Doggy Day Care Windsor

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Windsor, Find top rated doggy day care

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

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Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$34
per day
5.0 out of 5 stars
77 reviews
19 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: Charlotte R.
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Charlotte R.
from
$50
per day
5.0 out of 5 stars
17 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: Miguel A.
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Miguel A.
Star Sitter
from
$40
per day
4.9 out of 5 stars
42 reviews
11 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: Hilary R.
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Hilary R.
Star Sitter
from
$38
per day
5.0 out of 5 stars
217 reviews
73 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: Raye J.
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Raye J.
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$47
per day
5.0 out of 5 stars
205 reviews
88 repeat clients
7 years of experience
Oakwood, Richmond, VA, 23223

Thank you for taking care of Mimi. She had a good time, and it worked well for us.

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Shyla R.
Sitter Profile Image: William C.
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William C.
from
$27
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
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: Matt M.
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Matt M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
275 reviews
84 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: Myrna C.
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Myrna C.
Star Sitter
from
$33
per day
5.0 out of 5 stars
59 reviews
31 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: Heather S.
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Heather S.
Star Sitter
from
$60
per day
5.0 out of 5 stars
9 reviews
4 repeat clients
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: Michelle T.
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Michelle T.
Star Sitter
from
$40
per day
5.0 out of 5 stars
52 reviews
15 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

Michelle took good care of my pup. Her dog Milo is a sweetie. She has a nice yard for them to play in and my dog also enjoyed relaxing by her side on the couch.

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jenna e.
Sitter Profile Image: Jackson S.
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Jackson S.
from
$35
per day
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Richmond, VA, 23223

Jackson was awesome! He accepted a short notice request and took excellent care of my puppy. He was great with communication and thoughtfully arranged a meet and greet to make sure our pups all got along. I highly recommend him.

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

My dog loved going to Cindy’s for day care. I can tell because he always runs into her house when we get there. Cindy was great, sent lots of pics and actually got him to eat his food. Lots of other dogs to play with too. I felt at ease while I was at work knowing that he was taken care of! Look forward to sending him there again.

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Jenny S.
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 and Tyreek were AMAZING with Ms.Jaxon. She was very timid at first but they won her over very quickly. Now she gets excited as soon as we enter the neighborhood 🥹 And the photos💕💕💕

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Brianna R.
Sitter Profile Image: Jill G.
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Jill G.
from
$40
per day
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Church Hill, Richmond, VA, 23223

About: With 20 years hands-on experience caring for animals, I am your go-to pet sitter and walker that resides in the charming downtown Richmond neighborhood of Church Hill. My passion for animals shines through in every interaction, whether is a playful game of catch or a relaxing cuddle session. Living in Church Hill, I’m intimately familiar with all the local parks, trails and pet-friendly spots in Richmond and the surrounding areas. I’m available to come to you or can host your furry friend. My top-notch’ care includes regular updates including pictures to give you peace of mind and ensuring that your beloved family members are happy and well-cared for while you’re away. When I’m not busy caring for your pets, you can find me playing a game of keep away or snuggled up with my own Cocker Spaniel named Hagrid. We like to explore and travel when we aren’t hosting new friends. Mostly recently, we enjoyed visiting our furry friend Ajax with his family of cats and humans in Vermont. If you’re looking a reliable, compassionate and experienced sitter/walker, please reach out! I’m a business consultant who works from home. I make my own schedule and have flexible hours throughout the week/weekends that makes hosting/sitting or walking easy. I have a fenced in backyard and one friendly cocker spaniel who can keep your baby busy. I can easily crate if that is what you desire, but they can play together through out the day and have multiple outside breaks/walks

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

This was Luna’s first day with Julie. She was happy when I picked her up and seemed to enjoy herself. We have another day scheduled in a week.

