Dog Boarding Bayside

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Over 60
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: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 300 reviews
84 repeat clients
20 years of experience
Mequon, WI, 53097

“We’re so thankful for the great care Buck receives! He always comes home happy and tired, which tells us he gets plenty of playtime and attention. It gives us peace of mind knowing he’s in such good hands. Thank you, Monique, for taking such wonderful care of him!”

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Mallory P.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
6 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: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 169 reviews
49 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: Katie C.
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Katie C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 43 reviews
22 repeat clients
20 years of experience
Fox Point, WI, 53217

“Katie and her family were wonderful to our especially anxious dog. She brought her out of her shell and put us at ease while we were away. Will definitely be using Katie again.”

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Austin R.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
13 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: Jennifer K.
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Jennifer K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 73 reviews
33 repeat clients
10 years of experience
Mequon, WI, 53092

“Jennifer and her daughters were GREAT with Laurent! The love they showed him was fantastic. We already are booked for his next stay!! Thanks Jennifer!!”

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Sean B.
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
• 434 reviews
139 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Maria and Nayibe took great care of my 4 month old puppy for an entire week over Christmas! They went out of their way to replace a food item I had forgot to bring along. I really appreciated the updates, pictures and communication. They went above and beyond for my little one. Would definitely use them again and recommend to others!”

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Stephanie M.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 284 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: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Wauwatosa, WI, 53222

“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”

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Renee B.
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: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
• 27 reviews
6 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: Whitney H.
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Whitney H.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
30 years of experience
Mequon, WI, 53092

“Milo had the best time with Whitney and her pups! I appreciated the updates and pics and was able to have a fun trip knowing Milo was in good hands!”

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Kara E.
Sitter Profile Image: Rebecca J.
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Rebecca J.
from
$44
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
25 years of experience
Cedarburg, WI, 53012

“Rebecca takes such wonderful care of Addi. Every time we drop her off, she is excited to see Rebecca and her family. I can relax on my vacation, knowing she’s in such great hands.”

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Christine M.
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 took great care of my baby. She sent photos and messages to let me know how he was doing. Her communication was excellent and she was very easy to work with.”

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Sherri D.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 108 reviews
39 repeat clients
20 years of experience
Germantown, WI, 53022

“Paul did an amazing job watching our pup! He "warned' us that he would try to exceed our expectations, and no question he absolutely did. We loved all the updates with photos, and the numerous offsite visits to parks was so fun to see. So comforting while we were such a long distance away. We'd recommend Paul to anyone!”

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Steve N.
Sitter Profile Image: Esther J.
Verified Enhanced Background Check
Esther J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

“Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.”

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Heather B.
Sitter Profile Image: Zachary J.
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Zachary J.
from
$25
per night
5.0 out of 5 stars
• 4 reviews
5 years of experience
Northpoint, Milwaukee, WI, 53202

“Zachary took great care of Bru! I loved the frequent updates!”

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Emily K.
Sitter Profile Image: Cindy B.
Verified Background Check
Cindy B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 72 reviews
23 repeat clients
20 years of experience
Mequon, WI, 53092

“Our first experience with Cindy was beyond our expectations. We hit the jackpot and our girl, Sadie, now has a new favorite sleepover spot. From the moment you meet Cindy you know your pet will be in capable, loving hands. She kept in regular contact with us throughout our trip so we knew Sadie had settled in well and was very comfortable staying with Cindy and her wonderful family members. We could not recommend Cindy enough.”

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Carol W.
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
• 115 reviews
36 repeat clients
20 years of experience
Waukesha, WI, 53186

“Scott & Ashley were great! Daily updates and photos. Kiko and Ellie, looked kind of bummed to be going home with us! The dogs loved their multiple walks per day and especially were spoiled, sleeping with Scott & Ashley's 2 boys! Great, fenced in yard in a nice, quiet neighborhood.”

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Mike W.
Sitter Profile Image: Kerry S.
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Kerry S.
from
$42
per night
5.0 out of 5 stars
• 84 reviews
34 repeat clients
20 years of experience
Grafton, WI, 53024

“Kerry was great! Great communication and easy booking and our dog Josie absolutely loved her home. We will definitely be using Kerry and Bruce again”

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Natalie C.
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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

Once again Ann and Arman spoiled our Shorty! We love the attention the whole family lavished on our dog ❤️

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Julia G.
Boarding
5.0 out of 5 stars

Katie and her lovely family took fabulous care of our Cavi, Marley while we were out of town for 10 days. He obviously got lots of snuggles, attention and playtime wile in their care. We’re just glad Marley didn’t want to stay with them rather than us when we returned 🤞! We will definitely be calling them for future boarding needs!

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Julie H.
Boarding
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

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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Bayside

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Bayside average 12
repeat dog boarding clients

FAQs for Dog Boarding - Bayside

Frequently asked questions about Rover

The average cost of Dog Boarding in Bayside is $39 per night as of October 2026. Most bookings cost between $39 and $47 per night. On Rover, 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 789 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 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.

93% of sitters in Bayside 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 Bayside home-away-from-home, 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 , 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 .

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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