House Sitting Bayside

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

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Over 2
pet parents in Bayside have booked house sitting

Bayside, Find top rated house sitting

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

Kate was excellent!! Will definitely use her again. One of my dogs has high anxiety and they did great together. I can't say enough good things about her.

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Denna S.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$80
per night
4.9 out of 5 stars
27 reviews
11 repeat clients
12 years of experience
Bayside, WI, 53217

Lenys was great with Charlie! She took great care of her and always provided updates and pictures! She also went above and beyond by doing things like washing the bedding, taking out the trash, vacuuming, etc. I would definitely use her to watch Charlie again!

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Hailey C.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$50
per night
5.0 out of 5 stars
15 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: Mary W.
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Mary W.
from
$60
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Thiensville, WI, 53092

I simply do not know what we would have done without Mary. She has faithfully and with care taken care of our Kikki cat while we were away for days at a time getting medical care for my husband. I do know she will do her best for you, and she will send pictures so you can rest easy that all will is well at home.Kikki was relaxed and calm each time we returned.

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Janet W.
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: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
27 reviews
11 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: 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: Yolanda W.
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Yolanda W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
204 reviews
88 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: Simon L.
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Simon L.
from
$75
per night
6 years of experience
Mequon, WI, 53092

About: I have taken care of dogs between the ages of 1-14 [human years] for many family members and neighbors since I was a teen. I have had two labradors and two golden retrievers throughout my lifetime, and have taken care of breeds ranging from Corgi to Vizsla to German Shepherd. I am very family-oriented, and will take care of your pups like they are my own! I have a very flexible schedule which allows me to give lots of love and attention to your canine family members. I am a very active individual, and love to incorporate dogs into my routine to satisfy their energetic hearts and souls! I would love to hear about any particular needs, struggles, or enjoyed habits that your dogs may have. I want them to enjoy our time together as much as I will!!

Sitter Profile Image: Sofia G.
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Sofia G.
from
$30
per night
5.0 out of 5 stars
2 reviews
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: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
7 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: MaTeo H.
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MaTeo H.
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
48 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha took such great care of our two French bulldogs that are not exactly the easiest. She also did a great job trouble shooting some unanticipated situations like transportation issues and getting locked out — we will 100% use her again.

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Brock P.
Sitter Profile Image: Patrick B.
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Patrick B.
from
$40
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Whitefish Bay, WI, 53217

Patrick was great! He took good care of our two Doggos over a long weekend and sent us pictures each day. We wouldn’t hesitate to use Patrick again in the future!

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Patrick M.
Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

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Phil S.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
Sitter Profile Image: Stephen & Wipawee D.
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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.

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Ajith S.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$50
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Mequon, WI, 53092

Whitney was wonderful very communicative while we were gone keeping us updated daily on how things were and reassured us Barli was doing great and being well taken care of.

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Beth K.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
58 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa took care of our dog Ruby/house and we could just enjoy going on our vacation. Melissa is very thoughtful and caring. Deeply appreciated!

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Susanne M.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

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Dena K.
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The median cost per night for house sitting in Bayside is $50

Pet parents share their Rover experiences - Bayside

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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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  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Bayside

Select a filter and find qualifying sitters offering house sitting.

Sitters in Bayside average 4
repeat house sitting clients

FAQs for House Sitting - Bayside

Frequently asked questions about Rover

The average cost for House Sitting in Bayside on Rover is $39.41 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 House Sitting 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 House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,260 sitters on Rover offering House Sitting across Bayside. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Bayside walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Bayside maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Bayside choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Bayside. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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