Dog Boarding Bayside

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Over 59
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.

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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
225 reviews
94 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family did a wonderful job with Gizmo. It was our first time leaving him for a week and with someone through Rover. Yolanda's patience, kindness, and experience brought me relief knowing that my dog was in great hands. She did everything possible to calm my anxiety-ridden fur baby and made him comfortable; kept me updated and was responsive; sent me photos; and was very easy/flexible to work with. By the end of the week, Gizmo was playing with other dogs and taking long walks twice a day, which he never does! He's been home for almost 24 hours and I can tell he misses Yolanda, but mostly, he's been sleeping like a baby. LOL. I couldn't thank Yolanda and her family enough. I finally found someone who was willing to take in my dog and refused to give up on him even when times were hard. I highly recommend her services! I've found my FOREVER dog sitter :) Thank you again Yolanda!!

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Kathy Mn' L.
Sitter Profile Image: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
281 reviews
82 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was great! Communicated everyday to let me know how Roscoe was doing and sent him home with a great report card that let me know overall how things went. Roscoe had a great time there!!

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Ashley 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
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: 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 is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!

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Jennifer B.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley was absolutely amazing with Chase and Coco! She kept me updated the entire time with pictures and videos, which gave me so much peace of mind. It was clear they were well cared for, happy, and loved while I was away. I had no issues or problems at all. I truly appreciate the excellent care she provided, and I will definitely be booking with her again. Highly recommend!

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Ashley B.
Sitter Profile Image: Jessica s.
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Jessica s.
Star Sitter
from
$35
per night
5.0 out of 5 stars
63 reviews
18 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

Where to start??? Jessica is awesome!!! She made my first time using Rover a very comfortable experience. I have a Min Pin named Cairo that happens to be energetic and super clingy; naturally I was worried about him being a hyper menace but I was relieved to hear from Jessica a day in that he was settled in and already having fun. The updates I were provided were timely and appreciated - always good to know your baby is safe, happy, and well taken care of. I provided Jessica with everything she might’ve needed to ensure a good stay for Cairo and she followed everything to the T! I can’t continue raving about how great Jessica is with the pups. I am extremely pleased. Cairo will be back to hang out with his new friend!!

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

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
51 reviews
12 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: Aidan H.
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Aidan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
53 reviews
15 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Dani (and Aiden) were such a blessing in helping me car for my 3mo old pup while I was away for 2 nights! I am very grateful, thankful, and satisfied with how well everything went! They remained in good contact/communication!! Cash tip provided :-)

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Melissa D.
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: Katie C.
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Katie C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
22 repeat clients
20 years of experience
Fox Point, WI, 53217

Katie and her family have watched our dog a few times. Our dog loves it at Katie's. She runs up to the door all excited to stay. Katie is very responsive and has been flexible when needed. She is a great communicator and makes it so I don't have to worry about our dog while we are away.

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

Amanda was amazing and accommodating with drop off and pickup. She took the time to really get to know all the details with Rusty and his habbits. She gave updates and pictures. Rusty had a great time and was a sad to leave. 13/10 recommend.

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

My dog was both loved and well cared for!

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

Winston loves his time with Angela and her family! Angela is very flexible with scheduling and sends pictures/updates throughout the stay. We always know our dog is well loved and cared for while we’re away. Highly recommend!

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Emily K.
Sitter Profile Image: Gabriel M.
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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 did such a nice job keeping my 12 week old puppy overnight. His dog Mel and my puppy got along great. I will definitely book Gabriel again. Thank you Gabriel and Mel!

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Katie D.
Sitter Profile Image: Linda V.
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Linda V.
from
$32
per night
5.0 out of 5 stars
5 reviews
4 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: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
161 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Doreen watches our dog every vacation we’re on. She sends us updates everyday and we look forward to our daily picture she sends us. Very dependable and a great communicator. Thanks.

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Lynnmarie T.
Sitter Profile Image: Auria R.
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Auria R.
from
$60
per night
5.0 out of 5 stars
167 reviews
70 repeat clients
40 years of experience
Glendale, WI, 53209

Leaving our dog with Auria (overnight) was our first experience with Rover.com and it was great! She messaged us with photos and words of assurance that our dog was having a great time with her dogs and doing well. She also replied quickly to our messages before and during our dog’s stay with her. Thanks Auria!

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Cathy 4.
Sitter Profile Image: Candace W.
Verified Background Check
Candace W.
from
$45
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
11 years of experience
Mequon, WI, 53092

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.
Sitter Profile Image: Michael J K.
Verified Background Check
Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
210 reviews
103 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Absolutely a wonderful visit with Michael for my little dog, Rosie. So much attention and care was given to her. Photos and updates were provided daily. Most importantly, Rosie was given affection and gentle kind care. I can definitely recommend Michael for wonderful pet care.

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Yvonne R.
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The median cost per night for dog boarding in Bayside is $45

Dog parents share their Rover experiences - Bayside

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5.0 out of 5 stars

Very good caregivers Loki arrived very happy I highly recommend them for the next trip I will contact them again 😊

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Emely V.
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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  • 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

  1. 1. Search

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

Select a filter and find qualifying sitters offering dog boarding.

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 September 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 September 2026, there are 801 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.

85% 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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