Doggy Day Care in Richmond Hill, Madison, WI
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 Richmond Hill doggy day care sitters

“Andrew took great care of our active dog. I can tell she got a good mix of snuggles and walks throughout the day. Great communication. Look forward to booking again!”


“Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!”


“My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!”


“Briana is such a kind and empathetic individual! Although my doggy day care was last minute, I felt reassured that Semi was in good hands. Truly someone you can trust with your pups!”


“Penny had a wonderful stay at Laura's. She played with the big dogs running around, tug of war, and general romping. Laura was attentive to 3.5-month old puppy needs and took her out for regular potty breaks. Penny continued learning social skills with Laura and her pets!”



“Lorelei and Gail watched Pistachio for us while we were getting married! They sent us so many of pictures and videos of Pistachio happily playing with their dogs, it made our eventful evening even better. Pistachio came home tired and happy. We truly appreciate the care and communication.”


“My 7-month-old Jazzy Girl whines in excitement when we arrive at Suellen's, and once out of the car, she races up the steps, eager to be with her friends, Suellen's dogs, Mia & Wes. They all play well together.”


“Julie was very friendly and accepted our booking late the night before we needed her to look after our dog. She took great care of Truffles and sent us plenty of photos throughout the day.”


About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.


About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish I could have 20! I have a lot of availability, as I only work one and a half days per week. I teach fitness classes and I love being active, so lots of doggy walks are right up my alley! I'm happy to play with your pup, frisbee, ball, or any other favorite toy of theirs. Or maybe a good snuggle or belly rub is what they love, then that is what they will get! Your furbaby will have my full attention. I will make sure they are well taken care of and their needs are met!

About: I grew up training and showing dogs and will always have a soft spot in my heart for them, especially seniors! I pet-sit for friends and family regularly, and recently decided to open my home to some new furry friends that will keep me company while I work from home. I work from home regularly and love to have a companion during the day, especially for lunch time walks. Overnight boarding works great too with my flexible schedule! I will do my best to follow your dog's regular schedule so that they are comfortable! I can easily let dogs out during the day. I have experience giving dogs medicine (usually a marshmallow or some cheese will do the trick!) As I'm home all day, I could accommodate a dog with separation anxiety.

“I'm thrilled I found this family to take care of my chocolate lab. Came to Madison for a wedding looking to find someone to wear out my dog. I sure did find great family. They have nice size property for her to run around, toys , and a bonus kiddie water pool. I picked her up and she fell asleep right away before we made it too the hotel. Thank you. I will use them again whenever I'm back in Madison.”


“Kara is wonderful! She has been so flexible in arranging Birdie’s care and very attentive to Birdie’s needs. This is Birdie’s first daycare experience and it went really well thanks for Kara.”


“We are very grateful to Tracy. She took care of our adolescent dog with his first experience with daycare. We had a sudden family emergency that required someone to look after our pub. She was open and communicative which was very helpful. Would recommend to others.”



“I couldn't wait to do this review, sincerely. I chose Sarah for my first time using Rover services. She gave me such confidence in this service. She sent me photos of Butters and text updates. It made my heart sing! I wanted a date night while traveling cross country through Santa Fe. I left my senior dog (13 yo) with Sarah and it was a dream. I can't say enough about how smoothly it all went; thanks to Sarah and her compassion and thoughtfulness.”


“This is the 2nd time Haley has watched Pancho and I always feel at ease knowing he’s in good hands. She’s kind, reliable, and sends updates which I really appreciate. I can tell he has a great time every visit! I highly recommend. Thank you Haley, we appreciate you.”



“Christienne was so sweet and flexible. She was available short notice and Randy had a great time playing with her boyfriend’s puppy! Will definitely leave Randy with her again :)”


“We are not from Madison, but just in town for one evening. Meghan’s communication was excellent from the beginning to the end. We talked about our situation and what we needed for care later in the evening. Meghan provided fantastic care for Moose - playing lots of fetch and helping him with his nervous separation. She took and shared lots of photos and brought him on 3 walks. Her profile was thoughtful and drew us in - we knew she would be the perfect fit. We are thankful for her hospitality and letting us park our car in front of her house while we were in town for a football game. If we are in the Madison area again, we will hire Meghan to hang out with Moose. Thank you! ??”


“Zion had an amazing time with Tony! He took excellent care of our pup. After spending the day with Tony, our dog went right to nap after getting ample exercise and care. We will definitely use his services again and would recommend him to others. Thanks so much!!!”

Loving doggy day care in your neighborhood
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Andrew L.
Star Sitter


“Andrew took great care of our active dog. I can tell she got a good mix of snuggles and walks throughout the day. Great communication. Look forward to booking again!”


Emily K.Star Sitter

“Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!”


Cynthia H.Star Sitter

“My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!”


Briana M.

