Pet Sitting 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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Rolling Green, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
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
$21
per visit
5.0 out of 5 stars
53 reviews
15 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory did a great job checking in on our cat Marvin while we were away on vacation. She provided great updates with photos every visit, and was very professional & communicative overall. Thank you Mallory!

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Nick P.
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 is extremely responsive and very kind. I'm thankful to have connected with her via Rover to care for our dog, Betty.

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Sara M.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$20
per visit
5.0 out of 5 stars
517 reviews
93 repeat clients
5 years of experience
West allis, WI, 53219

Sarah did it again! We have a whole herd at our house between resident and foster dogs and she gave great care to everyone. We just feel so much better having her stop by when we are gone for a long day.

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Cam H.
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: Justine R.
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Justine R.
from
$20
per visit
5.0 out of 5 stars
6 reviews
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: Ivanna H.
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Ivanna H.
from
$20
per visit
15 years of experience
Hawley Farms, Milwaukee, WI, 53219

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Alyson F.
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Alyson F.
from
$20
per visit
10 years of experience
Greenfield, WI, 53228

About: I've had animals in my home for as long as I can remember. From fish, cats, and dogs to even tarantulas, I've cared for a little bit of everything. I've also been the go-to pet sitter for family whenever they're out of town. I currently have an 8-month-old kitten of my own, so I'm familiar with the care, patience, and attention pets need to thrive Besides taking care of my own pet, I have a consistent, part-time job and schedule that allows me to commit to the obligations that I've made with other owners. I don't believe in "get in, get out". I make sure any pet gets proper attention and some play time. Pictures of pets for reassurance is something I offer

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
3 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: 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 wonderful! She's friendly, reliable, a great communicator, and sends pictures after each visit. It's comforting to know my animal is well card for in my absence! .

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Althea W.
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: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
124 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: 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
142 reviews
46 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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

Hailey was great with my cat Snow. I felt so confident that he was getting all the love and attention he needed while I was out of town. I got great updates and lots of pictures each day. She’ll definitely be my go-to in the future!

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TJ W.
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: Lilly C.
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Lilly C.
from
$18
per visit
5.0 out of 5 stars
80 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: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
25 reviews
4 repeat clients
15 years of experience
West Allis, WI, 53214

She really takes care of Cora and Sky. I get great photos, videos and updates. So reliable!

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Ellen P.
Sitter Profile Image: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
40 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

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Karla B.
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The median cost per visit for pet sitting in Rolling Green is $20

Pet parents share their Rover experiences - Rolling Green

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5.0 out of 5 stars

Amanda always does such an amazing job with Gwar! She is timely, follows instructions and my cat absolutely adores her. I will always book with her when she’s available!

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

Mallory was great! Treated our cats like her own and sent tons of pictures. We would definitely book with her again and recommend her to others!

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

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!

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Jenna Z.
Drop-In Visits
5.0 out of 5 stars

Christina is the best! We always trust her with our kitties and they really seem to love her. Not only does she care for the cats when she drops in but also cares for our home. Thank you!

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

Alissa was an great pet sitter! From the start, she asked thoughtful questions about Marti's routine, preferences, and care, which showed how much she wanted to make sure everything was just right. She took excellent care of Marti and kept me updated with photos and messages. She was good with communication and was available last minute for my needs. I will definitely book with her again!

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

Rachel was very communicative and provided good detail at check ins. She took many pictures of all my cats so I knew they were ok! I can tell my babies were well taken care of!

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Lisa V.
Drop-In Visits
5.0 out of 5 stars

Wonderful and very pet-focused sitter! Just a lover of all animals and the perfect person to take care of my pet. She went above and beyond to make sure both my cat and house were well taken care of.

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

Liz is always my top choice for taking care of my boys, whether for one night or a long vacation. Great communication and she truly cares about the kitties.

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Rebecca R.
Drop-In Visits
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

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

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

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

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
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