Pet Sitting Sheboygan

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 283
pet parents in Sheboygan have booked pet sitting

Sheboygan, Find top rated pet sitting

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: Laura R.
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Laura R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
15 years of experience
Sheboygan, WI, 53081

Laura is our go-to! She’s flexible and always trustworthy. Our dogs love her and we can always count on her to be available.

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Zach S.
Sitter Profile Image: Kathryn S.
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Kathryn S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
166 reviews
34 repeat clients
30 years of experience
Sheboygan, WI, 53083

Kathryn is a dependable, capable and thorough dog sitter! She provided detailed information about my dogs while I was away, which made it a worry free get away for me. My dogs are pups and needed to be taken care of at specific times and Kathryn was punctual. She also cleaned the dog yard before I came home, yea! Best yet, the dogs seemed to like Kathryn.

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Susan M.
Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
81 reviews
39 repeat clients
15 years of experience
Sheboygan, WI, 53081

Emily is great! She takes great care of my dogs during drop-in visits. I appreciate the updates and can tell my pups are well taken care of. Highly recommend!

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Brittaney P.
Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
64 reviews
27 repeat clients
3 years of experience
Sheboygan, WI, 53081

This was our first time with Audrey and she did an amazing job. Audrey was very flexible and understanding with the meet and greets we had. We will most definitely be reaching out to her in the future.

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Nick B.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
136 reviews
59 repeat clients
28 years of experience
Sheboygan, WI, 53083

Rishi is a very timid kitty and you got her to come our and even got kisses! Wow! Rishi and I appreciate your care and love so much. We will definitely be going straight to you of we ever need help again. A mother/daughter combo is awesome. Highly recommended! Thank you!

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Hannah M.
Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
15 years of experience
Sheboygan, WI, 53081

About: I grew up on a hobby farm for the first 20 years of my life. On that farm I cared for various dogs, cats, horses, goats, chickens, peacocks, bunnies, fish & more. I have cared for and pet-sat all of these animals & more since I was 10-years-old. I have experience administering shots & giving oral medication as well as grooming dogs, goats, horses, cats & even chickens! I also offer grooming & nail trimming services for an additional price if you so wish. I started showing dogs, horses, goats & chickens in 4-H when I was 10 & started showing dogs through the American Kennel Club (AKC) when I was 12-years-old. I’ve been a member of the Sheboygan Dog Training Club for over 5 years. My dogs & I have trained & shown in Obedience, Rally, Showmanship, Confirmation, FAST Cat, Fetch, scent work & more. No matter how much time I spend with my dogs & others, I can’t get enough. They are one of my greatest passions! <3 Every day, I wake up at 6:30am to let my dogs outside to go potty, & play then feed them. We take about a 30-minute walk before I go to work. I get to work by 8am Monday-Thursday. On my lunch break, I come home to let my dogs out & walk them. My husband and I get done with work at 3:30pm (home by 4pm) each day to let the dogs out again. We then walk & feed the dogs once more in the evening. They go out for the last time in the evening anywhere between 10pm-12am. (My husband is a night owl!) My husband & I have a fenced in yard at our home & 3 dogs of our own to keep your dog(s) company. My dogs are crate trained & can stay in our dog room in our basement if your pet(s) prefer not to be around ours. They can also all be let out & walked separately. I have a fairly flexible job in case of emergency where I may need to leave early. I can send updates & photos daily if that is what you’re interested in or let you have a quiet, uninterrupted vacation.

Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

Samantha is awesome! My cats came out and let her give them treats and cuddles so they obviously liked her :) Looking forward to working with her again soon!

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Samantha B.
Sitter Profile Image: Allison K.
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Allison K.
from
$15
per visit
5 years of experience
Sheboygan, WI, 53081

About: Ive taken care of family friends dog growing up and got my first dog (a Siberian husky named Honey) in 2024. Three months after getting her I started fostering dogs and have fostered 11 dogs since. I love dogs they’re so smart and I like to do obedience training and games with them. I work remote during the weekday so my schedule is very flexible. I can do lunch drop ins. And be available for walks in the morning and evening. Since my schedule is flexible I can care for dog for bathroom breaks during lunch. I’m also a very active person so if you have a more active pup I can take them on long walks or runs.

Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
407 reviews
144 repeat clients
20 years of experience
Sheboygan, WI, 53081

So wonderful and sent the best updates that took Away all my anxiety about leaving my sweet fur baby for a few days. Thank you so much Judy you are awesome!!

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Aubrey G.
Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
50 reviews
15 repeat clients
10 years of experience
Sheboygan, WI, 53081

Patty was great as always. I really appreciate that I can trust her with my babies. She sends great pictures and my skittish babies are even getting used to her instead of their usual stranger danger attitudes. I will always go to her first for my Rover needs.

