House Sitting in Bayside

Find a loving house sitter to watch over your pets and your home.

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Top rated Bayside house sitters

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: Lenys H.
Verified Enhanced Background Check
Lenys H.
from
$50
per night
4.9 out of 5 stars
26 reviews
11 repeat clients
12 years of experience
Kyle Canyon, Bayside, WI, 53217

I can’t recommend Lenys enough! She took such great care of my floof while I was away, making sure she was well-fed, comfortable, and had plenty of company. I loved receiving daily updates and adorable photos, which really gave me peace of mind. She even went above and beyond by suggesting and installing a new cat fountain to keep my cat hydrated and happy. On top of that, she made sure any packages delivered during my trip were safely brought in and secured. Truly thoughtful, reliable, and caring, she'll get the job done and more! Definitely booking her again!

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Arvind M.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
110 reviews
19 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
36 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

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Megan T.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$50
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
40 years of experience
Mequon, WI, 53092

We hired Cynthia to house sit for our dog, cat, and chickens for over a week. She did a great job! She spent a ton of time at the house, sent consistent updates, and took great care of our babies. We had our outgoing flight delayed by over a day, and Cynthia was flexible and understanding.

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Joshua D.
Sitter Profile Image: Anna S.
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Anna S.
from
$60
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
12 years of experience
Fenway-Kenmore, Fox Point, WI, 53217

Anna was fantastic! She was great with my very energetic and large dog; she was very responsive and left my place spotless! Would definitely book again!

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Bri M.
Sitter Profile Image: Marie W.
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Marie W.
from
$75
per night
5.0 out of 5 stars
5 reviews
13 years of experience
Fox Point, WI, 53217

We had a little hiccup on communication for times but it all worked out. Marie sent pictures and videos of Charlotte and she’s very happy and well taken care of. House was clean and well kept. Would be glad to have Marie come again

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Tracy R.
Sitter Profile Image: Sofia G.
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Sofia G.
from
$28
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: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

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Josie H.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catie is a gem! We met twice before she stayed with our two small dogs for 4 nights. Catie updated us frequently and left our house spotless… and our dogs love her! She is kind, highly reliable, a great communicator and is a truly lovely person. So happy to have found her!

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Joshua S.
Sitter Profile Image: MaTeo H.
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MaTeo H.
from
$28
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Brown Deer, WI, 53223

About: What sets me apart from other sitters is the level of care and connection I bring to every animal I work with. I have experience with all types of animals, and I treat each one like they’re my own patient, gentle, and fully attentive to their needs. I don’t believe in one size fits all care. I follow your pet’s routine closely and make sure they feel safe, comfortable, and loved. I’m a great communicator, always keeping you updated with photos and messages so you can relax knowing your pet is truly in good hands. With a calm energy, a clean environment, and genuine passion for animals, I make every pet’s stay a positive and stress free experience. Pet care fits naturally into my daily routine because I build my day around the animals I’m watching. I start and end each day with feeding, potty breaks, and quality time, and I make sure every pet gets plenty of attention, play, and exercise throughout the day. Whether it’s walks, check ins, or simply giving them comfort and company, I plan my schedule to stay consistent and reliable. Pets aren’t an “extra” for me they’re a meaningful part of my day, and I make sure their needs are met with patience, love, and structure. When I’m caring for pets in a client’s home, I respect their space and keep everything exactly how their pet is used to. I stick closely to the pet’s daily schedule, maintain their feeding and exercise routine, and make sure they get quality time, attention, and reassurance. No matter where the care takes place, my goal is to make every pet feel safe, loved, and stress free, just like they’re with family.

Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Waterfront, Cedarburg, WI, 53012

Amanda was amazing with my boys. She was reliable checked in and sent lots of pics, and the boys loved her we have already booked her for Christmas!

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Dana E.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$75
per night
5.0 out of 5 stars
31 reviews
14 repeat clients
5 years of experience
Brown Deer, WI, 53209

Kristina helped us when we had a last minute weekend trip. She is very responsible

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May A.
Sitter Profile Image: Travis H.
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Travis H.
from
$80
per night
5.0 out of 5 stars
342 reviews
107 repeat clients
35 years of experience
Milwaukee, WI, 53212

Travis always goes beyond the call of duty! He is amazing with our dog, communicative and always leaves our place nice and tidy after his stay. If I could give more than 5 stars I would :)

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Rosy R.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
44 reviews
19 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$40
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

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Bret K.
Sitter Profile Image: Mykala A.
Verified Background Check
Mykala A.
from
$32
per night
4.7 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Northridge Lakes, Milwaukee, WI, 53223

Mykala did a phenomenal job watching over my Iris for this weekend. She sent pictures and videos and was very consistently available with updates and willing to stay and watch her even longer when requested. She loved her like she was hers and I came home to a VERY happy fur baby!

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Angela C.
Sitter Profile Image: Margaret V.
Verified Enhanced Background Check
Margaret V.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Whitefish Bay, WI, 53217

Margaret was super responsive and very attentive to our cats while we were away! She was great!!

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Grace G.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
from
$28
per night
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

Sitter Profile Image: Alexandra I.
Verified Enhanced Background Check
Alexandra I.
from
$45
per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

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Kristina P.
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Bayside pet parents share their Rover experiences

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5.0 out of 5 stars

Ruby did a wonderful job dog sitting our dog while we were abroad for over a week! She too great care of our dog and sent daily updates. I would highly recommend her!

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Marissa W.
House Sitting
5.0 out of 5 stars

Cindy was great! She loved and took care of Bailey and our bunnies for a week. They were in good hands. She provided picture updates..which is always a good piece of mind.

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Jodi R.
House Sitting
5.0 out of 5 stars

Lenys did a great job with our pets and house. She sent us daily photos and updates. She effectively resolved the issues that came up.

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Deborah S.
House Sitting
5.0 out of 5 stars

Jackie was so wonderful in helping take care of our cat and dog while we were away for a week! She’s incredibly kind, and it was clear that our animals took to her almost immediately. Jackie spent some time at our house during the week to keep our cat company, while our dog slept at her house. We came back to our home looking just as we left it. Highly recommend an would use again in a heartbeat!

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Adam T.
House Sitting
5.0 out of 5 stars

Julia was an awesome companion for my pup, Malakai, today. She arrived on time, sent me several photos and updates throughout the day, and followed all my instructions for Malakai's care. He seemed to really enjoy his time with Julia and I would definitely use her again.

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Kay B.
House Sitting
5.0 out of 5 stars

Jeff did a great job taking care of Franzia and Bella. We were lucky he was available at the last minute and on a holiday. He sent pictures and was very good at communicating with us.

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Stephanie B.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and 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 house sitting in Bayside is $50

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 house 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.

Sitters in Bayside average 5
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Bayside on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 1,107 house sitters in Bayside. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Bayside house sitters respond in under an hour.

House sitters in Bayside have an average of 15 years of experience. House sitters with repeat customers have an average of 5 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Bayside.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Bayside house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.