Pet Sitting & Drop Ins In Grasslyn Manor

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Grasslyn Manor pet 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: Kathy S.
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Kathy S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
214 reviews
57 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Kathy did a great job of providing care. She spent quality time with her and gave us nice reports. We would definitely use her services again.

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martha g.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
98 reviews
29 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle is fantastic! Anyone would be lucky to have her care for your animals. We will be using her again! She does great with my super energetic puppy, post lots of pictures and updates!

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Kelly H.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Laura B.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!

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Trista B.
Sitter Profile Image: Charlotte M.
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Charlotte M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
100 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!

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Sophie C.
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
43 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

Sitter Profile Image: Ariana B.
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Ariana B.
from
$17
per visit
6 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.

Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.

Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$15
per visit
1 repeat client
2 years of experience
Arlington Gardens, Milwaukee, WI, 53222

Nevaeh was great with our shy girl! She was so patient and willing to give our sweet pup time to warm up. I definitely recommend her!

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Natalie P.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$12
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Milwaukee, WI, 53208

Liz was great!! She sent so many videos, was so responsive, and made sure my puppy was happy!

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Kira M.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
10 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney is great! She was able to check in on my two pups multiple times. Sydney always leaves a detailed report and makes sure we get pics of the pups during her visits. We highly recommend her!

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Zach M.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Wauwatosa, WI, 53213

Very timely and responsive

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Sarrah O.
Sitter Profile Image: McKenna D.
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McKenna D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Wauwatosa, WI, 53213

McKenna helped us out with a last minute request. She is reliable and Hazel seemed to have a great time with her!

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Brian H.
Sitter Profile Image: Savannah D.
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Savannah D.
from
$15
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
6 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

About: I have had dogs of all shapes and sizes my entire life. I’ve grown up responsible for care of my family’s dogs and now have two of my own. I have provided dog care for friends and family for the last few years including seniors and 8 week old puppies. My two dogs are very friendly and love to play in my fenced in backyard. I currently am a graduate student so I am flexible during the weekdays to check-in on dogs and have a flexible boss if I need to work-from-home for dogs with more needs. I own my house so dogs that are boarded have free access to toys and water all day. I work part-time on the weekends where I am typically gone 8-5pm but can still happily board when I am not home or check in on your pups weekend evenings. I have a completely fenced in backyard with plenty of room for dogs to run around and play. My two dogs will always be available to make your dog(s) feel comfortable and have fun. I have one small crate (~20 lb size) that I can use for crating, if needed, otherwise I also have spare rooms that can be used to secure your dog to one area if you would prefer, or would happily set up one of your crates for your dog to have their comfort zone.

Sitter Profile Image: Gretchen S.
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Gretchen S.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Wauwatosa, WI, 53213

Flexible and communicative! Available on a short timeline. Would hire again!

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Alivia M.
Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$19
per visit
5.0 out of 5 stars
80 reviews
21 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

Kelsey provided superb care during drop-in visits for our two dogs over a long weekend. We will definitely be requesting her services the next time we need drop-in visits!

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Randy D.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

About: I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I'm comfortable managing multiple dogs at once, maintaining routines, and ensuring each dog feels safe, exercised, and cared for. I prioritize calm, structured walks, positive reinforcement, and clear communication with pet parents. I can take the on potty breaks as often as needed as I work from home. I also have experience with overnight boarding, feeding schedules, leash manners, and providing companionship throughout the day. I have a small friendly dog named Bob who gets along well with other dogs. With owner permission, Bob can join walks to provide socialization and companionship which is especially helpful for dogs with anxiety or who enjoy gentle interaction. Safety, cleanliness, and individualized care are always my top priorities. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

Sitter Profile Image: Margaret D.
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Margaret D.
from
$10
per visit
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Having pets all my life has given me pet care knowledge and ability to care for pets of all ages and abilities. I have had cats, dogs, bunnies and fish (currently a single cat household) throughout the years. While in college I worked as a Vet Tech and did pet sitting for clients of the vet clinic. Your pets will be loved and cherished in your home or in mine. I provide all levels of service from dog walking, drop-in daily visits, boarding or medical care visits. Currently working full-time as a pet sitter/dog walker. Available all day for all levels of service from daily walks, drop-in and medical care visits and boarding. My home is a smoke-free, fenced in yard, single cat household in the Milwaukee/Wauwatosa area. Willing to travel to provide boarding services in your home if needed. Any location in the Milwaukee area and within 30 miles.

