Dog Boarding in West Milwaukee, WI

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Top rated West Milwaukee dog boarders

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: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

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Alayna & Natalie W.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!

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Kyle A.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacy did a great job with Bear. He seem very comfortable lying on the couch when I came to pick him up. She sent pictures every day or so showing me how Bear was doing. Thanks Stacy. I will be booking Bear another time with in the future. Two thumbs up.

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Jim G.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
482 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Couldn't be happier with Daniel and Holly! These lovely people obviously care for dogs and took wonderful care of my Susie. I will definitely be using them to dog sit on future trips and highly recommend them to anyone looking for excellent pet sitters.

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Sharon L.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
352 reviews
102 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so good with my dogs, and she was such a great communicator. She sent me daily photos and was more than happy to update me on how they were doing. She is super fast to respond to messages, and was incredibly flexible with some last minute travel plans that I was dealing with. Highly recommend and I will be a repeat client!

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Sarah K.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
182 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was wonderful! She sent us photos and took great care of our dog. We are very happy with her services and feel lucky to have found her!

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Veronica R.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

I was nervous leaving my boys in someone else's home. From the meet and greet it was obvious that Zach would be a great fit for my boys! He was engaging and they both liked him alot right away. When I dropped them off, they were excited to be there!! Zach was Great with communication, sending a Pic and video answering me quickly. I would definitely recommend Zach!! I will definitely have him watch them again if needed and if he accepted!!

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Dena K.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
56 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: Marilynn M.
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Marilynn M.
from
$35
per night
5.0 out of 5 stars
73 reviews
31 repeat clients
35 years of experience
White Manor, Milwaukee, WI, 53219

Marilynn is such an amazing dog sitter! She was so welcoming and loving to my Maizey. Maizey can be anxious and Marilynn made her feel so comfortable in her home, especially around other dogs. It was a great experience for me and the dog! We will definitely use her again in the future.

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Mallory A.
Sitter Profile Image: Andrew J.
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Andrew J.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
2 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: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53214

Tracy is the best dog sitter! My dog was given the attention she likes. There were other dogs that my pet met at Tracy’s that she made friends with. She got to play outside and go for walks. It was her dream come true!

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kathleen p.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
384 reviews
120 repeat clients
20 years of experience
Brookfield, WI, 53005

Wow! We had a cruise booked before we got our Holly who is now 8 months old. Holly had not been separated from us for five months other than just a few hours. I came across Maria and Nayibe when looking through Rover and the description seemed to be a great match for our precious Holly. They exceeded our expectations! Holly was treated as one of their family and thrived in their home. She got to play with other dogs and explore in their big fenced in yard. Although she was not at home she seemed to feel loved and secure. In all of the pictures and videos with commentary she looked as if she made herself right at home. I can’t explain how much comfort this gave us and allowed us to enjoy our vacation while leaving Holly in a wonderful environment. I can’t thank them enough for all they did for Holly. She will definitely stay with Maria and Nayibe anytime we go away. We are so thankful for finding them! 🐾❤️

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Jeanne F.
Sitter Profile Image: Jill F.
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Jill F.
Star Sitter
from
$55
per night
4.9 out of 5 stars
105 reviews
32 repeat clients
30 years of experience
West Allis, WI, 53214

Willow had a great time as Jill's house. I know she received a lot of treats, and she enjoyed the backyard and front door window. She'll definitely be going back for another stay.

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Kate U.
Sitter Profile Image: Tyler P.
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Tyler P.
from
$42
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

Tyler was really warm and welcoming! He treated Tilly and marigold great, played with our Tilly monster and cuddled with our pretty girl Marigold. He gave them plenty of play time and seems like such a joyful guy! Would really look forward to his help in the future if and when needed!

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Jaclyn D.
Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check
Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
125 reviews
56 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!

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Erica G.
Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check
Gabriel M.
from
$45
per night
5.0 out of 5 stars
38 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: Tekoya C.
Verified Enhanced Background Check
Tekoya C.
from
$32
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
1 year of experience
Lower East Side, Milwaukee, WI, 53202

Tekoya did an excellent job watching our dog while we were on vacation. Communication was great and he was so easy to work with, I highly recommend Tekoya!

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Ashley E.
Sitter Profile Image: Elizabeth K.
Verified Background Check
Elizabeth K.
from
$40
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth took great care of my dog Hank! Communication was great and prompt. She provided plenty of exercise and play time with her dog, and even gave Hank a bath when he got muddy.

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Haley C.
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Over 1,166
pet parents in West Milwaukee have booked dog boarding

West Milwaukee dog parents share their Rover experiences

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5.0 out of 5 stars

Marilynn is just Amazing. Our pups stayed a week with her and she just took such good care of them. She was just wonderful!! Thank you Marilynn!

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Karina C.
Boarding
5.0 out of 5 stars

Kelle was kind, organized, and great withmy naughty little terrier mix! Really happy with the whole experience from start to finish. Super professional and cuddly, too!

