Pet Sitting Greendale

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 123
pet parents in Greendale have booked pet sitting

Greendale, 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: Ashley J.
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Ashley J.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 18 reviews
8 repeat clients
20 years of experience
Greendale, WI, 53129

“Ashley was incredible to work with! She was quick to respond, communicated clearly and remained flexible with scheduling. Ashley sent me photos of Oliver and shared how the visit went. He clearly adored her from the photos! She also brought in a package that was delivered. This was my first Rover experience. I'm so grateful to have connected with Ashley! She will definitely be my go-to when I have to travel. Thank you, Ashley!”

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Raechel R.
Sitter Profile Image: Michele M.
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Michele M.
from
$25
per visit
5.0 out of 5 stars
• 43 reviews
17 repeat clients
21 years of experience
Greenfield, WI, 53221

“Michele is a wonder. We have five of our own dogs right now, plus three fosters, and she handled them all with grace and ease. It is also a tricky situation because they don't all get along and have to be let out in groups, so that was a worry I had, but it worked out very well! I highly recommend Michele to watch your furry herd (or single furry friend). Thanks, Michele!”

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Cam H.
Sitter Profile Image: Graciela O.
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Graciela O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
8 repeat clients
10 years of experience
Franklin, WI, 53132

“My boys were so happy when Grace was here. She did an amazing job of giving them lots of exercise and TLC while we were away. I highly recommend her services to any dog parent! Thank you, Grace!!!”

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Rebecca M.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$20
per visit
1 repeat client
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 112 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

“This is the first time we have used this type of service and we were very hesitant to try it. But after meeting with Patricia we were convinced it was a good choice. Our dogs took to her right away and eased any concerns we had. The pictures and report cards were great!! Next time we need someone to help out with our furry kids we will be contacting Patricia again.”

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Brian B.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 284 reviews
69 repeat clients
8 years of experience
Oak creek, WI, 53154

“Kailey has come several times to take care of our cats and she always does an excellent job! She is very communicative, takes great photos, and has an excellent relationship with our cats. We highly recommend her!”

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Meredith W.
Sitter Profile Image: Neida S.
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Neida S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 9 reviews
5 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

“Neida was so considerate and communicative for my dog and spent extra time making him more comfortable during her drop ins. Love her!”

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Daphne
Sitter Profile Image: Kathleen B.
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Kathleen B.
from
$25
per visit
5.0 out of 5 stars
• 137 reviews
63 repeat clients
29 years of experience
Greenfield, WI, 53220

“Katie did an awesome job with our Harley. She sent us pictures every day and it appeared he liked her too as he was waiting by the door for her each day! We will definitely try to book her again if/when we take another trip.”

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Sue E.
Sitter Profile Image: Jackie H.
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Jackie H.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 87 reviews
29 repeat clients
36 years of experience
Muskego, WI, 53150

“Jackie is wonderful with her care for our dogs and ease in scheduling! She’s been helping us for a month now and we always come home to happy pups!”

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Kim F.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$25
per visit
5.0 out of 5 stars
• 556 reviews
99 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah did it again! We have a whole herd at our house between resident and foster dogs and she gave great care to everyone. We just feel so much better having her stop by when we are gone for a long day.”

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Cam H.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$16
per visit
1 repeat client
22 years of experience
West Allis, WI, 53219

About: I’ve been both a canine and feline owner, lover, and caretaker for over the last 20 plus years. Im familiar with a variety of different breeds and temperament's. I love all animals and would love to help care for your furry family member(s). Willing to work with your schedule, as I am a stay at home parent. Also willing to care for puppies under a year, as well as senior dogs. I am currently a stay at home mom, and have a widely available schedule Monday-Sunday. I’ll be able to care for dogs and cats alike. I will utilize your home and yard however you prefer, for the accommodation of your pet/pets. As well as any crate training or other specifics you may prefer for your pet.

Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
12 repeat clients
10 years of experience
West Allis, WI, 53214

“Thanks”

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Greg W.
Sitter Profile Image: Shawn J.
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Shawn J.
from
$15
per visit
5.0 out of 5 stars
• 34 reviews
12 repeat clients
10 years of experience
Oak Creek, WI, 53154

“Thank you Shawn! You were easy to work with and I felt Sonny would be very well cared for, I was very happy to find someone close by who was good with large dogs. I would definitely book with Shawn again :)”

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Daniel P.
Sitter Profile Image: Ryan C.
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Ryan C.
from
$14
per visit
1 repeat client
5 years of experience
Franklin, WI, 53132

About: My family has dog sat for all sorts of different dogs. Puppies, seniors, energetic, or really anything! I love walking dogs and just having fun with them! I’m a firefighter so I work a rotating schedule of 24 hour shifts. So I get a lot of days off with a lot of availability. I have no pets of my own. Can give my full energy to walking and caring for your dogs whenever the schedules may work out.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 233 reviews
45 repeat clients
9 years of experience
Muskego, WI, 53150

“Elizabeth was wonderful with my 2 cats!! Everyday she sat down and played with my kitten( my older kitty is shy and generally hides), it was wonderful!! I missed my Kitties when I was on vacation ,however, it felt good knowing Elizabeth was there for them. Elizabeth also was very helpful when my well water tank had sprung a leak and she alerted me. She was willing to secure the situation until I could get someone to come in and do they big clean up. I am so grateful for her help and compassionate personality!!”

