Personalized care for your dog or cat - Havenwoods

Highly-rated overnight sitters - Havenwoods

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: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
46 reviews
8 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: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Jacquelin C.
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Jacquelin C.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
9 years of experience
Fox Point, WI, 53217

Jacquelin and her husband have been a wonderful find and we could not be more grateful for her and her husband’s incredible care for our guy, Teddy. We were gone for 10 days for our spring break and were a little nervous being gone that long. Teddy comes from a one dog household and normally stays at home with a family member or friend; however this trip was too long for an arrangement like that and could not have been more pleased with the care, concern, consistent communication and love given to our sweet guy! We would not hesitate to use them again. Thanks so much 💛

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Candice E.
Sitter Profile Image: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
125 reviews
56 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Our dog Dexter had the best weekend with Rhonda! He met new friends, had many walks, and was a happy boy when we picked him up! Thank you Rhonda for taking such good care of Dexter for us! We will definitely book Rhonda again! ❤️

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Michelle H.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 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: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was fantastic! He was very attentive to Toto's needs and did everything possible to accommodate. He asked all of the right questions and made sure Toto was compatible with his place/family/pets before his stay. We will definitely consider using him again!

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Curt C.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
4 reviews
2 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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
379 reviews
116 repeat clients
20 years of experience
Brookfield, WI, 53005

Our older dog had more fun staying with Maria and Nayibe than he has in a long time! They were wonderful about making sure he got his medication and lots of love. We will definitely bring him back.

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Lindsey K.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.

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

I absolutely loved my experience with the sitters! They’re so attentive, communicative, helpful in every way, I definitely will book again. I could tell with the updates that my dog was happy ( from photos I received every day) and very comfortable! It made my getaway so much easier to know he was well taken care of!

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

Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!

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Jennifer B.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
148 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: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
192 reviews
82 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was a great host. She went above and beyond to make my dog happy at her house and sent me plenty of pictures so I knew how he was doing.

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Franz S.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
26 years of experience
Fox Point, WI, 53217

Luna loves going to Ann and Arman’s. They and their kids are so good with her and I love getting updates and pictures from them. Wonderful dog sitters.

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

The best sitter we’ve used. Daniel meshed really well with our Black lab. He watched our dog for 12 days and had no issues. Frequent updates and open communication. Highly recommend!

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

Elizabeth took great care of my dog Hank! Communication was great and prompt. She provided plenty of exercise and play time with her dog, and even gave Hank a bath when he got muddy.

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Haley C.
Sitter Profile Image: Kris P.
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Kris P.
Star Sitter
from
$40
per night
4.7 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!

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Claudia A.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
236 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Great first experience with Monique!! Sawyer was definitely in good hands. We will not hesitate to book again in the future!! 5 stars all the way!

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Jonathan E.
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

I can't be thankful enough. He was not only perfect in taking care of my 8 month old puppy, he was flexible in timing as well if you want an ease of mind I do 100% recommend him.

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mohammad & sepideh k.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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.
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Over 4.1 million
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Cat caregivers near you - Havenwoods

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

1 / 1
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
29 reviews
9 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: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53208

Liz was amazing! She was so sweet to our two cats and took excellent care of them. She also took her son over to visit them one night and he was great with them. Can’t recommend her enough, we are immediately rebooking for our next weekend trip.

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Jackson H.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
110 reviews
18 repeat clients
17 years of experience
Fox Point, WI, 53217

Took great care of my 2 older cats while I was away for a week. He was very easy to communicate with. If he wasn’t sure about something, he asked.

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Kathleen Q.
Sitter Profile Image: Anya P.
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Anya P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
54 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: Ruby M.
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Ruby M.
from
$26
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Milwaukee, WI, 53209

Ruby was great taking care of our dog Georgia!

