Personalized care for your dog or cat - Wind Lake

Highly-rated overnight sitters - Wind Lake

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

1 / 1
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
108 reviews
31 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott did a great job of introducing our dog to the other dog and they hit it off fabulously. He provided great photos throughout the day and updated me on what they were doing. I highly recommend Scott and Ashley and will certainly use them again

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maria o.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
125 reviews
42 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ were great. I could tell our pups were in good hands and getting a lot of love while we were away. The daily updates and pictures were a great bonus.

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Sarah K.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!

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Dawn M.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

I am so thankful for Joanne and the wonderful care she provided for our 16 yo pup, Ginger! Grateful for the wonderful home environment she welcomed Ginger into while we were gone. Appreciate that she works from home allowing her to be more available to tend to pups’ needs. Joanne kept in touch with us by sending occasional updates and pictures giving us peace of mind the entire trip. Thankful she was able to be flexible when we encountered travel related issues. I would definitely come back. Highly recommended!!

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Renee P.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again

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Maddy L.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

I cannot say enough positive for this beautiful and loving family. They treated Ruby like their own and I could tell by the photos she was totally happy and comfortable. A huge thank you to Ashley and her girls for loving Ruby the way I do. I highly recommend and will be a repeat.

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Lynn K.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!

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

Tracy is great! Good communication and pics throughout the stay. Juniper seemed to enjoy his time with his new dog friends. Super convenient, reasonable price and easy to book. I appreciate having my dog as a part of a family vs. a pet daycare or corporate pet boarding. My dog appreciates the kind of attention that he gets with Tracy. Definitely recommend!

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Claire R.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
78 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie is a conscientious and caring dog sitter. She met with me and my dog prior to his first stay with her and asked some great questions! We will definitely seek out her care again!

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Sherry R.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
275 reviews
132 repeat clients
25 years of experience
Genoa City, WI, 53128

Deanne was very welcoming as I plan on using her marvelous boarding again! She really cares and appreciates animals. Thanks so much Deanne for peace of mind while we are away from home!

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Lisa M.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
205 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

Sandy was great with my dog Bowser! She sent pictures and updates regularly. I felt extremely comfortable and knew my baby was in good hands with Sandy! Thank you Sandy!! We will see you again, Bowz is already looking forward to his next stay with you! 💕

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Madeline D.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
24 reviews
17 repeat clients
14 years of experience
Burlington, WI, 53105

She took such good care of my puppy, she was in constant communication and sent pictures almost daily. She super spoiled my baby and he had a blast the whole time! She even went above and beyond and took him to be groomed at her shop.

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Heather M.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$29
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

Thank you so much for your time and patience with Dottie while we were out of town! Our minds were at ease knowing she was in such great care throughout her entire stay with you. We truly appreciated the attention and care you gave her, and it was wonderful knowing she was comfortable and well cared for while we were away. We wouldn’t hesitate to have Rachel watch Dottie again and would highly recommend her to anyone looking for someone they can trust with their pup. Thank you again, Rachel!

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Zachary L.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam was an answer to my prayers! There are just sometimes I have to be away where my dog, a toy Aussie, can’t go, but I always hated taking him to a kennel. Somehow I found Rover and that led me to Kam. After a meet and greet I knew this was good. Kam, her family and her pets welcomed Cosmo in and treated him like family. She sent pictures several times a day. This was perfect for me to be able to leave him without feeling bad. He had lots of fun there. So glad I found Rover and Kam! It feels good!

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Becky M.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

Amanda and her son were amazing with our dog Charlie! He's a big boy and can be a lot to handle but they didn't seem to have any issues. This was his first stay with them. He settled in almost immediately. It was just a short stay overnight and he actually ate a couple times. Often he food strikes for the first day or two so this shows he felt at ease with them. We will definitely be booking again for our future needs. Thanks Amanda!

