Pet Sitting Greenfield

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 Greenfield have booked pet sitting

Greenfield, 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: Maya M.
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Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

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.
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: Mary C.
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Mary C.
from
$18
per visit
5.0 out of 5 stars
72 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

Mary is amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!

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Lindsay P.
Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$20
per visit
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: Kelly M.
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Kelly M.
from
$20
per visit
5.0 out of 5 stars
41 reviews
12 repeat clients
15 years of experience
Greenfield, WI, 53227

Kelly did an amazing job with Canelo!! We received a detailed update of her time with him and would definitely contact her again!

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Sonia R.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Euclid Park, Milwaukee, WI, 53227

About: I’ve been a devoted animal lover and pet owner for as long as I can remember. From dogs and cats to caring for pets with unique personalities and needs, animals have always been a huge part of my life. Currently, I share my home with a lovable, mischievous hound mix who keeps me on my toes and a cat who completely stole my heart. A few years ago, I lost my soul dog, Jersey, and that experience deepened my understanding of the special bond we share with our pets. I know firsthand how difficult it can be to leave them behind and trust someone else with their care. That’s why I treat every pet as if they were my own—with patience, affection, attention, and plenty of love. Whether your pet needs a quick drop-in visit, playtime, cuddles, a walk, or simply a friendly face while you’re away, my goal is to make them feel safe, happy, and cared for. I also know how important peace of mind is for pet parents, so you can expect regular updates, photos, and communication throughout my visits. Because I work from home, I have a flexible schedule that often allows me to accommodate drop-in visits and pet care needs throughout the day. I’m committed to providing dependable, compassionate care and building a trusting relationship with both you and your pets. I look forward to meeting your furry family members and becoming someone you can count on whenever you need a helping hand! 🐾❤️ I work from home and have a decently flexible schedule. I have a young son and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.

Sitter Profile Image: Sarah J.
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Sarah J.
from
$20
per visit
5.0 out of 5 stars
521 reviews
94 repeat clients
5 years of experience
West allis, WI, 53219

I am a repeat client with Sarah! Sometimes house sitting and sometimes drop-ins. She never disappoints. Yesterday she came by three separate times for drop-ins providing potty breaks and play time while I had a long day away. She sent several pictures each time and provided detailed info on what all they did during the drop-in, Sarah for sure has a way to make you feel comfortable the times you need to be away from your pet.

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Jenna Z.
Sitter Profile Image: Hailey I.
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Hailey I.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
55 reviews
9 repeat clients
10 years of experience
Mitchell West, New Berlin, WI, 53151

Hailey is wonderful! She communicates great and made me feel very comfortable to have her care for my pup. She provided excellent updates and pictures from her visit that gave me peace of mind. Charlie warmed up to her almost immediately he loved her!!

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Nitalia D.
Sitter Profile Image: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
40 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.

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Rachel S.
Sitter Profile Image: Katie N.
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Katie N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
14 repeat clients
20 years of experience
Greenfield, WI, 53220

Katie took great care of my cat! She did everything I asked for and also made sure everything was in order throughout the house for her! Sophie loves when she visits!

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Amolee P.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$20
per visit
10 years of experience
Hales Corners, WI, 53151

About: I’ve grown up with dogs my entire life and understand the love, patience, and attention they need to be happy and healthy. Over the past several years, I’ve also dog sat for friends, neighbors, and family members, caring for pets of all ages, sizes, and personalities. Whether it’s feeding, walking, playing, giving medication if needed, or simply providing companionship, I treat every pet as if they were my own. I’m dependable, responsible, and committed to making sure your pet feels safe, loved, and comfortable while you’re away. My goal is to give both you and your furry family member peace of mind with quality, compassionate care. I recently graduated high school and currently work a part-time job, which gives me a flexible schedule and plenty of time to care for your pets. I’ve grown up with dogs my entire life and have years of experience dog sitting for family, friends, and neighbors. Whether it’s walks, playtime, feeding, or overnight care, I’ll make sure your pet gets the attention, love, and care they deserve while you’re away. I’m available most weekdays and weekends and will always do my best to accommodate your schedule. Your pet’s safety and happiness are my top priorities. I take the time to learn each pet’s routine, feeding schedule, and any special instructions so they feel comfortable and secure. I provide constant supervision, plenty of playtime, fresh water, walks, and lots of affection. I treat every pet like they’re my own and will keep you updated with photos and messages so you can have peace of mind while you’re away.

Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$18
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
3 years of experience
West Allis, WI, 53227

Kelsey was incredible. First she was extremely flexible as I changed my plans on her many times! I booked out in advance and she followed up with me beforehand. My cats love her and loved to play and be pet! She handled my entry instructions great and I felt very safe leaving my cats in her care and my apartment open to her! I met her in person as well she is so kind. I highly recommend!

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Neil F.
Sitter Profile Image: Emma E.
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Emma E.
from
$15
per visit
5 years of experience
Wedgewood, Milwaukee, WI, 53220

About: Nothing probably sets me apart from other sitters. I always carry a mini journal and pen around with me to jot down notes or things I need to remember, especially if there are specific instructions, like dietary or playtime needs for pets. I usually am the one who takes my family dog for a walk every day since I'm the only one in my family who has the most amount of free time on their hands. If I ever dog sat for a friend's pet in my home, I usually don't really change my routine but add the necessary care requirements for both dogs. When I'm staying over at a friend's or family member's house while watching their pet, I still do a similar routine when I'm at home, but I stay on high alert and make sure I don't leave snacks or anything I bring anywhere the dog can reach.

Sitter Profile Image: Alyson F.
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Alyson F.
from
$20
per visit
10 years of experience
Greenfield, WI, 53228

About: I've had animals in my home for as long as I can remember. From fish, cats, and dogs to even tarantulas, I've cared for a little bit of everything. I've also been the go-to pet sitter for family whenever they're out of town. I currently have an 8-month-old kitten of my own, so I'm familiar with the care, patience, and attention pets need to thrive Besides taking care of my own pet, I have a consistent, part-time job and schedule that allows me to commit to the obligations that I've made with other owners. I don't believe in "get in, get out". I make sure any pet gets proper attention and some play time. Pictures of pets for reassurance is something I offer

Sitter Profile Image: Nikolas T.
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Nikolas T.
from
$18
per visit
3 years of experience
Woodland Court, Milwaukee, WI, 53220

About: Happy to have walked and worked with many animals and breeds of dogs in day care and hospital settings. Excited to walk and work with many more. I am currently available to work with pets Monday to Sunday during the day and possibly nights if needed. Schedule as needed I am able to help. I have no other pets in home currently ensuring that all focus is on your pet. Daily walks and feeding as instructed will be guaranteed.

Sitter Profile Image: Desirae W.
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Desirae W.
from
$25
per visit
14 years of experience
Greenfield, WI, 53220

About: Hello!! I am a college student and have a very flexible schedule. I have grown up around dogs in my household all of my life, and I have fostered over 70+ dogs of all ages with my family. I also volunteered with multiple rescues throughout the years and have 3 rescue dogs in my household. I understand that certain animals need more attention than others and I am willing to give them my full attention. I enjoy being around dogs and am willing to meet the needs for your dog or dogs:)! A typical day, I like to walk my dogs in the morning to make sure they get their exercise. I also like to play fetch with them and make sure they are entertained during the day. Throughout their daily routine, my dogs in my household are walked in the morning and fed breakfast and dinner. They are rewarded with a treat when they are being well behaved.

Sitter Profile Image: Ashley J.
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Ashley J.
from
$20
per visit
4.9 out of 5 stars
10 reviews
4 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: Angie B.
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Angie B.
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

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Becky D.
Sitter Profile Image: Julie T.
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Julie T.
from
$19
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

Gave my dog a lot of attention . Was good with him

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Julie R.
Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$18
per visit
5.0 out of 5 stars
37 reviews
17 repeat clients
15 years of experience
Highwood Estates, Milwaukee, WI, 53219

Rebecca was amazing with our Golden! From the first meeting she sparked energy in our old dog and they became instant friends! We couldn’t have asked for a better sitter for our dog. Thank you!

