Doggy Day Care in Oconomowoc Lake

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Top rated Oconomowoc Lake doggy day care sitters

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Sitter Profile Image: John C.
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John C.
from
$25
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
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: Jamie K.
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Jamie K.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

About: I love animals and would love to give you the peace of mind while you are gone. My husband and I understand the importance of finding the right Rover sitter. We both grew up with large breed dogs but I have also had toy breeds. I currently am a stay at home mom and will rarely need to be gone from home for very long. Your pet is my priority while they are in my care and I look forward to spending time with them. The way that I would care for your pets is how I would my pets. They could possibly get better treatment than mine at home… but don’t tell my dog that!

Sitter Profile Image: Molly M.
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Molly M.
from
$45
per day
5.0 out of 5 stars
16 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

Molly takes the best care of my pup! She provides updates and gives him so much attention, he always comes home exhausted! She is excellent and I highly recommend for anyone needing boarding or daycare!

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Josh B.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
382 reviews
119 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria takes fantastic care of my dog and is always willing to work with my schedule. I know I can go to work and not have to worry when my dog is at her house,

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Jennifer C.
Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$20
per day
5.0 out of 5 stars
12 reviews
4 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: Natalie K.
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Natalie K.
from
$25
per day
12 years of experience
Oconomowoc, WI, 53066

About: I have always had a dog growing up, so I learned from a very young age how to care for a pet. Friends and family have trusted me to take care of their dogs since I was around 12 years old. This includes stopping in the house to take them to the bathroom and feeding them, as well as giving medication if needed. Lots of snuggles and playtime too of course! I have taken care of dogs in the client's home for up to a week and cared for them at my home as well. No need to worry about any complex feeding schedules. I can manage it all. I am very comfortable with any age, breed, and sized dog! I have a one-year-old pup, so I am very familiar with training and puppy classes. I have volunteered at the humane society and when I was in high school, I job shadowed at a veterinary clinic. I currently work as a substitute teacher so my schedule is extremely flexible! During the summer months I am completely open. Weekdays and weekends any time of day. I make my own schedule so there will be no conflicts. I have a fenced in backyard with plenty of space for some off leash playtime! My dog loves to run around playing fetch with a ball or stick. I have a walking path across the street from my home and am walking distance to nature hill for some extra exercise. I always have water, waste bags and small treats with me when going on walks. (My dogs personal favorites are cheerios). I am comfortable walking with any leash, collar or harness. I have two kennels in my living room if your dog needs to be crated. At least one crate is big enough to fit a large or XL dog. I have a baby gate in front of my stairs, and the basement door is always shut. I personally love going to the pet store or drive thru to get my pet a pup cup! I would be more than happy to take your dog for an adventure and for some extra love and enrichment!

Sitter Profile Image: Sommer M.
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Sommer M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
31 reviews
12 repeat clients
15 years of experience
Hartland, WI, 53029

About: Hello! My family and I love animals. We've been on Rover since January 2024! We currently have 2 indor cats and have backyard chickens (in coop) that are pets and lay eggs for us. We live in a quiet Hartland neighborhood in a cul-de-sac that is very low traffic. Part of our yard is fenced for play and potty breaks, and I love taking walks around our neighborhood. The majority of the week, my husband is working from home or I am home. The longest your pet may be left is 6 hours if staying with us during the work week. So usually someone is there to spend time with your pet! We are available any day of the week for boarding. I live in a quiet cul-de-sac. I always practice sit-stay when opening the door to prevent bolting out. Part of our yard is fenced and outside the fence your pet will always be leashed. If I am away for a short period and it's needed for safety or per your preference, we do have a large crate and an enclosed pet gate.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$45
per day
5.0 out of 5 stars
50 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: Julie E.
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Julie E.
Star Sitter
from
$27
per day
5.0 out of 5 stars
49 reviews
10 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.
from
$55
per day
5.0 out of 5 stars
30 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: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
134 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Mary and Hanna are AWESOME! We were so worried about leaving our baby alone so we looked into other alternatives. Leaving him with them was the best choice we could have made. Loads of cute pics and the opportunity for him to socialize with other pups. Would completely recommend Mary and Hanna to anyone looking for the best pup care!??

