Doggy Day Care In Windsor

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

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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.

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Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$31
per day
5.0 out of 5 stars
75 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: Nadia J.
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Nadia J.
Star Sitter
from
$32
per day
5.0 out of 5 stars
34 reviews
14 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

If I could give her 10 stars I would!!! My Lily had such a great time. I really appreciated the tour of where she would be the dogs she will be around before leaving her. I felt very comfortable with leaving her there. I will absolutely use Nadia again and again ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

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Ayesha D.
Sitter Profile Image: Royal & Rhonda P.
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Royal & Rhonda P.
from
$35
per day
5.0 out of 5 stars
157 reviews
50 repeat clients
5 years of experience
Chesterfield, VA, 23237

Tut was a happy pup at pickup up! Accommodating for my schedule, great communication, and photo updates during the day. Will be happy to work with them again!

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

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

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Genarda B.
Sitter Profile Image: 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: Zach K.
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Zach K.
from
$32
per day
5.0 out of 5 stars
8 reviews
3 repeat clients
9 years of experience
Reedy Creek, Richmond, VA, 23225

About: I have owned and taken care of dogs, cats, and other pets for many years now. I thoroughly enjoy their company, and they seem to enjoy mine as well. I am very energetic and love spending time outside. As a carer for dogs, I believe strongly that they should get a ton of out door exercise. If you choose me as a care provider, you can be assured that they will be very active during their time with me, and location and temperament permitting, will have plenty of fresh air and green space to enjoy. In addition to loving on pets professionally, I work remotely from home as a grant writer. I make my own schedule, and can easily make time to get some fresh air. I live very close to Forest Hill Park, and spend lots of time there and the Buttermilk trail with and without dogs to walk. If you live elsewhere, I'll be exploring the green spaces near you with your dogs, and treating your personal space like the guest I am.

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

Can’t recommend Ariel enough! I was in Richmond from out of town for a graduation ceremony and my dog Cricket needed care for the afternoon and evening. Ariel was very communicative and flexible with both pick up and drop off times, and sent me so many cute photos throughout the day. I felt perfectly safe leaving Cricket in her care.

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Kate P.
Sitter Profile Image: Gaelle Emmanuelle S.
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Gaelle Emmanuelle S.
from
$42
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
6 years of experience
Woodland Heights, Richmond, VA, 23225

Very communicative and sweet with our puppy

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William W.
Sitter Profile Image: Myrna C.
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Myrna C.
Star Sitter
from
$33
per day
5.0 out of 5 stars
54 reviews
30 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: Deanna S.
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Deanna S.
from
$40
per day
5.0 out of 5 stars
46 reviews
2 repeat clients
15 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: Miguel A.
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Miguel A.
Star Sitter
from
$40
per day
4.9 out of 5 stars
39 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: Raye J.
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Raye J.
from
$47
per day
5.0 out of 5 stars
201 reviews
86 repeat clients
7 years of experience
Oakwood, Richmond, VA, 23223

Raven is an incredible rover! Flexible, communicative, and perfect for my fur baby

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

Julie was so accommodating and sweet with our little Lola. Having a backyard to run around in was great! We’ll definitely be having Julie watch Lola anytime we are headed out of town!

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Michael G.
Sitter Profile Image: Laura M.
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Laura M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
80 reviews
10 repeat clients
12 years of experience
Henrico, VA, 23228

Would absolutely leave Jasper again!

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Andy L.
Sitter Profile Image: Peyton W.
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Peyton W.
from
$40
per day
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
Cottrell Farms, Richmond, VA, 23234

About: I have owned animals my whole life. Since I was about 8 I was always the one responsible for their care and well being. In high school and throughout college - even now I was always the one friends and family relied on to care for their pets while on vacation or otherwise out of town. I am a college graduate and currently a full time mom and you can trust that I will be nothing but professional and responsible in your home and with your beloved pets. I work part time as a household manager and have open availability except for Monday-Thursday 4pm to 6pm so I have plenty of time to walk, play with, feed and give lots of pets to your pets! My husband works from home and will also be available to let out your dog for potty breaks if I happen to be out of the house. I am completely free on the weekends as well. Our home has a lovely fenced backyard where your dog can frolic and join us in a game of fetch. We have 1 friendly terrier who would love a doggy friend! We also have 1 reclusive cat and a 4 month old baby - please no dogs that would have issues with them in the home.

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

Matt is responsive and punctual. He goes above and beyond and has updated his house and yard to be the best pup party zone ever! My dog and I are glad we found him.

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William W.
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Taylor B.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Henrico, VA, 23231

About: For the past 5 years, I’ve been the go-to pet sitter for family and friends, caring for dogs of all shapes, sizes, and personalities. Growing up surrounded by animals, I developed a natural instinct for their needs and a deep love for every wagging tail and wet nose. Whether it’s playtime, walks, or cozy cuddles, I treat every pup like a part of the family. I get off work around 4pm and have a few hours every night. I am usually available on the weekends to provide care for your pets! I am always very conscious of keeping pets indoors and leashed. Keeping your pet safe and out of harms way is my #1 priority. I will also make sure your pet is healthy and happy!

Sitter Profile Image: Wesley P.
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Wesley P.
from
$25
per day
4.8 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Creighton, Richmond, VA, 23223

About: I love animals I’ve had pets from fish, turtles, rats to of course a dogs. They always enjoyed their little lives. I made sure to give them the care they should have! I’m at home a lot through out the day, because my work is split in 4 hour shifts, and I’m off a lot I can be home often to care for them and give them lots of attention! I care for my and all pets by giving them lots of affection and attention. I often like playing with them especially games like fetch and tug of war. Games I play with my pitbull.

Sitter Profile Image: Beth F.
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Beth F.
from
$40
per day
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
The Fan, Richmond, VA, 23220

Beth is awesome! She is welcoming and kind. She also provides pictures during my pup’s stay. Penelope is a sweetie, too.

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Nicole E.
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Windsor dog parents share their Rover experiences

1 / 1
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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

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.