Personalized care for your dog or cat - Silver Spring

Highly-rated overnight sitters - Silver Spring

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

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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
204 reviews
87 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is amazing! She accepted my last minute request when my sitter cancelled the day of. This is my second time Marvin stayed with Yolanda and I can tell he has a great time! We will definitely be booking with Yolanda again. Thank you so much!

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Jaihee C.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
45 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Dani & Aiden were great with our dogs and very accommodating. They are extremely flexible with timing and sent us plenty of pictures through out our dogs stay.

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Courtney P.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry was so amazing in accommodating my senior pup within her home. Tedi was very comfortable and was able to enjoy all of her favorite things with Sherry from naps on the couch to car rides. I appreciated the photos and updates I received and could not have felt more comfortable being away from Tedi for an extended period of time. Definitely will be asking for a repeat stay should her schedule allow!

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Jeanee S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.

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Kyla T.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
149 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela kept our senior dog over a long weekend while we were out of town. She was super attentive and sent lots of pictures, putting our mind at ease. She clearly loves dogs and we knew our pup was in loving hands! I would definitely use her again and recommend her without any hesitation!

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Andrea K.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
256 reviews
73 repeat clients
20 years of experience
Mequon, WI, 53097

I am very pleased with the care Monique and her family gave. I received pictures and updates more than a few times while on vacation. Hellyante was nervous to be around other dogs and people before this stay but he warmed up to the idea. Every picture and video I received he was playing with other dogs and actually enjoying himself! Whether I need boarding or just doggy daycare I will be sure to use Monique again. Thank you!

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Azhane S.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Milwaukee, WI, 53211

Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!

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Lakara T.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
115 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
157 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

My dog stays with Doreen for 8 days. He needs medication twice a day. Doreen has taken care of him very well and keep us informed daily with picture. Thanks, Doreen.

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John
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
158 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.

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Liz J.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
402 reviews
127 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.

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Laurie B.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
609 reviews
361 repeat clients
30 years of experience
Wauwatosa, WI, 53222

My dog had never spent a night away from her own family but Cindy did everything to make her feel comfortable. Cindy communicated well, has a fair rate, and we'll definitely seek her out the next time we need boarding. Thank you!

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Justin G.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
89 reviews
17 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

This was Sadie’s 3rd stay at Dan’s. It was great that he sent daily updates on activities they were participating in, and updates on how she was doing. The pictures helped reassure me that she was enjoying her stay. I could tell from both the drop off and pick up that Sadie felt very comfortable being there.

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John M.
Sitter Profile Image: Gabriel M.
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Gabriel M.
from
$45
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

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Jordan P.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
23 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.

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Tammy W.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!

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Jennifer P.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
99 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott & Ashley were wonderful. They took in our dog Kiko and my daughter's dog Ellie, while we were all on vacation in the UK for 10 days. They sent daily updates with photos and they have a great yard for dogs with a fenced in backyard. Scott & Ashley took both dogs for walks twice a day and the although we brought crates for both dogs, they ended up sleeping with both of their boys, which was fine with us and I'm sure Kiko and Ellie loved it! We will certainly contact Scott & Ashley through Rover.com, when the need arises again.

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Mike W.
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Cat caregivers near you - Silver Spring

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: Aidan H.
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Aidan H.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
45 reviews
12 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

They were so helpful and understanding of situations that came up. I'm also so thankful for them understanding how shy most of my cats are and allowed them to chill out of sight together.

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Sarah C.
Sitter Profile Image: Angela M.
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Angela M.
from
$17
per visit
5.0 out of 5 stars
5 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: Jen G.
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Jen G.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
99 reviews
31 repeat clients
35 years of experience
Menomonee Falls, WI, 53051

Great service! Jen watched more than one pet for us. Our cat doesn't like strangers but Jen handled her moodiness. Have used her more than once already and would again.

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Kristen C.
Sitter Profile Image: Julia A.
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Julia A.
from
$14
per visit
4.9 out of 5 stars
38 reviews
22 repeat clients
5 years of experience
Milwaukee, WI, 53213

Couldn’t recommend Julia enough! She was super flexible and communicative throughout our entire vacation. She also stayed with our kitties the entire “contracted” time, which we are super thankful they got some human interaction, as well as followed the directions we gave to a T.

