Dog Sitting Greendale
Book a Greendale dog sitter to watch your dog in your sitter’s home or yours.

Over 80 pet parents in Greendale have booked dog sitting
Greendale, 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.
“Kelsey was fantastic with my nervous pup. She gave him the space he needed, but got him to eat dinner, and he even relaxed on the couch while I was gone, which is rare for him. She kept me updated all night and was very communicative. I'm looking forward to using Kelsey's services in the future!”

About: I've been watching and caring for pets for over 8 years. My friends, coworkers and bosses have relied on me to walk their dogs, pet sit and care for their pets for several years. I'm more than happy to take your pets out for as many walks as needed at various hours of the day and I'm also ready to accommodate all of their needs, including feeding, playing with them, ensuring that they're happy and comfortable and spoiling them with toys and treats. Their safety always comes first. I usually go for a walk or run once or twice a day so I'm happy to take them out with me whenever possible. I have a fairly flexible schedule where I can pop in from time to time or work from home when needed. I have an entire bedroom that's unused that I'm happy to use as a pet room. I have plenty of space in my apartment for the pets and I have an entire field/track behind my apartment. I don't let the pets out of my sight, I ensure that they're always in a safe environment and I will always follow the owner's instructions. If any issues ever arise I will always contact the owner and consult before I make any decisions. I can always provide the right nutrition and keep them on schedule if needed.
About: I’m a caring, reliable, and responsible animal lover who truly enjoys spending time with dogs. I understand that every pet has their own personality, routine, and needs, and I will always make sure they feel safe, comfortable, and loved while in my care. I’m patient and attentive and can provide plenty of playtime, walks, companionship, and affection. I will treat your pet like they’re my own and make sure you feel comfortable knowing they’re in good hands. I have a flexible schedule and can make time in my day to give your pets the attention and care they deserve. I’m available for regular visits, walks, and check-ins, and I’m happy to work with your pet’s routine and schedule. I’ll make sure each visit is focused on giving your pet plenty of care, attention, and companionship while you’re away. Your pet’s safety and comfort are my top priorities. I provide a calm, clean, and safe environment and always follow the instructions and routines you provide. In your home, I’ll respect your space and make sure doors, gates, and other areas are secure. I’m attentive to your pet’s behavior and needs and will always make sure they have fresh food and water, a clean space, and plenty of love and attention. I want you to feel confident knowing your pet is safe, happy, and well cared for while you’re away.

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

About: I grew up in a home with various furry friends, and as a teenager got my first job working with animals at a pet store. I worked there for several years eventually managing the store and being responsible for the caring of many different types of pets. This included small animals, birds, and reptiles as well! I currently have a well trained and friendly 5 year old yellow lab and assist friends and family with their pet sitting needs. I work full-time on weekdays but have a hybrid job with the ability to work from home as needed, as long as a private internet connection is available. I’m incredibly flexible and do not have any obligations outside of that aside from my dog, who has alternative caregivers if I’m not at home. Any instructions given will be followed exactly, written instructions are preferred so I can ensure I’m maintaining the best level of care. I am okay with being active or relaxed, whatever your pet needs!
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.

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. 🐶🐱
About: I have had dogs my whole life, have helped train family pets, and am certified as a Comfort Dog handler. I have watched dogs from the wee size of a Chihuahua to big fluffy Newfoundlands. I love using patience and kindness to ensure your pups safety and well-being. I agrew up with the high energy of Border Collies, both young and older. I have dogsat at someone's house up to 5 dogs at a time, with varying food needs and medications. I try my best to be flexible and up for anything you need to ensure your furry friend is taken care of the same way I would care for my own. From walks, to watching them in my home, I am here to help you remain confident in your dog's care. For boarding, I do have two dogs that live in residence and would be available for a meet and greet prior to booking. I work a hybrid schedule, so some days I am fully working from home and other days I am in the office and usually pop home in the early afternoon to let my dogs out and finish the day working from home. Dogs get fed before I start work and dinner when I finish. If I work from home I usually take a break outside at some point to play with the pups and after work we can do walks or dog park or hanging out in the yard. I have a fenced yard and two other pups in the home who are relatively chill. Dogs are allowed on the furniture and get lots of snuggles. My own dogs are crate-trained but rarely use them. They are often left on the living room couch when I leave, with a baby gate keeping them in. Can use crates if needed, I own a size small and a size large. My dogs are 25 and 12 pounds. The smaller of the two is a rescue and is extremely chill and friendly to all other dogs. The bigger dog can be sensitive with other dogs sniffing his butt but the most he does is bark at them to move away. He usually minds his own space and doesn't play with other dogs much but also doesn't bother them.
About: While I don't own a pet I lived with pets almost my whole life until buying a home for myself. While I wait until the right pet comes along in my life I'll happily care for yours! Living near the Hank Aaron Trail allows plenty of time for walks or runs around the neighborhood. If your pet isn't a fan of long walks or runs that's okay, too! Couch time is always something to look forward to with a friendly dog as well. Happy to follow any and all rules owners have while going the extra mile to make sure your pet feels cared for every day I take care of them. Look no further for someone to dedicate their time for your pet than my home. I work full time in the Milwaukee area but am usually not gone for longer than 8.5 or 9 hours at a time. I make time right away in the morning and immediately after work to care for any of the pets that I am watching. If your pet is active I'll happily take it out for runs around the trail or make time to play with it either in my yard or at the park near me. I will happily take the time to play with your pet outside or just let it roam around and do its business if that is what your pet prefers. There aren't many dogs in the area that are out and about to worry about. I don't have a pet of my own that you need to worry about your pet being comfortable with, either. I work full time Monday to Friday and am gone for 8.5-9 hours at most. I make time in the mornings and after work to take dogs out for walks and regular exercises as needed. My schedule typically revolves around the dog I’m watching. While sitting dogs I make them my priority and try to give them as much attention as they desire or you would at your home. There are parks and open fields nearby to play in and plenty of sidewalks to roam and get a leisurely walk in.

