Doggy Day Care in High Crossing, 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 High Crossing doggy day care sitters
“Perfect set up for dog heaven. I needed a sitter for the day and I’m pretty sure my dog had the time of his life. He took a solid nap after picking him up!”
“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!!”
“Cynthia and Mark are wonderful. They have watched our dog, Tigger, multiple times. They send updates and photos and Tigger always comes home happy.”
“My dogs had a blast here. My husky usually cries when he is put in the kennel but once I got home and put him in there he fell right asleep. My golden also knocked out in the car and now in the living room. She updated me and was very kind overall. Would definitely book again! Thank you for taking care of my 2 crazy puppies.”
“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!”
About: I have been self-employed as a full-time dog sitter for the past 15 years. Prior to opening my dog sitting business I worked as an assistant dog trainer using positive reinforcement training methods. I require a meet and greet before confirming dates so you can see where your dog will be staying, you and your dog(s) can meet me in-person and see the house and yard. We will also discuss their care and specific needs. I have been a dog parent since 2004. I am a full-time dog sitter so I am always with the dogs to ensure they are properly cared for and getting all the exercise, love and attention they deserve. Dogs go in/out as much as they want and get all the love and attention they would just like at home. The yard is fully fenced and there is a ramp so senior dogs have an easier time getting in/out. I have crates set up for those dogs that are normally crated but it is not required for a dog to be crated. All dogs are allowed on the furniture and there are several dogs beds to choose from as well. Of course you can always bring your own if your dog would feel more comfortable having something from home. There is no shortage of treats, cuddles and time outside. I have experience caring for senior dogs, those with medical conditions, separation anxiety and fear of new people.
“Emily was great with Remy! Very nice and responsive to messages. Looking forward to booking again soon!”
About: Hi there! My name is Heather and I have two very mellow well behaved dogs. We go to dog parks almost every day and love to socialize. If you are looking for someone to trust with your animals, I am the perfect person. I treat my dogs like they are my children, and I would do the same with yours. The type of dogs that would be perfect in our home would be those that are not aggressive or very high energy unless they are puppies!! I am on summer break from college, so I have a bunch of free time when I’m not working. Anytime I do work, I have a dog walker come take my girls on exercise. Currently my schedule allows me to host your babies Tuesday, Thursday, Friday and saturdays My girls are extremely spoiled!!! Weekly pup cups, pupsickles, dog parks and daily walks for exercise and stimulation, also lots of dog cuddles and new toys from bark box 🤗 my backyard overlooks a gorgeous pond so there’s tons of deer, geese and bunnies to watch If your furry friends need a walk while you’re at work or you just need me to drop by, I am more than happy to do so.
“Suellen did a great job understanding our puppy and her need to get adjusted to new surroundings and pets. Good job with feeding, pics and walks.”
About: I have had dogs all of my life of all breeds - mostly Labradors but everything from Great Danes to Jack Russels! I can care for puppies, seniors, and dogs with special needs. I love giving dogs the individual attention they deserve! I am currently between jobs so I am highly available to watch your dogs! I would love to spend my days playing with your dogs I have a completely fenced yard and two friendly labs that love to play with new friends. The yard is big enough for your pup to get lots of exercise and energy out
“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!!!”
“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.”
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.
“Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!”
“Small space, huge heart. Julie was great with our exuberant furbabies, Boss and Inja, and they clearly had a wonderful time! While there's not a huge space for them to run, they got plenty of activity and action playing with her and the other pups, and they came home exhausted even after sneaking in snuggles with Julie on the couch. Very happy with their experience and looking forward to them spending more time with Julie, Duncan, and the other visiting pack members!”
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.
“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 so wonderful with Birdie. She is patient and caring, and her home provides a wonderful space for Birdie to play with other dogs. Birdie is always super excited to go to Kara’s house.”
“Tracy was so patient with our elderly dog's needs and actions. Happy definitely had a good time and was exhausted each night! Great availability.”
“Ella was really sweet for helping me find a sitter last minute. Her communication before, during, and after was impeccable! It made me feel assured that Remy was in good hands while in her care. I highly recommend!”
Loving doggy day care in your neighborhood
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1. Sarah M.