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Jenny P.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
12 years of experience
Kenosha, WI, 53142

Heather was absolutely amazing with our dog, Arlo, while we were out of state for a funeral. Leaving him was incredibly difficult for us because we had never left him before, but Heather gave us peace of mind from the very beginning. She reassured us many times before and during our trip, which meant so much during such a hard time. She sent multiple pictures every single day along with detailed updates, and it was clear Arlo was being treated like part of the family. Heather and her family took such wonderful care of him, and we could truly see how loved and comfortable he was while we were away. We honestly could not have asked for a better experience. Heather made a painful and stressful time so much easier for us, and we are beyond grateful we found her. We would give her 10 stars if we could and highly recommend her to anyone looking for someone trustworthy, caring, and compassionate to watch their pet.

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Theresa W.
Sitter Profile Image: Joseph & Diana M.
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Joseph & Diana M.
from
$39
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
13 years of experience
Muskego, WI, 53150

Ditto's weekend with Diana & Joseph was the first time I've ever left Ditto with anyone but family or close friends. They were patient and flexible and went out of their way to put my mind at ease. Ditto is on a special diet, including medications, so Ditto isn't the easiest to take care of; wasn't a problem at all with Joseph & Diana. They took Ditto for walks and the girls even included Ditto as their guest during their tea party!! :) Thank you so much for giving Ditto special attention. I'm hoping he can stay with Joseph & Diana, again. ?

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Debra S.
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
423 reviews
135 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

My boys had a wonderful stay with Maria and Nayibe! They are so caring and really loved our boys as if they were their own. Maria and Nayibe also kept me up to date about how the boys were doing as well as taking care of our senior dog with all his medications and specialized food. I cannot recommend Maria and Nayibe more, and, in fact, I have already booked another stay for the boys this summer!

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Jessica Tanner M.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
58 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

Nikki was wonderful! My dog loved her and had the best stay! She was so kind, helpful in answering my questions as a first time Rover user, attentive, and again my dog loved her! Thanks again and we will book again whenever we need to!

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Ivory S.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Wind Lake

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: Sydney M.
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Sydney M.
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have three cats of my own Roo, Gus and Noelle and I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes.

Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
78 reviews
15 repeat clients
15 years of experience
Big Bend, WI, 53103

Our cat Po’Boy is 17 years old and requires medications, several small meals per day and companionship when we are out of town. Tami, the Rover house sitter, did a great job of providing the services needed and communicated regularly on how Po’Boy was doing and was always on time for appointments. We enjoyed the pictures sent of Po’Boy. We will certainly be requesting Tami when we go on future trips.

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Charles K.
Sitter Profile Image: Sally W.
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Sally W.
from
$14
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Waterford, WI, 53185

About: I’ve taken care of cats since I was a child. I’ve owned cats personally and have also “cat sat” for friends and family, by providing check-ins, play, feeding, and litter box cleaning.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
229 reviews
44 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth took great care of our 2 guinea pigs, Oreo and McFlurry. If you know anything about guinea pigs, you know they are probably the messiest little critters on the planet, yet when we came home after our 3-day trip, their space looked almost as good as a full cage cleaning day! We received notices of each of Elizabeth's visits and lots of photos (so I didn't miss them too much!). I am really happy with Elizabeth's care and recommend her whole heartedly.

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Wendy V.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
108 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

We trust Pat with our boy Frank and our home. Thank you again Pat!! We can relax when we travel as Pat is reliable and we know all will be just fine!

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Susan S.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$20
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Waukesha, WI, 53189

Katie did a wonderful job taking care of our senior cat, Luna! Luna is shy and has her routines--meds, supplements, foods, treats. Katie patiently managed them all while helping Luna feel as comfortable as possible with us out of the house. I really appreciate Katie's kindness and care!

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Nancy S.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

About: I had 2 cats and a dog growing up! No pets currently but happy to play and take care of yours! Currently cannot watch any pets at my home but happy to complete as many home visits as necessary as long as you are relatively close by:) I am not currently working full time and my schedule is fairly flexible. I am happy to discuss any extra care needed for your pet. I am happy to follow specific instructions/feeding schedules as needed. I will also completed any necessary home care tasks as wanted as long as discussed prior.

