Pet Sitting Roosevelt Grove

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Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
42 reviews
14 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: Jessica B.
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Jessica B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
16 reviews
10 repeat clients
17 years of experience
Borchert Field, Milwaukee, WI, 53206

About: 🐾 PREMIUM SERVICE: Off-Leash Dog Park Excursions Want your dog to get maximum socialization and energy out? I offer dedicated 1/2 hour to 2-hour trips to local fully-fenced dog parks like Roverwest or Estabrook. This includes pick-up, drop-off, active playtime, and a fresh water break. Message me for custom booking rates! While I continue to provide these premium off-leash park excursions, I am currently opening my schedule for new recurring, daily weekday walks to provide consistent, reliable care for your pup. I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I am fully comfortable managing multiple dogs at once, maintaining your exact routines, and ensuring each dog feels safe, exercised, and cared for. Because I work from home full-time, I can take your pup on potty breaks as often as needed throughout the day. My approach prioritizes calm, structured walks, positive reinforcement, and clear communication with pet parents. I am highly experienced with overnight boarding, strict feeding schedules, administering medication, building leash manners, and providing constant companionship. I have a small, friendly Cavalier King Charles Spaniel named Bob who gets along great with other dogs. With your permission, Bob can join our walks to provide extra socialization and companionship, which is especially helpful for dogs with anxiety or those who just enjoy gentle interaction. •SAFETY PRECAUTIONS• Your dog’s comfort and individualized care are always my top priorities. Please bring your pup with a secure harness instead of a collar for walks and outings. Harnesses are significantly safer, more comfortable, and help keep your furry friend protected at all times. 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: Michelle M.
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Michelle M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
65 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

About: Hi, my name is Missy I've had a great deal of experience with all different kinds of animals. I worked with a local vet helping place feral cats in homes and providing excellent care for them. Including helping pregnant feral cats with delivery and maternal care. I have volunteered at the Wisconsin Humane Society. There I worked in the Wildlife rehabilitation center as well as the dog care center. I currently own dogs and cats of my own and I recognize how important it is to provide excellent care as well as exercise and playtime. I have past experience in boarding and dog sitting in my home which has always been a great experience. Can't wait to give the love and care your dog(s) deserve!

Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$17
per visit
5.0 out of 5 stars
107 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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

Ilene was fantastic and went above and beyond my expectations which is so greatly appreciated! Ilene’s communication and timeliness is perfect and even provided me with adorable pics & videos of playtime with Rozz which warmed my heart while I was away. Ilene’s love and care for animals is exactly what I was looking for. I highly recommend Ilene for any of your pet care needs!

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Quinn M.
Sitter Profile Image: Evita E.
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Evita E.
from
$25
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

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: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
189 reviews
46 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne was fantastic! She was very thorough in her daily updates on our cat Ivy. Ivy got along very well with her and we will definitely rebook Carrianne in the future!

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Ellen H.
Sitter Profile Image: Nariya W.
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Nariya W.
from
$25
per visit
5 years of experience
Garden Homes, Milwaukee, WI, 53209

About: I am a former dog handler that worked at a doggy day care where I cared for multiple dogs daily, managing different temperaments and energy levels. I’m experienced in supervising play, maintaining safety, and keeping dogs calm, comfortable, and well cared for. I’ve also owned dogs and cats in my lifetime as well! Genuinely an animal lover. I’m available for morning and evening visits on weekdays, and I have open availability on weekends. I offer flexible scheduling for walks, drop ins, and pet sitting, and I do my best to accommodate each pet’s routine. I prioritize a safe, calm, and clean environment. I’m attentive to each pet’s behavior and needs, follow routines closely, and make sure every pet feels comfortable, secure, and well cared for.

Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
52 reviews
25 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Hope is the best. I have an old cat with lots of special needs making it hard to leave him alone but Hope was super communicative, caring and made me feel comfortable that he was in good hands.

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Becky M.
Sitter Profile Image: Angela M.
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Angela M.
from
$18
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
155 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was great with our puppy! Very communicative with us and flexible as our schedules changed and developed. You can tell she is a animal lover!

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Kelly R.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
349 reviews
108 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was wonderful and highly recommend! We kind of booked last minute and he was so accommodating doing a meet and greet before dropping in on our boys. Our boys loved him and we will definitely be using him for future services!

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Brandon Y.
Sitter Profile Image: Jamila M.
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Jamila M.
from
$20
per visit
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

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John L.
Sitter Profile Image: Julia A.
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Julia A.
from
$15
per visit
4.9 out of 5 stars
37 reviews
21 repeat clients
12 years of experience
Milwaukee, WI, 53213

Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!

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nicole b.
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
13 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: Nikita G.
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Nikita G.
from
$25
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: Hi! My name is Nikita. I'm currently looking to gain more experience with dogs and other animals. I'm trying to gain experience in order to look into becoming a dog trainer. So if you decide to choose me to look after your pets I may practice with your dog! Don't worry I'll be nice, I practice with several different styles of training. While I may not have a lot of professional dog experience, I have been around all sorts of animals my entire life. Whether it's my dog that I currently own or the several dogs that I grew up around in my family. I've always had some sort of animal living around me, and I've always had a passion for caring for them.

Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
13 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: Kristine K.
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Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
93 reviews
32 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

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Sarah H.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 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.
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The median cost per visit for pet sitting in Roosevelt Grove is $20

Pet parents share their Rover experiences - Roosevelt Grove

1 / 1
5.0 out of 5 stars

Kathy did a great job taking care of our cat while we were out of town. She is very quick to respond and provides great updates each day. We would be very happy to ask her to help again in the future.

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

Bo and Colby loved Nikita! Great communicator, attentive and compassionate to our pets. Would highly recommend

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

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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

Ivy is so accommodating and lovely to work with! She sends the funniest and most creative pet updates too. I can tell my doggo loves spending time with her :)

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

Sydney took great care of my cat, Rocco! I will definitely ask her to watch him again in the future!

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

Michelle always gives great feedback during her drop in visits that make us feel like our pup is in great company! :) we’ve booked her twice for some drop in visits and we love having her!

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

Leilani is an amazing sitter. She keeps me updated, ends pictures and loves on my little guy, noticing changes in his behavior and demeanor but most importantly, he knows he too and feels comfortable with her :)

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Jennifer R.
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

Jessica was wonderful and took such great care of our pets for us while we were gone for a week! She is a clear animal lover and bonus has the cutest pup of her own 😊 Would definitely recommend her pet services to anyone looking for reliable care!

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Anna H.
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

Alex did great with my kitty. He was well cared for while we were gone, and I am very grateful! Plus she kindly brought in a package and the mail for us!

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Jennifer M.
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

Excellent communication and does a great job with our pets! This is the 3rd time we’ve used her and she does a fantastic job.

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Veronica Z.
Drop-In Visits
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