Dog Boarding in Bayside

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Top rated Bayside dog boarders

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Sitter Profile Image: Jacquelin C.
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Jacquelin C.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
125 reviews
56 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.

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Stephanie Q.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
46 reviews
9 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry was amazing watching my dog Mel! She was super communicative and sent lots of updates and photos about what they were up to. This was the first time I used Rover to find someone to watch my dog because it's hard for me to trust someone to care for Mel that way I do, but I would definitely trust Sherry with Mel again.

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Wendy S.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
159 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

Auria was excellent. Her communication skills were great (very important). She easily accommodated special requests - such as taking a birthday photo of my dog for my daughter’s birthday while we are away.

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Mara S.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
236 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Ms. Monique gave Ned an incredible vacation while we were away! His stay was exactly what we were looking for: a loving home away from home. Monique was incredibly welcoming and accommodating, has a great way with animals, and the perfect setup both inside and out. Monique was incredibly responsive and we so enjoyed the updates while we were away :) Ned is already counting down the ways until our next trip back, thank you again!

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

Jan is our go-to sitter for our dog and always does a great job. She is flexible, communicative and takes great care of our dog. Don’t hesitate to book with her!

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Rebekah L.
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
3 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: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
193 reviews
83 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is always flexible, especially with last minute requests! My wife and I were in a pinch to find boarding before our wedding and Yolanda and her family totally stepped up. Our pup loves Yolanda and we couldn’t recommend her any higher.

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Charlie C.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
153 reviews
41 repeat clients
30 years of experience
Glendale, WI, 53217

Kim and Tom are THE best . We’ve had many stays and all have been great . Processional/ Reliable and Safe . Poppy and Dudley the Pugs LOVE coming for visits and can’t wait for the next one .

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Liz J.
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
35 reviews
13 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann and Arman are the absolute best! They're so kind and caring with our dog and she loves staying with them. I'm fairly certain our dog prefers them over us at this point :)

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Ashley E.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
29 reviews
10 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Dani & Aiden were great with our dogs and very accommodating. They are extremely flexible with timing and sent us plenty of pictures through out our dogs stay.

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Courtney P.
Sitter Profile Image: Andrew J.
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Andrew J.
Star Sitter
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.

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Scott S.
Sitter Profile Image: Kris P.
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Kris P.
Star Sitter
from
$40
per night
4.7 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!

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

Angela was absolutely amazing! I received multiple pictures a day of my dog enjoying spending time with her pups and family. She was treated her as if she was a part of the family. In fact, when I went to pick her up she didn’t want to leave ha! I would most definitely book Angela again in a heart beat. -Allie

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

Daniel is so good with our incredibly strong, high energy dog. He takes such tender care of her, and gives her tons of exercise. We will always go with him as long as he is free!

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Kelsey E.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
4 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: Candace W.
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Candace W.
from
$45
per night
5.0 out of 5 stars
24 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: 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 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: 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: 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.

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Bayside dog parents share their Rover experiences

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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

Emma, Thomas and their son were great and took great care of our dog. They took the time to get to know her before, asked thoughtful questions and communicated every day with updates. Would recommend!

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Daria S.
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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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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 dog 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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Bayside average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Bayside dog 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, 722 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Bayside dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Bayside have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

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

There are 722 dog boarding sitters in Bayside on Rover, so you’re sure to find the perfect match for your dog! In Bayside, 84% of sitters offer daily exercise, 96% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.