Pet Sitting Roosevelt Grove

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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Roosevelt Grove, 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.

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Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
23 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.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca did a great job and will be definitely booking with her again! She was on time and communicative during the time she was watching my cats!

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Zak K.
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: Jessica Z.
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Jessica Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
210 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

appreciated Jessica popping over to reacquaint herself with my pup and house etc before our booking. she did all we talked about in 2 timely drop in visits and kept me informed. highly recommend!

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Jude S.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$15
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
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: Julia A.
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Julia A.
from
$15
per visit
4.9 out of 5 stars
38 reviews
22 repeat clients
12 years of experience
Milwaukee, WI, 53213

Always super communicative and super sweet to our cats (from the pictures she sends)! Julia is also very descriptive in her cards per visit, which is a breath of fresh air.

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Auburn L.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
45 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan always takes the best care of our pups while we are away!! Very attentive, excellent communication, so helpful. Would absolutely recommend and plan to use again when needed.

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Sarah M.
Sitter Profile Image: Evita E.
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Evita E.
from
$25
per visit
5.0 out of 5 stars
13 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: 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: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
56 reviews
27 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Best sitter ever! Very grateful for all of Hope’s help feeding & playing with my kitty while I’m away. Hope leaves very detailed notes and many photos, which is very helpful knowing my pet is in good hands. My kitty loves Hope and will cuddle with her when she comes to visit, which is a sign of a loving sitter. 1000% rebooking & recommend Hope to all!!

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Sarah R.
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
12 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: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
44 reviews
15 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.
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: 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: Nikita G.
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Nikita G.
from
$20
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: Montserrat R.
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Montserrat R.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: I’m the designated dog walker for family and friends because I love going on walks, and dogs love coming with me! I grew up with a dog but only have two cats of my own— so I miss having that four-legged friend to go with me! I’d love to take your dog out for a walk/run, or just let them stretch their legs. Cat owners, I’m happy to give your kitties as much or as little space as they need while making sure they feel the love :) I don’t work Fridays or Saturdays, so I am free to help anytime then! Definitely looking to fill my Fridays up with some time outside, and I’d love to take your dog with me - or check in on your cat! I usually walk my parent’s and brother’s dogs (about 80 lbs each) so I know how to handle bigger dogs on leashes who tend to stray from the sidewalk. I can clean up after them, feed them, and give them all the pets! For my cats at home, I love to play with strings or catnip - and can cater to their personality as need be.

Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per visit
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is great with Trixie! She comes to let her out while I'm at work and I love getting the updates and photos during their visits 🥰 Trixie can be shy with new people and she's taken to Melainie so, so well!

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Stephanie L.
Sitter Profile Image: Tishara M.
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Tishara M.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

About: My name is Tishara, and I’m from Milwaukee, Wisconsin. I have volunteered with multiple humane societies for over a year, where I worked with a wide variety of pets and learned a great deal about animal behavior, care, and compassion. I’ve also had the opportunity to travel abroad for work, and whenever I’m back home, I truly enjoy working with Rover and reconnecting with pets in my community. While I was away, my dog Teddi who had been by my side for 11 years passed away in October 2025. Losing him was incredibly hard, that was really my baby🥺but being part of Rover has brought me comfort by allowing me to continue giving love, care, and attention to other animals. I treat every pet as if they were my own, with the same patience, respect, and affection I would want for them. I am an animal lover and genuinely enjoy spending time building trust with each companion. I look forward to continuing to grow my experience with you while providing dependable, loving care for both companions and their owners. I work a part-time schedule Wednesday through Friday from 8:30 a.m. to 4:30 p.m., which allows me to be flexible and intentional with pet care. On workdays, I build pet care into my mornings and evenings by providing meals, refreshing water, and spending quality time through walks or play before and after work. Once I’m home, I dedicate time to longer walks or more active engagement to ensure pets receive the exercise and attention they need. On my days off and weekends, I have even more availability for extended care, including longer outings, park visits, grooming, socialization, and vet appointments if needed. I stay consistent with feeding, cleaning, and routine schedules, and I always make sure pets feel loved, comfortable, and well cared for, even during busy weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.

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: Adrianna H.
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Adrianna H.
from
$15
per visit
4.9 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53209

So caring... Thanks Adri!

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Luana S.
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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

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5.0 out of 5 stars

During a heat wave, the cat fountain appeared to be clogged, which Kathy reported. I asked her to return to the house to clean up the fountain back in working order. Appreciate that she made a second trip or I would have been worried about our cat’s hydration.

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

Jessica was great with my German shepherd, my dog has been going through some health issues and when I went out of town for 4 days I needed someone to come take care of her 3 times a day and mix up her special food, take her for walks and monitor her potty breaks. Jessica was also super flexible with the timing of her visits and made this potentially stressful time super easy for me and my dog. 5 stars. Would reccomend her to anyone.

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

Sydney helps me by letting my 14 year old dog out while I’m working. He really likes her and I do, too! She is reliable, helpful, gives him treats, and makes it possible for me to work my full day without coming home to accidents. She just understands him and his limitations as a sweet old guy. 🐶🤎

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Cherie S.
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

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

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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Sitters in Roosevelt Grove average 6
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