Sitter Profile Image: Kaylan B.
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Kaylan B.
from
$18
per visit
5.0 out of 5 stars
25 reviews
13 repeat clients
20 years of experience
Waterford, WI, 53185

Kaylan has been a godsend for when I go out of town and forget to contact a sitter in a timely manner. She has been able to make strides with Arthur in a short period of time and I appreciate knowing that when I am away, Kaylan and Arthur will play! 😊

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Rhonda P.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$19
per visit
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

Lydia was super helpful on a whim & great with our dogs. Would certainly recommend her to anyone!

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Audrey J.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
276 reviews
66 repeat clients
10 years of experience
Oak creek, WI, 53154

Kailey did a wonderful job with my cat. The updates after each visit were thorough and she provided a ton of great photos. Will definitely use her again!

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Lauren F.
Sitter Profile Image: Xiaoxiao O.
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Xiaoxiao O.
from
$12
per visit
5 years of experience
Waterford, WI, 53185

About: Hi! I'm Sasha, an animal lover and a cat owner myself. I'm responsible, patient, and happy to help with feeding, fresh water, litter box cleaning, playtime, and companionship. I especially love cats, but I'm also happy to care for friendly dogs. I'll always keep you updated with photos and messages while you're away! 🐱🐶

Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
30 years of experience
Burlington, WI, 53105

We’ve been using Cayla for our Golden Retrievers since October 2025. She is wonderful! She really cares for the dogs and can tell that she really loves seeing them each time. She goes above and beyond for the dogs and us too. Cayla is also extremely dependable, which is huge for us. We feel VERY comfortable knowing that she is taking care of our babies on the days we work. We highly recommend Cayla!!

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Julie Z.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$23
per visit
4.8 out of 5 stars
35 reviews
16 repeat clients
8 years of experience
New Berlin, WI, 53151

Quazaye took great care of Misty, and was very communicative!

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Emilia B.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
4 years of experience
Caledonia, WI, 53108

Shyla was very reliable stopping in to care for my 6 cats. I didn't worry at all, except that 4 of them wouldn't come out of hiding when she came! That's not unusual, though. She left the house clean and in order. Everything was done properly. She was good at communicating with me and sent some cute pictures. I am so happy I found her and have another trip coming up, so I hope she is available! Shyla, please let me know if there is anything that would make your visits easier or if you have any suggestions for me. Thank you!

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Teri H.
Sitter Profile Image: Rianna M.
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Rianna M.
from
$16
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
1 year of experience
Burlington, WI, 53105

Rianna was great with my cat! She was very professional and thorough and her communication was great. I will definitely have Rianna back to watch my cat when I travel!

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Robyn A.
Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$17
per visit
4.9 out of 5 stars
64 reviews
25 repeat clients
28 years of experience
Mukwonago, WI, 53149

Stephanie was amazing! I was worried because this was my first time using Rover and going on a longer trip, but she kept me updated and sent photos daily. Even on days I couldn't respond during the wedding, she still made sure I was in the loop! She was flexible to work with and made the kitties felt loved. They were doing great when I got back, food was full, water was clean, and litter was doing good as well. I would definitely rebook her for other trips too!

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Areej A.
Sitter Profile Image: Sammu G.
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Sammu G.
from
$12
per visit
4.6 out of 5 stars
5 reviews
6 years of experience
Waterford, WI, 53185

About: I've had cats my entire life and have volunteered at an animal shelter. I've cared for four cats at once in another client's home and I've cared for three at once in my own. I've helped care for a senior pet that needed regular meds and frequent reprieves for bladder control.

Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam did a great job checking in on our cat over the Thanksgiving holiday. She responded to our request for a cat sitter very quickly. We loved that she spent time with our cat — that made us feel much better that we had chosen the right person to take care of him. When we need a cat sitter, we will be contacting Kam again!

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Laurie W.
Sitter Profile Image: Diane R.
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Diane R.
from
$23
per visit
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

Diane did a great job cat/house sitting for us. She sent messages everyday to keep me informed. Diane is very thorough and friendly.

