Pet Boarding in Bayside

Find a loving Bayside pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Bayside pet boarders

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: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

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Tia O.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$45
per night
4.9 out of 5 stars
27 reviews
11 repeat clients
12 years of experience
Kyle Canyon, Bayside, WI, 53217

About: Dogs and cats have always been a big part of my life, and I know how much joy and comfort they bring. I’d love the opportunity to care for your pets, whether that means daily walks, playful activities, or snuggles on the couch. I’m flexible and attentive, making sure your furry friends feel happy, safe, and loved while you’re away. I’m 22 years old and recently graduated from UWM with a Bachelor’s degree in Criminal Justice. I currently work part-time at a coffee shop and have a flexible schedule, making it easy for me to accommodate pet care needs When I’m caring for your fur baby, I’ll send as many pictures as you’d like, there’s no such thing as too many! I know I’d want updates on my own pets, so I’m happy to keep you connected while you’re away. I follow all instructions carefully to make sure your pets are well cared for!

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

Daniel did a great job watching Buddy for us!! He gave Buddy great exercise and all the snuggles. Will absolutely go to Daniel whenever we need a caregiver for Buddy 😁 🐕

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Cassidy H.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 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.
Sitter Profile Image: Katie C.
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Katie C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
41 reviews
20 repeat clients
20 years of experience
Fox Point, WI, 53217

This stay was great! Our dog seemed super happy and wasn’t sure he wanted to come home. Katie and her family took great care of him and made all the arrangements super easy. We look forward to another stay!

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

Jessica was absolutely wonderful! An old soul with a warm heart, she’s absolutely one with the dogs… Everything went smoothly with the meet-and-greet and with the whole reservation. I would absolutely recommend her to anybody!

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Jen H.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
4 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: Tegra R.
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Tegra R.
from
$44
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

Tegra went way beyond in flexibility for our drop off and pick up times. She is wonderful with animals. We'll definitly be using her again. Thank you Tegra for everything!!

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Cecille P.
Sitter Profile Image: Esther J.
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Esther J.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester did such a good job with our Golden Retriever! We reached out last minute and she was so accommodating. Quick response time, and Tucker had a blast. 🐾💗

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Abby K.
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
384 reviews
120 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria so helpful when I needed a last minute dogsitter. Her house is so clean and looks like a dog palace with a big yard and heated dog pad. Great communication as well. Highly recommend

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Shannon W.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
608 reviews
360 repeat clients
30 years of experience
Wauwatosa, WI, 53222

Cindy went above and beyond for our Murphy. Murphy was a little intimidated by some of the bigger dogs as she is only a 14 pound Boston terrier. Cindy even took Murphy into her own bed for comfort over night. We really appreciated Cindy going above and beyond to make our puppy happy.

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Maggie W.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
75 reviews
22 repeat clients
10 years of experience
Milwaukee, WI, 53223

Excellent service and took away the worry about leaving my dog with someone. They sent pics and informed me how well she was doing and was very helpful with her comforter I would definitely use them again what a amazing job they did with watching her. I would definitely recommend them to anyone who needs to have their dog watched. Thank you for being so amazing.

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Eddy C.
Sitter Profile Image: Kayla W.
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Kayla W.
from
$30
per night
4.8 out of 5 stars
21 reviews
7 repeat clients
5 years of experience
Mequon, WI, 53092

Kayla and Milo were awesome sitters! Kayla did an amazing job housing my dog Kobe and sending picture updates to show he is doing. It seemed like he enjoyed his stay so much. Milo also was a great furry friend to keep Kobe company. With the awesome communication and also being flexible on scheduling, Kayla is awesome to work with. Definitely will book again.

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Ricardo Miguel M.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check
Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!

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Chad T.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
7 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

Madison and Joseph are wonderful sitters! They are kind and had great communication. They took such great care of my husky and she had a nice time with them and their husky! I'm pretty sure she misses them! Thanks again Madison and Joseph!

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Nita
Sitter Profile Image: Nicole & Scott G.
Verified Enhanced Background Check
Nicole & Scott G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
30 years of experience
Glendale, WI, 53209

I booked with Nicole to watch my dog Penny for two nights while I was away for the weekend. Everything went great! Good communication throughout and no issues at all with Penny. I would definitely book with her again!

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Shelby I.
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: Lisa W.
Verified Enhanced Background Check
Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
354 reviews
102 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great as always! She made my dog feel comfortable and kept me informed of how she was doing. My dog seemed very happy and I appreciate everything Lisa did! Definitely recommend. 😊

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Briana O.
Sitter Profile Image: Kellene M.
Verified Enhanced Background Check
Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
1 / 1
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Over 56
pet parents in Bayside have booked pet boarding

Bayside pet parents share their Rover experiences

1 / 1
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

Chad (and TJ) did a great job watching Sammie! He sent many updates and pictures during her stay with them. Sammie is looking forward to going back to their house in the future.

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Brad N.
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

Katie and her family always take such great care of our pup Boonie, we are always happy to have her stay there and she’s always excited to stay with her friends

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Tanya P.
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
5.0 out of 5 stars

This is the second time we have used Kaylee and she was wonderful yet again! Flexible with drop off and pickup times even when I had to change last minute and really great at updating with pictures. Ziggy loves her!

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Emily E.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet boarding in Bayside is $45

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Bayside average 10
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Bayside on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Bayside pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 833 sitters provided pet boarding in Bayside. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Bayside pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Bayside have an average of 19 years of experience. Pet boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Bayside.

Rover makes it easy to find Bayside pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 833 pet boarding sitters in Bayside on Rover, so you’re sure to find the perfect match for your pet! In Bayside, 86% of sitters offer daily exercise, 97% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.