Doggy Day Care In Fairfield

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 Fairfield 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.

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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
195 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: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
153 reviews
41 repeat clients
30 years of experience
Glendale, WI, 53217

Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.

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Angela S.
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.
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

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.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$45
per day
5.0 out of 5 stars
159 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

My 4 month old puppy had a fantastic morning with Auria and her 2 dogs. Elliot was able not only to socializie with adult dogs, but also a soon to be 4 year old grand-daughter. Sounds like my puppy did very well -- now I can add that to his Rover profile!! Auria's dogs did not bark at Elliot when we arrived and were very relaxed, yet full of energy, and friendly to our puppy. I hope that when the need arises we can bring Elliot over again. I wouldn't hesitate to make it a regular dog day care, since it was such a positive experience (for everyone!). Thank you Auria for being available when I was looking for daycare the night before.

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Mary Katherine R.
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: 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: 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: Ashley M.
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Ashley M.
from
$40
per day
5.0 out of 5 stars
5 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: 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: Emma & Thomas E.
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Emma & Thomas E.
Star Sitter
from
$50
per day
5.0 out of 5 stars
29 reviews
8 repeat clients
20 years of experience
Fox point, WI, 53217

Emma and Tom are very trustworthy when it comes to caring for our dog. They communicate well and are great with providing updates and photos!

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Alayna & Natalie W.
Sitter Profile Image: Esther J.
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Esther J.
from
$27
per day
5.0 out of 5 stars
5 reviews
1 repeat client
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: Jessica B.
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Jessica B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

Amazing service! A+++ went above and beyond and I highly recommend!

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Brian B.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$44
per day
4.9 out of 5 stars
271 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: 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

I could not recommend Mike and his wife Heather more! My dog has been consistently going going there for a year and as a young doctor working up to 28 hours in a row, I would not be able to have managed without them! They are very flexible and truly do love working with dogs. Recently, my dog got very mambas colitis and needed to go to the vet twice. Initially I wasn’t able to take too much time off but thankfully Mike was there. He offered to even cook Whiskey boiled chicken and rice and even offered to come to the vet with us the second time because he was genuinely concerned as well. I have a very anxious dog, but have been able to leave him while on vacation and not worry because I was getting constant updates- both good and bad about how he was doing, how much he was barking, how he was pooping, etc. it helped me enjoy my vacation more. I would highly recommend them for anyone who has a dog that is anxious and needs more one on one attention or with a chaotic schedule like myself.

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Bianca M.
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: 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.

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
7 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: Jessica K.
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Jessica K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Mickey loved his afternoon with Jessica! She took him for walks and made him feel at home. He was relaxed and happy when I picked him up. Jessica is such a kind soul, we feel extemely fortunate to have found her!

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Sally K.
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Fairfield dog parents share their Rover experiences

1 / 1
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

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.
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
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Doggy Day Care FAQs

Frequently asked questions about Rover

If you’re searching for a Fairfield 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.

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 Fairfield.

Fairfield 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 Fairfield 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.