Pet Sitting & Drop Ins in Silver Spring, Milwaukee, WI

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Top rated Silver Spring pet sitters

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Sitter Profile Image: Anya P.
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Anya P.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
33 reviews
10 repeat clients
12 years of experience
Brown Deer, WI, 53209

Anya is AMAZING! She has so much availability and is very responsive. She is absolutely wonderful to my sweet Lily! Even for drop in visits she always lets her out and then stays to play with Lily for a while! I could not recommend her enough!

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Gwynn B.
Sitter Profile Image: Krystal D.
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Krystal D.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
34 reviews
9 repeat clients
26 years of experience
Milwaukee, WI, 53210

Excellent communicator and did a great job with making sure Bo had everything he needed.

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Luke B.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$13
per visit
5.0 out of 5.0 stars
6 reviews
20 years of experience
Uptown, Milwaukee, WI, 53210

About: I got my first pet-sitting gig when I was 8 years old, feeding my neighbor’s cat. I had multiple farm jobs as a teen and have experience with a variety of species. I have worked for the Wisconsin Humane Society as an animal care technician and as a veterinary assistant at a Spay/Neuter clinic. I have received behavioral training for reactive and nervous dogs, and am willing to work with difficult animals. My schedule is very open and I have a lot of flexibility! I was badly injured last year and have been on extended leave from my career so I have had lots of time to dote on my three dogs and take on new Rover clients! Working with dogs has done so much for my healing process physically and mentally. I have a dream of starting a non-profit dog walking service for struggling teens and young adults one day and try to spread some of that healing around! When I’m building a relationship with a new dog I engage with them on a respectful level- meet them where they’re at and take the time to get to know their personalities, likes and dislikes. Their comfort and safety are paramount. I use positive reinforcement methods only, building trust with animals is more important to me than perfect obedience :)

Sitter Profile Image: Katie K.
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Katie K.
from
$18
per visit
5.0 out of 5.0 stars
24 reviews
6 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

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Lauren T.
Sitter Profile Image: Aidan H.
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Aidan H.
from
$20
per visit
5.0 out of 5.0 stars
3 reviews
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$17
per visit
5.0 out of 5.0 stars
84 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: Genesis A.
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Genesis A.
Star Sitter
from
$23
per visit
5.0 out of 5.0 stars
8 reviews
4 repeat clients
10 years of experience
Old North Milwaukee, Milwaukee, WI, 53209

Great communication, very easy to work with!

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Andrea L.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
from
$15
per visit
5.0 out of 5.0 stars
10 reviews
1 repeat client
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

About: Hi! We’re Maddie & Joseph — a pet-loving couple with a lifestyle built around dogs. We offer a calm, loving, and active environment where your dog is part of the family. I (Maddie) have grown up with dogs and cats my entire life and have always been hands-on with training. My grandpa has been breeding huskies since before I was born so dogs have always been a large part of my life. . I’m confident working with high-energy and large breeds, and I’m especially passionate about giving puppies the structure, love, and attention they need. I previously worked at a doggy daycare which has given me plenty of knowledge on caretaking and maintaining a happy and healthy home with multiple dogs. I (Joseph) have been learning to train service dogs for almost two years and currently work with clients in our neighborhood. I’ve always had a deep love for animals—I raised a kitten growing up and worked at a reptile store where I cared for reptiles, fish, and insects before traveling for a year. Together, we’re all about giving pets thoughtful, experienced, personalized care every step of the way. 🐾 We are both currently working from home so normally one of us is always home. If we do leave your pup will never be left alone for more than an hour. Our space includes a fully fenced backyard, a dedicated doggy room with a queen-sized mattress, cozy dog beds, and an XL crate if needed. Ring cameras and security system so we know our house is always watched. Maddie has trained her super well-mannered and playful 6-year-old Siberian Husky since birth who loves making new friends. We only take in 2-3 dogs at a time which is plenty of space for our house. Our neighborhood is quiet and safe with a playground, large field and lots of kids around. We follow your dog’s routine closely and send regular updates so you always feel connected—your pup will be treated like part of the family. 🐾

Sitter Profile Image: Shelby B.
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Shelby B.
from
$18
per visit
4.9 out of 5.0 stars
78 reviews
32 repeat clients
16 years of experience
Milwaukee, WI, 53223

Shelby took care of Mickey for a week. She followed his daily routine and kept us posted if there were changes, I.e. not going to potty when it was raining. Mickey gets anxious and sad when we leave, but Mickey was happy and evidently less stressed/anxious when we returned. Thank you Shelby!

