Dog Boarding Bayside

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Over 57
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: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann and Arman were awesome hosts for Finn while I was traveling for work. They treated him like family, and he clearly settled in quickly (note that they did a great job of providing pictures and updates). He enjoyed his walks with them, loved playing with their children, and was treated with love! Ann and Arman were a joy to work with, and Finn looks forward to returning soon.

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Dustin B.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
201 reviews
86 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.
from
$45
per night
5.0 out of 5 stars
244 reviews
70 repeat clients
20 years of experience
Mequon, WI, 53097

I have used Monique twice now to set a pretty energetic little dog. She has been so responsive, so accommodating, and so caring for my sweet little pup. I love that she sends pictures and updates about how my pet was acclimating to the new setting. Highly trust and recommend Monique and I can’t wait to use her again!

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Ashley H.
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: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
155 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.

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Liz J.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Sofia G.
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Sofia G.
from
$30
per night
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: 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

Mina loves staying with Candace and Jared, she loves spending time with them along with Daphne and Lennox too, it is her home away from home when I am away or busy. They treat her like she is one of their own, she is very well loved and cared for when she stays with Candace and Jarod.

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Jason L.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
38 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
48 reviews
11 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sandy M.
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 took excellent care of my dog while I was away. I appreciated being updated with frequent pictures throughout the day. I highly recommend Gabriel and I would definitely have him watch my dog again.

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Jerek F.
Sitter Profile Image: Auria R.
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Auria R.
from
$60
per night
5.0 out of 5 stars
162 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

Jackson loved his first stay with Auria. He got along great with her dogs and was very comfortable in her home. I think he had a lot of fun while I was gone. We look forward to using her again!

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Judy R.
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
20 repeat clients
20 years of experience
Fox Point, WI, 53217

Katie was a wonderful sitter! Ziggy came back seeming happy, healthy, and even a little worn out which we were happy to see :) Katie sent us some adorable pictures of our dog while we were gone which we were very happy to receive. Also, she was flexible with our drop off and pick up times. Overall, we couldn't have asked for a better first experience with Rover.

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

Angela kept our senior dog over a long weekend while we were out of town. She was super attentive and sent lots of pictures, putting our mind at ease. She clearly loves dogs and we knew our pup was in loving hands! I would definitely use her again and recommend her without any hesitation!

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Andrea K.
Sitter Profile Image: Jessica s.
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Jessica s.
Star Sitter
from
$35
per night
5.0 out of 5 stars
56 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: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
156 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

I feel like when Jazz is with Doreen she’s on her own vacation. I know she’s in good hands. I will continue to trust Doreen with our future needs.

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

About: I grew up in a large and loving family with very high-energy dogs. Last May, my husband, two kiddos and myself said goodbye to the best dog in the entire world- we miss Dexter everyday. He wasn't just a dog to us, he was family. We currently have a cat named Beans who we adopted when she was a tiny kitty. She gets a lot of attention from our 4-year-old daughter who wants to be a Veterinarian one day. Over the years, we trained Dexter (a golden retriever), and had to learn a lot about cats since neither of us grew up with a cat. Beans is very, very particular. When I was younger I helped train the family dog(s) and spent countless hours playing, walking, bathing, petting and cuddling these dogs. It has been almost one year since Dexter passed away and I miss having a dog to pet and chit-chat with everyday. I would love to spend time with your pet. Currently, I do not work. I drop one kid off at 8:30am and the other at 12:45pm, and pick up both kids at 3:30pm. We do a lot of walking and biking around town. I have a lot of free time. Our schedule will change a little bit in the summer with the kids swim lessons and a couple camping trips. Our apartment complex has a fenced-in dog run, we are near the bike path, I am happy to clean-up after your pet when necessary. I respect all pet owner's rules to ensure pet safety when walking on the leash, dietary guidelines, etc. I am able to crate animals at your house, as well as ours, if necessary.

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 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: Jan H.
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Jan H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
272 reviews
124 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan was an awesome dog sitter! We met prior to Fergus’ stay so I could see her home and yard and meet in person. She was kind, asked questions about Fergus, and showed how she keeps pets safe who stay. She was an awesome caregiver and I will certainly use her again in the future. Thanks, Jan!

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

Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!

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Morgan C.
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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

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

Ann and Arman and their kids are terrific dog sitters. I wasn't sure Shorty would be excited to see us again after all the photos Ann and Arman sent while we were out of town. Truly a lovely family - one you can definitely trust with your furry family member. Will definitely be booking them again

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Julia G.
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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    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

Sitters in Bayside average 10
repeat dog boarding clients

FAQs for Dog 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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