Dog Sitting in Bayside

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

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Top rated Bayside dog sitters

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

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Sitter Profile Image: Angela M.
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Angela M.
from
$18
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Sitter Profile Image: Kayla W.
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Kayla W.
from
$15
per visit
4.8 out of 5 stars
21 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: Ruby M.
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Ruby M.
from
$28
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Milwaukee, WI, 53209

Ruby was great taking care of our dog Georgia!

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Marissa W.
Sitter Profile Image: MaTeo H.
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MaTeo H.
from
$15
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Brown Deer, WI, 53223

Mateo was communicative, trustworthy, and reliable. I am very anxious leaving my babies alone, especially because I just moved to the area not too long ago, and I absolutely trusted him. Thank you so much for taking such good care of my babies! 🥹

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Anya P.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
35 reviews
12 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: Melissa H.
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Melissa H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Murray Hill, Shorewood, WI, 53211

Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.

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Lisa O.
Sitter Profile Image: Amelia C.
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Amelia C.
from
$13
per visit
5.0 out of 5 stars
19 reviews
9 repeat clients
5 years of experience
Mequon, WI, 53092

Amelia took great care of our 2 dogs and I can say that our puppy is A LOT but she didn’t complain once! She has even agreed to check in on them again. We highly recommend her!

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Michelle R.
Sitter Profile Image: Sydney H.
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Sydney H.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 year of experience
Mequon, WI, 53092

Sydney was very responsive and reliable. She sent great pictures and timely updates!!

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Samantha K.
Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$14
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

Sitter Profile Image: Nicole & Scott G.
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Nicole & Scott G.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
30 years of experience
Glendale, WI, 53209

About: My husband and I have grown up with dogs. Although we don't currently have a dog, our family loves to fill the need for a dog by dog sitting and dog walking for friends and family. Our children adore dogs and love to treat visiting dogs as if they were our own. We are both home based and available during the day. I'm a stay at home mom that is able to let your pet out regularly. We have a large family (4 kids) and my husband works remotely, so although we are busy, someone is often home. We have a large, unfenced yard for your pup to play in. Walks, play and running outside are a standard part of our outdoor environment.

Sitter Profile Image: Auria R.
Verified Background Check
Auria R.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
159 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

Auria was a competent, caring, and thoughtful dog sitter. She sent us numerous pictures and detailed updates as to how Lily was doing. I would highly recommend her and have already booked another stay! We truly felt as though Lily was in excellent hands.

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Maryanne M.
Sitter Profile Image: Jessica s.
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Jessica s.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
55 reviews
16 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

She was very helpful! It didn't work out with my dogs being at her house so we worked it out to her dropping in on them at my house to take care of them. She's one of the best!

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Anna B.
Sitter Profile Image: Patrick B.
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Patrick B.
from
$13
per visit
5 years of experience
Whitefish Bay, WI, 53217

About: I've taken care of dogs for around 5 years now and I enjoy taking them out on walks. I find dog walks calming and can take several hour long walks if needed. What I love to do best on my breaks is spend time with my dog, giving him walks. So I always have plenty of time to take care of pets. I can easily cater to your dog's needs when it comes to walks and house sitting. Just tell me how to typically take care of your dog and I'll do exactly that.

Sitter Profile Image: Thais M.
Verified Background Check
Thais M.
from
$13
per visit
5 years of experience
Mequon, WI, 53092

About: I am alert, passionate and ready to ensure owners have a peaceful time away as I take care of their dogs. I have worked as a dog-walker and sitter since I was in high school. Before I transition into my full time job after completing grad school, I would love to continue this hobby! I am playful and attentive of the needs of every pet and enjoyed being part of a free pet sitting club during my undergraduate degree. Feel free to contact me for any clarification I would love to answer any questions.

Sitter Profile Image: Julia F.
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Julia F.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Glendale, WI, 53217

About: Starting off taking care of Rocky, a quirky family friend's dog, a couple years ago and since then friends have relied on me to walk, or board their dogs & cats. Recent college graduate and working professional. Available in the afternoons or very early mornings! I love to fit in time with pets whenever I can! I'm always down for a paw-date! I'm able to stroll or run, whichever your dog prefers. Or even staying inside and hanging out with your cat!