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Nicole J.
Sitter Profile Image: Joan P.
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Joan P.
from
$13
per visit
5.0 out of 5.0 stars
12 reviews
1 repeat client
20 years of experience
Grantosa, Milwaukee, WI, 53222

Joan was very sweet and attentive to our puppy. Would reccomed.

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Alyson S.
Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$14
per visit
10 years of experience
Brown Deer, WI, 53223

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

Sitter Profile Image: Selena M.
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Selena M.
from
$16
per visit
4.0 out of 5.0 stars
5 reviews
1 repeat client
8 years of experience
Calumet Farms, Milwaukee, WI, 53224

Selena was great. She did what was needed and communicated with me during my trip. She took great care of my cat and was super willing to do what was needed.

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Emma H.
Sitter Profile Image: Susan H.
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Susan H.
Star Sitter
from
$18
per visit
5.0 out of 5.0 stars
10 reviews
4 repeat clients
20 years of experience
Menomonee falls, WI, 53051

Great care! Very attentive.

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Paul S.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$20
per visit
5.0 out of 5.0 stars
9 reviews
2 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

About: I have been around dogs my whole life. I grew up on a farm and we always had three dogs around. I frequently pet sit for my friend's 60 pound Pitt-mix. I can give medication, and am good with puppies. I can patiently train or work with dogs who are learning the ropes. I can provide daily exercise when your dog is with me, and lots of snuggles! I work less than ten miles from home, so on most days I can pop in for a walk or potty break. I can board the same dog for up to two weeks depending on the situation. I can only take one dog at a time so your dog will get all the attention! I always follow the owner's wishes, and guidance on how to best care for their pet. I don't go overboard with treats, but I do go overboard with affection.

Sitter Profile Image: Taylor K.
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Taylor K.
from
$15
per visit
5.0 out of 5.0 stars
20 reviews
5 repeat clients
15 years of experience
Milwaukee, WI, 53222

Awesome Rover! Super helpful, communicative and showed a lot of enthusiasm towards our animals. Couldn't recommend enough.

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Luke B.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$22
per visit
4.9 out of 5.0 stars
599 reviews
359 repeat clients
30 years of experience
Wauwatosa, WI, 53222

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!

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Rebekah B.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$30
per visit
5.0 out of 5.0 stars
165 reviews
67 repeat clients
35 years of experience
Brown Deer, WI, 53223

About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

Sitter Profile Image: Hanna F.
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Hanna F.
from
$20
per visit
4 years of experience
Menomonee River Hills, Milwaukee, WI, 53214

About: I have 1 dog and 2 cats of my own. My dog is my world and its my mission to give him the best life possible. I will treat your family as my own. I would be happy to do training while I visit your pets if you leave out commands and instructions for me. I appreciate communication and direction with your specific needs. :) I have most mornings open as I work 2nd shift. After my dog gets his training and walk for the AM.. I am free to do some visits for families! My pup gets 2 walks a day and off leash play in our backyard. He requires quite a bit of attention as he's got alot of energy to burn. We are training for service work so most of my time with him is playing games, bonding, and training. I am open to walking, playing, cuddling, training, and anything else you may need.. just ask and I will see if I'm your girl!

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5.0 stars
49 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: Kelsey H.
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Kelsey H.
from
$18
per visit
5.0 out of 5.0 stars
71 reviews
18 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

I’ve booked with Kelsey twice now within the last few months and I would book her services again in a heartbeat! She’s very thorough when she is taking care of my cats, and she provides an adorable Rover card every visit. She is fast to respond to messages, and 100% trustworthy with my cats! Kelsey is awesome! 😸😺

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Lisa S.
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