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Auburn L.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$14
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Cats have been my companion all my life.. a home is not a home without the pitter patter of little paws. Currently, my fur baby Millie is my only pet but have experience with dog and cat households. I know their needs and can establish a bond with cats easily. And I also know when they need space and just someone to be company without adding to their stress.

Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$16
per visit
5.0 out of 5 stars
87 reviews
23 repeat clients
15 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.
Sitter Profile Image: Anya P.
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Anya P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
57 reviews
15 repeat clients
5 years of experience
Brown Deer, WI, 53209

Anya was an AMAZING cat sitter. She provided consistent and regular updates with cute videos and photos. Additionally, after not seeing one of our cats for a few days, she went out of her way to locate and find the cat (who is very good at hiding).

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Reagan J.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$16
per visit
5.0 out of 5 stars
107 reviews
9 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: Cindy T.
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Cindy T.
Star Sitter
from
$24
per visit
4.9 out of 5 stars
609 reviews
361 repeat clients
30 years of experience
Wauwatosa, WI, 53222

We highly recommend Cindy for all of your fur babies ! She communicated awesomely! Sent pictures of our pets and sent them while we were gone. 100% recommended!!

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Jennifer G.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$16
per visit
4.9 out of 5 stars
80 reviews
34 repeat clients
16 years of experience
Milwaukee, WI, 53223

Shelby is fantastic. She's been there for us in a pinch to take care of our little man when work schedules collided and we can't thank her enough. She's reliable, punctual, and our cat warmed up to her quickly. We will absolutely continue booking her in the future!

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Gilda B.
Sitter Profile Image: Cathy M.
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Cathy M.
from
$22
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53218

Cathy is always wonderful with our cats. She's punctual, friendly, and follows our instructions perfectly. I highly recommend you hire her to care for your pets.

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Isaac H.
Sitter Profile Image: Genesis A.
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Genesis A.
from
$23
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

An excellent sitter!

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Andrea L.
Sitter Profile Image: Courtney G.
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Courtney G.
from
$27
per visit
5.0 out of 5 stars
13 reviews
25 years of experience
Milwaukee, WI, 53225

Courtney is absolutely amazing! Wish I could provide more than five stars! Professional, kind, responsible, respectful, and loving with our boys. Wonderful communication, updates, and pictures. The whole experience was top notch and we appreciate how much she cared about our boys and respected our home. Highly, highly recommend. Thank you Courtney!!

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Laura W.
Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$18
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: Hi! I’m Montse - mom of kitties Chamoy and Luka. I’ve had these cats for five years and was always a dog person until I had my own feline friends. My orange cat is exactly as you’d expect… rambunctious and incredibly cuddly. Luka the black cat however, is very stand-offish and loves her space. All that to say, I know that cats come with different personalities and I’d love to care for yours however is needed!

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$22
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Wipawee were fantastic - took great care of our boys and our house. We hope to have them come back again soon.

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Nolan K.
Sitter Profile Image: Jenni F.
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Jenni F.
from
$20
per visit
5.0 out of 5 stars
69 reviews
44 repeat clients
12 years of experience
Milwaukee, WI, 53225

Jenni did a great job with Copper! She even brought her own dog over for a playdate, which Copper loved. We really appreciated getting pics/videos. We would absolutely book again with Jenni!

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Carole W.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
41 reviews
8 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

Madison and Joseph are wonderful. Great communication, sent lots of pics, and Smash was happy!

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Shad F.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$36
per visit
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!

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Heather B.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
18 years of experience
Glendale, WI, 53209

About: I have taken care of cats of every age nearly my entire life. I currently have 3 long-haired cats with all very different personalities! I am knowledgeable in cat body language and how to respond to certain cues a cat is showing me. I am a big fan of using Fear Free tactics to gain the trust of any cat I interact with!

Sitter Profile Image: Giovanni M.
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Giovanni M.
from
$20
per visit
5.0 out of 5 stars
9 reviews
12 years of experience
Wauwatosa, WI, 53222

About: Hi there, I'm Giovanni, and I've been a lifelong cat enthusiast. Growing up with feline friends, I've developed a deep love for their unique personalities. Cats, with their independent nature, have a special place in my heart. I'm here to provide them with the care and affection they deserve, ensuring they feel right at home. Plus, I like to capture their beauty through professional cat photography. ???