“Perfect set up for dog heaven. I needed a sitter for the day and I’m pretty sure my dog had the time of his life. He took a solid nap after picking him up!”
2. Megan T.
“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!!”
3. Cynthia H.
“Cynthia and Mark are wonderful. They have watched our dog, Tigger, multiple times. They send updates and photos and Tigger always comes home happy.”
4. Gilian S.
“My dogs had a blast here. My husky usually cries when he is put in the kennel but once I got home and put him in there he fell right asleep. My golden also knocked out in the car and now in the living room. She updated me and was very kind overall. Would definitely book again! Thank you for taking care of my 2 crazy puppies.”
5. Laura S.
“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!”
6. Hope R.
“Hope’s daycare is wonderful! We have a very energetic rescue border collie mix who can be nervous and shy in new situations. Hope’s daycare has been amazing for him. Not only does he love it there, but he comes home nice and tired from lots of happy play time. We’ve had frustrating situations at other daycares where they didn’t understand he could be easily frightened. Hope is patient and always kind. We can tell he’s a happy pup when he gets home. Hope always communicates so well (I may be one of those overprotective pup parents always texting!). I know Hope cares as much about the pups in her care as she does for her own. We have a vacation coming up later this year and she’s going to be watching all three of our pups for two weeks and I’m thrilled about it. I know they’ll all have a great time!”
7. Emily K.
“Emily was great with Remy! Very nice and responsive to messages. Looking forward to booking again soon!”
8. Heather L.
About: Hi there! My name is Heather and I have two very mellow well behaved dogs. We go to dog parks almost every day and love to socialize. If you are looking for someone to trust with your animals, I am the perfect person. I treat my dogs like they are my children, and I would do the same with yours. The type of dogs that would be perfect in our home would be those that are not aggressive or very high energy unless they are puppies!! I am on summer break from college, so I have a bunch of free time when I’m not working. Anytime I do work, I have a dog walker come take my girls on exercise. Currently my schedule allows me to host your babies Tuesday, Thursday, Friday and saturdays My girls are extremely spoiled!!! Weekly pup cups, pupsickles, dog parks and daily walks for exercise and stimulation, also lots of dog cuddles and new toys from bark box 🤗 my backyard overlooks a gorgeous pond so there’s tons of deer, geese and bunnies to watch If your furry friends need a walk while you’re at work or you just need me to drop by, I am more than happy to do so.
9. Suellen A.
“Suellen did a great job understanding our puppy and her need to get adjusted to new surroundings and pets. Good job with feeding, pics and walks.”
10. Hannah G.
About: I have had dogs all of my life of all breeds - mostly Labradors but everything from Great Danes to Jack Russels! I can care for puppies, seniors, and dogs with special needs. I love giving dogs the individual attention they deserve! I am currently between jobs so I am highly available to watch your dogs! I would love to spend my days playing with your dogs I have a completely fenced yard and two friendly labs that love to play with new friends. The yard is big enough for your pup to get lots of exercise and energy out
11. 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!!!”
12. 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.”
13. 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!”
14. Jessica G.
“Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!”
15. Julie D.
“Small space, huge heart. Julie was great with our exuberant furbabies, Boss and Inja, and they clearly had a wonderful time! While there's not a huge space for them to run, they got plenty of activity and action playing with her and the other pups, and they came home exhausted even after sneaking in snuggles with Julie on the couch. Very happy with their experience and looking forward to them spending more time with Julie, Duncan, and the other visiting pack members!”
16. Meghan & Jacob D.
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.
17. 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.”
18. Kara S.
“Kara is so wonderful with Birdie. She is patient and caring, and her home provides a wonderful space for Birdie to play with other dogs. Birdie is always super excited to go to Kara’s house.”
19. Tracy S.
“Tracy was so patient with our elderly dog's needs and actions. Happy definitely had a good time and was exhausted each night! Great availability.”
20. Ella W.
“Ella was really sweet for helping me find a sitter last minute. Her communication before, during, and after was impeccable! It made me feel assured that Remy was in good hands while in her care. I highly recommend!”
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1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
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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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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 High Crossing.
High Crossing 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 High Crossing 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.
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