Doggy Day Care In Havenwoods

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Top rated Havenwoods doggy day care sitters

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

Aidan is responsive and has a lot of experience with pet care. She sends photos and keeps you updated on how your pet is doing. Will book again.

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James S.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
197 reviews
83 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family have been so great to work with so far! Yolanda is very responsive, flexible, & respectful of your pet’s needs/requests/concerns. I will be utilizing her services again 🙂

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Kathy Mn' L.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per day
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

About: I’m a true animal lover. If it has paws, scales, fins, or whiskers, I’m already invested. I’ve cared for and fostered all kinds of pets over the years—dogs, cats, aquatic babies, reptiles, and the tiniest furry friends like bunnies and hamsters—so I’m comfortable across the board. To me, pets aren’t “just pets”…they’re family. My approach is calm, patient, and gentle. I pay close attention to each animal’s personality and respect their boundaries so they always feel safe, understood, and comfortable. At home, I’ve got my own little zoo—2 sweet cats, a bearded dragon, 2 geckos, 4 snakes, and an adorable mouse—so trust me, I’m no stranger to unique personalities and specialized care. I would love to care for your pet when you need a break, go on vacation or when you make other plans. You can be assured that your pet is in good hands. To offer the best care, my max capacity is currently 2 pets per day. 📍 Located in Milwaukee – Capitol Heights area 🌻 I work from home so I’ll always have time to play, feed and love on your pet babies. I’m always flexible with their needs (bathroom breaks, medication, shyness) to make sure they are always comfortable. If my schedule or availability changes, I always send out updates to my calendar right away. ❤️ To offer the best care, my max capacity is currently 2 pets per day. I have a fenced in back yard with plenty of space for pets to roam, play and toilet if needed. Pets are always welcome to bring their own items. My 2 lovely cats are usually shy and more of the watching type, so they won’t bother your pets but will surely admire them from their cat trees. All activities and toileting are supervised. There is no smoking of any kind in my home or pet areas. There are some pictures of our living space in the photo collection on my Rover profile.

Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
153 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!

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Michaela B.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$37
per day
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

My dog is not easy!!! She was awesome. Really appreciated her. Thank you great job Winston came home sleepy

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Trey S.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per day
5.0 out of 5 stars
75 reviews
22 repeat clients
10 years of experience
Milwaukee, WI, 53223

Perseus and Dereck were great hosts to Spider. They took him in last minute. They provided photos during his short stay. I will definitely have them watch our dogs again. They deserve 10 stars!!

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Lynn C.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Having our dog stay with MJ has been a great experience! We recently adopted a dog with fairly severe separation anxiety, and I'm not sure how we would have made it through the first months without having someone like MJ to watch her during the day while we work on alone time training. He's always very communicative and flexible, and our dog just loves him. You couldn't ask for a better dog sitter!

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Julia A.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$50
per day
5.0 out of 5 stars
159 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

Auria took great care of Zeus! She was also very accommodating to our last minute request to extend his stay a couple hours longer. I would definitely recommend Auria to anyone looking for a reliable sitter.

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Brian J.
Sitter Profile Image: Esther J.
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Esther J.
from
$27
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.

Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$25
per day
5.0 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

Steph is very accommodating and professional. My pup enjoyed himself. She is a keeper!

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Chimere D.
Sitter Profile Image: Kris P.
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Kris P.
Star Sitter
from
$30
per day
4.7 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

About: I've had dogs most of my life. My Cavalier King Charles Spaniel is 3 years old and loves a friend. I have an 11 year old daughter that will also provide lots of love. Your dog won't just be boarded, they'll become a part of the family. No kennels necessary, they can sleep with me! I'm a stay at home mom. I love taking my dog out for walks around my quiet, dog friendly neighborhood. I'm home almost all the time. I'd love another doggy friend to visit us! I have tie outs for the dogs when they'd like fresh air. We go on walks as needed....and we can walk more if your dog loves it like mine does!

Sitter Profile Image: Dane R.
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Dane R.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Whitefish Bay, WI, 53217

Dane is fantastic; couldn’t recommend him more. Our pup loves getting to hang out with him and his goldens. We’re pretty sure our dog would prefer to live with Dane and his dogs if he could! We know that our dog has a great time because whenever we turn down the street that Dane lives on, our dog loses it with excitement regardless if we’re dropping him off or on our way somewhere else. Great backyard, the sweetest goldens and super nice humans. Definitely a winning trio.

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Isabelle P.
Sitter Profile Image: Tiffani H.
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Tiffani H.
from
$35
per day
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Hampton Heights, Milwaukee, WI, 53218

Tiffany took excellent care of Marley! She sent many pictures, fed him, walked him even have him a bone . Thanks for the special care!

