Dog Boarding Bayside

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Over 57
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Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
256 reviews
74 repeat clients
20 years of experience
Mequon, WI, 53097

Ms. Monique gave Ned an incredible vacation while we were away! His stay was exactly what we were looking for: a loving home away from home. Monique was incredibly welcoming and accommodating, has a great way with animals, and the perfect setup both inside and out. Monique was incredibly responsive and we so enjoyed the updates while we were away :) Ned is already counting down the ways until our next trip back, thank you again!

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Steve M.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 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: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
204 reviews
88 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her husband Rashad were wonderful and warm! After our meet and greet Rex and I felt comfortable and knew Rex would be In Great hands and they didn’t disappoint. I’ll definitely be using them again!

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Brooke F.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
158 reviews
43 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: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!

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Nikki M.
Sitter Profile Image: Katie C.
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Katie C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
21 repeat clients
20 years of experience
Fox Point, WI, 53217

Katie was fantastic! She made us feel a lot better about leaving our dog for the first time. I would definitely trust her and her family again.

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Angie L.
Sitter Profile Image: Candace W.
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Candace W.
from
$45
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
11 years of experience
Mequon, WI, 53092

Our pup was perfectly exhausted in the best way! Loved hanging with Candace and her pups. She even went above and beyond and gave him the nail clipping we hadn’t had a chance to get scheduled due to a busy schedule. Thank you!!! ❤️

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Nicole C.
Sitter Profile Image: Angela G.
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Angela G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
18 years of experience
Upper East Side, Milwaukee, WI, 53211

Angela was great, our Penny had a lovely time and came home tired and happy. Angela was great with communication and pictures and very flexible about pick up and drop off. I would definitely bring our Penny back.

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Sebastian B.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
6 reviews
2 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: Jacquelin C.
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Jacquelin C.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Fox Point, WI, 53217

Jacquelin and her husband have been a wonderful find and we could not be more grateful for her and her husband’s incredible care for our guy, Teddy. We were gone for 10 days for our spring break and were a little nervous being gone that long. Teddy comes from a one dog household and normally stays at home with a family member or friend; however this trip was too long for an arrangement like that and could not have been more pleased with the care, concern, consistent communication and love given to our sweet guy! We would not hesitate to use them again. Thanks so much 💛

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Candice E.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
45 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

This was our first time using Rover. We had last minute work done in our house where the cats had to be gone. Aidan and Dani were amazingly patient with our four cats who have quite unique personalities.

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Amy B.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry is fantastic!! She is so attentive, responsive, and treats our little fur baby with so much kindness and love! 🩷 I really appreciate all the pictures and updates during our dog’s stay with her! We will absolutely be booking with Sherry again! ☺️

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Alejandra J.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
116 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.

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DeShawn P.
Sitter Profile Image: Gabriel M.
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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 was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

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Jordan P.
Sitter Profile Image: Sofia G.
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Sofia G.
from
$35
per night
5.0 out of 5 stars
2 reviews
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: Mitchell C.
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Mitchell C.
from
$35
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Bluemound Heights, Milwaukee, WI, 53213

Mitch was very accommodating with my last minute booking request. After a quick meet and greet, I left my 4 year old pup in good hands for an overnight stay. Mitch has a nice big fenced in yard for the dogs to play, he was very responsive with his communication and provided photo updates. Would definitely recommend.

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Mike P.
Sitter Profile Image: Cortney T.
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Cortney T.
from
$50
per night
5.0 out of 5 stars
53 reviews
8 repeat clients
8 years of experience
Cedarburg, WI, 53012

Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!

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Amanda V.
Sitter Profile Image: Rebecca J.
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Rebecca J.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
25 years of experience
Cedarburg, WI, 53012

Rebecca was fabulous. She took such wonderful care of our 13-year-old senior dog. She was so flexible I will definitely book with Rebecca in the near future.

