Pet Sitting & Drop Ins In Rolling Green

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 Rolling Green 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: Katie N.
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Katie N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
14 repeat clients
20 years of experience
Greenfield, WI, 53220

Katie was awesome and our Luna loved her! Luna tends to be shy at first with new people but she warmed right up after a day and loved all the attention and playtime she was getting. Katie was thorough with her updates & sent great photos as well, I highly recommend and will be rebooking!

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Leandrea R.
Sitter Profile Image: Mallory S.
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Mallory S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
42 reviews
14 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory did an amazing job! We got a note and numerous photos after every drop in, and our dogs really seemed to love her. We will definitely be using her again, happily!

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Jenna H.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$20
per visit
5.0 out of 5 stars
506 reviews
89 repeat clients
5 years of experience
West allis, WI, 53219

With my travel schedule for work it is hard to plan ahead and Sarah has been so accommodating with my schedule and taking on watching Flossy it gives me a sense of security knowing she is there for me. She is a great communicator and she is someone that really loves her job. I couldn’t be more satisfied as a customer with Rover and Sarah is the sole reason for that.

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Matthew 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: Kelly M.
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Kelly M.
from
$20
per visit
5.0 out of 5 stars
41 reviews
12 repeat clients
15 years of experience
Greenfield, WI, 53227

Kelly was thorough and cared well for our baby dog! She is so professional and kind.

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Lauren P.
Sitter Profile Image: Julie T.
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Julie T.
from
$19
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

Gave my dog a lot of attention . Was good with him

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Julie R.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$20
per visit
25 years of experience
Root Creek, Milwaukee, WI, 53220

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.

Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$18
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
West Allis, WI, 53227

Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!

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Sara S.
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

Jenn cared for our cats just as if they were her own. She clearly loves cats, as evidenced by the meticulous details she communicated to me about her daily visits with them. We came home to happy cats! I will definitely ask Jenn to care for our cats again in the future.

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Emmy S.
Sitter Profile Image: Hailey I.
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Hailey I.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
54 reviews
9 repeat clients
10 years of experience
Mitchell West, New Berlin, WI, 53151

Hailey did such an amazing job with our cat! She sent a thorough and thoughtful update with tons of pictures and showed our girl was not just checked on but cared for. Highly recommend!

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Bo A.
Sitter Profile Image: Julissa S.
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Julissa S.
from
$21
per visit
3 years of experience
West Allis, WI, 53214

About: I have three cats, including a senior cat with urinary health concerns, so I'm familiar with monitoring litter box habits, recognizing changes in routine, and providing extra care when needed. I also have experience managing a multi-cat household where one cat has behavioral challenges, which has taught me patience, observation, and how to help pets feel comfortable and secure. I'm familiar with administering pet medications and caring for animals with anxiety, including following medication schedules and maintaining calm, consistent routines to help them feel safe. I love dogs as well and enjoy spending time with pets of all kinds, whether that means playtime, walks, cuddles, or simply providing companionship. I treat every pet like family, follow routines closely, and keep owners updated with photos and messages so they can have peace of mind while they're away. I’m currently open to a wide range of availability, so I can prioritize pet care and be reliable for both regular and last-minute needs. I make sure every pet gets focused attention and care, just like I would for my own. In a client’s home, I make sure to follow all instructions carefully so pets can stay comfortable in their familiar environment. I prioritize sticking to their normal schedule for feeding, walks, medication, and playtime. I’m respectful of the home, keep things clean and organized, and make sure pets feel safe and cared for while their owners are away. I also provide regular updates with photos and messages for peace of mind.

Sitter Profile Image: Lilly C.
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Lilly C.
from
$18
per visit
5.0 out of 5 stars
79 reviews
20 repeat clients
5 years of experience
Milwaukee, WI, 53227

Lilly always comes through in a pinch and having her be able to check in on my kitties so close to Christmas took so much stress off! I’m so happy to have found a regular sitter who is awesome with cats!

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Allie T.
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: Angie B.
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Angie B.
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

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Becky D.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

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.
Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
136 reviews
44 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi has always been great with our two kitties, super responsive and kind. She goes above and beyond every time we are out of town and couldn’t recommend her more!

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Auburn L.
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 amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!

