Dog Sitting Greenfield

Book a Greenfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 191
pet parents in Greenfield have booked dog sitting

Greenfield, Find top rated dog 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: Kimberly F.
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Kimberly F.
from
$25
per visit
4.8 out of 5 stars
• 24 reviews
4 repeat clients
18 years of experience
West Allis, WI, 53214

“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.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 96 reviews
35 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”

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Sarah H.
Sitter Profile Image: Ryan T.
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Ryan T.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
West Allis, WI, 53214

About: I am a zookeeper so I absolutely love animals! I’ve had pets my whole life. Currently I have a fish. Just recently my cat passed away, and my dog passed away 2.5 years ago. I’m looking to help others out by watching and taking care of their fur children. I am good at walking, basic training, medicating and snuggling with pets. Most of my experience is watching pets of friends and family. Willing to care for dogs, cats, birds, fish and some other critters. I work 8-5 on a rotating schedule, meaning my off days change weekly. I can check in on pets before and after work and also before bed. I am also willing to stay with pets at your home so they feel secure and someone is with them in the evening and morning. I am free most evenings. I am willing to house sit/pet sit at my client’s house. I will follow routine and instructions for pet care, feeding and walking schedules, and clean up. I am also willing to do house checks to feed, medicate and let out pets for bathroom breaks.

Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 105 reviews
29 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”

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Virginia I.
Sitter Profile Image: Denise A.
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Denise A.
from
$20
per visit
40 years of experience
Milwaukee, WI, 53215

About: I work primarily from home, outside of home for just a few hours a couple days a week. I love, love love dogs! have two fur babies right now, 11 years old and quite friendly. They have a mild temperament and enjoy playing with other dogs although they have slowed down in the past few years. I've had dogs my entire life with my first dog was given to me by my father when I was 3 years old and I can't recall a long span of time where I didn't have a dog. That is except a 4 year period after my fur baby Misha passed away 20 years ago. I play with my girls daily, give them massages, brush them and just make sure they get enough attention throughout the day. We go for short walks also...they are small so they don't make it too far without tiring out. They do enjoy the dog parks occasionally.

Sitter Profile Image: Rylee F.
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Rylee F.
from
$17
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
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: Keisha P.
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Keisha P.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
• 56 reviews
26 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“She is an amazing pet sitter! Very kind and our dog loves her!”

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Brenna R.
Sitter Profile Image: Georgia N.
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Georgia N.
from
$25
per visit
20 years of experience
Milwaukee, WI, 53214

About: I’ve taken care of both senior dogs and puppies. I’m patient and calm, but I can also handle a dog that pulls when being walked. I’m a college student, mom, and wife, but my schedule is very flexible. I can do visits at any time as long as we plan it at least 24 hours in advance. I always appreciate a detailed schedule when caring for your pet. I would like to stick to your typical routine so your pet can be comfortable when their family isn’t home.

Sitter Profile Image: Melissa V.
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Melissa V.
from
$15
per visit
27 years of experience
Bay View, Milwaukee, WI, 53207

About: I have over 27 years of personal dog care experience, looking to help those in the community that need their best friends walked and cared for. My soulmate Olaf crossed the rainbow bridge May 2026 and I am looking to utilize my energy to help those in the community care for their dogs. I live with two Dachshund mixes that aren't much of walkers themselves, so I'd love to walk with some dogs that appreciate time outdoors. In that 27 years, I have experience with multiple breeds including "bully" breeds and small dogs. I have worked with numerous types of dog breeds and sizes, and personalities, and I open to work with any dog that needs that special care while you are out. I have experience with different harness and leash types, as well as environments for taking your dog on a stroll (city, country, downtown, etc). I practice patience with each new dog for them to get to know and trust me, while adding some fun and extra pats into the mix. I have a fairly set work schedule though can be available any evening of the week with proper notice. I am open to discuss availability to help care for your dog and get them the care they need while you are taking care of others things. For dog walking services and drop-ins, it will be best for me to come to your home to care for them to best accommodate you and your dog's needs.