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Perfect for high energy dogs - Silver Spring

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

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Sitter Profile Image: Tegra R.
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Tegra R.
from
$37
per day
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

My dog is not easy!!! She was awesome. Really appreciated her. Thank you great job Winston came home sleepy

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

Aidan is responsive and has a lot of experience with pet care. She sends photos and keeps you updated on how your pet is doing. Will book again.

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James S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

About: I’m a true animal lover. If it has paws, scales, fins, or whiskers, I’m already invested. I’ve cared for and fostered all kinds of pets over the years—dogs, cats, aquatic babies, reptiles, and the tiniest furry friends like bunnies and hamsters—so I’m comfortable across the board. To me, pets aren’t “just pets”…they’re family. My approach is calm, patient, and gentle. I pay close attention to each animal’s personality and respect their boundaries so they always feel safe, understood, and comfortable. At home, I’ve got my own little zoo—2 sweet cats, a bearded dragon, 2 geckos, 4 snakes, and an adorable mouse—so trust me, I’m no stranger to unique personalities and specialized care. I would love to care for your pet when you need a break, go on vacation or when you make other plans. You can be assured that your pet is in good hands. To offer the best care, my max capacity is currently 2 pets per day. 📍 Located in Milwaukee – Capitol Heights area 🌻 I work from home so I’ll always have time to play, feed and love on your pet babies. I’m always flexible with their needs (bathroom breaks, medication, shyness) to make sure they are always comfortable. If my schedule or availability changes, I always send out updates to my calendar right away. ❤️ To offer the best care, my max capacity is currently 2 pets per day. I have a fenced in back yard with plenty of space for pets to roam, play and toilet if needed. Pets are always welcome to bring their own items. My 2 lovely cats are usually shy and more of the watching type, so they won’t bother your pets but will surely admire them from their cat trees. All activities and toileting are supervised. There is no smoking of any kind in my home or pet areas. There are some pictures of our living space in the photo collection on my Rover profile.

Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
204 reviews
87 repeat clients
35 years of experience
Brown Deer, WI, 53223

Thanks so much again! I needed a sitter super fast turn around and Yolanda was super accommodating and easy to coordinate with! Will def use again!

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Ines B.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
158 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!

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Michaela B.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per day
5.0 out of 5 stars
78 reviews
23 repeat clients
10 years of experience
Milwaukee, WI, 53223

Wonderful experience! My dog received excellent care and returned home totally calm & relaxed. I highly recommend and will definitely return in the future.

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INFJ W.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$25
per day
5.0 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

Steph is very accommodating and professional. My pup enjoyed himself. She is a keeper!

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Chimere D.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5 stars
203 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Just fantastic dog sitters - Michael to accept at a short notice due to a family emergency and his wife Heather !!! I definitely recommend them now and always!! :) :) they made Lido feel at home

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Sid S.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$27
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.

Sitter Profile Image: Evita E.
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Evita E.
from
$40
per day
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: Auria R.
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Auria R.
from
$50
per day
5.0 out of 5 stars
163 reviews
70 repeat clients
40 years of experience
Glendale, WI, 53209

Auria took great care of Zeus! She was also very accommodating to our last minute request to extend his stay a couple hours longer. I would definitely recommend Auria to anyone looking for a reliable sitter.

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Brian J.
Sitter Profile Image: Devashi G.
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Devashi G.
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$30
per day
2 years of experience
Glendale, WI, 53217

About: I helped raise my own two family dogs and ensured that they were always walked, bathed, fed, and happy. It's also a habit of mine to go take the extra step like wiping my dogs and make sure they are clean after they've been outside. I've also taken care of my neighbor's dogs alongside our own family dogs, so I have experience handling multiple pets at once. I work full-time, Monday through Friday, while working from home 2-3 days a week. I also go to workout classes in the evening. Normally, if working from home, I take the dogs out for a walk in the morning. On other days, I take them for a walk in the evening. I normally take pets out 3 times a day, once in the morning, afternoon, and night. I make sure the dogs have a dedicated spot for food and bed. I have both a park and a dog park, 5-10 minutes away from my apartment, which I can take the pets to for a walk or some dog play time. There are also multiple yard-like grass areas where the dogs are meant to do their business. If pets stay with me for longer than two weeks, I bathe them every other week.

