House Sitting in Bayside

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
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
Bayside, WI, 53217

Lenys was wonderful!! She took such great care of our pups! She Sent lots of pictures and was easy to communicate with! We would highly recommend her!

Profile image
Gwynn B.
Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check
Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
35 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

As always, Katelyn works magic with Otis. She recently sat for a night when we had to go away for a wedding, and instead of being his usual skittish self when we aren't around, he relaxed and spent much of the time relaxing and cuddling. Thank you, Katelyn!

Profile image
Zack G.
Sitter Profile Image: Charles B.
Verified Enhanced Background Check
Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
102 reviews
17 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!

Profile image
Vicki W.
Sitter Profile Image: Cynthia E.
Verified Enhanced Background Check
Cynthia E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
5 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.

Profile image
Joshua D.
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Stephanie B.
from
$32
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Glendale, WI, 53209

Steph was communicative and reliable. She clearly loves cats and understands their behavior and needs. We felt relaxed while away knowing she was watching over things!

Profile image
Catherine K.
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

Profile image
Monique M.
Sitter Profile Image: Marie W.
Verified Enhanced Background Check
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

Profile image
Tracy R.
Sitter Profile Image: Catherine R.
Verified Enhanced Background Check
Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
18 reviews
7 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!

Profile image
Joshua S.
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Yolanda W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
180 reviews
74 repeat clients
35 years of experience
Brown Deer, WI, 53223

About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

Sitter Profile Image: Olivia K.
Verified Enhanced Background Check
Olivia K.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Cambridge Heights, Milwaukee, WI, 53211

About: I’ve been caring for pets for the past 13 years, starting with walking my neighbors’ dogs multiple times a week and stopping by to let them out when their owners were away overnight. Since then, animal care has been a constant part of my life. I’ve helped care for my own dogs in every way—from off-leash walks and swimming to bathing and attending vet appointments. My family and I have also fostered dogs ranging from 8-week-old puppies to senior pups, giving me experience with dogs of all ages and needs. In addition to dogs and cats, I have extensive experience working with horses. I also have a laid-back tabby cat of my own who’s more like a dog than a cat. I’m a huge animal lover and always care for pets as if they were my own—providing the same attention, patience, and love I’d want someone to give my animals. I’m currently a full-time student at UWM, but I have a very flexible schedule. I attend classes three days a week, and most of my coursework can be done on my laptop. This allows me to spend plenty of quality time with your pet throughout the day and easily accommodate feedings, walks, playtime, and check-ins. I care for every pet as if they were my own. I understand that for most people, pets are family, and I treat them with the same love, respect, and attention I give my own animals. When I’m caring for pets , I prioritize their safety, comfort, and routines so they feel secure and well cared for at all times.

Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
from
$45
per night
5.0 out of 5 stars
39 reviews
18 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

Profile image
Jordyn
Sitter Profile Image: Travis H.
Verified Background Check
Travis H.
from
$70
per night
5.0 out of 5 stars
326 reviews
104 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis does such a great job caring for our pups!! Our dogs love him and are always happy to see him. He sends pictures to us and keeps us posted as to how the dogs are doing. Highly recommend!!

Profile image
Jeri K.
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Jeanee S.
from
$65
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
25 years of experience
Cedarburg, WI, 53012

Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.

Profile image
Lizzy K.
Sitter Profile Image: Jan H.
Verified Background Check
Jan H.
Star Sitter
from
$135
per night
4.9 out of 5 stars
267 reviews
123 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

We have a very active, young beagle who can be a challenge. However, Jan made everyone (parents and dog) feel comfortable and was good at keeping in touch during her stay.

Profile image
Kirstin G.
Sitter Profile Image: Paul S.
Verified Enhanced Background Check
Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
77 reviews
27 repeat clients
20 years of experience
Germantown, WI, 53022

Paul was very tuned into Meli’s needs and spent a lot of time playing with her as she has an abundant amount of energy. He provided a lot of photos and videos, which I greatly appreciated and was very flexible with helping us out last minute. Thank you Paul!!

Profile image
Joelle R.
Sitter Profile Image: Brigham M.
Verified Enhanced Background Check
Brigham M.
from
$35
per night
10 years of experience
Downer Woods, Milwaukee, WI, 53211

About: I have taken care of many animals for 10+ years. I’ve raised 5 dogs, 3 birds and even a cat. I make sure they all get the love and attention that every pet needs and I will with yours too! I can’t wait to spoil them. I attend college at UWM and currently have classes monday and wednesday! I get out of my classes at 2 pm both days so it shouldn’t be a worry! I will give attention, love and care to any pet. I will gladly play with them, take them on walks, provide them with food and even take them outside. I treat every pet as I would want to be treated as one. (Wouldn’t that be awesome)

Sitter Profile Image: Riley N.
Verified Enhanced Background Check
Riley N.
from
$60
per night
5.0 out of 5 stars
25 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Riley continues to be our first choice - our high maintenance and not super friendly boys love her, and we really appreciate the extra stuff she does for us like watering the plants!

Profile image
Josie H.
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Cindy H.
from
$60
per night
5.0 out of 5 stars
51 reviews
13 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

Cindy is the best. She helped take care of my cats before they passed and takes care of my senior dog like she is her own dog. Lots of love and attention. I have had Cindy stay at my house multiple times,she goes above and beyond what I would expect. I wish I could clone her so she would always be available for just me, lol

Profile image
Kemmy S.
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Stephen & Wipawee D.
from
$95
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Wipawee watched my dog and my sister’s dog at my house while we went away on a family vacation. The dogs were well cared for, had plenty of attention and were taken great care of! Couldn’t have asked for better sitters.

Profile image
Ajith S.
Sitter Profile Image: Leilani W.
Verified Enhanced Background Check
Leilani W.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Wauwatosa, WI, 53213

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂‍↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention

1 / 1
View more sitters

Bayside pet parents share their Rover experiences

1 / 1
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!

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
Stephanie B.
House Sitting
1 / 1
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 4
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 Apr 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 Apr 2026, there are 1,080 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, 87% 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 4 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.