Dog Sitting Bayside

Book a Bayside dog sitter to watch your dog in your sitter’s home or yours.

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Over 23
pet parents in Bayside have booked dog sitting

Bayside, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Brett S.
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Brett S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Northpoint, Milwaukee, WI, 53202

About: I am a certified veterinary technician and have been in the field for 4 years. I have experience with general practice, emergency and critical care, and wildlife rehabilitation. I am able to perform many nursing skills from the comfort of your home (medication administration, gland expression, nail trims, and more). I am willing to work with many species of small mammals and reptiles alike. Please feel free to message me for more details Pet care is my top priority in the hospital setting as well as the comfort of your home. At this time I am fully available to you and your pet care needs I am committed to the health, comfort, and safety of your animals in my care. Not only am I a certified veterinary technician but a fear free certified professional passionate for the least stressful approach for animal behavior and health

Sitter Profile Image: Kayla W.
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Kayla W.
from
$15
per visit
4.8 out of 5 stars
23 reviews
7 repeat clients
5 years of experience
Mequon, WI, 53092

Kayla was on time and had great communication! She spent ample time making sure Quinn did his business, and gave him plenty of attention and belly rubs! We got some adorable pictures updates as well

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Ashley N.
Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

Thank you for coming on such short notice!!

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Andrea L.
Sitter Profile Image: Madeline P.
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Madeline P.
from
$18
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
7 years of experience
Ahwatukee Foothills, Menomonee Falls, WI, 53051

This is our second time with Madeline and we couldn’t be happier. She’s so good with Niya. I’m still flabbergasted that she gets her to go outside and actually use the bathroom. It’s such a relief to know we have someone who is reliable and has so much love for our fur baby.

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Victoria S.
Sitter Profile Image: Abigail K.
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Abigail K.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
14 years of experience
Menomonee Falls, WI, 53051

About: I’ve been surrounded by dogs all my life. I grew up showing dogs, both my family dogs and others. My family back home currently has three dogs, each a different size, from small to large, so I have experience with all sizes. I live in a great area for casual walks, with a dog park and a small lake nearby for the pups that are allowed to swim! I work full-time, in-office Monday through Thursday and from home on Fridays. I take daily walks around my neighborhood in the evening. On weekends, I love exploring a new coffee shop and walking trail or just a longer walk in the areas near me. I’d love to bring your pet along with me on walks and for downtime on the couch afterwards! I don’t have a fenced yard, but there is a dog park where your pup can run freely. Outside of that, we have open grass areas where we can walk. All pups are welcome on furniture at my place and are welcome to enjoy the space as their own. I do have a patio that they’re more than welcome to sit outside and enjoy with me.

Sitter Profile Image: Alyssa C.
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Alyssa C.
from
$14
per visit
1 repeat client
15 years of experience
Mequon, WI, 53092

About: Having grown up with family dogs of all shapes and sizes, I understand the love and attention required to properly care for a pet. I love walking dogs, playing catch, and giving lots of head and belly scratches when welcome. I am very detail-oriented, so I'm great at following any type of routine a dog may be on, or just giving them the space and relaxation they need. I also enjoy caring for cats and giving them the attention - or the space - they want. I'm very flexible and go-with-the-flow to make sure I'm giving your pet what they need and you want. I work from home on the upper east side and available on most days to be friends with your beloved animal! I work from home full time and have a fairly flexible schedule. I occasionally travel for work, but I have the ability to drop in and care for your critters most days. As a pet-owner, I understand the importance of your unique routine and the anxiety with trusting someone else to uphold it. I value clear and detailed communication and will follow specifications or ask for any clarity if needed, sending photo updates if requested, and caring for your pets as if they were my own.

Sitter Profile Image: Dani P.
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Dani P.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
9 years of experience
Glendale, WI, 53209

About: Hello! I come from a family of dog lovers currently with 20 doggies in just my imitated family plus close aunts/uncles and cousins. We have quite the hectic family holidays. I've had lots of dog sitting experience between all those pups as well as being on Rover for 9 years now. My favorite pup is my border collie/aussie mix, Piper. She’s a rescue, almost 8 years old and all energy all the time. She’s keeps me active and taught me how to keep dogs physically and mentally exercised. I’m super easy going, just let me know how I can help you and your furry friends! I am fully self employed, pet sitting and dog walking is my main gig! I am able to do walks and drop in visits 7 days a week and I am open for doggie day care on weekdays. Dogs will always be kept on leash unless in a secure, fenced in area with me. Every animals needs are different, I am happy to hear every details about your pet to know how to best care for them. Happy to feed and care for any additional pets (fish, birds, etc.) during my visits as well!

Sitter Profile Image: Sofia G.
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Sofia G.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Bayside, WI, 53217

Sofia was absolutely fantastic- during our initial meeting, her first impression was so lovely and kind and the cats were completely drawn to her. She went above and beyond brushing them and cleaning up messes. We will definitely be calling her to care for them again.

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Lindsay G.
Sitter Profile Image: Christie O.
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Christie O.
from
$19
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Milwaukee, WI, 53211

Christie is the best! Vinny has the best time with her and she takes the best care of him. Thanks!!