Sitter Profile Image: Fonshe B.
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Fonshe B.
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$65
per day
5.0 out of 5 stars
2 reviews
12 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I’ve taken care of dogs, since I was 13yrs old. We always kept a dog growing up which made me fall in love with them. I’m currently open and available anytime between 9:30am-4:00pm and 5:30p-9:00p. Monday-Friday and I’m available from 9am-9pm Saturday and Sunday. I can also be on a need be schedule as well. I have a small friendly Yorke that will keep your dog company while being cared for. I have have nice size bag yard but it is not fully fenced in. I also have a park about a minute away from home walking distance.

Sitter Profile Image: Tiffani H.
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Tiffani H.
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$35
per day
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Hampton Heights, Milwaukee, WI, 53218

Tiffany took excellent care of Marley! She sent many pictures, fed him, walked him even have him a bone . Thanks for the special care!

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Erika B.
Sitter Profile Image: Erin K.
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Erin K.
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$56
per day
4.9 out of 5 stars
55 reviews
21 repeat clients
5 years of experience
Cooper Park, Milwaukee, WI, 53222

I have an almost two week stay booked for my old man puggle. I wanted to do some day visits so he could get used to the changes. She said he did so well and adjusted easily. I am feeling so much more at ease about the stay!! I am so grateful that there are people like her out there.

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Carrie S.
Sitter Profile Image: Bella T.
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Bella T.
from
$50
per day
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Enderis Park, Milwaukee, WI, 53210

About: Hi! I’m Bella, a professional dog trainer with over 7 years of hands-on experience working in advanced obedience, behavior modification, service dog foundations, and sport dog training. I’ve helped dogs and their families work through leash reactivity, anxiety, aggression, impulse control, and high-drive challenges—and I bring that same knowledge into every boarding, daycare, or drop-in service I offer. 🐾 What makes my care different? I provide structure, clear communication, enrichment, and individualized attention—not just cuddles and playtime. Whether your dog is working on manners or needs a calm, consistent place to stay, I’ve got you covered. 📍 Based in New Berlin 🏡 Calm home with safe setup (crate-trained dogs welcome!) ✅ Experience with large breeds, working dogs, and nervous pups 🦴 Optional training add-ons available during daycare or boarding Let me know your dog’s needs—I’m happy to customize care to give you peace of mind and your dog the routine they thrive in. (Website with training info available upon request.) Pet care is a central part of my daily life. I’m home during the day and structure my routine around walks, training sessions, feeding, and enrichment. Whether it’s daycare or boarding, dogs are integrated into a calm and structured environment throughout the day. I provide a peaceful, secure home environment with crate space available (if needed), structured downtime, and consistent routines. Dogs are supervised, enriched, and treated with the same respect and care I’d want for my own. I’ve worked with everything from young puppies to high-drive working dogs to those needing a little extra patience or support.

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
65 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

If we could give her 10 stars we would! She made our visit to Milwaukee so much easier. We were nervous leaving Otis while we enjoyed our day out. Michelle assured us he would be fine playing with the other dogs and she was right! She sent pictures of Otis playing and you could tell he was happy and having fun. He also slept very well that night! We appreciate her watching Otis. We couldn’t be more happier of how his care was!

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Connie L.
Sitter Profile Image: Haani Shay M.
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Haani Shay M.
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$30
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Golden Valley, Milwaukee, WI, 53222

About: I will do any service needed. I grew up having pets and pet sitting for others when I was in guam. I care for animals like they are my children because to me they are children just with 4 legs :). I’m very flexible and willing to work around your schedule and needs. Pets will be well taken care of and will make sure when they get back to you that they will be the same or better ! Also if you’re going off island and need them to stay somewhere I will also offer that service because I know how it feels to leave for work or vacation but you have no one to watch your pet. I also took care of sick pets and know how to properly give medicine. Book them with me and you won’t be disappointed.