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AJ V.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$18
per visit
4.8 out of 5 stars
• 50 reviews
15 repeat clients
20 years of experience
Oak Creek, WI, 53154

“Even with a small mix up with the time making her a little late for the visit (it happens to the best of us) - Kimberly did a great job taking care of our dogs. She gave them lots of love and made sure they went out, had water and sat with them for a bit. Because of the time mix up, she even offered to come then next day and spend additional time with them. We will hire Kimberly again when we need drop in visits :)”

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Wendy B.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$20
per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Aliyah A.
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Aliyah A.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New berlin, WI, 53151

“Aliyah has been great with our puppy! She’s very responsive and sends the best photos”

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Melissa H.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$13
per visit
5.0 out of 5 stars
• 43 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53219

“Amanda is great with my dogs and is super flexible which is so helpful. We have been using her for months and have loved having her watch them!!”

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Madison D.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Euclid Park, Milwaukee, WI, 53227

“Justine took wonderful care of my cat while I was away. She gave her her medication and played with her a lot! I have no doubts that my cat Effie had a wonderful time with her.”

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Kayla 🤷.
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The median cost per visit for pet sitting in Greendale is $20

Pet parents share their Rover experiences - Greendale

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5.0 out of 5 stars

Rachael was a wonderful with my high anxiety dog. She knew exactly how to get her trust and the visits went well. Brinley looked happy in the pictures she sent me and that gave me peace of mind during our day trip. I highly recommend Rachael!

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

This is my second time having Katie take care of my dog Nova. She was on time and followed instructions perfectly. I will be using her again :) And Nova lovessss her!

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

Mary was great while I was out of state. I have 1 finicky cat and 1 territorial and aggressive cat. She was patient and attentive to both and I felt (and saw) that they were in great hands. Communication was awesome! Instructions were followed 100%. I would definitely rebook.

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Tina P.
Drop-In Visits
5.0 out of 5 stars

we had a last minute cancelation and Alissa responded very quickly and honestly she should have been our first choice. She was amazing and went above and beyond. My cat was comfortable with her and she was very accommodating to all our requests. Would definitely recommend her to anyone who wants to leave their baby and have them be in good hands.

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Courtney E.
Drop-In Visits
5.0 out of 5 stars

Graciela was great! She kept me updated with photos, was right on time for her drop in visit and took great care of my dog. I appreciated her communication and would definitely recommend her for dog care!

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

Allison was great! My very timid rabbit warmed right up to her. Also her detailed notes of each daily check in gave me confidence that I had nothing to worry about!

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

Alyssa is fabulous! LadyBug lights up when I say "Alyssa is coming" ~ today, she started jumping up and down in circles ~ we couldn't figure out why ~ and 2 min later Alyssa knocked on the door! LadyBug knew Alyssa was nearby!

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Margaret P.
Drop-In Visits
5.0 out of 5 stars

Justine took wonderful care of my cat while I was away. She gave her her medication and played with her a lot! I have no doubts that my cat Effie had a wonderful time with her.

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

Michele did an outstanding job with our senior dog and provided multiple updates on him while we were gone. She also agreed to meeting him beforehand and learn his preferences. Will definitely use her again!

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

Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.

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

She took great care of my elder dog, her drop in were thorough w following her med plan and routines. She also went the extra mile in giving our flowers a good watering during this extreme heat. I look forward to using her more this summer.

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John P.
Drop-In Visits
5.0 out of 5 stars

Alexandra was an excellent petsitter! We’d just moved to the state and were very nervous about leaving the care of our cats to a new person but she completely alleviated those fears. She was incredibly flexible and communicative throughout the petsitting. We will definitely book her again!

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A'Lexus M.
Drop-In Visits
5.0 out of 5 stars

Amanda always does such an amazing job with Gwar! She is timely, follows instructions and my cat absolutely adores her. I will always book with her when she’s available!

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

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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Emily A.
Drop-In Visits
5.0 out of 5 stars

Alexis and her husband were both so great with our animals and went out of their way to help clean up our dog after he finished playing in our yard during the mud season. I would highly recommend Alexis for your next rover booking!

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

Stephanie was great! She was responsive and communicative and I was able to be worry-free when out of town!

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Cheryl E.
Drop-In Visits
5.0 out of 5 stars

Lauren stayed with our two Aussies for an extended drop-in visit. She was terrific to work with and great with communication, and the dogs loved her. We'll definitely work with her again. Thanks, Lauren!

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Dave 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.

How to book pet sitting

  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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Greendale

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Greendale average 6
repeat pet sitting clients

FAQs for Pet Sitting - Greendale

Frequently asked questions about Rover

The average cost of Pet Sitting in Greendale on Rover is $18 per visit as of October 2026. Most bookings cost between $14 and $28 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 2,293 sitters on Rover offering Pet Sitting across Greendale. 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 .

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 , 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 Greendale. On Rover:

  • 88% of sitters can help with special care needs
  • 94% 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 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 .

sitters on Rover set their own , 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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