and personality. I have a large yard that’s securely fenced in both the front and back, giving your dog plenty of safe space to roam and play. When I’m home, I often leave the back door open so dogs can come and go as they please. I value clear communication and will provide consistent updates. I understand the trust involved in allowing someone else to care for a beloved pet and I take that responsibility seriously. I will treat both your pet and your home with the utmost care and respect. I am able to board several dogs at a time but meet all dogs beforehand and don’t accept more than 1 new guest at a time. If you prefer your dog to be the only guest please let me know and I am happy to accommodate if I have no prior bookings. I am not able to take dogs that are not fully house trained or mark inside the home. I always feed separately as a precaution.

Sitter Profile Image: Julie W.
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Julie W.
Star Sitter
from
$27
per day
5.0 out of 5 stars
62 reviews
9 repeat clients
30 years of experience
Carillon, Richmond, VA, 23221

Julie was the absolute best! She was able to accommodate our travel schedule with no problem and gave Ziggy a very fun afternoon. We definitely recommend her for any pet stays!

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Maren M.
Sitter Profile Image: Heather S.
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Heather S.
from
$60
per day
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Fulton, Richmond, VA, 23231

About: Lifetime lover of furry animal friends - adopting my puggle and in turn, her puppy sister/bff the Norfolk Terrier were easily the two best decisions I ever made. You can rest assured that your doggies are safe, comfortable and pawtying down with me by their side. My girls have warm blankets waiting in the dryer when we come in from cold walks. I believe in going a few extra miles to truly spoil our fur ball angel nuggets bc why not? Being greeted by them when you walk through the door is the best thing ever and I have been caring for animals the majority of my life. This is the most rewarding, satisfying and not to mention FUN "job" of all time, pick me

Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$32
per day
5.0 out of 5 stars
280 reviews
72 repeat clients
20 years of experience
north chesterfield, VA, 23235

Cindy is a wonder! My scaredy-dog loves her, and went to her willingly even though it had been a long time since his last visit. She asked if I’d like her to give him a bath, and that was a very welcome addition. Thank you Cindy!

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Laura A.
Sitter Profile Image: Ruben L.
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Ruben L.
from
$35
per day
4.5 out of 5 stars
50 reviews
19 repeat clients
15 years of experience
Richmond, VA, 23222

Ruben was wonderful in caring for my pup while I was in town for an event. He was very responsive and kind and Stella came home happy and clearly well tended.

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Katie T.
Sitter Profile Image: Royal & Rhonda P.
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Royal & Rhonda P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
152 reviews
46 repeat clients
5 years of experience
Chesterfield, VA, 23237

Rhonda agreed to watch Monroe last minute- convenient but also their family was kind and Monroe had a great time. Peaceful day relaxing with their dogs and family.

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Lorraine T.
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Windsor dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Myrna is a pro when caring for pups. I have complete confidence in her ability to manage and control any pup situation. 100% recommendation

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Susan J.
Doggy Day Care
5.0 out of 5 stars

Hilary took great care of my little guy! Her communication is excellent and appreciated. Thanks so much Hilary!

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Ashli C.
Doggy Day Care
5.0 out of 5 stars

Our dog Pablo is always excited to go to Raye’s house! We appreciate her flexibility, all the fun photos and videos she sends, and all the good social/exercise/chill time he gets. ❤️

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Theresa R.
Doggy Day Care
5.0 out of 5 stars

Bethany was great! I appreciated that she sent updates, took lots of pics, and gave me a little synopsis of how my pup did during the day. She also has an adorable dog that's super sweet; I know my girl loved having someone to play with.

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Heather P.
Doggy Day Care
5.0 out of 5 stars

Tyler is such a great dog sitter! She takes great care of my pup, sends me updates throughout the day and is flexible!

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Claire H.
Doggy Day Care
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Doggy Day Care FAQs

Frequently asked questions about Rover

If you’re searching for a Windsor doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windsor.

Windsor doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Windsor sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.