Sitter Profile Image: Chad T.
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Chad T.
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$25
per day
5.0 out of 5 stars
6 reviews
3 years of experience
Glendale, WI, 53217

About: Hey there! I’m a new Rover sitter who truly enjoys being around dogs. I’m dependable, easygoing, and always focused on keeping dogs safe and comfortable. I’m happy to stick to your dog’s usual routine and I’ll keep you posted with updates and pictures. Your pup will get lots of attention, care, and love while you’re away! Currently, I am working in office on Tuesdays and Thursdays until about 230/3pm and work at home on Monday, Wednesday and Friday. Weekends are very open and only tend to leave for short periods of time to run errands I have a fenced in yard with plenty of room for them to run around and enjoy the outdoors, as well as one Corgi at home. I do live in a two story house with the primary bedroom upstairs. Depending on the preference, dogs are usually allowed to roam free whether I am home or not but I do have gates to keep them from going upstairs if necessary.

Sitter Profile Image: Dane R.
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Dane R.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Whitefish Bay, WI, 53217

My dog Nala loves going to daycare with Dane. He is very flexible and does a great job taking care of Nala. She also really enjoys hanging out with his dogs and having a yard to hang out in for the day. Would recommend Dane 10/10.

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Mathea R.
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Adventure-ready dog walkers - Silver Spring

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Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
70 reviews
31 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

Chelsea was great. She was very responsive and accommodating in dealing with multiple changes in my schedule. She also gave helpful updates while on my dog’s walk. I definitely plan to hire her again!

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Scott G.
Sitter Profile Image: Maddalena P.
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Maddalena P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
53 reviews
10 repeat clients
9 years of experience
Menomonee Falls, WI, 53051

Maddalena is so helpful and flexible! I appreciate her thinking ahead- she saw it would be raining so she took our dog on a quick walk and then played with her inside. Dallie still got some energy out, and we couldn't be happier. :)

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Loni M.
Sitter Profile Image: Evita E.
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Evita E.
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$20
per walk
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

Evita was great! Handled my dog like a pro and was super nice. Thank you!!

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Sam D.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Arlington Gardens, Milwaukee, WI, 53222

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

Genesis is everything you’d want in someone taking care of your pet! She was amazing with my senior dog and was a fantastic communicator too! I would highly recommend her services to anyone and will definitely be seeing her again soon! Thanks Genesis :)

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Salwa B.
Sitter Profile Image: Elijah P.
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Elijah P.
from
$16
per walk
4 years of experience
Valhalla, Milwaukee, WI, 53218

About: I have grown up around dogs my entire life and have years of hands on experience caring for my grandparents’ Shih Tzus. I am attentive, patient, and always prioritize each pet’s comfort and safety. I carefully follow all instructions provided by pet parents and make sure their routines are maintained exactly as requested. I am reliable, punctual, and committed to showing up when expected. Most importantly, I treat every pet as if they were my own and strive to create a calm, loving, and trustworthy environment for them. I maintain a structured and dependable schedule, ensuring consistent arrival times and adherence to each pet’s routine without exception. Safety is my highest priority, and I remain attentive at all times to prevent risks during walks, feeding, or home care. I build trust through clear communication, reliability, and strict follow-through on owner instructions. I also focus on creating a calm, stable, and comfortable environment where pets feel secure, relaxed, and well cared for throughout my time with them.

Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$18
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

Very pleased and relieved that Montserrat has been able to walk my fur babies. She is great and they love her!

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Ebonie G.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$18
per walk
4.9 out of 5 stars
45 reviews
12 repeat clients
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: Shelby B.
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Shelby B.
from
$20
per walk
4.9 out of 5 stars
80 reviews
34 repeat clients
16 years of experience
Milwaukee, WI, 53223

Shelby is great! We couldn’t ask for anything better. Shelby walks our dogs three days a week and she’s been on time, extremely sweet, the dogs love her and she keeps us informed on our dogs. We have a big German Shepherd that tends to pull on walks, and Shelby rose to the challenge without complaints. I highly recommend her to others looking for a walker.

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Lilly S.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
41 reviews
8 repeat clients
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 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: Melainie T.
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Melainie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

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Jessica L.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
107 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte has been wonderful with our dog Douglas. Highly recommend to anyone needing a reliable dog-walker!

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Marisa T.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Glendale, WI, 53209

Alyssa is very fast to respond to messages, and she took good care of our new puppy Cricket.

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Matthew H.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$15
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I started off taking care of small animals, but then became trained as a kennel attendant and enrichment specialist in my growing career in animal care. I wanted to offer more to my local community with the current skills I have, along with learn and grow with every pet and parent! I’m aware of how dogs communicate with each other with body language and have been trained to break apart a fight, even before a fight could start.