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Marissa W.
Sitter Profile Image: Angela M.
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Angela M.
from
$17
per visit
5.0 out of 5 stars
2 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: Montserrat R.
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Montserrat R.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
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: Alyssa S.
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Alyssa S.
from
$14
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Glendale, WI, 53217

Alyssa was responsive and took excellent care of my cat with attention to detail and his unique needs.

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Jenelle D.
Sitter Profile Image: Rayanne N.
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Rayanne N.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Glendale, WI, 53209

About: Hi there! My name is Rayanne. I’ve helped care for cats for a few years now. Various family members and friends have entrusted me to feed, play with, and support the hygiene of their cats by cleaning litter boxes. I have experience caring for single cats as well as multiple at a time. I have a cat of my own who loves to snuggle and explore. There is nothing quite like gaining the trust and love of a kitty, and I look forward to meeting yours soon!

Sitter Profile Image: Selena M.
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Selena M.
from
$15
per visit
4.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Calumet Farms, Milwaukee, WI, 53224

About: I have a cat that requires a lot of attention. I’ve helped stray kittens get a loving home in my past, from rescuing the kitty to finding a new home for them.

Sitter Profile Image: Camila S.
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Camila S.
from
$23
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53209

Camila is very reliable and has great communication. Our cat Bella loved having Camila’s company while we’re away on our trip.

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James P.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$18
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
40 years of experience
Fox Point, WI, 53217

Great!

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Alexander P.
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. ???

Sitter Profile Image: Jeffrey K.
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Jeffrey K.
from
$13
per visit
30 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Grew up an animal lover with multiple dogs and cats over the course of my life. Long story short, I have experience with puppy life, shelter life, low energy, high energy, etc. I just love animals and look forward to taking care of yours I work full time as a school counselor but understand what it takes to be a healthy dog owner. This means a walk in the morning before I leave, a walk when I get home after work, and depending on a lot of other factors maybe one late maybe not. On weekends I'm a a homebody which is why I signed up for this. I will get out of the house to walk my girl or take her on an adventure to the dog park, trail walk, etc. Otherwise I like just hanging out and playing video games. My girl has a crate in the family room but I also repurposed a spare bedroom into a doggy friendly room. I wasn't using it for any reason so figured why not make it dog friendly for my girl and others. I also have a fenced in yard that I can easily let her and other dogs out. It is big enough to be able to throw a ball around as well.

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: 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

Great communication, very easy to work with!

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Andrea L.
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

Checked in on our cat while we were out. Sent informative updates and pictures to let us know she was safe and happy!

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Sarah H.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$16
per visit
5.0 out of 5 stars
103 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: Rachelle P.
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Rachelle P.
from
$13
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

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Janet W.
Sitter Profile Image: Alex R.
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Alex R.
from
$18
per visit
4.4 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

Alex took such great care of our cat bella, and with very short notice. i've already booked a second boarding for bella with Alex. highly recommend :)

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Tracy A.
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Perfect for high energy dogs - Havenwoods

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

MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.

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Calvin E.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
153 reviews
39 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: Aidan H.
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Aidan H.
Star Sitter
from
$24
per day
4.9 out of 5 stars
29 reviews
9 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: Auria R.
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Auria R.
Star Sitter
from
$45
per day
5.0 out of 5 stars
158 reviews
68 repeat clients
40 years of experience
Glendale, WI, 53209

Auria and her husband were so nice and accommodating. Lulu went into heat that morning and she was still able to take her while we went out of town for the day.

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Jessica F.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per day
5.0 out of 5 stars
5 reviews
1 repeat client
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
192 reviews
82 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: Jessica B.
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Jessica B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
14 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

Very prompt and excellent communication

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Arvind P.
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: 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: 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.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per day
5.0 out of 5 stars
75 reviews
22 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: Emma & Thomas E.
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Emma & Thomas E.
Star Sitter
from
$50
per day
5.0 out of 5 stars
29 reviews
8 repeat clients
20 years of experience
Fox point, WI, 53217

Emma and Tom are very trustworthy when it comes to caring for our dog. They communicate well and are great with providing updates and photos!