“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!!!”
“Thank you so much Erica for taking care of our Luna while we were out of town. Our Luna is a bit anxious but Erica gave her time and patience until she came around. She loved her belly rubs! We appreciate you and definitely recommend!”

About: I work as a part-time doggy swim coach and teacher at the Milwaukee County Zoo! Right now I'm not able to have dogs or cats of my own, so I get my pet fix by providing care for other people animals. I am used to working with anxious and senior dogs and I grew up with four cats! Due to my other jobs drop ins and over nights work best for my schedule. I can be flexible, so if you have preferences let me know! Safety is a top priority to me! I am used to working with stressed out and anxious animals. Let me know if you have any concerns and/or questions.
“I wasn't sure what to expect from my two.. but everything was great! I love the pics and the "bathroom" updates. Joe is great with the "big one..Seamus" and the "little one" warmed up after she realized Joe had food...lol!”

About: I have owned and cared for dogs my whole life, giving me years of practical experience with feeding, exercising, and basic leash etiquette. Responsible, punctual, and attentive to special instructions or temperaments. Excited to give your dog the attentive care and company they deserve! I am currently a student at Marquette University. With that being said, I have consistent availability in the afternoons on weekdays. I also have weekends open regularly. I am able to meet whatever the needs of your pet are. I have raised dogs from two months up until the age of 17. Whether it be crate training, diet restrictions, or potty training, I have experience in all.
About: My sister is veterinarian, so I always helped her in her job, taking care of the dogs and cats, mostly clean, help to collect some exams, take medicines, available their health and walking with them when the owners need to leave, or with they was in the hotel or day care for pets. I have a dog and just save some other dogs, this kind of job is really good for me, makes me happy,comfortable when I’m with the animals, I don’t have problems with the weight or size because I’m muscle, so eith you some funny and really energetic, that’s me! And I’m sure your pet will love spend some time with me because I’m love for animals and they put a smile in my face. I work full-time and fully remote, but I’m off work at 3pm and I have a lot of free time on the weekends. I live in a place with a dog park, which can be an option if you would like me to sit in my house. I’m also in school, finishing my last year in Master’s in Business Analytics. I live in an apartment with space for your pet but I have my own car to drive to your place. I would be open for any opportunity that would serve you better.
About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.
“What can l say? Travis was absolutely wonderful and very attentive to my 4 fur children. I felt completely comfortable leaving them in his care and they took right to him, although it always takes a while for Chance. He’s just special 😁. I would definitely book with Travis again and l have a trip coming up real soon!!! Thank you Travis! SN: he even washed their dishes for me!!!”
The median cost per visit for dog sitting in Greendale is $20
Dog parents share their Rover experiences - Greendale
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! ❤️🐾

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 dog sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Greendale
Select a filter and find qualifying sitters offering dog sitting.Sitters in Greendale average 6 repeat dog sitting clients
FAQs for Dog Sitting - Greendale
Frequently asked questions about Rover
The average cost of Dog Sitting in Greendale on Rover is $18 per visit as of October 2026. Most bookings cost between $14 and $27 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 2,228 sitters on Rover offering Dog 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.
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 Greendale 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 Greendale 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 Greendale. 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.