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Fran F.
Sitter Profile Image: Karli W.
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Karli W.
from
$14
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Big Bend, WI, 53103

About: Ever since I can remember I loved taking care of pets. When I was in high school I created my own petsitting/dog walking business Happy Paws. I built up a client base in my neighborhood and surrounding areas. I have experience petsitting dogs and cats, as well as caring for animals with medical needs. I can provide daily care as well as overnight care for your pet. For one year I also worked as a kennel assistant at a vets office. As a kennel assistant, I cared for max 12 dogs in the boarding center. While dogs were in boarding I provided daily care, cleaned kennels, and gave baths as needed. I used to have a dog and grew up with 4 cats in my house. I love taking care of all pets and animals (including chickens)! I am currently a recent graduate of Northern Illinois University. I am able to provide care for your pet during the day and overnight. During the weekday I am available dependent on my work schedule. I work split shifts so mid day care may be arranged. My evening availability is open past 6pm, please reach out for more details. My weekend availability is dependent on certain dates set, please reach out for more details. I am unable to provide care for pets inside my own home, but am willing to spend time in your own home to care for your pet. I have experience providing overnight care for dogs. I abide by all guidelines and instructions set in place and am willing to do a meet and greet before I spend time caring for your pet.

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Perfect for high energy dogs - Wind Lake

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

1 / 1
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
33 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

Jordy always has a great time visiting his friends at Heather’s! It’s a bonus to have her dog handling and training expertise. He loves to have a big, fenced yard to run around in.

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Bob A.
Sitter Profile Image: Cassie B.
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Cassie B.
from
$35
per day
5.0 out of 5 stars
5 reviews
12 years of experience
Mid Wilshire, Wind Lake, WI, 53185

Cassie is an amazing sitter - she is so friendly and communicative, and took in my dog Abby when I was in need of last-minute day care. She sent photos and videos throughout the day, and even helped my shy dog warm up to her sweet pup. I felt so comfortable knowing Abby was in her hands and would 1000% book with her again! She is a friendly dog lover and Abby and I both look forward to seeing her next time.

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Susie T.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$40
per day
5.0 out of 5 stars
7 reviews
3 years of experience
New Berlin, WI, 53151

They were both super nice and caring for our pup. Had good communication throughout the stay. Sent photo and video updates throughout the day which I really appreciated.

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Vanessa V.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$40
per day
1 repeat client
30 years of experience
Franklin, WI, 53132

About: I have owned and loved dogs my entire life. I have cared for and taken care of dogs through all stages of their lives. I currently have a senior Australian Shepherd and a 4 year old Puggle. I currently work from home full time and am able to provide consistent potty breaks, attention, love, and care during the work week. On weekends, my schedule is open to provide even more time, love, and attention to your fur baby. I have a large backyard (not fenced in, but your dog would be supervised at all times on leashes). Dogs are always welcome in my home and I will treat them like family.

Sitter Profile Image: Eric P.
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Eric P.
from
$40
per day
4.9 out of 5 stars
124 reviews
49 repeat clients
7 years of experience
Hales Corners, WI, 53130

He took really great care of Trixie while I was at work. He really knows how to care for two dogs at once. I will book again. Thanks Eric. I appreciate your help.

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Alex R.
Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
25 reviews
8 repeat clients
25 years of experience
Muskego, WI, 53150

Carol and Steve are excellent hosts. Our Cavapoo is extremely anxious and they provided personal attention to keep him calm. I got multiple messages with photos that made me comfortable. Already reserved more days. I would highly recommend their services.

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Aamir S.
Sitter Profile Image: Katrina M.
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Katrina M.
from
$35
per day
5.0 out of 5 stars
423 reviews
205 repeat clients
10 years of experience
Jackson Park, Milwaukee, WI, 53219

Katrina has been a life saver for us! Over the last few weeks we have needed several days of daycare on short notice and Katrina has been able to accommodate us! She has been flexible on the pick-up times as we have needed to adjust to due late work meetings. Our pup always comes home tired from her house! He loves going over to daycare. I was a little worried about leaving him the first time but Katrina did a meet and greet with me and calmed my nerves. I still don't like leaving him but I know he is in good hands and well cared for while he is there. And Katrina sends lots of pictures to let me know how much fun he is having!