“Briana is such a kind and empathetic individual! Although my doggy day care was last minute, I felt reassured that Semi was in good hands. Truly someone you can trust with your pups!”


Laura S.Star Sitter

“Penny had a wonderful stay at Laura's. She played with the big dogs running around, tug of war, and general romping. Laura was attentive to 3.5-month old puppy needs and took her out for regular potty breaks. Penny continued learning social skills with Laura and her pets!”




Lorelei & Kayla E.
Star Sitter


“Lorelei and Gail watched Pistachio for us while we were getting married! They sent us so many of pictures and videos of Pistachio happily playing with their dogs, it made our eventful evening even better. Pistachio came home tired and happy. We truly appreciate the care and communication.”


Megan T.Star Sitter

“Megan was absolutely wonderful! Very friendly and I loved the updates. Lazlo was very Happy and had a Fun day 🐕🦺😃 Will Definitely be a repeat client!!”


Suellen A.Star Sitter

“My 7-month-old Jazzy Girl whines in excitement when we arrive at Suellen's, and once out of the car, she races up the steps, eager to be with her friends, Suellen's dogs, Mia & Wes. They all play well together.”


Julie D.
Star Sitter


“Julie was very friendly and accepted our booking late the night before we needed her to look after our dog. She took great care of Truffles and sent us plenty of photos throughout the day.”


Meghan & Jacob D.Star Sitter
About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.




Shelly T.Star Sitter
About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish I could have 20! I have a lot of availability, as I only work one and a half days per week. I teach fitness classes and I love being active, so lots of doggy walks are right up my alley! I'm happy to play with your pup, frisbee, ball, or any other favorite toy of theirs. Or maybe a good snuggle or belly rub is what they love, then that is what they will get! Your furbaby will have my full attention. I will make sure they are well taken care of and their needs are met!


Libby M.
“We couldn’t have asked for a better sitter than Libby! She took care of our dog for 10 days while we were out of the country, and we felt totally at ease the entire time. Libby was incredibly responsive, provided regular updates, and sent plenty of photos that kept us connected and reassured. It was clear our pup was in great hands and getting lots of love and attention. We came home to a happy, well-cared-for dog, and we’re so grateful to have found someone so dependable and thoughtful. Highly recommend Libby to anyone looking for a caring and communicative sitter!”


Rebekah & Alex N.

“I'm thrilled I found this family to take care of my chocolate lab. Came to Madison for a wedding looking to find someone to wear out my dog. I sure did find great family. They have nice size property for her to run around, toys , and a bonus kiddie water pool. I picked her up and she fell asleep right away before we made it too the hotel. Thank you. I will use them again whenever I'm back in Madison.”


Kara S.

“Kara is wonderful! She has been so flexible in arranging Birdie’s care and very attentive to Birdie’s needs. This is Birdie’s first daycare experience and it went really well thanks for Kara.”


Tracy S.

“We are very grateful to Tracy. She took care of our adolescent dog with his first experience with daycare. We had a sudden family emergency that required someone to look after our pub. She was open and communicative which was very helpful. Would recommend to others.”




Sarah B.


“I couldn't wait to do this review, sincerely. I chose Sarah for my first time using Rover services. She gave me such confidence in this service. She sent me photos of Butters and text updates. It made my heart sing! I wanted a date night while traveling cross country through Santa Fe. I left my senior dog (13 yo) with Sarah and it was a dream. I can't say enough about how smoothly it all went; thanks to Sarah and her compassion and thoughtfulness.”


Haley K.

“This is the 2nd time Haley has watched Pancho and I always feel at ease knowing he’s in good hands. She’s kind, reliable, and sends updates which I really appreciate. I can tell he has a great time every visit! I highly recommend. Thank you Haley, we appreciate you.”




Christienne A.

“Christienne was so sweet and flexible. She was available short notice and Randy had a great time playing with her boyfriend’s puppy! Will definitely leave Randy with her again :)”


Meghan D.


“We are not from Madison, but just in town for one evening. Meghan’s communication was excellent from the beginning to the end. We talked about our situation and what we needed for care later in the evening. Meghan provided fantastic care for Moose - playing lots of fetch and helping him with his nervous separation. She took and shared lots of photos and brought him on 3 walks. Her profile was thoughtful and drew us in - we knew she would be the perfect fit. We are thankful for her hospitality and letting us park our car in front of her house while we were in town for a football game. If we are in the Madison area again, we will hire Meghan to hang out with Moose. Thank you! ??”


Tony D.

“Zion had an amazing time with Tony! He took excellent care of our pup. After spending the day with Tony, our dog went right to nap after getting ample exercise and care. We will definitely use his services again and would recommend him to others. Thanks so much!!!”
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1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
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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.
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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
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 Richmond Hill.
Richmond Hill 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 Richmond Hill 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.