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Jasmine S.
Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$15
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

Maria consistently does a fantastic job taking care of my pets. She arrives promptly during the designated time, ensures they have their potty breaks, refreshes their water, and gives them plenty of love and attention. Her Rover cards are detailed and include lots of pictures. I know that are in good hands with her!

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Brittaney P.
Sitter Profile Image: Natalie G.
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Natalie G.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Sheboygan, WI, 53081

Natalie was wonderful with my 2 little boys!! The day before she was to come I had to change the times and she was so accommodating. She also sent pictures, which I loved! I will definitely contact her again to help!! :))

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Christine H.
Sitter Profile Image: Jesus K.
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Jesus K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
6 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

Sitter Profile Image: Miranda B.
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Miranda B.
from
$30
per visit
5.0 out of 5 stars
28 reviews
4 repeat clients
10 years of experience
Sheboygan, WI, 53081

Thanks for stopping by. It was nice to meet, you, too. I can’t go without a tip. $10 tip

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Mary M.
Sitter Profile Image: Travis P.
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Travis P.
from
$30
per visit
5.0 out of 5 stars
7 reviews
12 years of experience
Sheboygan, WI, 53081

About: 🐾 Welcome!🐾 Are you searching for a loving and caring home away from home for your furry friend? Look no further! With over 14 years of experience, I've been proudly welcoming dogs into my home, treating them as if they were my own. 🐶 Meet the Pack: We're a household of two adorable yellow labs who are always eager to make new friends. Our dogs are not just pets, they're family, and they can't wait to share their playtime and cozy naps with your pup. 🏡 Home Sweet Home: Your dog will feel right at home in our comfortable and dog-friendly environment. Whether it's exploring the backyard, lounging on the couch, or enjoying belly rubs, every pup gets personalized care and attention. ❤️ Passionate Pet Lover: As a lifelong dog enthusiast, I've cared for dogs of all shapes and sizes. From energetic pups to gentle seniors, I love them all! Rest assured, your dog will be treated with the utmost love, respect, and affection. 📸 Stay Connected: I understand the importance of peace of mind while you're away. That's why I'll keep you updated with photos and messages, so you can see just how much fun your dog is having during their stay. 🐾 Book Now: Ready to give your dog the ultimate vacation experience? Let's schedule a meet and greet to ensure it's a perfect fit. Your dog will thank you for the adventure! 📩 Contact Me: Feel free to reach out with any questions or to book your dog's stay. We can't wait to welcome your furry friend into our pack! Looking forward to wagging tails and happy memories together! Travis 🐾 I have had the pleasure of growing up on a farm surrounded by around animals my entire life. My family has owned many gorgeous retrievers that I fell in love with and took care of. I’d be in charge of walking, letting them out or dog sat for the weekend once I was older. Growing up this way has been a positive learning experience that lead me to be a great dog owner. 10 years ago I adopted Sadie, my first baby. She’s a beautiful lab mix. I have learned so much in the last decade about training dogs. I’ve taken puppy training class and still use a lot of that knowledge till this day. Sadie is extremely well trained and if I could I would 100% be a dog trainer. I’m not a dog whisperer but I definitely have a good understanding of how to handle pups and adult dogs. Dogs are easily my main love, but all animals have a special place in my heart. I value the connection and constant love they show towards their owners. I treat my dog like my daughter and would love to have have more one day. It would be a pleasure to care after your family member. I work full time M-F, with the ability to stop at home during the day. Also my wife is home most Mondays, Thursdays, and Fridays. So we work together to let the dogs out at appropriate time and keep them on their feeding schedule. Weekends are fun times with plenty walking, hikes, swimming, and dog parks if the owner is comfortable with us doing so. We go for two to 3 walks a day with our playful lab pups. We always have dogs on leash, and we have multiple kennels for our dogs if needed.

Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
179 reviews
27 repeat clients
12 years of experience
Sheboygan, WI, 53081

Frankie was wonderful! She was extremely prompt in responding and very professional. Excellent communication during her visits/messages and pics. I would highly recommend Frankie!

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Donna E.
Sitter Profile Image: Casey V.
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Casey V.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Sheboygan, WI, 53081

About: I have spent years working with dogs, including teaching puppy classes for two years. This gave me a solid foundation in canine behavior and positive reinforcement. Because of my healthcare background, I am exceptionally detail-oriented, reliable, and observant of subtle behavior changes or medical needs. I specialize in dogs of all temperaments—especially anxious, sensitive, or reactive dogs who require a "slow-is-fast" approach. I am calm and safety-focused, prioritizing your dog’s body language and signals over rushed interactions. Whether your dog is high-energy or needs a quiet, structured environment, I provide the consistent care they need to feel safe while you’re away. My schedule is generally flexible, with availability on weekday and weekends. I plan bookings carefully and limit my schedule to ensure each pet recieves attentive, unrushed care. I communicate clearly about timing and am happy to discuss routines and advanced bookings. I follow each owner's instructions carefully and use my experience to create a calm safe environment. I prioritize clear communication, consistancy, and attentive observation to keep pets comfortable and safe.

