Dog Sitting in Greendale

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

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Top rated Greendale dog sitters

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: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
81 reviews
25 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia is very thorough and professional in the way she conducts herself. From scheduling a meet-and-greet to setting up a time to pick up the house key, she made sure all the details were taken care of. On the days that she popped in to feed our cats she promptly sent photos of and comments about the things we asked her to do. Our kitties were happily waiting for us when we returned from our trip, well fed and in good spirits. We will be comfortable and confident when we hire Marilia again for future bookings. Holly & Sid W.

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Holly W.
Sitter Profile Image: Bill B.
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Bill B.
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

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 work full time but can stop by and walk before or after work. Morning and nights are available, hoping to go full time soon. We currently are pet free after a difficult and sudden passing but 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.

Sitter Profile Image: Kelly K.
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Kelly K.
from
$18
per visit
25 years of experience
Franklin, WI, 53132

About: I’ve cared for animals my entire life and have experience with dogs, cats, and small animals like guinea pigs and rabbits. I’ve personally had dogs for over 20 years and cats for over 15 years, so I’m very comfortable with pets of all ages, from young puppies and kittens to senior pets who need extra care and patience. In addition to my own pets, I’ve helped care for others’ pets through nannying and independent pet sitting. This has included drop-in visits, feeding, playtime, and making sure pets are comfortable while their owners are away. I’ve also cared for pets with specific needs, including providing extra care for my cat with early-stage kidney disease. I’m calm, attentive, and detail-oriented, and I always make sure pets feel safe, comfortable, and well cared for. I’m happy to follow specific routines and provide updates so you feel confident your pet is in good hands. I’ll care for your pets and your home the same way I would my own, with attention to detail, respect, and clear communication so you always feel comfortable and informed. I have a flexible schedule and am typically available for drop-in visits between 9am and 5pm on weekdays. I do my best to accommodate your pet’s routine within those hours. Weekend availability is more limited, but I’m happy to help when I can and will always communicate availability in advance. I provide care in your home so your pets can stay comfortable in their familiar environment. I take the time to learn each pet’s routine and follow instructions closely, including feeding, medication, and any specific preferences. I’ve completed pet first aid and CPR training through the American Red Cross, so I’m prepared to respond quickly and appropriately in case of an emergency. I’m very mindful when entering and leaving a home, making sure doors are secure and pets are safe at all times. For dog walks, I ensure leashes and harnesses are properly secured before heading out. I also provide updates and photos so you always know how your pet is doing.

Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
117 reviews
34 repeat clients
40 years of experience
West Allis, WI, 53227

This is Sadie’s first visit with Jenn and everything went so well. She was prompt, had quality time with Sadie and accomplished everything discussed. Jenn is very reliable and I would highly recommend her.

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Tonya B.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$25
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
5 years of experience
Hales Corners, WI, 53130

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!

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Keara P.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$22
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Greenfield, WI, 53221

Was able to accommodate a last-minute booking due to unexpected surgery and was super-accommodating over the weekend hospital stay updates. The pups looked super happy in every pic! Thanks so much.

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Dave B.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
16 years of experience
Oak Creek, WI, 53154

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

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Sarah B.
Sitter Profile Image: 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 a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊

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Althea W.
Sitter Profile Image: Alondra C.
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Alondra C.
from
$18
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Gra-Ram, Milwaukee, WI, 53221

About: Ive always been an animal lover. If I could I would adopt all the homeless pets because it saddens me how many are out there suffering. This is why I thrive to provide my pets the best care I can and hopefully yours too! I am currently working part time so I can always be flexible and meet the needs of your pets! Just contact me and we can work something out! I have enrichment time with my own pets at home and try to take my husky to dog park as much as I can because I know how sad it can be to be home alone all day.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
208 reviews
38 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth exceeded our expectations in every way. She went above and beyond to make sure our pups were well cared for and well-loved. We are already repeat customers, and we will definitely be contacting her again!!

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Annette Lovrien D.
Sitter Profile Image: Chris S.
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Chris S.
from
$15
per visit
40 years of experience
Greendale, WI, 53129

About: Animals have always been part of my life—I truly can’t imagine a home without them. To me, pets are family. I’ve cared for my own dogs and cats for years and have been the go-to sitter for friends and family. While I’m new to Rover, I bring a lifetime of hands-on experience, genuine love for animals, and a deep commitment to making them feel safe, happy, and loved. I work full time, but from home 1 day per week (though I have a lot of flexibility). Weekends are open unless we’re traveling. I will always make your animals a priority. We have a fenced yard and an animal friendly home. Pets are treated like family members. We’re proud to provide a warm, safe & active home.