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Christina R.
Sitter Profile Image: Nealy C.
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Nealy C.
from
$27
per day
5.0 out of 5 stars
3 reviews
40 years of experience
Franklin, WI, 53132

My dog was living his best life during his 'Nealy Pack' daycare stays. The house and yard are ideally suited for dogs. He was given much love and attention, and her playful huskies got along splendidly with him. I received updates and hilarious pictures. Book your dog's care with Nealy

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Diane L.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
205 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

We love Sandy and so do our dogs! We honestly don’t know what we would do without her. She takes such great care of our girls that they seem completely unimpressed when we come to pick them up at the end of each stay. Highly recommend!

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Kathy H.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
142 reviews
51 repeat clients
20 years of experience
New Berlin, WI, 53146

Angie, and her daughter Bella, were great! They took good care of my dogs Max and Lulu! Angie even gave me some fresh eggs from her own ducks and chickens! =)

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Jinsung W.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
190 reviews
68 repeat clients
6 years of experience
Cudahy, WI, 53110

Libby LOVES going to Elba's to play! It is such a relief knowing our sweet girl is being taken care of so well, and that it is such a positive experience for her. Libby's high energy is handled so well by Elba, and I know this because she literally is out like a light for the rest of the day after we come home.

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Beth C.
Sitter Profile Image: Sarah S.
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Sarah S.
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$45
per day
5.0 out of 5 stars
46 reviews
12 repeat clients
5 years of experience
Waukesha, WI, 53189

Sarah is amazing! She took excellent care of Sophie. We felt completely at ease knowing she was being watched by a wonderful family. Will not hesitate to leave Sophie with Sarah again.

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David S.
Sitter Profile Image: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
179 reviews
87 repeat clients
8 years of experience
Bay View, Greenfield, WI, 53221

Very kind and flexible. Needed a last minute sitter and so glad this worked out! Not from the area and I would definitely book again if I'm in town!

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Stacey S.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
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$35
per day
4.8 out of 5 stars
19 reviews
3 repeat clients
10 years of experience
White Manor, Bayview,Wautosa, West Allis, New Berwlin,Milwaukee, WI, 53146

Yshonda has great communication and is very fast at responding. Hotch loves his time with her and he is always so excited to go and play! He always comes home exhausted from a day full of love and playtime!

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Kenzi J.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$34
per day
4.9 out of 5 stars
490 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

I will always come back to holly and Dan! River is so comfortable there and they’re very very to my schedule and amazing! Would recommend to anyone!

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Trina B.
Sitter Profile Image: Emilia & Gina D.
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Emilia & Gina D.
from
$36
per day
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Franklin, WI, 53132

Service is always fantastic! They post on social media daily to let you see your pups! We love dropping Mabel off knowing she is in good care! Heated warehouse for playing and plenty of toys! There is also a rest period which is amazing. Mabel is always so tired when she comes home. They offer pet grooming services!!!

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Maisie G.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$30
per day
4.4 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
53 reviews
17 repeat clients
25 years of experience
Mukwonago, WI, 53149

This was my first time using rover and Carrie did a better job than I could have imagined! Highly recommend her if you’re in the Mukwonago area! Thanks Carrie!

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Tyler B.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per day
5.0 out of 5 stars
30 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

Lauren was absolutely phenomenal with Rory! He struggles with separation anxiety, but she made him feel comfortable and he warmed right up to her. He even ran straight inside on their second day together, ready to play! Lauren is very responsive and takes lots of great pictures too. I couldn’t recommend her more! We’ll definitely be reaching out again in the future. Thanks again, Lauren!

