Pet Sitting Milwaukee

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 1,171
pet parents in Milwaukee have booked pet sitting

Milwaukee, 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.

1 / 1
Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
269 reviews
74 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

Leandrea was terrific. She came over to meet the cats before I left, she sent pictures and updates daily, and I came home to two very happy cats and clean litter boxes. Couldn't have asked for better. Thanks so much!

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Peter G.
Sitter Profile Image: Celia K.
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Celia K.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I can walk and feed your dog. I like hiking so I enjoy walking outside. If you have a fenced backyard, I'll scoop the poop in the whole yard when the dog is doing their business and then play with them in their favorite style of play. I can also drive them for vet, grooming, day care appointments subject to our agreement on these services. I live and work downtown Milwaukee, including some days that I work from home. I have a lot of extra time that I can spend with your animals. I will walk dogs on leashes unless the client has a fenced yard and specifically tells me it is ok to let the dog out there.

Sitter Profile Image: Lily F.
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Lily F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!

Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
31 repeat clients
20 years of experience
Harbor View, Milwaukee, WI, 53204

Chelsea was a great help watching my cats over (and even on!) Christmas. She was communicative and easy to work with, and I'll definitely be booking again. Thank you, Chelsea!

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Brad B.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca did a great job and will be definitely booking with her again! She was on time and communicative during the time she was watching my cats!

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Zak K.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
153 reviews
57 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!

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

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

Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
218 reviews
64 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica is terrific! She is so good with my senior cat and takes great care of her when I’m out. Her communication is very timely and you can count on her to be there. I have booked her several times and will continue to do so.

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Debra L.
Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
31 reviews
6 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

The pets seemed super happy with Alex’s visit, we’re so excited we found her here on Rover- gives us so much confidence and relief for our pets’ care needs for any future drop ins/stays. Super impressive she was able to get the puppies to cuddle up all together on her first drop-in, they clearly liked her a lot! The photos and updates were great little check ins to see the goobers acting well, enjoying some company, and resting happily. Alex is also amazing at following their specific care instructions and asking any questions to clarify or check for things. Communication is 1000/10, plus super responsive, attentive, and easy to coordinate with. Thank you!

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Stefanie V.
Sitter Profile Image: Laurie P.
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Laurie P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
120 reviews
49 repeat clients
36 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Laurie was very flexible and accommodating, professional, and friendly. She kept me updated with texts and pictures and took good care of Luna.

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Breana B.
Sitter Profile Image: Jodi C.
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Jodi C.
from
$18
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

Reliable and easy to communicate with! Would book her again!

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Jackie M.
Sitter Profile Image: Cathy L.
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Cathy L.
from
$25
per visit
5.0 out of 5 stars
76 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Cathy was great with my puppy! She was responsive and communicative throughout multiple drop ins this weekend! I would recommend Cathy to others!

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Kelsey C.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
64 reviews
15 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!

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Anika H.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$20
per visit
5.0 out of 5 stars
40 reviews
7 repeat clients
17 years of experience
Milwaukee, WI, 53202

They did a great job taking care of my older dog! They sent great updates and did the extra work needed to take care of her from carrying her up and down stairs to helping with her food. It felt like close friends taking care of her and highly recommend them!

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Katie R.
Sitter Profile Image: Avery P.
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Avery P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)

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Briana O.
Sitter Profile Image: Ella M.
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Ella M.
from
$18
per visit
7 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I’ve grown up with dogs my whole life, and this is something I enjoy to do on the side, to take care of your pups! I’m working full time during the week, but usually off by 12:00, making me available between 1:00-6:00 to come care for your pet for walking/playing and for them to go outside! As of now, I plan on being available to take your dogs out to go to the bathroom, come play and would love to walk them.

Sitter Profile Image: Katarina N.
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Katarina N.
from
$15
per visit
4.8 out of 5 stars
18 reviews
14 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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Liz C.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$16
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
8 years of experience
Milwaukee, WI, 53203

About: I have taken care of dogs of different sizes since I was about 12 years old. Coworkers, friends and family have allowed me to dog sit their furry friends for 3+ days in addition to walking and feeding their dogs. I also trained my family’s rescue collie when he was a puppy. I currently work full time. But I will be able to watch your pup most mornings / evenings and weekends. (8 am - 530 pm) If given instructions, I will follow them perfectly. Your dog is part of your family. And my wish is to make them as comfortable as possible when walking/watching them. This could either be from petting the animal, exercising the dog, or giving the animal distance until he/she is comfortable.