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Haley F.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$29
per day
5.0 out of 5 stars
48 reviews
18 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: Anne W.
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Anne W.
from
$45
per day
5.0 out of 5 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per day
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Had a great report from Shane & Mikaela! Lots of pictures taken during his daycare day! :)

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Carrie D.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$27
per day
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Hartland, WI, 53029

About: As an Airbnb super host I take pride in my customer experience. Over the past 5 years I've had over 300+ five star reviews. I'd like to carry my experience and care to your animals and provide the best service possible. I grew up providing care for pitbulls and Rottweilers, but love all size and breeds of dogs. I'm a huge advocate of pet therapy, and understand the benefit for both the dog and the handler. While caring for your pet I intend to have a different experience with every encounter. Weather it's going for a long walk, playing catch, catching some rays, or going for a swim. I'm also continuing my education in pet message and alternative medicine for those pets of special needs.

Sitter Profile Image: Brooke G.
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Brooke G.
from
$40
per day
5.0 out of 5 stars
22 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

We had a last minute booking that they were able to accommodate. Great communication before and during stay. We loved getting pics and video, too! Boone well loved and comfortable during his stay. Came home a very happy guy.

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Heather L.
Sitter Profile Image: Kortney L.
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Kortney L.
from
$38
per day
4.7 out of 5 stars
13 reviews
5 repeat clients
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: Jessica P.
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Jessica P.
from
$30
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Sussex, WI, 53089

About: Animals have always been a huge part of my life, and in our home, pets are truly family. I’m a mom to one little boy and also a proud dog mom to my fur babies. My family and I are all animal lovers, and we understand how important it is to know your pet is safe, loved, and cared for while you’re away. We have rescued two of our family pets, one who has since passed and our current dog, Ollie. Because of Ollie, we know firsthand how important a safe and secure yard is. We live on an acre in Sussex with a fully fenced-in yard, which gives dogs plenty of space to safely run, play, sniff, and enjoy being outside. My husband and mom both work from home, so there is almost always someone here. This allows pets to have frequent potty breaks, outdoor time, attention, and company throughout the day. We love making dogs feel like part of our family while they are with us. I care for every pet the way I would want someone to care for my own, with patience, love, attention, and lots of updates. Whether your dog loves to play, relax, cuddle, or explore the yard, I’ll make sure they feel comfortable, safe, and loved during their stay. I currently work full time but have a flexible schedule. I am available for pet sitting at a clients home. I am also available for early morning walks or after work, and even drop in visits during the day. I care for other’s pets as I would want anyone to treat my own pets. I believe our pets are part of the family and I would want anyone to treat my pet to the best of their abilities.

Sitter Profile Image: Gianina B.
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Gianina B.
from
$30
per day
5.0 out of 5 stars
10 reviews
20 years of experience
Germantown, WI, 53022

Gianina watched my 7 month old puppy for 4 consecutive days. She was awesome to work with and each day my puppy came home happy, healthy, and tired. I truly appreciate her caring for him so well and I would absolutely book with her again in the future.

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Lisa N.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$24
per day
4.9 out of 5 stars
32 reviews
11 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan was amazing with our last second booking and went so far above and beyond! Will definitely send our dog here again next time we’re in the area!

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Tyler R.
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Oconomowoc Lake dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

John did an amazing job watching Kota! He was ready and on time at drop off and pick up. Kept a really good track of things with the day care card. And my dog came home happy and exhausted. I would 100% rebook with John in the future!!

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Makaylie M.
Doggy Day Care
5.0 out of 5 stars

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.
Doggy Day Care
1 / 1
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The median cost per day for doggy day care in Oconomowoc Lake is €33

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Sitters in Oconomowoc Lake 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 Oconomowoc Lake on Rover as of Jun 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.

As of Jun 2026, 196 sitters provided doggy day care in Oconomowoc Lake. 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, 88% of Oconomowoc Lake sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Oconomowoc Lake have an average of 23 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 Oconomowoc Lake.

Oconomowoc Lake 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 Oconomowoc Lake 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 196 sitters offering doggy day care in Oconomowoc Lake on Rover, so you’re sure to find the perfect match for your dog! In Oconomowoc Lake, 75% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.