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Jessica P.
Sitter Profile Image: Lori D.
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Lori D.
from
$45
per day
5.0 out of 5 stars
7 reviews
1 repeat client
40 years of experience
Hales corners, WI, 53130

Great

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Daniel S.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Wind Lake

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: Elizabeth H.
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Elizabeth H.
Star Sitter
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$22
per walk
5.0 out of 5 stars
229 reviews
44 repeat clients
9 years of experience
Muskego, WI, 53150

I highly recommend Elizabeth for her dog walks. I have a more difficult dog with barking and social anxiety and she handled my little dog like a champ and it came back happy as a clam, exhausted, and perfect. I will be a repeat weekly with this gal. Go with Elizabeth!

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Clarice P.
Sitter Profile Image: Sally W.
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Sally W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Waterford, WI, 53185

Sally is an absolute joy to work with! Flexible and willing. Jupiter was well taken care of :)

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Sophia B.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
78 reviews
15 repeat clients
4 years of experience
Waukesha, WI, 53189

Tami did an outstanding job! Sam just loved her! When he saw her car pull up the driveway he went "just nuts!" :-) Thank you Tami.

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Gleda D.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam has been great to work with and brings peace of mind. She is prompt and reliable for our regular walks! We are thankful to have her take care of our Lexi.

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Rhonda M.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$22
per walk
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Morgan S.
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Morgan S.
from
$21
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
10 years of experience
East Troy, WI, 53120

Thanks so much!

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Angela P.
Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Burlington, WI, 53105

Cayla is an amazing dog caretaker! She has a genuine love for animals, and it is apparent in her interactions with them. My dog is my baby, there is not many people besides my family and closest friends I trust with him, but Cayla is someone I can say I truly trust to take the best care of my pup! She makes each animal feel loved and special. I would very highly recommend Cayla!

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Janelle M.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

Sitter Profile Image: Katherine S.
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Katherine S.
from
$20
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Waukesha, WI, 53189

About: Animal lover with a passion for providing safe, loving care. I’ll make sure your pet gets plenty of attention, affection, and fun while you’re away. I work remotely part time, which allows me flexibility throughout the day. My schedule does vary, but I generally have availability at different times for visits, walks, and pet care throughout the day and early evening. Your pet’s comfort and happiness are my top priorities. I’ll come to your home to provide personalized care while keeping their routine as familiar as possible. As a pet owner, I know how much trust it takes to leave your pets with someone else, so I’ll follow all directions, send plenty of pictures and updates, and treat your pet like they’re my own.

Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
276 reviews
66 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey is amazing! She leaves great notes on her visit and amazing pictures. I am soo grateful for her and she has my 100% recommendation!! My pup Legs is my everything and I feel great knowing he is in her care.

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Lindsay P.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

About: I had 2 cats and a dog growing up! No pets currently but happy to play and take care of yours! Currently cannot watch any pets at my home but happy to complete as many home visits as necessary as long as you are relatively close by:) I am not currently working full time and my schedule is fairly flexible. I am happy to discuss any extra care needed for your pet. I am happy to follow specific instructions/feeding schedules as needed. I will also completed any necessary home care tasks as wanted as long as discussed prior.

Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
53 reviews
17 repeat clients
25 years of experience
Mukwonago, WI, 53149

We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!

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Rylee H.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
35 reviews
16 repeat clients
10 years of experience
Muskego, WI, 53150

Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.

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Cindy S.
Sitter Profile Image: Diane R.
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Diane R.
from
$20
per walk
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

About: I have taken care of a menagerie if pets my entire life. Family, friends, and neighbors have trusted me to care for their furbabies. I will give your pets the love and attention they deserve I currently work part time in the evenings so I have plenty of time to take care of your pets. I am available weekdays, weekends, and holidays. I will care for your furbabies in your home so they are in a familiar place and reduce stress. I will care for them as if they were my own. Giving them play and exercise keeping to their schedule and routine.

Sitter Profile Image: Cali T.
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Cali T.
from
$12
per walk
5.0 out of 5 stars
22 reviews
11 repeat clients
7 years of experience
Waterford, WI, 53185

Cali did a great job of walking Paddington! I look forward to the next time! Thank you!