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Alayna & Natalie W.
Sitter Profile Image: Esther J.
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Esther J.
from
$27
per day
5.0 out of 5 stars
5 reviews
1 repeat client
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: Chad T.
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Chad T.
from
$25
per day
5.0 out of 5 stars
5 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: Kris P.
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Kris P.
Star Sitter
from
$30
per day
4.7 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

About: I've had dogs most of my life. My Cavalier King Charles Spaniel is 3 years old and loves a friend. I have an 11 year old daughter that will also provide lots of love. Your dog won't just be boarded, they'll become a part of the family. No kennels necessary, they can sleep with me! I'm a stay at home mom. I love taking my dog out for walks around my quiet, dog friendly neighborhood. I'm home almost all the time. I'd love another doggy friend to visit us! I have tie outs for the dogs when they'd like fresh air. We go on walks as needed....and we can walk more if your dog loves it like mine does!

Sitter Profile Image: Julie O.
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Julie O.
from
$31
per day
1 repeat client
40 years of experience
Wauwatosa, WI, 53213

About: I’m a psychotherapist by day and am in general a very calm person. I pay attention to your pets moods and energy level and remember that during the time they’re playing with me, they’re missing you! So I treat them as if they were my own. I’m a psychotherapist by day and am in general very calm: I pay attention to your pet’s moods and energy level. I keep in mind that all the while your fur baby is with me, they’re missing you! I treat them as I do my own puppy. I have a fenced yard. (2) 1/2 hour walks a day: 2-4 hour potty breaks. Lots of play time with balls and curiosity toys !

Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$44
per day
4.9 out of 5 stars
270 reviews
123 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

I left my little Sophie at Jan’s house for a few hours while I went to an appointment. She was so well cared for by Jan and her family!! Sophie was so comfortable and got along so well with Jan’s dogs that she even fell asleep right on top of one of them. I will definitely be bringing Sophie back to Jan! Thank you again so very much!

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Keriann C.
Sitter Profile Image: Evita E.
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Evita E.
from
$40
per day
5.0 out of 5 stars
7 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: Tiffani H.
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Tiffani H.
from
$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: Fonshe B.
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Fonshe B.
from
$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.

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Adventure-ready dog walkers - Havenwoods

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

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Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$14
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
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: Elizabeth B.
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Elizabeth B.
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from
$12
per walk
5.0 out of 5 stars
18 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53208

I really appreciated Elizabeth's willingness to do a meet and greet before the first walk. She was super patient and understanding with my anxious pup. Would recommend!

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Melissa D.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
110 reviews
18 repeat clients
17 years of experience
Fox Point, WI, 53217

Always a pleasure. Pooh loves seeing Charles and we are thankful to have his help. Charles is easy to work with and great with our special needs senior dog.

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Mary L.
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: Alyssa S.
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Alyssa S.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
Glendale, WI, 53217

About: I recently adopted my own dog as a puppy during the pandemic and have been a proud dog mom ever since! Besides my own dog I have experience with walking extended families dogs and caring for my friends dog while they were out of town. I'm looking to use the skills and experience I have gained to care for other pets in my neighborhood! I'm currently a new grad school student at UWM (go panthers) so my schedule has a bit of flexibility to it. I have classes in the evenings at the moment and would prefer to do morning walks during the week or anytime during the weekend! While at a clients home I am very attentive to their pet and its needs and make sure to give it the same love and care as I would my own!

Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
29 reviews
9 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: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
37 reviews
7 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: Ruby M.
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Ruby M.
from
$23
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Milwaukee, WI, 53209

About: I’ve had all kinds of pets growing up ranging from lizards, hedgehogs, guinea pigs, rabbits, turtles, frogs companion animals, and many more. I’m currently a student at the University of Wisconsin-River Falls, studying animal science, hoping to pursue a career as a veterinarian. I have a very diverse background in animal care. I’ve spent many hours working in veterinary hospitals, shelters, and farms. I’ve experienced working with animals, big and small and not afraid to take on your challenging but loving animals. I’m very dependable and flexible and always strive to bring the best care your animals. As stated before, I’m currently a student looking for more animal experience. Doing so will allow me to use my skills to provide a better experience for your animals. Not only that but creating bonds with not only you and your animals will allow me to connect true bonds with both clients. As someone who’s owned and taken care of many pets, I’ve learned the quirks of owning animals. Well, providing a fun experience for your animals I’m well aware of the safety concerns of taking care of animals, and well prepared for emergency situations

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: Monae H.
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Monae H.
from
$18
per walk
6 years of experience
Thurston Woods, Milwaukee, WI, 53209

About: I stand out as a dog sitter through a lifelong connection with dogs, developed since a young age, combined with six years of hands-on experience training dogs of all breeds and temperaments. I’ve also taken the initiative to study dog nutrition in depth, allowing me to confidently understand what dogs should and should not eat. Additionally, I have experience safely administering medications, ensuring every dog in my care stays healthy, comfortable, and well-supported. I have an open schedule as far as now, so i am available to fit into what schedule is needed from me. Pet care fits into my daily schedule!! I provide attentive, personalized care tailored to each dog’s needs, including easy crating when required. I’m happy to stay full-time if needed. Whether your dog loves playtime, outdoor adventures, learning new skills, or simply relaxing and cuddling while watching shows, I adapt to their mood to ensure they feel safe, happy, and comfortable.

Sitter Profile Image: Evita E.
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Evita E.
from
$20
per walk
5.0 out of 5 stars
7 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: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
103 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Thanks for taking great care of Louie, Charlotte!

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

About: As someone who grew up on a small farm, I have been around a variety of animals since birth. I have experience caring for a variety of species and am comfortable handling any animal. I have volunteered with local animal shelters for over a decade, so I also have extensive experience caring for pets with behavioral issues and medical needs. I am a part-time sitter who is providing pet care services in addition to my full-time work. However, as a professor at a local university, I have a very flexible daily schedule and can easily provide pet care during typical business hours. Additionally, I do not work in the summer, which increases my availability from mid-May to September. I am very intentional about the number of clients I take at a time to ensure that I can provide comprehensive care to booked clients. I believe open communication is most important to be able to provide safe and reliable care for your pets. During our meet and greet, I will ask many questions to ensure that I have a full picture of what caring for your pet requires and how to meet your expectations. As someone who uses a Rover sitter to care for my pets when I am away, I personally understand the trust that is needed to leave your pets in someone else's care. I strive to build trust with clients by showing up when I say I do and following all instructions provided to me. And, it is not just about building trust with you but also your pet! If your pet has any behavioral issues or quirks, it's important for me to know this so that I can ensure safety for your pet and myself. This will help me adjust my interactions with them so I can build trust with your pet and respect their boundaries. The more information I have, the better!

Sitter Profile Image: Rayanne N.
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Rayanne N.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Glendale, WI, 53209

Rayanne did a wonderful job communicating and interacting well with my dog :) Will book again

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Abby B.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
270 reviews
123 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

I’m so glad I found Jan on Rover! She is a great dog walker. When she came and met our puppy prior to her first walk I could tell she is a big dog lover. Her job is flexible so she is able to be flexible with coming over as well. Great at communicating about the walk/playtime. Our puppy had a stomach bug and she kindly cleaned up his accidents when she came over. I also overbooked her and unfortunately had to cancel a few walks. She was very nice about it. I will definitely be using her again! I can’t recommend her enough.

