Dog Sitting Whitefish Bay

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

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Over 102
pet parents in Whitefish Bay have booked dog sitting

Whitefish Bay, 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: Allison Z.
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Allison Z.
from
$14
per visit
1 repeat client
25 years of experience
Glendale, WI, 53217

About: I have watched friends and neighbor's pets for years and decided to sign up with Rover. I love all animals. I have 1 dog and 1 cat, and they are family. I will walk, love and play with all pets staying with me and follow instructions given by their owners. I can watch puppies that are really like toddlers or older wiser members of your families. I am comfortable giving medications if needed. Most will sleep on my bed and yes, they are allowed on my furniture, but they are welcome to sleep or nap wherever they would like. I want you to go on vacation knowing they are happy and having a vacation of their own. I have a morning routine which includes a long walk, depending on temperature, playing in the yard with my dog and another walk usually late afternoon. Walks include walks around my neighborhood and also at parks. While your dog is in my care, I will not be going to any dog parks with them. I will have our dogs meet prior to accepting a job. They can play in my yard and once we are both comfortable with their meeting, we can schedule a time for drop off or pick up. While in my home they will be treated with love and respect. Walks and playtime throughout the day. They are allowed to sleep or hang out wherever they would like.

Sitter Profile Image: Laci P.
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Laci P.
from
$20
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Shorewood, WI, 53211

Laci was so sweet to work with and our dogs were in great hands! High recommend!

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Kelley M.
Sitter Profile Image: Margaret V.
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Margaret V.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Whitefish Bay, WI, 53217

About: I’ve been pet sitting for many years for family and friends - young dogs, senior dogs, and cats all included! My senior dog recently passed away and I am looking forward to spending time with animals again. I recently graduated college and moved back home so I am currently working part time as a nanny as I figure out what I want to do with my life. I have lots of extra time and love to go on walks! I will care for pets in your home as I am living at home with my parents right now. I want to be respectful of whatever you/your animal needs. Depending on the day I am needed I won’t be able to stay with the animal all day but usually the longest I ever need to step out to nanny is 4-5 hours.

Sitter Profile Image: Hanna C.
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Hanna C.
from
$15
per visit
4.9 out of 5 stars
44 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Hanna was such a great drop-in sitter for my cat Glenn. She provided updates and pictures everyday which gave me peace of mind while I was away. I will absolutely use her again 😊.

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Brianna S.
Sitter Profile Image: Whitney A.
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Whitney A.
from
$15
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Milwaukee, WI, 53211

Whitney did a great job taking care of our cat while we were away. She dropped in twice daily and sent the best updates/pics. He’s a social guy and seemed totally content with her. We will definitely keep her in mind for future trips.

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Lynsi G.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
417 reviews
115 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Abby was very helpful in taking care of our two cats for a week. She did great with feeding, medication, and playtime ! It was a pleasure to read her reports everyday and look at the photos and know the cats were in great company.

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Béran G.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
276 reviews
124 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan was great!! Super friendly- sent me pictures of Milo. I will definitely schedule again with her and recommend her to anyone looking for a cat sitter! Thanks:)

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Michelle M.
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: Acacia L.
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Acacia L.
from
$14
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

Sitter Profile Image: Auria R.
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Auria R.
from
$45
per visit
5.0 out of 5 stars
162 reviews
70 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: Evelyn E.
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Evelyn E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Milwaukee, WI, 53211

About: I grew up with two cats and two dogs, so I’ve been around pets for most of my life! I got my own dog five years ago, and I have been taking care of her ever since. I love any and all types of pets, and I have am flexible with times and can accommodate mamy different schedules. Along with taking care of my own dog, I am available throughout the day to stop in and check on/walk dogs. I am also available any day to stay over as a sitter. My one and only priority would be taking care of your pet. I would never be intrusive or inappropriate in your home. I would treat it with the respect I would want from a sitter.