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Samantha L.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
219 reviews
90 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was amazing with our three high energy dogs! When we first met her and her husband, we could tell right away they were great people and our dogs took right to them. Even our dog that is sometimes shy around new people seemed completely at ease with them. She was available on short notice and took lots of great photos of the first visit. Our dogs looked very happy and relaxed. We would definitely recommend Yolanda!

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Michelle C.
Sitter Profile Image: Allison U.
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Allison U.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Franklin, WI, 53132

Allison was great! My very timid rabbit warmed right up to her. Also her detailed notes of each daily check in gave me confidence that I had nothing to worry about!

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Ann S.
Sitter Profile Image: Alexy & Kayla G.
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Alexy & Kayla G.
from
$15
per visit
4.9 out of 5 stars
88 reviews
25 repeat clients
4 years of experience
Milwaukee, WI, 53207

My cats, particularly Simba was very happy with Alexy and Dylan. I appreciate all the pictures they sent, and how they communicated. We had a little communication trouble at the beginning but it was all solved right away. Leaving instructions I believe helped as they have several clients. They were always on time and did what I asked for. The box, the dishes, and everything was perfect when we arrived. We would book Alexy and Dylan again.

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Vanessa N.
Sitter Profile Image: Riley L.
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Riley L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

About: Hi! I would be an amazing pet sitter because I love animals. Ever since I was little I have had pets whether dogs, cats, ducks or turtles. I am currently in college and away from my dog Nalla so taking care of your pet would honestly be special for me too. One of the main reasons I am on rover is because I love to walk and hike and figured why not add a companion. Hi! I am currently on break from work and school so I can make anything work! I am available everyday of the week at any hours necessary! I sadly cannot have any pets in my home because I live in an apartment but I can take that out for walks in areas near me! I also am used to taking care of a dog when I am home so can do whatever the owner needs!

Sitter Profile Image: Anna S.
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Anna S.
from
$25
per visit
5.0 out of 5 stars
31 reviews
9 repeat clients
12 years of experience
Fenway-Kenmore, Fox Point, WI, 53217

Anna was responsible and great with my dog! She consistently provided updates and photos, which were reassuring. I would highly recommend Anna, and I will definitely use her in the future!

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Ashtyn G.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
51 reviews
13 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

As always, we had a wonderful experience leaving our fur babies with Aidan! Very communicative, attentive to our pets needs, and goes above and beyond to make us feel comfortable while we are away.

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Sarah M.
Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$16
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Cooper Park, Milwaukee, WI, 53222

Kaitlyn took the time to get to know our boys and really seemed to make an effort to understand them. Communication was easy and we trusted her with our boys!

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Hannah W.
Sitter Profile Image: Heather Z.
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Heather Z.
from
$20
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Germantown, WI, 53022

Heather was really wonderful. I have 2 dogs who couldn't be more different, a senior hound and a 5 yr old malinois. She did great with both of them. Heather was willing to go above and beyond with the care of the dogs. I highly recommend her to anyone.

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Sarah D.
Sitter Profile Image: Hailey K.
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Hailey K.
from
$25
per visit
4.7 out of 5 stars
15 reviews
2 repeat clients
14 years of experience
Upper East Side, Milwaukee, WI, 53211

About: My sister and I grew up playing and helping our older neighbors in the area walk and take care of their dogs. My family has had cats my whole life that I’ve had experience taking care of. In high school I’d house/pet sit friends & family friends’ dogs & cats while they were on vacation. A recent graduate of UWMilwaukee with an open schedule! Looking to fill that time taking care of, spending time with, and getting to know your pets! I love the outdoors and I can take your dogs on lots of walks based on their needs! I always check if doors are locked before I leave/sleep & make sure to put away anything that pets can get into if they are left to roam. I stay clean so I make sure to clean any mess I or the pets create. I can also crate your pets if needed.

Sitter Profile Image: Madeline R.
Verified Enhanced Background Check
Madeline R.
from
$13
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
11 years of experience
Lower East Side, Milwaukee, WI, 53202

Very detailed check in notes, took care of my reptiles and cats very well!

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Natalie L.
Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$15
per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Hales Corners, WI, 53130

Abigail was wonderful and handled everything perfectly.

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Kelly C.
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The median cost per visit for dog sitting in Bayside is $20

Dog parents share their Rover experiences - Bayside

1 / 1
5.0 out of 5 stars

Suzi was extremely accommodating and took great care of our dogs. We will be happy to book her again.

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Will N.
Drop-In Visits
5.0 out of 5 stars

The best pup sitter we could ask for. So reliable, compassionate, plays with them, updates us & takes the cutest photos.

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Ruth F.
Drop-In Visits
5.0 out of 5 stars

Lenys was great! She spent the extra time with our pups and took such good care of them. We highly recommend her!

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Jon I.
Drop-In Visits
5.0 out of 5 stars

We love Mia! I’m the kind of dog mom who can’t leave her baby easily. From our first meeting we knew Mia was the girl for us. She is caring, attentive & most important, Roxy approved. We will be hiring her many more times. I can’t recommend her enough!

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Angela K.
Drop-In Visits
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Book with peace of mind

  • 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 dogs like family

  1. 1. Search

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

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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Bayside

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Sitters in Bayside average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Bayside

Frequently asked questions about Rover

The average cost for Dog Sitting in Bayside on Rover is $19.98 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 2,101 sitters on Rover offering Dog Sitting across Bayside. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Bayside stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Bayside with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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.

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.

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