Sitter Profile Image: Emily W.
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Emily W.
from
$15
per visit
5.0 out of 5 stars
1 review
15 years of experience
Greenfield, WI, 53228

About: I have been a dog owner my whole life! I’m one of those people that has to stop myself from petting dogs on the street. Your pup will be nothing but loved by me, no matter the size or age. I can train, walk, bathe, and play with your pup. I am available just about every day including weekends. I have owned dogs that range in size from miniature dachshunds to English Springer Spaniels to Golden Retrievers. Whether it’s walks, drop ins, or an over night stay, I’m happy to help out whenever! I am a registered nurse that is very comfortable with more complicated and elderly pets. I lost both of my golden retrievers to cancer within the last 3 years and am very familiar with medication management and wound care as needed. I currently live in a very large apartment (1600+ square feet) with its own entrance and a very pet friendly, walkable community. Your animals have free roam of the home and constant outdoor time with me My schedule is light and ever changing during the summer. If I accept to watch a pet, they will not be alone for more than a couple hours at a time. Multiple daily walks and time spent with them. I currently have no pets in the home. Feeding and activity schedules are completely based on your requirements and pets needs. They have access to the whole home and all the attention they need.

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: Tara F.
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Tara F.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Hales Corners, WI, 53130

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

Sitter Profile Image: Jackie H.
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Jackie H.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
74 reviews
24 repeat clients
36 years of experience
Muskego, WI, 53150

Jackie takes care of our little guy as if he were her own. He is so comfortable with her! Jackie learned our dog's routine, then, during each of her visits, took care of his basic needs and exercise and provided some wonderful social and play time for him. She went above and beyond in every way. The scheduling is smooth, the communication back and forth was easy and she is super reliable. We can't recommend Jacke more highly. Jackie will be our first stop for all future dog-sitting needs!

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Caley M.
Sitter Profile Image: Nick R.
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Nick R.
from
$20
per visit
15 years of experience
Greenfield, WI, 53221

About: I'm a compassionate, responsible and experienced dog owner who has cared for my own dogs since 2012. Animals are a great passion of mine and each pet I spend time with is treated like my own, compassionately and with pride and enjoyment. I’ve rescued 2 dogs over the last 15 years and they have become more than pets to me and my wife. They were/are family members and integral parts of our life.

Sitter Profile Image: Dianna B.
Verified Enhanced Background Check
Dianna B.
from
$15
per visit
16 years of experience
Castle Manor, Greenfield, WI, 53221

About: Hello! :) I have had pets growing up all my life and throughout my adulthood. Anyone in my life can tell you how much love for animals I truly have. I grew up with dogs, cats and Guinea pigs. My husband and I have two cats who are of course our children! We raised one from when she was a kitten so I have experience caring for young animals such as puppies and kittens along with guinea pigs. I have watched family pets and friends pets. They have always trusted me in times of need when it comes to their fur babies. I go above and beyond to make sure they are cared and loved for. I will be starting school full-time at the end of August while my husband takes care of working so I will have some free time to not only focus on school but on what makes me the happiest; one of those being animals! I am calm and very intuitive when it comes to pets. I listen to their needs and try to be as attentive as possible! I respect their boundaries and try to show love in the way that they like most. I always make sure to follow any instructions as needed. The goal is to always treat other pets as if they were your own❤️

Sitter Profile Image: Tracy S.
Verified Enhanced Background Check
Tracy S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53214

About: I have owned pets my entire life. I have fostered all types of animals through different organizations for over 10 years. I’ve owned small animals, cats and dogs. Experienced sitter. I have a morning and evening routine with all animals that includes feeding exercising and cleaning up after them. I’m committed, empathetic, and responsible with animals. I treat your animals like they’re mine. I have my own personal dog who has access to the entire home. We have snuggle time feeding time, bathroom time and special pet time. Safety is a top priority of mine with your pet.

Sitter Profile Image: Vanessa B.
Verified Background Check
Vanessa B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
79 reviews
30 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

Thank you Vanessa for taking such good care of Oliver and Shadow. They are always in good care with you and it’s so nice to see them so happy with every update. They are very lucky to have a friend like you when we are away!

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William O.
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
from
$13
per visit
5.0 out of 5 stars
40 reviews
9 repeat clients
10 years of experience
West Allis, WI, 53219

Amanda is great! We have one senior dog and another with a lot of anxiety. She is so loving towards them and patient with whatever they need. I really appreciate her communication skills and know our pups are in great hands when we’re away.

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Katie W.
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Greendale dog parents share their Rover experiences

1 / 1
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

Amanda has been great to work with and she handled the craziness of our two four month old puppies wonderfully! She is great at communicating and provided a nice summary of her visit along with some pictures. We look forward to having Amanda watch the dogs again.

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Stephen M.
Drop-In Visits
5.0 out of 5 stars

Was able to accommodate a last-minute booking due to unexpected surgery and was super-accommodating over the weekend hospital stay updates. The pups looked super happy in every pic! Thanks so much.

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Dave B.
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

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

Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!

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Emily S.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Greendale dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Greendale.

Rover makes it easy to find Greendale dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.