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: Tracy S.
Verified Enhanced Background Check
Tracy S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
12 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: 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

As always, Jenn is so great! She goes above and beyond to make sure our precious kitty is cared for. Our kitty has some particular issues which require daily meds which he can be persnickety about taking. We are so grateful for Jenna’s dedication to ensuring that our kitty took his medication as much as possible. We are so happy with Jenn’s service!

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Katie D.
Sitter Profile Image: April F.
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April F.
from
$16
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

April did an excellent job taking care of Layla. She was easy to communicate with and very flexible when I needed it. I would absolutely hire her again!

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

Elizabeth was wonderful with my 2 cats!! Everyday she sat down and played with my kitten( my older kitty is shy and generally hides), it was wonderful!! I missed my Kitties when I was on vacation ,however, it felt good knowing Elizabeth was there for them. Elizabeth also was very helpful when my well water tank had sprung a leak and she alerted me. She was willing to secure the situation until I could get someone to come in and do they big clean up. I am so grateful for her help and compassionate personality!!

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AJ V.
Sitter Profile Image: Vanessa B.
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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

Vanessa was amazing with Raychel. She was courteous, helpful, and you can really tell she loves animals. My Raychel is stubborn, but Vanessa understood her and had loads of patience. At the end Raychel got so used to her she looked forward to Vanessa’s visits. It was a great experience with her and I would definitely book her again.

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Mrs C.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
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: Amanda S.
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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 with my dogs and is super flexible which is so helpful. We have been using her for months and have loved having her watch them!!

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Madison D.
Sitter Profile Image: Julia R.
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Julia R.
from
$23
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

Julia has been helping me transition my new 5 month lab/boxer puppy to his new home with her drop in visits. She’s very eager to help practice basic commands, crate train, and get my pup comfortable walking around his new neighborhood. Julia asks great questions, communicates quickly, is flexible, and made me feel comfortable leaving my pup for the first time!

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Hailey C.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

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

Reliable and dependable pet sitter. She’s made time for my babies even at the last minute. I feel secure knowing she is helping me care for my pups.

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Kari R.
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: 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: 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: 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
2 reviews
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: Rachel P.
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Rachel P.
from
$15
per visit
20 years of experience
New Berlin, WI, 53151

About: I love animals. I've taken care of multiple dogs and cats throughout my life. My two cats, Prim and Khaleesi, are my world! I have experience with large and small dogs, as well as volunteer experience at the Oakland County Animal Shelter in Michigan. I've cared for energetic pups all the way to senior dogs that can't use the steps anymore. Being a stay-at-home cat mom, I have a flexible schedule that allows me to visit at consistent, predictable times. I use a car as transportation, so I can get there reliably. I treat every booking as a commitment, not just a task, so you can count on me to show up on time and follow the care routine exactly as you've set it out. My own pets are fed twice a day, and have their water bowl cleaned and refilled once a day. I can co-exist with your pet, or play with them for 30 minutes, whatever they need!

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: 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: 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: Kaia C.
Verified Enhanced Background Check
Kaia C.
from
$14
per visit
8 years of experience
Greendale, WI, 53129

About: I have helped take care of my own pets for as long as we’ve had them. I have one cat and one dog. I take my dog on walks, feed her, play, and clean up outside after bathroom use. I clean my cats litter box, give him his pills and asthma treatments, play, and give alone time when wanted. I also have experience caring for small pets such as a guinea pig, a bunny, chicks, and chickens! I am currently looking for an entry part time position at vet clinics near me so until then I have a clear schedule! I will be starting a vet program in August so my availability will change at that time. Usually I am given written instructions about what kind of tasks are required and what the animals likes and dislikes are. I can follow feeding schedules, walk schedules, and potty breaks. There is no such thing as too much information about your pet, the more I know the better care I can take of them!

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Greendale dog parents share their Rover experiences

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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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Why Choose Rover?

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  • Reservation protection

    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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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.