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Terri T.
Sitter Profile Image: ash s.
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ash s.
from
$12
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
16 years of experience
Franklin, WI, 53132

About: Hi! I’m originally from Madison, WI and recently moved to franklin. I absolutely love all animals and have over 16 years of experience caring for them,especially cats and dogs! I’ve fostered cats for more than 3 years and currently volunteer at a wildlife rehabilitation center, where I care for injured and orphaned animals. I’m also working toward a degree in Fish and Wildlife Science, so animals are truly a part of my daily life. I’m dependable, patient, and passionate about providing safe, loving care to all kinds of pets.whether they need snuggles, medication, or just someone to hang out with while you’re away! I work second shift, Monday to Thursday and some Fridays. I'm available until 2:00 pm and Fridays I'm either available all day or before noon. Perfect for those working first shift! I always follow the pet parent’s instructions closely and make sure their home is treated with care. I keep feeding areas and litter boxes clean and tidy, and I’m respectful of the pet’s space and routine. Whether I’m in your home or mine, I create a calm, safe, and loving environment for your pets.

Sitter Profile Image: Brandi W.
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Brandi W.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.

Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

About: Hello, I am 24 and love animals. I have always had dogs in my house (large dogs). Now I have my own dog with my Husband. I have lots of experience helping out family with caring for animals and then started branching out through word of mouth. I know how much I struggle to find a pet sitter I trust and want to be that person for others. I’m currently working at a dental office and on a break from school. Thankfully me and my husband have a great routine and balance with our pup that I can be flexible with my schedule for your pup. I would love to provide your dog with anything it may need. From snuggles and love to a quick bathroom break. I love to get steps in during my day as well and can always bring your pup along.

Sitter Profile Image: Cassie B.
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Cassie B.
from
$23
per walk
5.0 out of 5 stars
5 reviews
12 years of experience
Mid Wilshire, Wind Lake, WI, 53185

About: I have had and cared for dogs my entire life. I often dog-sit for friends and family, and I have had 6 foster dogs in the past! I’m familiar with taking care of old dogs and those that need medications as well. I recently finished graduate school and am applying for full-time positions. That being said, I am home a majority of the time to give your dog plenty of attention! I have one small, friendly dog that would keep your pup company! I allow my dog on furniture and do not crate her, so I am willing to care for your dog in the way you prefer (crate, free roam, etc.)

Sitter Profile Image: Lauren W.
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Lauren W.
from
$26
per walk
20 years of experience
Muskego, WI, 53150

About: As midwest natives with lots of yard space, my sister and I grew up with big dogs in the house. In fact, we had lots of animals. I love being active and engaging with animals, so anytime I can combine the two is a pleasure. These days, I’m home more than ever, and I’d love to spend time outdoors with a dog (or a cat) and burn some energy for the both of us! I take daily walks around parks and trails in my area, and I like to be outdoors as much as possible throughout the day in general. My home is pet friendly and I’d love to host overnight or during daytime work hours as needed. I am flexible to what you need. Looking forward to being in touch! I live with my sister, and the two of us partner in caring for our furry friend visitors. We both work remotely so our schedule is fully flexible. It's easy to take walks, go play outside with the pets, and enjoy lots of breaks throughout the day. Because I work remotely, I am able to give pets in my home my full attention. I am flexible to guest needs and am happy to adjust my space accordingly.

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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 - Wind Lake

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

1 / 1
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
108 reviews
31 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott did a great job of introducing our dog to the other dog and they hit it off fabulously. He provided great photos throughout the day and updated me on what they were doing. I highly recommend Scott and Ashley and will certainly use them again

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maria o.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
125 reviews
42 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ were great. I could tell our pups were in good hands and getting a lot of love while we were away. The daily updates and pictures were a great bonus.

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Sarah K.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!

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Dawn M.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

I am so thankful for Joanne and the wonderful care she provided for our 16 yo pup, Ginger! Grateful for the wonderful home environment she welcomed Ginger into while we were gone. Appreciate that she works from home allowing her to be more available to tend to pups’ needs. Joanne kept in touch with us by sending occasional updates and pictures giving us peace of mind the entire trip. Thankful she was able to be flexible when we encountered travel related issues. I would definitely come back. Highly recommended!!

