Doggy Day Care in Sullivan

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 Sullivan 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: John C.
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John C.
from
$25
per day
5.0 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Oconomowoc, WI, WI, 53066

John did an excellent job of taking care of my Sylvester. And Sylvester was excited to go back!

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Jennifer P.
Sitter Profile Image: Michele B.
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Michele B.
from
$28
per day
4.9 out of 5.0 stars
86 reviews
8 repeat clients
31 years of experience
Palmyra, WI, 53156

Michelle was awesome with my pups. They had a little doggy vacation while I was away ?. One of my pups has very high anxiety. He usually only stays around me or family members. When I came to pick them up he ran back over to Michelle to give her kisses!!!

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Trish S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$28
per day
5.0 out of 5.0 stars
19 reviews
7 repeat clients
8 years of experience
Oconomowoc, WI, 53066

About: I’m a college graduate with a degree in Anthrozoology, which focuses on the relationship between humans and animals. Currently, I work as a stall cleaner at an equestrian center and part-time for another dog-sitting company called Harveys Homestead Keepers. Over the past three years, I’ve had the privilege of working hands-on with various animals, including dogs, cats, guinea pigs, rabbits, birds, and amphibians, through my college program.Throughout my life, I’ve been a loving owner of both dogs and cats. I am also currently owner of a dog named Lydia and she loves other dogs and cats. I’m passionate about providing love and care to pets, and I’m eager to offer my services to your furry companions. Since I’m currently working part-time, I have ample time to accommodate drop-in visits, daily dog walks, house sitting, and other pet care needs. I’m also comfortable caring for pets in your home. My Anthrozoology education and hands-on experience with various domestic and exotic animals have equipped me with the knowledge and skills to ensure your pet’s mental and physical well-being. I understand the importance of proper feeding, watering, exercise, and plenty of playtime to keep your pet happy and healthy. Additionally, I have experience working with horses that are turned out, including feeding, administering medication, and providing food and water. I also served as a veterinary technician and assistant at a vet clinic for seven months, where I was responsible for administering medication and providing other necessary care for animals at EverVet. Pet care is woven seamlessly into my daily and weekly routine, ensuring that your furry friend receives consistent attention and care. Whether it's feeding, exercise, grooming, or playtime, I prioritize their needs alongside my own, creating a structured schedule that fosters their well-being and happiness. I respect the client's space and follow any specific instructions they provide regarding pet care. I maintain a high level of cleanliness and hygiene to keep the environment safe and comfortable for the pets. I communicate openly and frequently with the client to update them on their pet's well-being and any notable behaviors. I adhere strictly to any security measures or routines outlined by the client to ensure the safety and security of their home and pets. I prioritize building trust with both the client and their pets, ensuring a positive and stress-free experience for all involved.

Sitter Profile Image: Anne W.
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Anne W.
from
$45
per day
5.0 out of 5.0 stars
19 reviews
7 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Anne took great care of our dog Sam. We plan on having her take care of him in the future.

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Wendy D.
Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
from
$20
per day
5.0 out of 5.0 stars
10 reviews
3 repeat clients
10 years of experience
Oconomowoc, WI, 53066

I dropped off Moose (5 yr border collie mix) for the first time for daycare and to my surprise, he had separation anxiety issues (sitting by the door, whining). Madison was so kind and patient. I received texts updating me how he was doing. Eventually...success! I got a picture of Moose laying next to Madison on the couch looking calm and content. This was a good experience all around. Thank you!

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Katie M.
Sitter Profile Image: Toni S.
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Toni S.
from
$27
per day
20 years of experience
Oconomowoc, WI, 53066

About: I have experience raising dogs from puppy on up. Post surgery care, some training, loving, and excited to help your pet when you cannot be there for any reason. I work from home and have flexible time for play breaks during the week and am home most of the time on weekends to board for your get aways. I have a fenced yard and two playful dogs to keep your pet amused. I have an energetic 8 year old boy as well! Plenty of room to gate off an area for alone time too.

Sitter Profile Image: Maura P.
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Maura P.
Star Sitter
from
$40
per day
5.0 out of 5.0 stars
73 reviews
14 repeat clients
50 years of experience
Fort Atkinson, WI, 53538

We needed someone at the last minute for two days of daycare while we were on the road. Maura and her husband were wonderful! Their love for dogs really show through in their personalities. They had other dogs during Gus's stay and he came back to us pooped out from all the fun he had. if we lived in the area, we would definitely have Gus visit Maura again!