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Erika B.
Sitter Profile Image: Evita E.
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Evita E.
from
$40
per day
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Chad T.
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Chad T.
from
$25
per day
5.0 out of 5 stars
5 reviews
3 years of experience
Glendale, WI, 53217

About: Hey there! I’m a new Rover sitter who truly enjoys being around dogs. I’m dependable, easygoing, and always focused on keeping dogs safe and comfortable. I’m happy to stick to your dog’s usual routine and I’ll keep you posted with updates and pictures. Your pup will get lots of attention, care, and love while you’re away! Currently, I am working in office on Tuesdays and Thursdays until about 230/3pm and work at home on Monday, Wednesday and Friday. Weekends are very open and only tend to leave for short periods of time to run errands I have a fenced in yard with plenty of room for them to run around and enjoy the outdoors, as well as one Corgi at home. I do live in a two story house with the primary bedroom upstairs. Depending on the preference, dogs are usually allowed to roam free whether I am home or not but I do have gates to keep them from going upstairs if necessary.

Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$44
per day
4.9 out of 5 stars
272 reviews
124 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

I left my little Sophie at Jan’s house for a few hours while I went to an appointment. She was so well cared for by Jan and her family!! Sophie was so comfortable and got along so well with Jan’s dogs that she even fell asleep right on top of one of them. I will definitely be bringing Sophie back to Jan! Thank you again so very much!

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Keriann C.
Sitter Profile Image: Fonshe B.
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Fonshe B.
from
$65
per day
5.0 out of 5 stars
2 reviews
12 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I’ve taken care of dogs, since I was 13yrs old. We always kept a dog growing up which made me fall in love with them. I’m currently open and available anytime between 9:30am-4:00pm and 5:30p-9:00p. Monday-Friday and I’m available from 9am-9pm Saturday and Sunday. I can also be on a need be schedule as well. I have a small friendly Yorke that will keep your dog company while being cared for. I have have nice size bag yard but it is not fully fenced in. I also have a park about a minute away from home walking distance.

Sitter Profile Image: Julie O.
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Julie O.
from
$31
per day
1 repeat client
40 years of experience
Wauwatosa, WI, 53213

About: I’m a psychotherapist by day and am in general a very calm person. I pay attention to your pets moods and energy level and remember that during the time they’re playing with me, they’re missing you! So I treat them as if they were my own. I’m a psychotherapist by day and am in general very calm: I pay attention to your pet’s moods and energy level. I keep in mind that all the while your fur baby is with me, they’re missing you! I treat them as I do my own puppy. I have a fenced yard. (2) 1/2 hour walks a day: 2-4 hour potty breaks. Lots of play time with balls and curiosity toys !

Sitter Profile Image: Sarah & William H.
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Sarah & William H.
from
$32
per day
5.0 out of 5 stars
48 reviews
17 repeat clients
10 years of experience
Wauwatosa, WI, 53222

Will and Sarah were great with Maple on her first doggy day care visit! Felt confident to leave her for the day and they were super flexible to accommodate my last minute work meetings. Will be going back for overnight soon.

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Family P.
Sitter Profile Image: Sofia G.
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Sofia G.
from
$25
per day
3 years of experience
Bayside, WI, 53217

About: I've had dogs ever since I can remember. I was brought up to love, respect and care for animals and that's why I got into vetmed back in my home country. I had to stop my studies to come here but I haven't stopped wanting to help. As a pet parent, I understand how important it is to find someone you can trust to support you and help you care for your furry babies. I have pet and house sitted for friends and family in the past. I have pet sitted cats and dogs but I'm open to help with small species and exotic pets. Rest assured I'll do everything exactly like instructed by you, always with lots of love and making sure they feel comfortable and cared for. I'm currently staying at home so I'll have plenty of time to play with your pups, take them on walks and snuggle with them. I have two small dogs that can keep your puppy company and we also have a very walkable neighborhood with some green areas we could explore together.

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Havenwoods dog parents share their Rover experiences

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5.0 out of 5 stars

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.
Doggy Day Care
5.0 out of 5 stars

Wonderful experience! My dog received excellent care and returned home totally calm & relaxed. I highly recommend and will definitely return in the future.

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INFJ W.
Doggy Day Care
5.0 out of 5 stars

Yolanda and Rashad are great! When we arrived for doggy day care Kiara was very waggy and excited to be there.

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Kristin S.
Doggy Day Care
5.0 out of 5 stars

My dog always has a great time with Angela and her little dog - they get along super well and seem like they’re playing the whole time! I never have to worry about if she’s safe or comfortable while I’m gone.

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Emma B.
Doggy Day Care
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The median cost per day for doggy day care in Havenwoods is €35

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Sitters in Havenwoods average 4
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 Havenwoods on Rover as of Jun 2026 was about €35 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, 542 sitters provided doggy day care in Havenwoods. 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 Havenwoods sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Havenwoods have an average of 22 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 Havenwoods.

Havenwoods 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 Havenwoods 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 542 sitters offering doggy day care in Havenwoods on Rover, so you’re sure to find the perfect match for your dog! In Havenwoods, 82% of sitters offer daily exercise, 98% offer medication administration, and 98% 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.