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Renee P.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!

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

Tracy is great! Good communication and pics throughout the stay. Juniper seemed to enjoy his time with his new dog friends. Super convenient, reasonable price and easy to book. I appreciate having my dog as a part of a family vs. a pet daycare or corporate pet boarding. My dog appreciates the kind of attention that he gets with Tracy. Definitely recommend!

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Claire R.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
78 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie is a conscientious and caring dog sitter. She met with me and my dog prior to his first stay with her and asked some great questions! We will definitely seek out her care again!

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Sherry R.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
275 reviews
132 repeat clients
25 years of experience
Genoa City, WI, 53128

Deanne was very welcoming as I plan on using her marvelous boarding again! She really cares and appreciates animals. Thanks so much Deanne for peace of mind while we are away from home!

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Lisa M.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
24 reviews
17 repeat clients
14 years of experience
Burlington, WI, 53105

She took such good care of my puppy, she was in constant communication and sent pictures almost daily. She super spoiled my baby and he had a blast the whole time! She even went above and beyond and took him to be groomed at her shop.

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Heather M.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam was an answer to my prayers! There are just sometimes I have to be away where my dog, a toy Aussie, can’t go, but I always hated taking him to a kennel. Somehow I found Rover and that led me to Kam. After a meet and greet I knew this was good. Kam, her family and her pets welcomed Cosmo in and treated him like family. She sent pictures several times a day. This was perfect for me to be able to leave him without feeling bad. He had lots of fun there. So glad I found Rover and Kam! It feels good!

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Becky M.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

Amanda and her son were amazing with our dog Charlie! He's a big boy and can be a lot to handle but they didn't seem to have any issues. This was his first stay with them. He settled in almost immediately. It was just a short stay overnight and he actually ate a couple times. Often he food strikes for the first day or two so this shows he felt at ease with them. We will definitely be booking again for our future needs. Thanks Amanda!

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Jenny P.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
12 years of experience
Kenosha, WI, 53142

Heather was absolutely amazing with our dog, Arlo, while we were out of state for a funeral. Leaving him was incredibly difficult for us because we had never left him before, but Heather gave us peace of mind from the very beginning. She reassured us many times before and during our trip, which meant so much during such a hard time. She sent multiple pictures every single day along with detailed updates, and it was clear Arlo was being treated like part of the family. Heather and her family took such wonderful care of him, and we could truly see how loved and comfortable he was while we were away. We honestly could not have asked for a better experience. Heather made a painful and stressful time so much easier for us, and we are beyond grateful we found her. We would give her 10 stars if we could and highly recommend her to anyone looking for someone trustworthy, caring, and compassionate to watch their pet.

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Theresa W.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
58 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

Nikki was wonderful! My dog loved her and had the best stay! She was so kind, helpful in answering my questions as a first time Rover user, attentive, and again my dog loved her! Thanks again and we will book again whenever we need to!

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Ivory S.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
61 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.

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Joan H.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
112 reviews
31 repeat clients
25 years of experience
Greenfield, WI, 53228

Thanks for taking care of Bud! He loves all the attention and loving he gets from Mary, Fernando and his brothers Matteo and Roland! Bud and I are so lucky to have you in our lives! See you again in April!

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Deb P.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Zachary was very helpful with our dog Otis. He was responsive and asked questions when needed. We felt Otis was in great hands with Zachary. Will use him again!

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

Scott is a great communicator. He provided a wonderful environment for Jameson. Very attentive to our needs. Very flexible with drop off and pick up times. I would recommend him to everyone who is interested in getting great care for their dogs!

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Jacqueline N.
Sitter Profile Image: Tara F.
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Tara F.
from
$30
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

Great communication and flexibility with pickup and drop off times. Very easy to work with and took great care of our pup.

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Joel N.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
210 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Awesome communication even during a short stay! We dropped our dog with separation anxiety off with her and she was amazing. Walked him, fed him and played with him. Your dog is in good hands with Blythe! Would use her again.

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Emily L.
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1Global data from Rover (November 2025)