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Christine M.
Sitter Profile Image: Justin F.
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Justin F.
from
$50
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Mequon, WI, 53092

About: I’ve had dogs my entire life and truly consider them family. Growing up, my family had a Cocker Spaniel, then a Weimaraner, and eventually we fell in love with Labrador Retrievers — we’ve had three Labs in a row. My most recent chocolate Lab, Thor, passed away about 2 years ago, and until we’re ready to bring another dog home, I’ve decided to pour that love and care into other people’s dogs. My dogs have always been right by my side, so your dog will never feel like a guest. If your dog enjoys car rides, they’re welcome to come along with me. At home, they’re free to relax on the couch, go for walks, play at the dog park, or just enjoy companionship and attention throughout the day. I trained our labrador Thor to retrieve so if you have a hunting dog and they have a favorite retriever toy I’d be happy to keep their skills fresh while you’re away. I understand how important it is to trust someone with your dog, and I’ll care for yours as if they were my own — with plenty of love. I work full-time Monday to Thursday.I am an early riser due to work and having young kids. I work 10 minutes from home so stopping home for potty breaks and exercise during the work week is easy to do. Friday,Saturday,Sunday we are home bodies with two young kids and will treat your dog like family all day. I can crate your dog in our XL crate with a comfy bed if needed. Puppies can be put into a puppy play pen as needed. We have a nice yard to play and a dog friendly neighborhood for walks weather permitting. I will only watch one dog at a time for dog safety and to give your dog my full attention. I will watch multiple dogs from the same household. Due to young kids (3&5 year olds) living in our home I do request dogs that do well with children. If you have a puppy I understand the potential teething and nipping stage is apart of a dogs growth and understand the process as I’ve had 4 puppies in my life. My children will always be supervised around your dog.

Sitter Profile Image: Jennifer K.
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Jennifer K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
70 reviews
32 repeat clients
10 years of experience
Mequon, WI, 53092

Jennifer was amazing with Piglet. We were at ease getting updates and pictures throughout the time we were gone. Will definitely book with Jennifer Again!!!!

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Melissa N.
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The median cost per night for dog boarding in Bayside is $45

Dog parents share their Rover experiences - Bayside

1 / 1
5.0 out of 5 stars

This is my 2nd time having Ann & Arman and their kids watch and take care my dog....I will not find a better family to leave your pet with while away. They are always sending pictures, updates and are very good with communicating. They took my dog on multiple walks per day, always gave him love and play time and made sure that he felt comfortable at their home....soo much so that when I came to pick him up he looked out the window and barked at me lol....if you are able to book this family take it...outside of my own family I will not take my dog anywhere else......thank you again!!

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Paul K.
Boarding
5.0 out of 5 stars

Katie and her family are amazing in every way of the word. From the moment we met, it was clear that they genuinely care about animals and treat every pet as if it were their own. They provided regular updates, photos, and messages, which gave me complete peace of mind knowing my dog was happy, safe, and well cared for. They maintained our dog's routine, made sure plenty of exercise and playtime were included each day, and, most importantly, gave lots of pets and love. Katie and her family are professional, reliable, trustworthy, and compassionate. I would absolutely trust them with my dog again and wholeheartedly recommend them to anyone looking for a truly outstanding pet sitter.🐾❤️

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Myja R.
Boarding
5.0 out of 5 stars

Great dog sitters. Tipper was happy and exhausted when we got her back. She had a great vacation. Thank you for the loving care.

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Sharon H.
Boarding
5.0 out of 5 stars

Jaki is simply the best when it comes to pet care!! She is so caring and attentive I never have a concern when my baby is in her care.

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Chloe E.
Boarding
5.0 out of 5 stars

Excellent updates daily with pictures and videos. Really treated her as a member of the family and even took her to their Easter celebration with there extended family!!

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Eric W.
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

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Popular requests for dog boarding - Bayside

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Sitters in Bayside average 10
repeat dog boarding clients

FAQs for Boarding - Bayside

Frequently asked questions about Rover

The average cost for Dog Boarding in Bayside on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 822 sitters on Rover offering Dog Boarding across Bayside. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

86% of Bayside sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Bayside landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Bayside 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 Bayside.

Tip: 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 Bayside 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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