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Lindsay P.
Sitter Profile Image: Kristin D.
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Kristin D.
from
$20
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
West Allis, WI, 53227

About: Hi, I’m Kristin! I work my “day job” from home, so I’m available for drop-in visits during your workday. 😊 I serve up to about 5 miles from West Allis, and only during the weekdays (usually no weekends - but you can ask!). I have two dogs of my own (Shiba Inus), so I’m very comfortable with daily routines and all kinds of pet personalities! I work from home and can provide mid day drop-in visits for potty breaks, feedings and enrichment or play. Contact me about your pup! I work from home and can provide mid day drop-in visits for potty breaks, feedings and enrichment or play. Contact me about your pup!

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! 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.
Sitter Profile Image: LilyAnn R.
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LilyAnn R.
from
$13
per visit
5.0 out of 5 stars
4 reviews
5 years of experience
West Allis, WI, 53219

Lily took great care of my cats and was extremely patient in attempting to give one of them her medication. She even came back an additional time one day to try again, which I really appreciated. My cats were well cared for, and it was clear she genuinely wanted to do a good job. There was one day when I had to reach out to confirm she had stopped by, and she apologized, explaining that her phone had died during the visit. Overall, I appreciated her effort, reliability, and care for my pets!

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Kim H.
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Over 25
pet parents in Rolling Green have booked pet sitting

Rolling Green pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Ashley is just the best! My cat absolutely adores her and she takes the time to make sure he is well taken care of!

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

I needed a buddy for my dog while I was out of town. Mallory was excellent for the job! He was able to hang out with a friend and catch some sunshine. My sister was the one feeding him and said he was relaxed overnight.

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Jennifer S.
Drop-In Visits
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

Kimberly has been amazing with our little Yeti! He loves when she comes to visit him during the day while we’re at work

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

Another great drop in day with Sarah! Spent time playing and being outside. Came home to a happy pup!

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Jenna Z.
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

Katie always goes above and beyond to make us comfortable while we’re away. In addition to taking great care of our kitty, she grabbed packages on our stoop for us to help with peace of mind. Will continue to have her in the future!

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Katy M.
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

Cosmo was in really great shape. Emily gave lots of feedback, and really eased my concerns. Cosmo had Diarrhea when she started taking care of him, but Emily was very good at taking care of him, and he was fine when we got home. She was great at giving me updates.

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Ronald S.
Drop-In Visits
5.0 out of 5 stars

Lilly did a fantastic job of checking in on our cat Marvin while we were away! She provided great updates and was very professional & communicative overall. Thank you Lilly!

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

Amanda was great as always- our cats quickly became comfortable with her, and it was wonderful to know they were well taken care of!

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Meredith W.
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

Liz is so sweet & follows directions very well! Our two boys absolutely love her as she goes above and beyond to make sure they are taken care of while we are out of town. I was so happy Liz was available to watch them as she knows their routine and always willing to help more if needed. Cannot recommend enough!

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Hope C.
Drop-In Visits
5.0 out of 5 stars

Caitlyn is an amazing cat sitter! I hired her while I was away for a work trip and she dropped in multiple times a day and medicated one of my cats (who gets several meds throughout the day). On top of that, her updates were phenomenal! She gave me up descriptions of my cats activities that were very consistent with their personalities, so I could tell she was really paying attention to their moods and needs. One of the best cat sitters on here and I would easily hire her again! So flexible to work with, sends amazing photos, and responds quickly.

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Virginia S.
Drop-In Visits
5.0 out of 5 stars

I have used her multiple times for my first dog, and with my second now. She is wonderful especially since I am night shift and she is able to accommodate those night time hours. She is wonderful with the dogs. I recommend her 100%🤗

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Gaby S.
Drop-In Visits
5.0 out of 5 stars

Amanda has been helping us since we first got our puppy last November. She has been GREAT with her. Communicative, flexible, and caring are just a few words that describe Amanda! Couldn't have asked for better help.

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

Serena did an excellent job with our dogs, on-time and went above and beyond. Provided updates and pics for each visit so we felt totally at ease they were happy and well taken care of. Would happily book again.

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Kaytee S.
Drop-In Visits
5.0 out of 5 stars

Khersa was just so nice to have. Our cat loved her and the care Khersa gave to our fur baby was just superb. Def will be going back to her for future trips.

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Delanie F.
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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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Rolling Green 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 Rolling Green.

Rover makes it easy to find Rolling Green 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.