Dog Boarding Milwaukee

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Over 1,016
pet parents in Milwaukee have booked dog boarding

Milwaukee, Find top rated dog boarding

Prices are estimates per night. 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
$40
per night
5.0 out of 5 stars
• 236 reviews
103 repeat clients
35 years of experience
Brown Deer, WI, 53223

“Yolanda is amazing! She accepted my last minute request when my sitter cancelled the day of. This is my second time Marvin stayed with Yolanda and I can tell he has a great time! We will definitely be booking with Yolanda again. Thank you so much!”

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Jaihee C.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 122 reviews
45 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.”

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Amber
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 188 reviews
56 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”

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Ian S.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 96 reviews
34 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

“Kristine is an excellent dogsitter who sent several photos while my pups stayed with her. She is responsive and kind, would highly recommend.”

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CJ N.
Sitter Profile Image: Kayla D.
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Kayla D.
from
$25
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Halyard Park, Milwaukee, WI, 53212

“Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!”

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Precious G.
Sitter Profile Image: Linda V.
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Linda V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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Rachel J.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$45
per night
5.0 out of 5 stars
• 41 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”

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Rachel M.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!”

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Jacquelyn S.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Milwaukee, WI, 53211

“Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!”

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Kaitlyn K.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”

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Jessica W.
Sitter Profile Image: Sonja C.
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Sonja C.
from
$50
per night
4.4 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Sonja was super responsive and gave a lot of updates while I was gone! I felt like my pet was well cared for and I could tell my dog really liked her!”

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Maria V.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 164 reviews
46 repeat clients
30 years of experience
Glendale, WI, 53217

“Kim has been so flexible and available for us. We've had to use her at the last minute a few times, plus we have 2 dogs, and she has accommodated the requests graciously. I love that she sends updates and pictures or videos when they are in her care. They get the love and attention and exercise they need when with Kim.”

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Amy S.
Sitter Profile Image: Lily F.
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Lily F.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!

Sitter Profile Image: dawn s.
Verified Background Check
dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”

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Joan H.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”

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Jason W.
Sitter Profile Image: Frank C.
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Frank C.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
1 year of experience
Cambridge Heights, Milwaukee, WI, 53211

“My anxious dog settled in beautifully with Frank and his two little dogs, allowing me to enjoy a worry-free two week vacation. Frank sent updates with photos which greatly reassured me that all was going even better than hoped. Honey clearly enjoyed a relaxing time with Frank in his home and made new friends with his dogs. I highly recommend Frank and would not hesitate to rebook with him!”

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Tracy H.
Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check
Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 40 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

“Gabriel treated our dog like his own. He took him out for many walks per day and my dog loved playing with his cute little one! He was super communicative and sent us updates every day. We won't hesitate to book with Gabriel again.”

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Natalie H.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

“Ashley was an amazing dog sitter for our pup! She communicated throughout the stay, sent pictures, and made him feel at home! I highly recommend! Thank you for the experience!”

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Makalia P.
Sitter Profile Image: Alisha C.
Verified Background Check
Alisha C.
from
$39
per night
4.8 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Riverwest, Milwaukee, WI, 53212

“Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!”

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Amber R.
Sitter Profile Image: Karlee S.
Verified Enhanced Background Check
Karlee S.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“Good communication and no issues.”

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Josiah S.
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The median cost per night for dog boarding in Milwaukee is $45

Dog parents share their Rover experiences - Milwaukee

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5.0 out of 5 stars

Thank you Emily! Our dog seemed to really enjoy spending time with Emily, who was very responsive and sent plenty of updates and pictures. Cant recommend enough!

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Tony C.
Boarding
5.0 out of 5 stars

My anxious dog settled in beautifully with Frank and his two little dogs, allowing me to enjoy a worry-free two week vacation. Frank sent updates with photos which greatly reassured me that all was going even better than hoped. Honey clearly enjoyed a relaxing time with Frank in his home and made new friends with his dogs. I highly recommend Frank and would not hesitate to rebook with him!

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Tracy H.
Boarding
5.0 out of 5 stars

Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!