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Heidi S.
Boarding
5.0 out of 5 stars

We could not have asked for a better experience with Maggie. From the very beginning, it was clear how much she genuinely loves and cares for animals. Before our stay, she reached out to learn all about our dog, Daisy, asking thoughtful questions to make sure Daisy would feel comfortable, safe, and at home. Throughout Daisy's stay, Maggie was incredibly caring, patient, and attentive. She kept us updated with messages and made us feel completely at ease while we were away. It was obvious that Daisy was being treated with kindness, affection, and individualized attention. What truly set Maggie apart was the warmth and genuine love she showed—not just to Daisy, but to us as well. When we picked Daisy up, Maggie gave us the sweetest card expressing how appreciative and honored she was to care for our pup. That thoughtful gesture meant so much and perfectly reflects the kind of person she is. Maggie was also very flexible with drop-off and pickup times, making the entire experience stress-free. Daisy absolutely adored her, and we knew she was in wonderful hands. Without a doubt, Maggie is the best dog sitter we've ever had. We will definitely be using her again and highly recommend her to anyone looking for someone trustworthy, compassionate, and truly dedicated to the pets in her care. Daisy has found her perfect sitter!

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Gosia W.
Boarding
5.0 out of 5 stars

Oliver had the best time with Michelle’s family. She was quick to reply and took some awesome pics of Oliver while we were away for the weekend.

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Giovanna M.
Boarding
5.0 out of 5 stars

Jill takes care of our 2 Shih Tzu's like they are her own This was their second visit and they ran to you like an old friend. We lost a great sitter when we left AZ and have been very lucky to have found you. Wouldn't leave them anywhere else!

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Marianne L.
Boarding
5.0 out of 5 stars

Can’t thank Alexis enough for taking such great care of our little Rudy!! Our puppy is very afraid of thunderstorms and Alexis got him thru two big ones while we were gone!! We’ve had the pleasure to leave him at least 5 times, knowing our puppy was in great loving hands!! Thank you!!

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Paul S.
Boarding
5.0 out of 5 stars

Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber

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Theresa W.
Boarding
5.0 out of 5 stars

Molly was absolutely a perfect caregiver for our two little dogs. We are so appreciative that she provided such a loving, safe and fun-filled home. Thanks so much!

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Holly J.
Boarding
5.0 out of 5 stars

Stacey and family took great care of my Ollie dog. Sent photos and updates daily and were very accommodating on drop off and pickup times. Will definitely book again.

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Brent S.
Boarding
5.0 out of 5 stars

Zach was great! I really appreciate he receives one client per booking, that was helpful for my anxious dog. They loved being couch potatoes and going to the outside to play and hunt invisible animals. My dogs felt at home really fast! Also he was willing to learn a couple of commands in Spanish to communicate with my mexican dogs ❤️.

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Gabriela C.
Boarding
5.0 out of 5 stars

Dan and Holly's house is Sadie's second home. They have always been flexible with my schedule and Sadie gets all of the cuddles she wants! Thank you again for taking care of my girl.

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Amber G.
Boarding
5.0 out of 5 stars

Always the best. This was my 3rd time having Alyssa watch Maggie. Never a worry while I'm away. She's my go-to. Thanks Alyssa!!

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Travis S.
Boarding
5.0 out of 5 stars

Tracie was wonderfully attentive and great with our pup! We’ll definitely be booking again in the future. Great communication, and respectful of our dog’s needs. Our dog can be a bit leash reactive, but Tracie was mindful to introduce her carefully to her own pets and make sure our dog was comfortable. Thank you, Tracie!!

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Emily B.
Boarding
5.0 out of 5 stars

Chippy basically checked into a dog resort staying with Missy! So many invigorating hikes and relaxing pool sessions and other active older adult dogs to socialize with—she looked so happy in all the photos!

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Carolyn H.
Boarding
5.0 out of 5 stars

Yshonda was absolutely pawsome as a pup sitter! She kept me updated the entire time with the cutest videos of Abby playing and having a tail-wagging good time with her dog. I always felt informed and at ease while Abby was in her care. Honestly, I’ve never seen Abby so excited to spend time with someone she had just met — she came home one happy pup! Yshonda even sent Abby home with an adorable little goodie bag, which was such a thoughtful touch. She’s truly been one of the best dog sitters I’ve ever had — I’d recommend her fur-real to anyone looking for someone caring, attentive, and trustworthy!

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Sean P.
Boarding
5.0 out of 5 stars

Thank you for taking great care of Penny! You were always sending pics and updates! Definitely will rebook with you in the future!

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Trisha V.
Boarding
5.0 out of 5 stars

Thomas was great! I loved getting updates on my dogs and could tell they had a great time staying with him!

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Ola K.
Boarding
5.0 out of 5 stars

Tyler was amazing! Toby absolutely adored staying with him for the week. Tyler went above and beyond my expectations of him as a sitter. Definitely will rebook if I ever need someone to watch Toby while we go on vacation. Thank you so much!

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Cindy A.
Boarding
5.0 out of 5 stars

Angie always takes such good care of our pup! Very easy to communicate with as well. Will gladly have her watch Oscar again!

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Anne-Marie G.
Boarding
5.0 out of 5 stars

Ashlee was amazing as always! She keeps us up to date and we always rest assured when Bosco is in her hands 🥰

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Chad T.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in West Milwaukee is $45

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Sitters in West Milwaukee average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in West Milwaukee is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most West Milwaukee dog boarding rates can be found as low as $26 to as high as $49 per night.

If you’re searching for a West Milwaukee dog boarding 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 Jun 2026, 872 sitters provided dog boarding in West Milwaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 93% of West Milwaukee dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in West Milwaukee have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 West Milwaukee.

Rover makes it easy to find West Milwaukee dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 872 dog boarding sitters in West Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In West Milwaukee, 86% of sitters offer daily exercise, 97% offer medication administration, and 94% 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 dog boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.