Sitter Profile Image: Laura R.
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Laura R.
from
$26
per visit
5.0 out of 5 stars
7 reviews
20 years of experience
Shorewood, WI, 53211

About: 20+ years experience caring for dogs and cats of all sizes, ages, and breeds! Professional, punctual, caring, and fun! My services are especially catered to meet your pets needs. Experienced with administering medications and older aged animals as well. Daily pics and report will be provided to owners each day you are away! Enrichment, toys, and treats are supplied. I look forward to working with your furbabies! I'm currently doing this full-time time so I will have plenty of time to play with your pups! I'm also available weekends and holidays. 🐶❤️ I have no kids or pets. Your pet will be pampered and treated as one of my very own! As well as receiving 1:1 attention and lots of TLC. Dogs are allowed on the furniture and bed. Snuggles are welcome.

Sitter Profile Image: Cassidy M.
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Cassidy M.
from
$14
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Riverwest, Milwaukee, WI, 53212

About: I recently moved here for school and miss having pets around after growing up around pets my whole life. Caring for animals is something that comes natural to me and I enjoy spending time with them. I try to be reliable, patient, and attentive as I understand pets are family. I currently only work part time and have an open schedule both weekdays and weekends. Once I start school in August my schedule will likely be available in afternoons and weekends exclusively. I care for pets in the home by keeping their routine consistent, giving them attention, exercise, and affection. All while making sure they are comfortable, safe, and stress free while you are away.

Sitter Profile Image: Nevaeh T.
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Nevaeh T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
6 years of experience
Milwaukee, WI, 53211

Nevaeh was awesome! She sent us text updates including pictures/videos the whole time giving us peace of mind. Our dog Mallie loved her! Would definitely recommend!

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Cheyenne D.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
55 reviews
26 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Hope was so amazing with my kitty! She left very detailed notes, giving me complete peace of mind while I was dealing with a loss in the family. Hope was extremely communicative and responsive which was very helpful. She not only made sure my kitty’s basic needs were met, but went above and beyond to play with her, too. Very grateful for a phenomenal sitter like Hope. 😇

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Sarah R.
Sitter Profile Image: Erin S.
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Erin S.
from
$15
per visit
1 repeat client
2 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have been a private walker in the past and I am joining rover to be part of a larger platform. I grew up with dogs of all kinds and love meeting new furry friends! I currently have a full-time job and I am available for pet care from 6-7:30am and after 4:30pm. I have lots of flexibility and availability on the weekends as well! I currently live in an apartment with two cats. I am happy to come to the pets home and help with whatever care is needed.

Sitter Profile Image: Lisa R.
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Lisa R.
from
$13
per visit
5.0 out of 5 stars
50 reviews
19 repeat clients
45 years of experience
Fox Point, WI, 53217

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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Mary F.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$20
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
40 years of experience
Fox Point, WI, 53217

Cynthia is doing great with my reactive dog!! Thank you.

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Peggy K.
Sitter Profile Image: Miranda E.
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Miranda E.
from
$20
per visit
5.0 out of 5 stars
10 reviews
17 years of experience
Riverwest, Milwaukee, WI, 53212

Miranda was prompt, communicative, and reliable! She clearly loves dogs! We will definitely request her services again.

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Rebecca S.
Sitter Profile Image: Patrick B.
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Patrick B.
from
$15
per visit
5.0 out of 5 stars
2 reviews
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.

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The median cost per visit for dog sitting in Whitefish Bay is $20

Dog parents share their Rover experiences - Whitefish Bay

1 / 1
5.0 out of 5 stars

Angela was wonderful! She treated our puppies with so much love and care during her drop-in visit. She spent quality time playing with them, giving them lots of hugs and attention, and it was clear she genuinely enjoys being around dogs. She was also very accommodating, responsive, and easy to communicate with throughout the entire process. We felt completely at ease knowing our puppies were in such caring hands. We would absolutely book Angela again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!