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Precious G.
Boarding
5.0 out of 5 stars

Linda was awesome. She kept me updated with pics and videos during Theo's stay with her and he came home happy and healthy. Thanks so much for taking such good care of him.

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Albert H.
Boarding
5.0 out of 5 stars

Liz is a great sitter. She sent pictures and updates every day while I was gone, and was very flexible with my travel plans.

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Becky G.
Boarding
5.0 out of 5 stars

Amy and Jay are great dogsitters for Jake. They are very attuned with dogs. We will use them again, in the future!

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Martha H.
Boarding
5.0 out of 5 stars

Our Bruce had a great time at Lacey's. She kept us informed by text and photos that Bruce and Binks were getting along well.

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Mark C.
Boarding
5.0 out of 5 stars

Brittni takes such great care of Daisy, and she loves it there! We feel so much more comfortable when we're out of town knowing that Daisy is with Brittni.

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Jessica F.
Boarding
5.0 out of 5 stars

Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!

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Rachel M.
Boarding
5.0 out of 5 stars

Luscely provided updates and was gracious when my partner was late with pick up. Thanks to her we were able to move with our pets safely out of the way.

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Mary L.
Boarding
5.0 out of 5 stars

Gabriel was great with our pup. Excellent communication and we saw lots of tailwagging throughout the stay.

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Elizabeth D.
Boarding
5.0 out of 5 stars

We are so thankful for Alberto and Chad and the wonderful care they give our three dogs! They are always great about keeping us updated and sending pictures, which gives us so much peace of mind while we’re away. This time we were gone much longer than we have been in the past, and when we came home, we could tell our dogs were happy, comfortable, and very well taken care of. It means so much to us to have sitters we completely trust with our dogs, especially when we’re away for an extended period of time. We’re so grateful we found Alberto and Chad and would absolutely recommend them to anyone looking for reliable and caring pet sitters. Thank you both for taking such great care of our pups! ❤️🐾

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Stephanie F.
Boarding
5.0 out of 5 stars

Ashley went above and beyond with our reservation! She was so accommodating and sent updates every day with pictures of our pup! I would easily recommend her to anyone looking for pet care. I really appreciate how communicative she was. The whole process went smoothly! 10/10!!!

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Isabel F.
Boarding
5.0 out of 5 stars

Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!

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Amber R.
Boarding
5.0 out of 5 stars

Lily did a great job caring for my dog Chanel! She ensured Chanel felt safe and comfortable the entire time. Would highly recommend Lily to watch your pup :)

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Autumn J.
Boarding
5.0 out of 5 stars

Highly recommend! They were great and updated me with photos daily, and kept my dog active. Angela was accommodating with drop-off and pick-up times.

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Lily D.
Boarding
5.0 out of 5 stars

Wonderful person and so accommodating as I scrambled to find a last minute stay for our pup. Miranda had great communication and Nellie got the most comfortable vacation!

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Erin C.
Boarding
5.0 out of 5 stars

rebecca was awesome! she made my baby (🐕) feel safe during her first night away from me, and sent picture updates throughout the stay. 10/10♥️

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Elizabeth E.
Boarding
5.0 out of 5 stars

Sonja was great! Love the fact that she had little dogs of her own so it felt Like a doggy daycare lol! Had such a better experience than any dog motel and getting pictures of them was just the best!

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Ashley C.
Boarding
5.0 out of 5 stars

Hannah was such a great sitter! She was very communicative and sent a lot of updates! The fact that she has experience with all kinds of dogs and volunteers through MADACC definitely gave me peace of mind that our dog was in good hands! Would definitely recommend Hannah to take care of any pets!

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Kinga P.
Boarding
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Milwaukee

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Milwaukee average 12
repeat dog boarding clients

FAQs for Dog Boarding - Milwaukee

Frequently asked questions about Rover

The average cost of Dog Boarding in Milwaukee on Rover is $36 per night as of October 2026. Most bookings cost between $25 and $61 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 827 sitters on Rover offering Dog Boarding across Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

87% of sitters in Milwaukee can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Milwaukee home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Milwaukee.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Milwaukee sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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