Sitter Profile Image: Keeley S.
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Keeley S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Sheboygan, WI, 53083

About: I worked with dogs for 16 hours a week every week for a few years and have one of my own at home. I have dog sat for family friends and take their dogs on walks as well! I just love spending time with dogs. I also have an associates degree in veterinary technology. I am working part time as a veterinary technician and would be walking and doing drop in visits around my current schedule as well as in house boarding while attending work part time. I will make sure that you pet feels comfortable with me and I will get to know their behavior so that I can get closer to them and take very good care of them according to your usual routine with them and their needs that they bark/meow to me. If any emergency were to ever occur I would use all of my knowledge and resources to help your pet as well as taking them to the vet!

Sitter Profile Image: Crystal R.
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Crystal R.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
24 years of experience
Sheboygan, WI, 53081

Crystal was great with Murphy. She was on time, respectful of our training regimen and was a great help with burning off some of Murphy's puppy energy. We will definitely use her again.

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Loni L.
Sitter Profile Image: Shannon G.
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Shannon G.
from
$20
per visit
5.0 out of 5 stars
2 reviews
18 years of experience
Sheboygan, WI, 53081

About: I have owned and operated PawSau Pet Sitters in Wausau Wisconsin since 2017. We recently moved to Sheboygan and I've decided to team up with Rover, operating under Leash by the Lake. I'm an insured and bonded Pet Sitter, certified through Pet Sitters International (2020) and The National Association of Pet Sitters (2026.) I'm a very active walker and can take up to three dogs at a time (one household per walk.) I have extensive exoerience with all household pets from puppy/kitten to seniors. I also have a special interest in exotic pets. I have references from my former business to share and always offer a complimentary meeting when requested. Thank you for your consideration! Please see my availability for a rotating schedule for availability for dyop in care and walks. If not previously booked, house sits will have open availability. I only house sit for one home at a time. I am comfortable caring for pets with all temperaments as long as there is a safe way to do so. I am comfortable using a gentle lead, harness, pinch collar and muzzle .

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The median cost per visit for pet sitting in Sheboygan is $20

Pet parents share their Rover experiences - Sheboygan

1 / 1
5.0 out of 5 stars

Fabulous sitter. Great communication and she did a wonderful job. Our pets were well taken care of.

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Shelley J.
Drop-In Visits
5.0 out of 5 stars

Kathryn is awesome! She is smart and resourceful and perfectly professional. I hope she likes us, too.

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Susan Jackson O.
Drop-In Visits
5.0 out of 5 stars

We love Judy, Paul and Melissa! They take great care of our two kitties, share photos and handle anything that comes up. We travel with comfort knowing our "boys" are taken care of!

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

Thanks again for another great visit! Boys were happy upon our return, and we loved all the photos!! :))

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

Laura is our go-to! She’s flexible and always trustworthy. Our dogs love her and we can always count on her to be available.

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Zach S.
Drop-In Visits
5.0 out of 5 stars

Going on a 2-week vacation, was a little anxious because our cat Dolly was never left alone for that long. She's very affectionate and very people oriented and connects more with men. I picked Emily & Bryan because they work as a team and was hoping Dolly would connect with Bryan. Well, she did. The service was excellent, professional and fantastic communication and I highly recommend their service and Dolly does too.

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Michael G.
Drop-In Visits
5.0 out of 5 stars

Patty is magic! Got a scaredy former feral to come out for snacks! We’ll definitely be booking again. The kitties miss you already!😻

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

Mya was absolutely wonderful! This was my first time using Rover and she went above and beyond any expectations! She cared for my animals so well and kept me updated which I greatly appreciated. I would highly recommend.

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

Frankie and her partner were amazing with Marlee. This was my first time using Rover and greatly appreciated her meeting Marlee prior to the drop-in visits. They were so wonderful with her and I loved seeing the report card and photos knowing my little girl was so well taken care of. Thank you again!!

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Janessa V.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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

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Popular requests for pet sitting - Sheboygan

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Sitters in Sheboygan average 5
repeat pet sitting clients

FAQs for Pet Sitting - Sheboygan

Frequently asked questions about Rover

The average cost for Pet Sitting in Sheboygan on Rover is $16.65 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of September 2026, there are 222 sitters on Rover offering Pet Sitting across Sheboygan. 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 Sheboygan 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 100% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 100% 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.

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.

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