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Ruth S.
Sitter Profile Image: Jlene B.
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Jlene B.
from
$30
per walk
4.8 out of 5 stars
18 reviews
2 repeat clients
18 years of experience
Silver Spring, Milwaukee, WI, 53218

Jae has been walking my doodle for the last month and she's been great! I appreciate her reliability & thorough communication, and my dog always comes back with her tail wagging. Would definitely recommend her!

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Brittany W.
Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$16
per walk
5.0 out of 5 stars
2 reviews
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: 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: Dani P.
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Dani P.
from
$25
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
9 years of experience
Glendale, WI, 53209

About: Hello! I come from a family of dog lovers currently with 20 doggies in just my imitated family plus close aunts/uncles and cousins. We have quite the hectic family holidays. I've had lots of dog sitting experience between all those pups as well as being on Rover for 9 years now. My favorite pup is my border collie/aussie mix, Piper. She’s a rescue, almost 8 years old and all energy all the time. She’s keeps me active and taught me how to keep dogs physically and mentally exercised. I’m super easy going, just let me know how I can help you and your furry friends! I work mostly from home but still make time to get some extra dog time in my day. I can do morning, some lunch, and evening check-ins/walks on weekends and Mondays, Wednesdays and Fridays. Dogs will always be kept on leash unless in a secure, fenced in area with me. Every animals needs are different, I am happy to hear every details about your pet to know how to best care for them.

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.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Havenwoods

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: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
46 reviews
8 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: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 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: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was fantastic! He was very attentive to Toto's needs and did everything possible to accommodate. He asked all of the right questions and made sure Toto was compatible with his place/family/pets before his stay. We will definitely consider using him again!

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Curt C.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
158 reviews
68 repeat clients
40 years of experience
Glendale, WI, 53209

My dog, Brodi loves going to Airia’s house for overnights. He is happy and well cared for there. I am comfortable knowing that Brodi is happy and safe with Auria and her family. This is by far my favorite sitter! I highly recommend Auria.

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Regina L.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
345 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so great with my nervous dog. You can tell, and my dog could tell, that’s she’s a pet lover. My dog latched on to her and Lisa was very reassuring sending pictures and updates letting me know my dog was in good hands. I was able to relax more on my vacation knowing ZeZe was being well cared for!

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Kristen K.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.

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

I absolutely loved my experience with the sitters! They’re so attentive, communicative, helpful in every way, I definitely will book again. I could tell with the updates that my dog was happy ( from photos I received every day) and very comfortable! It made my getaway so much easier to know he was well taken care of!

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

Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!

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Jennifer B.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
7 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

Madison and Joseph were great! They were extremely communicative through the entire stay and sent pictures frequently. Piper loved playing with Knox. We will be back again!

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

Yolanda was a great host. She went above and beyond to make my dog happy at her house and sent me plenty of pictures so I knew how he was doing.

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Franz S.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
26 years of experience
Fox Point, WI, 53217

Luna loves going to Ann and Arman’s. They and their kids are so good with her and I love getting updates and pictures from them. Wonderful dog sitters.

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

The best sitter we’ve used. Daniel meshed really well with our Black lab. He watched our dog for 12 days and had no issues. Frequent updates and open communication. Highly recommend!

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

Elizabeth took great care of my dog Hank! Communication was great and prompt. She provided plenty of exercise and play time with her dog, and even gave Hank a bath when he got muddy.

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Haley C.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
606 reviews
360 repeat clients
30 years of experience
Wauwatosa, WI, 53222

Cindy takes great care of my golden doodle puppy. She sends pictures daily and keeps me up to date. I really appreciate having her available when I go out of town.

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Cecelia D.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
236 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Great first experience with Monique!! Sawyer was definitely in good hands. We will not hesitate to book again in the future!! 5 stars all the way!

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Jonathan E.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
85 reviews
22 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family again were fantastic to our family. Our Penny was treated like part of the family. Will definitely book with them again when we need to get out of WI. Thank you. !!

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Amy M.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
18 years of experience
Germantown, WI, 53022

Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!

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Morgan C.
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