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Kim B.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$42
per day
5.0 out of 5.0 stars
48 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

We had a great experience with Cindy! She was very responsive to me and attentive to Chica. Chica was in no rush to leave. That’s a good sign.

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Sandy L.
Sitter Profile Image: Kristen D.
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Kristen D.
from
$25
per day
5.0 out of 5.0 stars
7 reviews
1 repeat client
40 years of experience
Delafield, WI, 53018

Kristen takes the BEST care of my dog Phoebe. I feel great leaving her with Kristen, and in fact over Christmas week my dog will stay with Kristen for a week. I totally trust her.

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Laura L.
Sitter Profile Image: Kortney L.
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Kortney L.
from
$35
per day
5.0 out of 5.0 stars
6 reviews
1 repeat client
20 years of experience
Dousman, WI, 53118

About: I grew up on a farm and have always had and cared for animals. Im also an puppy and advanced obedience trainer. I breed and whelp litters and also offer training lessons or programs. Im also a certified Canine Good Citizen Evaluater. Im a dog trainer with pets of my own. Both my training and boarding pups live life with me and my babes and are cared for just the same. I have an open back yard with plenty of room to move around. I also have steamed out tie outs for those who arent as confident with their recall.

Sitter Profile Image: Kylie S.
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Kylie S.
from
$29
per day
5.0 out of 5.0 stars
41 reviews
13 repeat clients
30 years of experience
Eagle, WI, 53119

About: Welcome to your furry friends pawcation retreat in Eagle, WI. Pet sitting, grooming and showing dogs is my full time passion (can't say job because I love what I do) not just extra income. I take every furry guest seriously and treat them like my own. My home is a retreat for your dog to feel comfortable, safe, relaxed all while enjoying the joys of being in a dog friendly home. I have been caring and showing dogs for over 30 years. My home has a large 6’ high fenced in area with doggie windows for potty breaks. I always go outside with them to supervise as it's just the routine that I do with my own dogs. I only cater to a few dogs at a time and that allows more attention for our furry friends. They can hang out with our resident Field Spaniel furkids, Starlet, Russell, KC and Trixie. Some dogs are quick to play and explore, while some dogs are shy and require more attention. I love all dogs and adapt my approach to your dog’s personality. If you see I am not available for certain dates, but still want service if I can rearrange I try to accommodate. In some examples of accommodation it has turned from pet sitting needs in the sitters home into me traveling to your house instead. ~~~ Check out my review stay photos to have a glimpse of the spoiling that your dog(s) will receive in my care. ~~~ In addition, I match the activities to each furry guest while they are boarding and that includes pets with special needs. Each day or overnights may include dog walks, car rides, playing fetch and simply being a house dog lounging on the couch. Additional services offered include pampering in the doggie spa or focusing on dog training sessions. Think of our home as a pet friendly home for pet sitting and dog grooming. We want all the dogs to feel as if they are home while you are away having fun. Dogs that work well in my home: I do not accept high energy dogs or dogs that are too large to handle. I prefer dogs that are calmer and dogs that can be left loose and do not mark on furniture. Please be honest when making a doggie overnight reservation. I understand dog behavior and know what works well with my own dogs. About my yard: 6’ high fenced yard with doggie windows for the dogs to see outside the yard. (Please note some of the photos seen are from an older house and not my newer resident in Eagle, Wi) Why I love dog sitting: I have been caring for dogs for over 30 years. My house and energy is very calming. My house is a retreat for dogs while the parents are away on vacations. I look forward to having your furkid(s) stay with me soon! Sincerely, Kylie I currently stay at home full time and can dedicate all my time as needed to our furry guests. They are my number one focus! Typical day can be waking up early (between 4am and 6am to let out and feed), all the fun stuff in between and bedtime is around 8pm due to my significant others schedule. 6’ high fenced yard with doggie windows for the dogs to see outside the yard. In addition, I have a safety plan in place because the dogs come first before my needs.

Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$27
per day
5.0 out of 5.0 stars
25 reviews
6 repeat clients
40 years of experience
Oconomowoc, WI, 53066

About: I’ve had dogs all my life. I love to walk and play with them and also have snuggle time if they like that. My schedule is flexible to accommodate their needs! I have not done injections but am willing to do if trained I’m retired so I have plenty of time to care for your pet in my home or come to your home for check-ins and walks. I have a fenced yard and am close to a local state park for long walks. I also live in a very walkable subdivision. I don’t mind a well behaved pet on furniture.

Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$35
per day
5.0 out of 5.0 stars
12 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: In the last 20 years, I have owned four dogs. I fostered a dog for several months and ended up adopting her. I trained all four - two of which came to me as puppies. I have a flexible schedule as I work from home Monday through Friday. Whether you are opting for a dog sitter during the day or in need of a second home for your pet while you are away, I am willing to pick and drop off your pet. If you are utilizing me for a day sitter, I am happy to have an office companion. We can keep each other company throughout the day! If you are using me for a day sitter or for boarding, I can take your dog for walks or play fetch. We have a large yard on water so if your pup likes to swim that can be accommodated. I have two boys, who are 6 and 7 years old, and a 2 year old cattle dog, who would love to snuggle and play with your dog.

Sitter Profile Image: kelly C.
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kelly C.
from
$27
per day
40 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of animals my entire life — every age, size, and personality you can imagine. From energetic puppies to senior dogs needing extra patience and support, I’ve always been the one people trust with their animals. I am able to give meds, work with dogs who may have anxiety or special needs, service dogs. I’ve walked many dogs through their final chapter and stayed with them until their last breath. I understand how sensitive that time is, and I bring calm, grounding energy to the dogs and the families who love them. You can find me walking the trails at Latham often! I am on the verge of being an empty nester so I have more space and time to play with the four legged ones. im very active and love going to the dog park as well. I have a husky mix named Oakley who loves everyone and loves to pull on walks so I am very used to managing strong dogs who are interested in squirrels and nature around them! I have to stay very present and focused when walking! I love nature and being outside in all types of weather. I walk rain, shine, sleet and snow! I care for others pets as if they are my own! a happy heart is my goal for both you and your companion! day and able to give consistent attention, walks, and check-ins. My schedule is very flexible, and I’m available for feeding, potty breaks, walks, and companionship throughout the day. I structure my work around the animals in my care, making sure they get plenty of time outside, regular potty breaks, and a calm, consistent presence. Unless I’m out walking another dog or running a short errand, I’m home — which allows me to maintain a very reliable and steady routine for boarding and day care. In my home, pets receive a calm, consistent environment with plenty of attention throughout the day. I make sure they have regular potty breaks, walks, fresh water, and a comfortable place to rest. I keep routines steady so they feel safe and settled, and I adapt to each dog’s needs—whether that’s more exercise, playtime, companionship, or quiet downtime. I can easily crate if needed. I also have a small fenced yard. I have a walking path right out my front door as well. When caring for pets in a client’s home, I follow your routines closely to keep your dog comfortable. I make sure they have their regular feeding schedule, walks, playtime, and any medication they may need. I stay aware of their body language, comfort levels, and provide a steady, grounded presence. I treat every dog like my own and make sure they feel cared for, safe, and understood in whatever space they’re in.

Sitter Profile Image: Samantha S.
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Samantha S.
from
$40
per day
3.7 out of 5.0 stars
3 reviews
1 repeat client
15 years of experience
Delafield, WI, 53029

About: My rates reflect the premium, luxury care I provide—because when it comes to your dog, quality matters. I offer a high-end, reliable experience in a loving home environment. I’m new to this app, but I’ve been taking care of dogs for a long time . I’m college-educated, a foster care volunteer, and an active, energetic caregiver who genuinely loves dogs. Whether it’s running, playing, or plenty of affection, your dog will be engaged, safe, and truly cared for. My home becomes your dog’s home, and they’ll be treated like family. I value commitment and reliability—you can trust that once your booking is confirmed, I won’t cancel last minute. Lower rates often come with uncertainty; premium care comes with peace of mind. I can’t wait to care for your pup. Book with confidence. ❤️ I book fast so book with me asap! Your pet will really enjoy its time and feel super loved!! Our home is his/her home ! Your dog will be let out over 10x a day. I care for all animals like they’re my own animals. I am really looking forward to meeting you and your dogs!!! Your dog is safe with me.

Sitter Profile Image: Heather B.
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Heather B.
from
$55
per day
5.0 out of 5.0 stars
27 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was absolutely wonderful with our little sweet pup. He had a walk, breaks, fun with his ball. Heather was extremely accommodating and flexible. Once you meet her, she outs you at immediate ease. Will happily use her again!