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

“Kim was Fantastic! Loved getting updates from her and she spent good quality time with my little kitties! We will be using her time and time again!”

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Robert T.
Sitter Profile Image: Maxwell W.
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Maxwell W.
from
$20
per visit
5 years of experience
West Allis, WI, 53214

About: I’ve grown up caring for cats and dogs and have always enjoyed spending time with animals. I have an active dog of my own who loves going on long walks, so I’m very comfortable keeping energetic dogs active and entertained. As a high-level athlete, I’m active myself and genuinely enjoy being outdoors, whether that’s walking, playing, or simply spending time with a pet. I’ve also helped neighbors care for their animals while they were away. Right now I’m training in Milwaukee and have practice at 3:30 so I can take care of your pet during the day but also after practice if needed. Would be preferred if I did at the clients house but I live in a apartment right now they have a dog park and sorts.

Sitter Profile Image: Emily M.
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Emily M.
from
$50
per visit
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily is a great sitter for my dog Scout! We've been working together for about a year, and she's able to handle senior/disabled dog issues, including lifting/carrying paralyzed dog & dealing with potty issues that occur when Scout is alone.”

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Caitlin A.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma is the best! There’s honestly only positive things I could say, she is so easy to communicate with and the genuine care for my dog she has is obvious! Ive felt comfortable leaving her in the hands of my dog and home every time she’s come over which in my opinion is the biggest complement! Me and Journey are so glad to have you there when I can’t be, see you soon and thank you always Emma!!”

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Hope B.
Sitter Profile Image: Heather K.
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Heather K.
from
$14
per visit
3 years of experience
New Berlin, WI, 53151

About: I have been dog sitting consistently for over a year now! I previously lived with a dog that I loved, and I am very much missing my furry friend ! I'm unable to have my own because animals are not allowed in my current residence. I would love to take care of your dog/cat to help me get my animal fix in, and help you out! I work everyday Saturday - Wednesday. Thursday, Friday off. Evenings are always open, as I am out of work by 530. I can do mornings very easily. And outings before bed! First and foremost, I am respectful of all house rules. I have been sitting friends, families, and strangers' dogs for over a year now. I mainly enjoy reading, or watching mindless television with your furry friends. Cuddles are always welcome and appreciated! :)

Sitter Profile Image: Diana I.
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Diana I.
from
$16
per visit
5.0 out of 5 stars
• 4 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: Jamila M.
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Jamila M.
from
$20
per visit
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”

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John L.
Sitter Profile Image: Jennifer I.
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Jennifer I.
from
$18
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

About: I've been around dogs my entire life — in 28 years, there have only been 7 days I've lived without one! I grew up in a home with five dogs, including four Bernese Mountain Dogs and a Sheltie. My family also responsibly bred Berners and Shelties, and I grew up around training, proper care, and learning to understand each dog's individual personality. Today, my own dog is still a huge part of my life. I also prepare homemade food for my dog and have learned a lot through that experience about paying attention to ingredients, sensitivities, age, energy levels, and individual needs. If your dog has a unique routine, dietary preferences, or special considerations, I'm happy to listen and follow the routine you've established for them. I'm comfortable with dogs of different ages, personalities, routines, and needs, and I believe patience and consistency go a long way. Most importantly, I know how hard it can be to leave your dog with someone else. I treat every dog like they're part of the family — with plenty of attention, patience, playtime, and care while you're away. 🐾 Pets are already a big part of my everyday life. I have always had dogs and currently have three cats of my own, so feeding, walks, playtime, cleaning, and keeping up with their routines are naturally part of my day. I’m also intentional about making time for the pets I care for. I’d rather give a pet my full attention than simply “check a box” and leave. I’m happy to work around their normal routine and give them the consistency they’re used to while their family is away. 🐾 I start by learning your pet’s normal routine — feeding times, walks, medications, favorite activities, boundaries, and anything else that helps them feel comfortable. Then I stick to those instructions as closely as possible. I believe good pet care is about paying attention to the little things. I watch for changes in appetite, energy, behavior, bathroom habits, or anything else that seems unusual, and I’ll communicate with you if I notice something worth knowing about. Most importantly, I want your pet to feel safe and comfortable, not like their routine has suddenly been turned upside down. Whether they want a long walk and lots of playtime or prefer to curl up somewhere quiet, I’ll meet them where they are. 🐶🐱