Sitter Profile Image: Rylee F.
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Rylee F.
from
$17
per visit
25 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I grew up with both cats and dogs, have two spoiled cats of my own, and spend some of my free time volunteering with cats at a local animal shelter. As a pet owner myself, I know how much trust it takes to leave your pet in someone else’s care. Whether your pet loves long walks, playtime, snuggles, or just having a friendly human around, I’ll do my best to make them feel safe, comfortable, and loved while you’re away. I also provide plenty of updates and photos because I always want a million photos of my cats when I’m away from them! I have a flexible schedule that allows me to prioritize visits, walks (for dogs), and drop-ins without rushing. I’m able to plan my day around pet care commitments and make sure each animal gets consistent attention, care, and reliability. As I currently have two cats of my own, feeding, playtime, litter box care, and general check-ins are already part of my daily rhythm. On top of that, I volunteer at an animal shelter, which keeps me regularly engaged with different cats and their needs. I provide care in my client’s home through drop-in visits and/or walks, depending on the pet’s needs. I always follow the pet’s normal routine as closely as possible to keep them comfortable and stress free while their owner is away. During visits, I handle feeding, fresh water, litter box cleaning, playtime, and any medication needs if instructed. I also make sure each pet gets attention and companionship based on their personality, whether that’s active play or quiet company. I treat every home with respect, keep things clean and tidy, and always prioritize safety, consistency, and clear communication with pet parents through updates and photos.

Sitter Profile Image: Benjamin R.
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Benjamin R.
from
$20
per visit
5.0 out of 5 stars
1 review
4 repeat clients
2 years of experience
Milwaukee, WI, 53202

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

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

Pet parents share their Rover experiences - Milwaukee

1 / 1
5.0 out of 5 stars

So detailed, and followed my detailed instructions with no issues. So caring, and thoughtful. Thank you for caring and loving for my furbabies! My furbabies were happy to have you while we were away!! I will be booking again soon :)

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

Angela was amazing! She took great care of my cat when I was gone and was very communicative throughout. Would recommend her to anyone looking for a reliable pet sitter.

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

Booked Miriah for drop-in visits to care for my cat for a week and she did an amazing job (play time, feeding, exchanging water in cat fountain, litter box cleaning). She sent updates after every visit along with plenty of photos, which gave me peace of mind while I was away. She was reliable, caring, and attentive. I’ll definitely book her again and highly recommend her to anyone looking for a great pet sitter!

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Jessica Z.
Drop-In Visits
5.0 out of 5 stars

I wouldn’t consider my cat to be a lap cat, but Hope is the exception; I will usually receive a picture of my cat sitting on Hope during visits. So happy and grateful for this precious relationship they share

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

Abby always handles our babies with care and her updates are so detailed! Love all the cute pictures!

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

Linda was able to come visit my puppy very last minute and I appreciate her availability. She answered promptly to my questions and kept me updated during the visit. I was nervous as this was my first time using Rover, but she was very kind and understanding.

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

Hana genuinely cared for Finn. She updated me each drop in and walk and went above and beyond to make sure Finn was cared for. I would highly recommend Hana for any pet sitting needs.

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

Kyla was amazing, watching my two cats for a two week vacation and taking special care to get to know them! She was flexible and thorough and sent daily updates. I will 100 percent book again

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

Angela was amazing! When we expressed our concerns and worries about our cats she was so understanding and took such good care of them! We felt so comfortable leaving them in her care, would highly recommend Angela!

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

Sarah provided great updates. My cats are usually pretty shy and skittish with new people, but she had them coming out to investigate and play by the second day. Absolutely will come back to Sarah if I need a sitter again.

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

Nicole left detailed notes for my dog’s drop in visits and made sure my dog got the extra care he needed while I was gone.

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

Emily was great with Teddy! She kept us updated, followed his routine, and took great care of him. Teddy seemed really comfortable with her. We’d definitely book with her again! 🐾

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Sarah W.
Drop-In Visits
5.0 out of 5 stars

Mika agreed to a last minute drop-in and I’m incredibly grateful! They were attentive at the meet and greet, and took great care of our many critters!

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

Lindsay was so great with our boys! She made sure to send photos during every visit and was easy to get a hold of! We will definitely be booking with Lindsay again :)

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

Jessica was a great find for our drop in visit needs for our two cats. She was punctual, caring, and provided great care as well as updates and tons of pictures. We recommend her to other families in need of drop-in care.

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Mary Lou K.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Travis, and will absolutely book with him again. He was responsive, easy to communicate with, and kept us updated while we were away. Our dogs were happy, healthy, and well cared for when we returned, which gave us a lot of peace of mind. We highly recommend him to anyone looking for a reliable and caring dog sitter.

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Jennica W.
Drop-In Visits
5.0 out of 5 stars

Melanie was so lovely to have come by and check in on Norman. We got regular updates and lots of cute pictures! Thank you!

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Gillianne O.
Drop-In Visits
5.0 out of 5 stars

Avery does a super job checking in on our elderly cat. She takes care of feeding, cleanup, and communication!

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

Such a relief knowing our baby was cared for so well during our trip. Our Bathsheba was a bit shy at first but quickly warmed to Autumn.

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

Abby was great! This is the second time she’s watched our kitties and we came home to two happy healthy cats. Sent lots of pictures and kept them entertained so we didn’t worry at all.

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Julia P.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your pets like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for pet sitting - Milwaukee

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Milwaukee average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Milwaukee

Frequently asked questions about Rover

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

Rover makes budgeting the cost of 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 August 2026, there are 2,236 sitters on Rover offering Pet Sitting across Milwaukee. 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 Milwaukee 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 Milwaukee. On Rover:

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

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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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