Dog Sitting Greendale
Book a Greendale dog sitter to watch your dog in your sitter’s home or yours.
Over 77 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.
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.
About: I am new to Milwaukee and look forward to providing reliable, professional care for your pet. I offer dog walking and house sitting services in your home or overnight boarding and doggie day care options in our home. And if your dog has special care needs I can accommodate one dog at a time for a more comfortable, individualized experience. You can expect a 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!
“Unbelievable! Jessi took time to get to know our 16 year old cat and went above and beyond with everything. It took away the stress that we had in leaving our cat alone!”
“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.”
“Our 100lb Bernese Mountain dog loved Kailey from the first time they met! Her detailed report card and multiple photos gave us peace of mind while we were away for the day. I know our dog would love to see her again whenever we are out of town!”
“This is my second or third time using Jackie for cat sitting while I’m gone for work and she is always wonderful. Very flexible with my changing schedule and very responsive. Still recommend 👍”
“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!”
“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!”
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.
“Marilia did a great job cat sitting. Marilia is responsive, caring, and will go above and beyond to take care of your pet/home while you’re away. Definitely would rebook.”
About: I have many years of experience caring for and training my own pets and fostering a few along the way. I am an avid rescuer and love taking care of animals from all walks of life. High energy, elderly, barkers, wigglers even the stinky are welcome. I take pride in providing care for your pet. Cheers! I am home a lot and can be there for your pet most days and nights. I like having a walking buddy and I like staying active We have a woodsy backyard and a grassy front yard that a pooch can get some good exercise in. Two teenage boys to help with playtime and wife that loves to take dogs for jogs.
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.
“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!”
“Berenice took great care of my dogs while I was out of town! She was punctual, provided great updates, and responded quickly. I would definitely recommend booking with her.”
About: I’m a cat-focused pet sitter who is comfortable caring for cats with different personalities, including shy or nervous cats who need patience and space to warm up. I pay close attention to each cat’s normal routine and behavior. During visits, I can handle feeding, fresh water, litter box cleaning, playtime, enrichment, and lots of companionship. I know how important it is for cat parents to feel updated, so I send photo updates after every visit. I work full-time Monday through Friday from 7:30am to 4:00pm, so cat care fits best into my schedule in the early mornings, evenings, and weekends. I’m available before work for quick morning check-ins, and after 4:00pm I have plenty of time for visits, feeding, playtime, and care. On weekends, I have more flexibility and can provide longer visits or extended care if needed. Since I only provide care in my client’s home, I focus on keeping your cats comfortable in their own familiar environment and maintaining their normal routine as closely as possible. I follow all instructions carefully, including feeding schedules, litter box care, and any specific rules for the home or cat. I make sure doors are secured, water is fresh, and cats are safe and during visits.
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.
Meet local sitters who will treat your dogs like family
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 Drop-In Visits - Greendale
Frequently asked questions about Rover
The average cost for Dog Sitting in Greendale on Rover is $17.76 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 2,308 sitters on Rover offering Dog Sitting across Greendale. 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 Greendale 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.
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 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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
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:
- 92% of sitters can help with special care needs
- 96% 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.
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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