Sitter Profile Image: Payton R.
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Payton R.
from
$20
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
11 years of experience
Milwaukee, WI, 53206

About: I have had pet care experience since I was 7 years old with my own dog, Faith. I help to take care of my moms cats as well. I have also helped walk, dog sit, and feed the dogs in my neighborhood and for family friends. I can help with any kinds or ages of dogs as well. I am a student athlete at Milwaukee so I have plenty of free time outside of class and practices. I do travel for the team on occasion but other than that I would be able to take care of and walk the dogs in the mornings, middays, and in the afternoon. Also usually weekends are mostly free for me unless we are traveling. I am able to walk the dogs, feed them, let them out, bathe them, and just hang out with them when needed. I am not able to board at my own home but I am able to stay the night at the clients home if needed!

Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
20 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.

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Amanda S.
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Grasslyn Manor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kathy did a great job of providing care. She spent quality time with her and gave us nice reports. We would definitely use her services again.

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martha g.
Drop-In Visits
5.0 out of 5 stars

Grateful for Aiden and all she did for us while we were out of town. It was a relief to know my cat was so well cared for and I wouldn't hesitate to recommend Aiden to anyone. I'm not even sure my cat is happy we're back - I think she misses Aiden 😊.

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

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

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Marie W.
Drop-In Visits
5.0 out of 5 stars

Katie is always so reliable and trustworthy! We know we can count on her to take care of our cat when we are traveling.

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

Thank you so much Sydney! Great communication and super attentiveness to our little buddies! Highly recommend Sydney!

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Heather B.
Drop-In Visits
5.0 out of 5 stars

Wonderful experience! I appreciate her flexibility and willingness to come back more than once, so helpful for me!

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Jennifer R.
Drop-In Visits
5.0 out of 5 stars

Elizabeth always goes above and beyond to care for our dogs. You can tell this is her priority above all else, and always ensures they are safe and taken care of. 10/5 would recommend

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Chris K.
Drop-In Visits
5.0 out of 5 stars

Esterah is wonderful! She was able to do a last minute same-day drop-in visit. She always sends pictures and takes great care of my dog.

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

Erica was a huge help and accepted my request on very short notice! She did a great job taking care of my cat, Ladybug, and provided updates after every visit. Thanks, Erica!

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Devin D.
Drop-In Visits
5.0 out of 5 stars

Michelle takes excellent care of our two dogs. We have fairly detailed instructions and she follows them to a tee! I feel confident leaving her in charge of our pets while traveling abroad. Thank you, Michelle!

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Sara H.
Drop-In Visits
5.0 out of 5 stars

Danielle is amazing with our puppy, Boomer. She makes sure he is played with, and handled with care. She is very trust worthy and passionate. She keeps the house cared for as well. We look forward to continued bookings with her!

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Kyle T.
Drop-In Visits
5.0 out of 5 stars

Jill was extremely kind and professional. My cat is honestly pretty rude to sitters. Jill was great at noticing her body language, giving my cat her space, and even finding her when she managed to get into an unusual hiding space. She's a great and reliable caregiver for your pets!

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Rosalia P.
Drop-In Visits
5.0 out of 5 stars

Kaitlin was amazing! She took great care of our kitties while we were out of town. Her communication was stellar. She took the initiative to bring in some mail and a package that snuck through before we asked her to. Highly recommended! We would definitely book with Kaitlin again!

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Elizabeth J.
Drop-In Visits
5.0 out of 5 stars

Ivy was absolutely AMAZING! Our dog is sometimes timid and shy of other people but he quickly warmed up to her. I would highly recommend having her help with your furry friends :)

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Christina B.
Drop-In Visits
5.0 out of 5 stars

Michelle did great drop in visits for our dog while out of town for a couple of nights, and provided us with lots of updates and reassurance.

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Nicole L.
Drop-In Visits
5.0 out of 5 stars

Leesa was so wonderful with our cat! Our cat was initially unsure of a stranger but they quickly became best friends! I couldn’t recommend Leesa enough :)

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Bella N.
Drop-In Visits
5.0 out of 5 stars

Repeat booking with Julia! We appreciate her updates and communication. She is reliable and professional - highly recommend!

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Keri P.
Drop-In Visits
5.0 out of 5 stars

I have had Kristin three times now to take care of my diabetic cat twice a day for a week at a time. She has to feed and inject her with insulin at each visit. She is kind, detail oriented and professional. I highly recommend her to care for your pet.

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Mary O.
Drop-In Visits
5.0 out of 5 stars

April is awesome! She communicates before, during and after her visits. She is punctual and reliable. And most of all, she always takes great care of Lola. We have used her twice and plan to use her again.

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Angie B.
Drop-In Visits
5.0 out of 5 stars

Caitlin was amazing with our old dog. Gave him the best attention he could ask for. Was a very happy dog when we got home. Thanks again

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Jodeen G.
Drop-In Visits
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The median cost per night for pet sitting in Grasslyn Manor is $15

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Grasslyn Manor on Rover as of Apr 2026 was about $15 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

If you have an active request or have booked a service with a pet 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 pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

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

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

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet 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 pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.