Sitter Profile Image: Christina F.
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Christina F.
from
$35
per visit
5.0 out of 5 stars
• 28 reviews
5 repeat clients
25 years of experience
Franklin, WI, 53132

“Christiana is very reliable, kind and was so great with our kitties! We needed her very last minute and she was a huge help. She kept us updated with pictures. Thank you!”

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Roselyn C.
Sitter Profile Image: Kat B.
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Kat B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 114 reviews
22 repeat clients
20 years of experience
Elm Grove, WI, 53122

“Kat did such a wonderful job checking in on and caring for my cat Minerva while I was in Europe. She sent me such sweet and detailed visit cards with adorable pictures of Minerva, and I really appreciated how she spent so much time bonding with my cat and giving her attention each visit. It is clear that she is an expert when it comes to caring for cats. I will absolutely be booking with Kat again next time I go out of town!”

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Lyra S.
Sitter Profile Image: Jasmine Y.
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Jasmine Y.
from
$13
per visit
17 years of experience
Milwaukee, WI, 53221

About: My personal zoo started when I was just a teenager! Growing up we had 4 felines, two of which are now in their late teens! Hazel, our beautiful chocolate lab, crossed the rainbow bridge when she was 13.5. My mother ingrained a deep love and compassion for animals in me. Professionally I have worked with exotic species ranging from reptiles, macropods, and even primates. My last year has encompassed working with more domestic species like dogs, cats, and small animals, in a shelter organization. Here I have learned fear-free and stress-free handling, body language, and enrichment for all four-legged companions. The behaviors of dogs I have worked with include, but are not limited to: fear aggression, separation anxiety, resource guarding, and leash reactivity. My own Beau suffers from leash reactivity so it is a behavior I am very comfortable handling and managing. Currently, I have a leopard gecko, African Pygmy hedgehog, senior cat, and senior dog! I’d be more than happy to build a loving bond and trust both with yourself and your companion! I am currently working full-time in animal care. My schedule is primarily first shift so I will best cater to those who work the long grueling second shifts! I also work rotating weekends so a couple of weeks a month I am available on weekends! I will practice stress-free handling for all companions involved! My services can rang anywhere from quick potty breaks for a breath of fresh air, litter scooping, to longer walks to get dogs out of the home for some exercise.

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The median cost per visit for dog sitting in Greenfield is $20

Dog parents share their Rover experiences - Greenfield

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5.0 out of 5 stars

Another great drop in experience with Jenn!!! She is prompt, reliable, and always sends great pictures! I always know my sweet boy is in great hands with her!!!

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Jenna Z.
Drop-In Visits
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

Stephany was a lifesaver during my six-week trip abroad. She walked Cloud every morning, played with him, and kept in touch beyond the app updates with texts and videos, so I always knew how he was doing. When a cyst between his toes flared up, she carefully followed my care instructions, took him to the vet when it didn't improve, and managed his medication exactly as prescribed. Reliable, caring, and a fantastic communicator. Highly recommend!

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Egle L.
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

Patricia is always wonderful with our dog and her services! She’s always prompt, a good communicator, and we come home to a happy Juno! We feel confident rebooking her over and over! Highly recommend Patricia!

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Julie A.
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

She was professional and very kind. Provided great updates regularly as well. Would recommend to anyone!

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Kayla S.
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

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

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

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
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
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Sitters in Greenfield average 6
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FAQs for Dog Sitting - Greenfield

Frequently asked questions about Rover

The average cost of Dog Sitting in Greenfield on Rover is $18 per visit as of October 2026. Most bookings cost between $11 and $22 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,207 sitters on Rover offering Dog Sitting across Greenfield. 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Greenfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Greenfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Greenfield. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

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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