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 118
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.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 43 reviews
18 repeat clients
21 years of experience
Greenfield, WI, 53221

“Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!”

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Karla B.
Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$20
per visit
4.8 out of 5 stars
• 36 reviews
11 repeat clients
2 years of experience
Greendale, WI, 53129

“Always responsive and attentive to the needs of Winnie and Moose. We are so glad we have found a sitter we can trust and that the pets love to see!”

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Julia M.
Sitter Profile Image: Graciela O.
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Graciela O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 25 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: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 17 reviews
5 repeat clients
18 years of experience
Franklin, WI, 53132

“Lauren was absolutely amazing. She was adaptive to our animals. This was my first rover experience and I wouldn’t think twice of using the service again; hoping for Lauren. She was amazing, responsive and professional!”

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Sarah B.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 139 reviews
36 repeat clients
40 years of experience
West Allis, WI, 53227

“Jenn was very thorough and thoughtful in caring for my Senior cat. She provided detailed notes on her visits and spent quality time with my cat. I would definitely book with her again in the future!”

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

“We loved the personal stories and the above and beyond service provided. Would highly recommend and if we need service in the future, we will be choosing her!”

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Brianna M.
Sitter Profile Image: Tara F.
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Tara F.
from
$14
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.

Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$25
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
3 years of experience
West Allis, WI, 53227

“Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!”

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Sara S.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
• 84 reviews
28 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

“Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!”

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Kelsey H.
Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Hawley Farms, Milwaukee, WI, 53219

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

“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.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 32 reviews
5 repeat clients
5 years of experience
Oak creek, WI, 53154

“Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.”

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Courtney S.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$16
per visit
5.0 out of 5 stars
• 1 review
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: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 238 reviews
45 repeat clients
9 years of experience
Muskego, WI, 53150

“Great experience!! This is our first time using this service and it was flawless. Elizabeth has great communication and was wonderful with our dog. I would definitely recommend her and will use her services again!!”

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Marsha G.
Sitter Profile Image: Julie D.
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Julie D.
from
$12
per visit
1.0 out of 5 stars
• 2 reviews
1 repeat client
16 years of experience
Greenfield, WI, 53220

About: Hi! My name is Julie and I love animals of all sorts , especially dogs. I own four dogs currently. I have two German Shepherds and two smaller dogs; I currently stay at home and I know how it can be to want to go on vacation and not have a dependable pet sitter whom you can trust. I am able and willing to come and care for your pets while you are on vacation or even on a weekly basis while you are at work. My hours are very flexible. I am also willing to care for cats such as feeding drop in to pet and keep them company. Also meds if they need it when you are at work. Thanks! I am a stay at home mom and have time during the day for drop ins and walks. I am also available on some weekends. I will do all that I can to gain your family pets trust and make them feel comfortable around me. I will let them out, go for walks and even play however they like to play.

Sitter Profile Image: Stephany N.
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Stephany N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Milwaukee, WI, 53219

About: Providing reliable, professional care for your pet (DBA Pawtastic Pet Sitting)--we appreciate any feedback & reviews en lieu of tips *Schedule availability update: Walks & drop-ins: Mon-Fri anytime after 3:30pm - Midnight Sat-Sun 24 hour availability Boarding: Drop offs/pick ups Mon-Fri before 6:30 am or after 3:30 pm Sat-Sun anytime My availability has changed for the holiday season. Thank you for understanding! I offer dog walking and house sitting services in your home or overnight boarding. If your dog has special care needs I can accommodate one dog at a time for a more comfortable stay. Free Meet & Greet with all new clients so we can review your dog's routine, go over your expectations, and decide if I am a good fit for you. You'll receive regular photo updates throughout your pet's stay. Please reach out with any questions! I am available for services throughout the week and on the weekends part-time with some flexibility depending on the dates. I can accommodate longer stays based on circumstances and care requirements, happy to discuss further! I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you allowing me to help relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

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

“Thanks”

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Greg W.
Sitter Profile Image: Diana I.
Verified Enhanced Background Check
Diana I.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Fernwood, Milwaukee, WI, 53207

“Diana was very nice and took great care of Belly!”

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Lydia R.
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

“Kimberly was amazing with our drop in visits with our dog!!! She spent a lot of time with him, cared for him, and even took him to the dog park! We got so many photos of our dog! She was amazing! Definitely will use her again!!!!”

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Sarah R.
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The median cost per visit for pet sitting in Greendale is $20

Pet parents share their Rover experiences - Greendale

1 / 1
5.0 out of 5 stars

Jess was fantastic and from the pictures she shared from her visit Davey loved her. We definitely woukd use her again

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

I booked Sarah for a last minute booking due to a family emergency, and she responded almost immediately! She was very tentative, asked questions, and was so sweet to my little girl! She went above and beyond to help my baby feel comfortable and come out of her shell.

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

Rachel was amazing! Before the visits. She came by for a quick introductory with my girls and they warmed up to her very fast. She has many specifics about what their needs are. And while I was gone she sent very detailed messages about their activities during the day and sent pictures which were very appreciated. I highly recommend you book with Rachel.

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

Highly recommend booking with Allison! She was on time to give our cat potato her medication and provided great updates.

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Ellie R.
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

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 is $19 per visit as of November 2026. Most bookings cost between $14 and $28 per visit. On Rover, 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 November 2026, there are 2,265 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 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 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 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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