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L W.
Sitter Profile Image: adam f.
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adam f.
from
$27
per day
5.0 out of 5.0 stars
8 reviews
5 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: Pets are family. With years of experience growing up on a farm and having my own dog for the last 8 years, I am providing loving, reliable, and professional care to ensure your furry friends get the attention they deserve. Whether it’s a walk in the park, a cozy overnight stay, or daily check-ins, I am passionate about making sure your pets feel safe, loved, and happy. Experience peace of mind knowing your pets are in my expert hands. I work very close with limited hours during the week which gives me great flexibility and open weekends. I do not have any children or pets myself right now. I have a fenced in dog park literally 10' from my front door. Im right next to amazing trails as well as lakes and ponds a short distance away. Our community is very dog friendly.

Sitter Profile Image: Jordan & Samuel H.
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Jordan & Samuel H.
from
$50
per day
5.0 out of 5.0 stars
22 reviews
4 repeat clients
8 years of experience
Wales, WI, 53183

About: A home isn’t a home without a little dog hair! We’ve cared for pets of all kinds — dogs of all sizes, cats, guinea pigs, hamsters, and fish. We’re always happy to give extra love and snuggles. Lots of energy? No problem! That just means more playtime and a few extra walks. My husband and I share this Rover profile. We both work entirely from home, which gives us a very flexible schedule and plenty of time to give each pet the attention they deserve. We have a yard and a nearby paved bike path — perfect for walks and outdoor playtime. We take the time to learn the pet's needs, schedule, and habits. Their comfort is our number one priority. If staying with us, the house is always clean and picked up of any hazards. We have 3 cats and a small dog that will be kept in a separate part of the house if we have another pet staying with us. All of our pets are vaccinated.

Sitter Profile Image: Tori A.
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Tori A.
from
$18
per day
5.0 out of 5.0 stars
20 reviews
11 repeat clients
15 years of experience
Jefferson, WI, 53549

About: I worked as a kennel attendant at a young age at a boarding facility prior to working in emergency veterinary medicine for the last 9 years. Animals have been a huge part of my life which is why I chose the emergency vet med life as my profession years ago. I also worked on a farm while in vet tech school. I currently am a cardiac sonographer (for humans) now and I have a flexible schedule to allow me to do drop ins again. I am currently a cardiac sonographer (for humans now). I took time away from rover when I had my daughter. She is 9months old and depending on the time of day I may need to bring her with me for a drop in visit. She is either glued to my hip or in her car seat/sleeping. I am on an every other week type schedule so I have availability in my weeks off! I am pretty flexible with availability and will keep things as up to date as possible on the calendar. I do not have a fenced in back yard, but we do have a long tie out for our dog and our backyard is the rock river (in case you have a water loving dog). Our dog does great off leash in the yard, we just have it for back up. Your pet will be let outside for potty breaks by leash or on the tie out in case they are pee shy on a leash by someone they aren’t familiar with. We have a large crate in the house that we put our dog in when we are at work, but other than that, that it the only time it’s used. Your pet will never be lonely and will get lots of attention from our son and our VERY social mixed breed pup who is 5! She is obsessed with dogs (larger breeds). I am also available for drop ins if you are gone longer than you’d like to be away from your fur baby and you need them to be let out for a potty break. If you have cats or caged pets and you’re gone for an extended period of time I would love to come by to give them enrichment for drop ins! Pups that are chewers I am very seasoned in what to look out for and how to prevent it.

Sitter Profile Image: Lainee B.
Verified Enhanced Background Check
Lainee B.
from
$25
per day
7 years of experience
Whitewater, WI, 53190

About: I have taken care of animals since I was 15, I have been wanting a dog of my own however I need to save up! So I decided to get my fair share of pets I can watch yours! I am a student at UW-Whitewater so I am free most of the day with plenty of breaks for walks for you pet! On occasion I will be out of town on the weekend but very rarely. I have a fenced yard with no pets or children in the house, I have been watching animals since i was a child and am very confident with animals of all sizes!

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Over 7
pet parents in Sullivan have booked doggy day care

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The median cost per day for doggy day care in Sullivan is $33

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Sitters in Sullivan average 3
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Sullivan on Rover as of Jan 2026 was about $33 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Sullivan 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.

As of Jan 2026, 123 sitters provided doggy day care in Sullivan. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 94% of Sullivan sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Sullivan have an average of 22 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Sullivan.

Sullivan 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 Sullivan 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

There are 123 sitters offering doggy day care in Sullivan on Rover, so you’re sure to find the perfect match for your dog! In Sullivan, 80% of sitters offer daily exercise, 100% offer medication administration, and 80% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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.