Dog Boarding Bayside

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Over 58
pet parents in Bayside have booked dog boarding

Bayside, 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.

1 / 1
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
150 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela was the perfect dog mom for our Skye. She adjusted to Skye's schedule and Skye learned how to make her needs known. Angela sent us daily photos and a few videos, so we could be assured that Skye was doing well. Skye will definitely be returning in the future.

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Joyce L.
Sitter Profile Image: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
277 reviews
79 repeat clients
20 years of experience
Mequon, WI, 53097

Monique took excellent care of Juno. I was impressed with her updates and pictures. Juno can be a bit shy but she settled in great and made lots of dog friends during her stay. Monique was very responsive and wonderful to work with.

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Leah M.
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
2 repeat clients
20 years of experience
Milwaukee, WI, 53211

Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!

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Lakara T.
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
407 reviews
132 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

I cannot say enough about Maria and Nayibe. I’m very selective about who I allow to care for my dog and I can 100% say that I made a good choice. Throughout the weekend, I received updates, pictures and video which really put my mind at ease. Thank you so much and I will be using them again!

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Andrea W.
Sitter Profile Image: Rebecca J.
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Rebecca J.
Star Sitter
from
$44
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
25 years of experience
Cedarburg, WI, 53012

I'm so happy we found Becky! My little dog has a few special instructions in his old age, so I really appreciate her care and attention. He was happy and healthy when I picked him up.

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Erin F.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
215 reviews
90 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was such a wonderful sitter! She provided pictures and updates everyday so we knew that our fur baby was well taken care of! We will definitely reach out to her again!!

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

Jennifer was absolutely amazing. Keeper loved spending time with her and her family - and Jennifer provided wonderful photos so that we could see how happy Keeper was. We will definitely bring Keeper back to Jennifer again!

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Tanja F.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
160 reviews
43 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is the BEST dog sitter....period. My dog, Georgia, gets to take lots of walks, play in the fenced yard, and spend quality time on the couch with Kim's dog, but the biggest thing for me is that I TRUST that she is safe and cared for so that I can go away and enjoy myself without worrying about her. THANK YOU, KIM!

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Jennifer B.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Jill F.
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Jill F.
Star Sitter
from
$66
per night
4.9 out of 5 stars
111 reviews
35 repeat clients
30 years of experience
West Allis, WI, 53214

My dog loved Jill! I was nervous because he sometimes doesn’t do well with strangers sometimes but meeting her he immediately warmed up and loved her. He definitely wanted to stay when I came back to pick her up. Jill was amazing! I definitely will book her again.

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Stephanie B.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!

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Jennifer P.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
96 reviews
32 repeat clients
20 years of experience
Germantown, WI, 53022

Paul was a great sitter! Yuba looked happy and content in all his pics. I felt everything was safe and under control. Thank you, Paul!

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Vic T.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
159 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Doreen is a sweet lady who took great care of Buddy. He was in great spirits when I picked him up. I will happily book Doreen again to look after my baby.

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Kim S.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was a wonderful sitter to our dog, Phoebe. Excellent communication, professional, and friendly. He sent us a few pics while we were away to let us know how she was doing, which I especially appreciated. Definitely recommend Scott, and his cute dog Lucy, to anyone looking for a sitter and a playmate.

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Yvonne D.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
93 reviews
17 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

The best sitter we’ve used. Daniel meshed really well with our Black lab. He watched our dog for 12 days and had no issues. Frequent updates and open communication. Highly recommend!

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L
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
125 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan was great with our dog! She sent pictures throughout the day so we could see what they were doing and how happy he was! I will definitely contact Jan again to watch Miggy.

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Brittany B.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
103 reviews
26 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and his family were amazing. The daily pictures and updates were something we looked forward to while we were on vacation. We were able to relax knowing they were in good hands and having the time of their lives. They came home so tired! Would 100% use them again.

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Jackie B.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
112 reviews
30 repeat clients
25 years of experience
Greenfield, WI, 53228

Mary did a wonderful job with our girls. She sent me photo updates and texts. Pups seemed very happy and healthy when we picked them up. Mary was patient with our shy smaller girl. Allowed cuddles and bedtime snuggles. So happy we found a loving home away from home for our girls.

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Laurie F.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
43 reviews
8 repeat clients
15 years of experience
West Allis, WI, 53214

Super easy and flexible with dropping off and picking up my pup. She seemed happy after I picked her up and slept a lot from the activity she got with the other dogs.

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Len S.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
50 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.
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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

Chad & TJ were so great to my girl Joon! Knowing she could play with their dog Bosco all weekend was a nice bonus! Will gladly rebook!

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Ashley C.
Boarding
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

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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Book with peace of mind

  • 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?

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

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Sitters in Bayside average 11
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 August 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 August 2026, there are 820 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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