Sitter Profile Image: Ariana B.
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Ariana B.
from
$15
per walk
6 years of experience
Milwaukee, WI, 53222

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?

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Amy G.
Sitter Profile Image: Olivia W.
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Olivia W.
from
$10
per walk
5.0 out of 5 stars
2 reviews
5 years of experience
Milwaukee, WI, 53224

About: Having been surrounded by dogs and cats throughout my life, I've cultivated a profound passion for working with these wonderful companions. While growing up, my mother and I had a cat, but most of my interactions with pets occurred through my grandparents. My grandparents have always had dogs and allowed me to be actively involved in their care, including feeding and walking. This experience nurtured a deep passion and profound appreciation for animals, as they are not just our pets but integral members of our family. I embarked on my first job at McDonald's, where I gained valuable experience in providing excellent customer service. In September of my first college year, I began working at the UW Veterinary Hospital as a kennel worker. This role primarily involved cleaning and providing vet students, vet techs, and doctors with the necessary equipment for treating animals. In the following spring semester, I left the hospital and secured a position as a dog caregiver at Dog Haus University in Madison. I was already familiar with dog behavior, but this job allowed me to gain confidence in recognizing a dog's emotions through their body language. Additionally, I currently work at a doggy daycare in Milwaukee called Unifursity in the same capacity, but with the added responsibility of pottying and feeding dogs since this establishment also offers boarding services. I have experience in petsitting my grandparents' dogs in their home while they were out of town and have demonstrated my ability to maintain their routine. Being at the doggy daycare has allowed me to gain new skills such as properly administering the Bordetella and Distemper vaccination, along with solidifying my skill in maintaining a dogs daily schedule when it comes to feeding, pottying and excerise. Regarding my experience in Madison, opportunities that arose did not align with my housing situation since I did reside in the campus dorms. Patience is a quality I've developed over the years, partly due to having younger siblings who can be quite challenging. My grandma's dog, a large German Shepherd with severe separation anxiety, has given me experience in dealing with dogs who are considered "difficult." Working at the daycare, patience is crucial, as some dogs struggle to follow instructions and require consistent redirection. There have been instances of nervous dogs who were initially wary of strangers, but through careful handling, consistent communication, and positive interactions, I gained their trust while maintaining authority when necessary. I am a full-time student, but I have flexibility on times as my schedule isn’t super demanding. I do work Thursdays, Fridays & Sundays, and I’m able to be accommodating around times if needed. While I do have a full house that could be overwhelming to some pets, as a pet sitter in a client's home, I will follow their guidelines closely which may involve feeding pets according to their usual routine, administering medication if necessary, and engaging in play or exercise activities. I aim to maintain a clean and organized space, respecting the home and the pet owner's preferences. The specific services I offer may vary, so I'm adaptable to the needs of both the pet and the owner. Clear communication and a genuine love for animals guide my approach to pet care, ensuring the well-being and happiness of the pets entrusted to my care.

Sitter Profile Image: Haani Shay M.
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Haani Shay M.
from
$17
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Golden Valley, Milwaukee, WI, 53222

We have been working with Haani for a month so far. She's so great with Gus! Since she started working with Gus, he's gotten better at understanding and listening to commands and not pulling when he's on his leash. He's always so happy to see her! Haani communicates well and is really reliable. We're excited to keep working with her.

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Amy L.
Sitter Profile Image: Alex R.
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Alex R.
from
$15
per walk
4.4 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

About: I have owned and watch dogs but also cats. I have a love for animals and I get very excited meeting new ones. It’s the best experience to me. I’m available anytime. I would be able to do last minute set ups. I’m sometimes away from home around 2-4 pm but that’s not often Everyone in the house loves animals, especially dogs. The most love is given like their our own. We get very excited and take them out for long walks. My dog has been around puppies before and he loves to be around other dogs.

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

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

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Large dog specialists near you - Silver Spring

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

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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
204 reviews
87 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is amazing! She accepted my last minute request when my sitter cancelled the day of. This is my second time Marvin stayed with Yolanda and I can tell he has a great time! We will definitely be booking with Yolanda again. Thank you so much!

