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 292
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: Audrey M.
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Audrey M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 69 reviews
31 repeat clients
3 years of experience
Sheboygan, WI, 53081

“Audrey was absolutely fantastic! I knew my cat, Snow, would be in great hands. She sent the updates and photos every day, which completely put my mind at ease while traveling. My house was exactly as I left it, and Snow was happy and relaxed when I returned. I will definitely book Audrey again!" Highly recommend to anyone looking for a loving and attentive cat sitter!"”

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Sompaktra K.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$13
per visit
12 years of experience
Sheboygan, WI, 53081

About: I grew up with farm cats and dogs in the house, and as an adult I’ve cared for fish and a lovebird named Taylor. I currently have three rescue cats and a rescue Corgi, Maggie. My pets range from 5 to 12 years old, so I’m comfortable caring for animals at different stages of life. Maggie came to me a year and a half ago weighing 59 pounds—nearly twice her healthy weight. She’s now down to 38 pounds, and watching her become healthier, happier, and more energetic has been incredibly rewarding. All of my pets are rescues, and I understand how important patience, consistency, and individualized care are. I’m currently between full-time positions, which gives me the flexibility to provide care for cats and dogs seven days a week. I offer drop-in visits, house sitting, daily dog walks, feeding, playtime, medication routines, litter box care, and plenty of companionship. I also welcome both cats and dogs into my home for stays, where they’ll have a safe, comfortable, and loving environment. I’ll follow your pet’s routine and provide personalized care based on their personality and needs. In my home, I have a small unfenced yard with two tie-outs for supervised outdoor time. I also provide an indoor grass patch to help reduce accidents inside. Dogs can sleep in a large kennel if they prefer one, or they’re welcome to sleep upstairs with me. Cats have access to a separate, safe room away from my cats and dog. They can choose whether to spend time with the other cats or relax on their own in their private room. To ensure every pet receives plenty of individual attention, I only care for dogs or cats who already know each other when accepting multiple pets at the same time, and I limit stays to two guest pets. I also have treat feeders for both dogs and cats, along with homemade treats. Whether I’m caring for your pet in my home or yours, I’ll follow their routine and provide personalized care based on their personality, comfort level, and needs.

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

“This sitter is the best! Kathryn knew more things about my dog and his behaviors than I did! I hope she will accept my future booking requests.”

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Jane S.
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
40 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Emily went above and beyond for our pup. He is not a fan of strangers and has separation anxiety but she had him cuddling on the first visit! She was amazing with our boy and will definitely book again.”

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Caitlin & Brooke M.
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
• 411 reviews
144 repeat clients
20 years of experience
Sheboygan, WI, 53081

“Judy did a great job with Hunter. I loved all the pictures from the visit. We definitely recommend Judy to everyone looking for great care! Thank you a great experience.”

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Lon O.
Sitter Profile Image: Raina R.
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Raina R.
from
$14
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Sheboygan, WI, 53083

“Raina was really great with Prince. She’s very patient with him due to his older age and his injured leg currently. You can tell she has a love for dogs with how well she looks after them. Raina is very good with communicating with questions or concerns regarding my fur baby- I’m definitely booking again with her in the near future :)”

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Samantha V.
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: Samantha C.
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Samantha C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 35 reviews
9 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: Rebecah & David C.
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Rebecah & David C.
from
$13
per visit
5.0 out of 5 stars
• 33 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

About: My husband and I have been watching dogs in our home for over 10 years. Our busy lives of work and family have always held us back from owning our own dog. To satisfy our love for dogs we started watching our friends and families dogs and over the years thru word of mouth we have started getting phone calls asking if we would take on more dogs and then joined Rover. We have experience with small to large dogs, dogs with special dietary needs, dogs that need to be able to run, dogs that want to sit on your lap, to dogs that have medical needs. We believe that dogs should be treated as part of the family. We allow them to sit on furniture, sleep in bed etc.. Our jobs have afford us the ability to be able to adjust our schedules to be flexible and have the option to work from home when we have a dog staying with us. This allows us to be home with your dog to ensure they are getting plenty of play time, outside time and lots of attention. It is very rare that your dog will be home alone for a period of time. Our home is your dogs home... we give the dogs full access to the house. We are non smokers and do not have any pets of our own or small children. We walk the dogs twice a day and have an acre of land that dogs are free to roam, run and play -we like to play ball and tug a rope. We do provide a ground stake with a leash for those that like to run "free". We have ability to work from home and have very flexible schedules when needed. Which in turn allows us to very rarely leave your dog home alone We treat the dogs just as if they were our very own pet.. as part of the family. They have free range of the house .. on the furniture and beds.

Sitter Profile Image: Allison K.
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Allison K.
from
$15
per visit
1 repeat client
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: 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: Patty W.
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Patty W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 52 reviews
15 repeat clients
10 years of experience
Sheboygan, WI, 53081

“Absolutely fabulous sitter! Genuinely loves and cares for our furbabies as if they were her own. Ours are super skittish kitties, and she was so patient with them, gently trying to coax them out. Came home and they were all so happy and healthy!”

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

“Frankie did a wonderful job watching our two cats while we were out of town for an extended weekend. She sent many photos and videos of them playing together, and provided me with updates on how they were doing. Knowing they were so well cared for made being away from them much less stressful. Highly recommend!!”

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Kristine R.
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: 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! I'm a full time Pet Sitter for over ten years. I update my availability daily. I house sit for one home at a time and I love caring for all domestic and hobby farm pets. Exotics are my specialty! 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 .

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

“Cat and sitter have bonded! Great job, Miranda.”

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Mary M.
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: 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: Natalie G.
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Natalie G.
from
$20
per visit
5.0 out of 5 stars
• 8 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.
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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

Kathryn is amazing! She is very responsive and professional and I am always surprised at the massages she leaves with each drop in because she very quickly takes to my babies and takes care of them just as I do. She listens to your concerns as it is difficult leaving any pet. She handles both my elderly cat and my young high energy cat with the same amazing care. 100% Recommend.

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

We really liked having Audrey watch Kat during our travel trip. Our cat "Kat" is usually very shy and hides when people come to the house, even sometimes hisses. With Audrey, Kat accepted pets, back scratches, brushing, etc. during 2 Meet & Greet sessions before our trip. We were very comfortable with Audrey watching Kat. Audrey left very detailed notes and comments for each Pet Visit session and multiple photos. Looked like Kat was really enjoying Audrey's visits. I also liked that Audrey commented with each session regarding Kat's food/litter box usage and eating including concerns she noted during visits. We had good communication with each visit. She was very prompt in responding to questions. Good communicator. Kat Whisperer. We will definitely use Audrey for future travel trips. I was very comfortable during our trip knowing that Kat was well taken care of. I could tell Audrey and Kat got along well as Kat wasn't stressed out during the trip.

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

Allison came to let our two dogs out while we had a longer day out of town. She was prompt, communicated during the process, and did what we asked her to do. Highly recommend!

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Ryan M.
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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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 of Pet Sitting in Sheboygan on Rover is $17 per visit as of October 2026. Most bookings cost between $16 and $22 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 229 sitters on Rover offering Pet Sitting across Sheboygan. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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