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Jenna W.
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The median cost per visit for pet sitting in Greenfield is $20

Pet parents share their Rover experiences - Greenfield

1 / 1
5.0 out of 5 stars

Rachel completely exceeded my expectations. My kitties loved her. Rachel’s communication was excellent. The photos were great! We looked forward to seeing them every day. I would definitely request Rachel again.

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

I truly cannot recommend her enough! She took such amazing care of my dog, Frankie, and went above and beyond in every way. She kept me updated with pictures and messages, which gave me so much peace of mind while I was away. It was obvious that she genuinely cared about Frankie and wasn’t just checking off a list of tasks. She even took Frankie on a long walk that wasn’t expected, just because she wanted to, and I know Frankie loved every minute of it. Coming home knowing my dog had been so well cared for meant everything to me. Frankie can be particular, and I don’t trust many people with her, but after this experience, I honestly don’t want anyone else watching her if she’s available. She treated Frankie like her own, and I couldn’t be more grateful. Thank you so much! ❤️🐾

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Jade 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

Mallory was great! Treated our cats like her own and sent tons of pictures. We would definitely book with her again and recommend her to others!

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

Another great drop in with Jenn. She is always on time. Provides great pictures and detail of events on the walk. In addition to a little bit of play time! Oh, and brought in packages! Will continue to reach out to Jenn for her services!

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

Wonderful and very pet-focused sitter! Just a lover of all animals and the perfect person to take care of my pet. She went above and beyond to make sure both my cat and house were well taken care of.

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

Nicole was a wonderful sitter for our 4 cats. Throughout our week away, Nicole kept me updated with daily reports and photos of our cats looking very happy and relaxed. She spent lots of time playing with them everyday which they clearly loved. In addition she watered my patio plants. I recommend Nicole whole heartedly to anyone who loves their pets and values their happiness.

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

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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

So glad everyone got along for the first drop-in. Leandrea was very good with communication. Look forward to next time.

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

Kimberly has been amazing with our little Yeti! He loves when she comes to visit him during the day while we’re at work

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

Another great drop in day with Sarah! Spent time playing and being outside. Came home to a happy pup!

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

Katie always goes above and beyond to make us comfortable while we’re away. In addition to taking great care of our kitty, she grabbed packages on our stoop for us to help with peace of mind. Will continue to have her in the future!

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Katy M.
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

Lilly did a fantastic job of checking in on our cat Marvin while we were away! She provided great updates and was very professional & communicative overall. Thank you Lilly!

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Nick P.
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

Caitlyn is an amazing cat sitter! I hired her while I was away for a work trip and she dropped in multiple times a day and medicated one of my cats (who gets several meds throughout the day). On top of that, her updates were phenomenal! She gave me up descriptions of my cats activities that were very consistent with their personalities, so I could tell she was really paying attention to their moods and needs. One of the best cat sitters on here and I would easily hire her again! So flexible to work with, sends amazing photos, and responds quickly.

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

I have used her multiple times for my first dog, and with my second now. She is wonderful especially since I am night shift and she is able to accommodate those night time hours. She is wonderful with the dogs. I recommend her 100%🤗

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

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.
Drop-In Visits
5.0 out of 5 stars

Amanda has been helping us since we first got our puppy last November. She has been GREAT with her. Communicative, flexible, and caring are just a few words that describe Amanda! Couldn't have asked for better help.

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

Serena did an excellent job with our dogs, on-time and went above and beyond. Provided updates and pics for each visit so we felt totally at ease they were happy and well taken care of. Would happily book again.

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Kaytee S.
Drop-In Visits
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Popular requests for pet sitting - Greenfield

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Sitters in Greenfield average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Greenfield

Frequently asked questions about Rover

The average cost for Pet Sitting in Greenfield on Rover is $17.76 per visit (as of July 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 July 2026, there are 2,414 sitters on Rover offering Pet Sitting across Greenfield. 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 Greenfield 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 Greenfield. On Rover:

  • 92% of sitters can help with special care needs
  • 97% 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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