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Jaihee C.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
45 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Dani & Aiden were great with our dogs and very accommodating. They are extremely flexible with timing and sent us plenty of pictures through out our dogs stay.

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Courtney P.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry was so amazing in accommodating my senior pup within her home. Tedi was very comfortable and was able to enjoy all of her favorite things with Sherry from naps on the couch to car rides. I appreciated the photos and updates I received and could not have felt more comfortable being away from Tedi for an extended period of time. Definitely will be asking for a repeat stay should her schedule allow!

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Jeanee S.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
256 reviews
73 repeat clients
20 years of experience
Mequon, WI, 53097

I am very pleased with the care Monique and her family gave. I received pictures and updates more than a few times while on vacation. Hellyante was nervous to be around other dogs and people before this stay but he warmed up to the idea. Every picture and video I received he was playing with other dogs and actually enjoying himself! Whether I need boarding or just doggy daycare I will be sure to use Monique again. Thank you!

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Azhane S.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
115 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
158 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.

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Liz J.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
609 reviews
361 repeat clients
30 years of experience
Wauwatosa, WI, 53222

My dog had never spent a night away from her own family but Cindy did everything to make her feel comfortable. Cindy communicated well, has a fair rate, and we'll definitely seek her out the next time we need boarding. Thank you!

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Justin G.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
89 reviews
17 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

This was Sadie’s 3rd stay at Dan’s. It was great that he sent daily updates on activities they were participating in, and updates on how she was doing. The pictures helped reassure me that she was enjoying her stay. I could tell from both the drop off and pick up that Sadie felt very comfortable being there.

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John M.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
23 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.

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Tammy W.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!

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Jennifer P.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
99 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott & Ashley were wonderful. They took in our dog Kiko and my daughter's dog Ellie, while we were all on vacation in the UK for 10 days. They sent daily updates with photos and they have a great yard for dogs with a fenced in backyard. Scott & Ashley took both dogs for walks twice a day and the although we brought crates for both dogs, they ended up sleeping with both of their boys, which was fine with us and I'm sure Kiko and Ellie loved it! We will certainly contact Scott & Ashley through Rover.com, when the need arises again.

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Mike W.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth and her family took really good care of my boy soap. They sent pics every day and updated text messages. I couldn’t be more satisfied with the care that they showed my fur baby and he had the time of his life also. I think he didn’t want to leave when I came to pick him up. Thank Elizabeth and family for taking such good care of my boy soap.

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Troy J.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester did such a good job with our Golden Retriever! We reached out last minute and she was so accommodating. Quick response time, and Tucker had a blast. 🐾💗

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Abby K.
Sitter Profile Image: Evita E.
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Evita E.
from
$50
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

Evita was great with Togepi, she was on her own little vacation while I was away. I could tell Togepi was well taken care of and Evita would make sure to communicate and send me updates when I started to miss my pup. 10/10, would book again!

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Janette R.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
203 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

I’m so happy that I had Michael take care of my dogs my precious wonderful girl friends. He contentious, caring, and kept me informed at all times when things were going well or if there were anything to be confirmed about. The girls got home with me and I could tell they missed their time with him and the friends they made there I’m very very very pleased and if you’re looking for a good guy to take care of your dogs, your precious dogs this is the gentleman you want to call thank you! I’m very pleased

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Rex S.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
15 years of experience
West Allis, WI, 53214

Tracy was awesome - super flexible and took great care of our cat. She was very kind and sent updates with photos, which we loved. Would absolutely book again!

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Carrie C.
Sitter Profile Image: Marilynn M.
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Marilynn M.
from
$35
per night
5.0 out of 5 stars
74 reviews
33 repeat clients
35 years of experience
White Manor, Milwaukee, WI, 53219

Marilynn is THE BEST! Super loving and accommodating to our two dogs. She set pictures and updates to us daily, and included a sweet little note in their things for us to read when we picked them up. If Marilynn would take our somewhat grumpy old guy and our high octane little girl again, we would love it!

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Kim B.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Willow had a great time! Laura took great care of her and sent a photo every day. She got along well with Diesel, and she ate all her food, which means she was very comfortable at Laura’s house. Knowing she was doing well allowed us to enjoy our vacation more. We will definitely book Laura again!

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Kate U.
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