Sitter Profile Image: Lucia M.
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Lucia M.
from
$14
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

About: I’ve taken care of pets since I was 10. I have a golden retriever now and love all kinds of dogs. I grew up around dogs my whole life so I am very comfortable with them! I have 3 years of experience in dog walking as well as housesitting. I’m currently in college but my class schedule is light this semester and I am available the whole week. At home I have a golden retriever who I walk three times a day, morning, evening and night. At my house I have a fenced in backyard but I also like to take my dog for long walks as well. I am comfortable walking dogs long distances.

Sitter Profile Image: Ana B.
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Ana B.
from
$19
per visit
5.0 out of 5 stars
213 reviews
37 repeat clients
11 years of experience
Shorewood, WI, 53211

Ana was great with our cat! She sent detailed updates and spent time playing with him. I felt like our cat was well taken care of and would definitely book Ana again!

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Diane P.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per visit
5.0 out of 5 stars
75 reviews
22 repeat clients
10 years of experience
Milwaukee, WI, 53223

Percy and Darik were great with Baron while I was out of town! They were quick to respond and made sure I knew how Baron was doing and when they would be dropping in to take care of him. I appreciate all the love they gave him - he was in good hands!

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Haley K.
Sitter Profile Image: Romy S.
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Romy S.
from
$18
per visit
5.0 out of 5 stars
1 review
8 years of experience
Glendale, WI, 53209

About: Ive had dogs all my life, my family always had a couple dogs no matter what happens. I come from a big family who loves a lot of house and companionship. And dogs make the best companions. I will take extra good care of you loved one and I will make sure you are in great hands when I take care of them! I have school Monday through thursday but I have time in between classes to run home and walk them if need be. I work the weekends 3pm to 11pm Friday and satruday, then Sunday 7am to 3pm I will take great care to make sure they are comfy and have everything they need. I will play with them as much as they want and I will ensure that they're safe

Sitter Profile Image: Alexis H.
Verified Enhanced Background Check
Alexis H.
from
$20
per visit
30 years of experience
Brown Deer, WI, 53223

About: I’ve been caring for cats and dogs since I was a teenager, and my experience spans all ages and temperaments. Growing up with a gentle Irish Setter and several American Staffordshire Terriers made me comfortable working with both large breeds and high-energy dogs. I’ve supported dogs through every stage of life—from helping with newborn litters and caring for energetic puppies to providing patient, gentle support for seniors. I’m attentive, calm, and respectful of each pet’s routine, which helps them feel safe, understood, and loved while you’re away. Pet care fits naturally into my routine because I work from home most days during the week. I keep a regular schedule with dedicated work blocks, so I plan pet care around those times. Morning and evening outings are easy for me to accommodate, and throughout the day I provide a calm, consistent presence in the home. Your pet will have a comfortable routine and plenty of companionship when I’m here. I only care for pets in their own homes, where they feel safest and most comfortable. I always let the animal approach me at their own pace, giving them time to adjust and build trust. Once they’re ready, I offer plenty of affection, attention, and reassurance. I follow your routines closely, keep the home environment calm and consistent, and make sure they feel secure while you’re away.

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Over 23
pet parents in Bayside have booked dog sitting

Bayside dog parents share their Rover experiences

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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Find pet care near you

How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter 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 sitting in Bayside is $20

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Sitters in Bayside average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Bayside on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

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

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

As of Jun 2026, there are 2,168 dog sitters in Bayside. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

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

Dog sitters in Bayside have an average of 15 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Bayside.

Rover makes it easy to find Bayside dog sitters to provide loving care from their own home. The background-checked, 5-star dog 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 sitting is great for:

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

There are 2,168 dog sitters in Bayside on Rover, so you’re sure to find the perfect match for your dog! In Bayside, 95% of dog sitters offer daily exercise, 96% offer medication administration, and 92% 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 sitter near you. As a reminder, dog sitters joining Rover must pass background checks 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 sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.