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Ai B.
Drop-In Visits
5.0 out of 5 stars

Jessica was great with my German shepherd, my dog has been going through some health issues and when I went out of town for 4 days I needed someone to come take care of her 3 times a day and mix up her special food, take her for walks and monitor her potty breaks. Jessica was also super flexible with the timing of her visits and made this potentially stressful time super easy for me and my dog. 5 stars. Would reccomend her to anyone.

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Derick C.
Drop-In Visits
5.0 out of 5 stars

Ana is a great sitter, she watched Nico while I was away for work and is very communicative and sweet! She is amazing with dogs! I would definitely recommend her.

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Isabella M.
Drop-In Visits
5.0 out of 5 stars

Bria was great with our dog Mallie! We really appreciated her picking up a last minute request from us & taking the time to meet Mallie beforehand. She communicated quickly and left detailed feedback on her visit while we were out, which gave us peace of mind that our baby was in good hands. Will definitely be working with Bria again!!

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Cheyenne D.
Drop-In Visits
5.0 out of 5 stars

Katie provided peace of mind and lots of great love and attention to my two dogs. I can’t wait to have her help again in the future!!

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

Travis was amazing and able to help on such short notice. The photos were great, and Pretzel looked so happy!

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Laura B.
Drop-In Visits
5.0 out of 5 stars

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

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Bo B.
Drop-In Visits
5.0 out of 5 stars

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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

We loved having Elizabeth as a rover for the past year and half. Posie was always excited to see Elizabeth and she always communicated quickly with me for any bookings and details. I would highly recommend!!

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Cassie D.
Drop-In Visits
5.0 out of 5 stars

Megan was fantastic! Buddy was so happy hanging out with her. She sent lots of photos and videos and took great care of him!

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Susannah K.
Drop-In Visits
5.0 out of 5 stars

Being away from Shadow was really hard, but Carrianne was amazing and took great care of Shadow. I felt like Shadow was in good hands and appreciated the thorough notes and photos

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Urielle B.
Drop-In Visits
5.0 out of 5 stars

Jan always takes great care of our 3 dogs. She keeps them on their schedule and gives them lots of love. When we get home the dogs are always relaxed and happy.

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Diane H.
Drop-In Visits
5.0 out of 5 stars

Melissa is a wonderful dog sitter and I can’t recommend her enough. She treated our pup as if he was her own and was very communicative with me throughout her visits. Looking forward to working with her again ☺️

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Vicki is amazing! My little Roxy warmed up to her quickly. It’s obvious she has much love in her heart for animals. Vicki is calm and nurturing. Vicki is also very responsive and on time. I felt comfortable leaving my Roxy with her right away.

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Angela K.
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
5.0 out of 5 stars

Casey is always caring, trustworthy and respectful of our home and our dogs needs. I know our dog is well taken care of with Casey

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Jill H.
Drop-In Visits
5.0 out of 5 stars

Kim was attentive to my dog’s needs and gave her the attention and snuggles she needed when I was out of town.

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Jennifer R.
Drop-In Visits
5.0 out of 5 stars

Really appreciate the extra flexibility coming a little later than we originally discussed to give the babies dinner!

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Josie H.
Drop-In Visits
5.0 out of 5 stars

Madison was incredibly helpful when we needed a couple last minute drop ins for our dog. She sent photos with the report card and you can tell our pup is happy. I would recommend her to anyone!

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Lindsey A.
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

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  • 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

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Sitters in Whitefish Bay average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Whitefish Bay

Frequently asked questions about Rover

The average cost for Dog Sitting in Whitefish Bay on Rover is $21.4 per visit (as of July 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 July 2026, there are 2,214 sitters on Rover offering Dog Sitting across Whitefish Bay. 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 Whitefish Bay 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 Whitefish Bay 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 Whitefish Bay 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 Whitefish Bay. On Rover:

  • 92% of sitters can help with special care needs
  • 97% 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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