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Ashley R.
Sitter Profile Image: Kristine H.
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Kristine H.
from
$34
per day
5.0 out of 5 stars
4 reviews
15 years of experience
Central Office, Richmond, VA, 23219

About: Caring for animals has been a big part of my life for as long as I can remember. I have owned cats and dogs, walked dogs during college, volunteered at a shelter, and have experience across different life stages and breeds. I can read body language to know when a pet wants company and when they need space. When caring for pets I prioritize following the pet's specific routine and needs. This includes adhering to feeding schedules, ensuring fresh water is always available, and adjusting meals for any dietary restrictions. I provide regular exercise and playtime while keeping the environment safe and pet-proofed. I monitor for signs of illness, can administer medications if necessary, and maintain cleanliness, like cleaning litter boxes and brushing fur. I offer comfort and affection for each pet, creating a calm space for relaxation, especially for pets with separation anxiety, to ensure their well-being. I work from home so your pet will have companionship throughout the day. Pet care fits naturally into my daily routine because I work from home, which allows me to be present and attentive throughout the day. I can easily integrate feeding, walks, playtime, and cuddle sessions into my schedule. Whether it's letting pets out for bathroom breaks, refreshing water bowls, or simply being there to offer comfort and companionship, I can provide pets with consistent care and attention all day long. My flexible routine also means I can adapt to each pet's specific needs and make sure they feel safe, loved, and part of the household. When caring for pets, I prioritize safety, trust, and creating a comforting environment. I ensure all spaces are pet-proofed, keep routines consistent, and supervise pets closely to prevent accidents or stress. In my home, pets enjoy a clean, calm space. While in a client's home, I respect their space, follow all care instructions closely, and keep their home secure. I build trust through consistent communication, photo updates, and gentle, attentive care.

Sitter Profile Image: Katharine S.
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Katharine S.
from
$35
per day
5.0 out of 5 stars
64 reviews
17 repeat clients
27 years of experience
Monument Avenue Park, Richmond, VA, 23230

Katie did an amazing job with our puppy Bear! She made him feel so welcome and safe and her sweet Louie is an angel - wore bear out! Katie was so easy to work with and gets an A++ for communication! Bear will definitely go back to Katie Camp!

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Sarah & Daniel A.
Sitter Profile Image: Deanna S.
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Deanna S.
from
$40
per day
5.0 out of 5 stars
46 reviews
2 repeat clients
20 years of experience
Richmond, VA, 23224

Deanna was friendly and caring, sent pics and video of our little guy. He seemed to have a good day hanging with her and her dogs. Her dogs are sweet and playful. Will definitely be back!

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Tracy C.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$35
per day
5.0 out of 5 stars
50 reviews
15 repeat clients
32 years of experience
Henrico, VA, 23228

Jesse was awesome to work with, and was super accommodating and flexible with all the changes around my work trip. Would definitely book with him again.

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Brittany C.
Sitter Profile Image: Talen L.
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Talen L.
from
$30
per day
5.0 out of 5 stars
2 reviews
1 repeat client
16 years of experience
Shockoe Bottom, Richmond, VA, 23223

About: I have 16 years of experience with seven different breeds of dogs. I have a connection with every dog that I’ve come across and rarely experience bad moments. Dogs have flaws just like us humans and my job is to take care of the dog for you but to also bring out happiness and energy of out every dog. I treat dogs like humans because they also have emotions. I take care of sick puppies and dogs as well. You will appreciate the love your dog will receive and some special training if needed. I have a job but I make my own schedule so my time varies but not as much. I will make your dog a priority. Our experience will only help your pet grow! I have a lot of time due to making my own schedule during the day. I rarely leave home so I have a lot of time to give attention I don’t have a fenced in yard but I have tons of space out back and we can walk as many times as your pup needs

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The median cost per day for doggy day care in Windsor is $35

Dog parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Highly recommend. I was visiting Richmond from out of town and was so grateful for the care and consideration Mindy gave me and my fur-baby. Very appreciative for the way she handled my apprehension, as I was a first time Rover user, showing genuine concern and compassion. Her communication before, during and after the appointment was excellent. She went above that to meet me at a coffee shop to sit and chat before picking up and taking my girl for a walk. She sent me pictures during and after the visit too! Thank you, Mindy - I hope you haven't spoiled us!

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Amanda F.
Doggy Day Care
5.0 out of 5 stars

Jill was great and took time to help make sure Sammy was climated before i left. Everything was easy breazy!

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Ellen R.
Doggy Day Care
5.0 out of 5 stars

Charlotte was absolutely wonderful! Super attentive, responsive, and flexible! We will definitely be booking again! Our dogs loved her!

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Lily W.
Doggy Day Care
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
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Sitters in Windsor average 3
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