Personalized care for your dog or cat - Wynbrooke

Highly-rated overnight sitters - Wynbrooke

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Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!

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Poushali G.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is the sweetest dog lover out there. My dog was so happy when I picked him up and could tell he was well loved and cared for. I will be booking with Edith anytime I need in the future!

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Kelley S.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Refine and her family were great hosts! Communication was great and I felt comfortable leaving Blaze with them! If Blaze gets better with potty training I would love for them to keep him again! He was wore out coming home this morning for sure!

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Jasmine J.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
274 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Laval was great! This was our first time using Rover and he took care of our furry baby. Val was great at communicating and sent photos of our dog while gone. We will rebook Val and in future and I would recommend him to others.

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Justin C.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
164 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika did a great job with Finchley! She sent us lots of pictures which we loved and finch came back so exhausted and happy! We were very happy with her.

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Christy K.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.

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Richard E.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!

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Heather M.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula takes very good care of our Sadie. Sadie is happy to see Paula when being dropped off so I know that’s true. They go on walks and Paula sends pictures.

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Cindy T.
Sitter Profile Image: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
34 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and his family are the rare sitters that my boys actually enjoy. Upon arriving for their second stay, the boys were off, happily exploring and settling in. They usually have separation anxiety with any sitter, even in my home. It was such a relief that they didn't follow me to the door. I could tell from the photos and videos during their stay and at pick up that they were genuinely happy. It means so much that I know that my little guys are truly cared for! As a single dog mom, dog sitting eats into my budget, but a great experience is a worthy investment in their long-term well being.

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Catherine C.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Meghan G.
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Meghan G.
Star Sitter
from
$39
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan and her loving family were so sweet, gentle, and loving to our dog Nolo. He is a sweet dog but also quite human-like in his peculiarities. They welcomed him in and he immediately knew he was staying with them. He looked back with hesitation as I left him in the arms of 6 petting hands. He watched TV with the family and laid under the dinging table and on the couch!! He naturally received a beauty treatment and hair brushing with ease. I could see he felt right at home. Meghan’s family was fantastic and they were all natural caretakers. Nolo will happily go back in the future. Thanks Meghan!

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Kathleen M.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
186 reviews
59 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding

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Alison S.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

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Jennifer V.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Marshall, WI, 53559

Highly highly recommend Ellen! Our pup had the best time; we could tell immediately she would love him like we do. Great backyard, lots of updates and a very tired pup from so much play when we got home. We will definitely work with Ellen again!

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Josh H.
Sitter Profile Image: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

Great experience working with Kris again for Clementine! Kris was even kind enough to drop off Clementine at home for us since our flight was getting in late and we live a little ways away. Will definitely use her again as a sitter!

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Ashley M.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$45
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Madison, WI, 53718

Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.

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Cole O.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Drop off and pick were super smooth. Benji had zero complaints about his over-night with Margaret ;) We will definitely book with Margaret again!

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Jessica V.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!

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Jill B.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Katie, Samuel, and their family always take such good care of our Jarvis! They send frequent updates and always make sure that he has everything he needs to be comfortable while there. We know we can always trust them. We look forward to our next booking with them :)

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Justin L.
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Sitter Profile Image: Jeff L.
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Jeff L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
60 reviews
8 repeat clients
40 years of experience
Sun Prairie, WI, 53590

Jeff was wonderful in caring for my elderly kitty! He provided thorough updates, pictures, and completed all care tasks wonderfully. I was so glad to have Jeff drop in to check on my cat while I was away and mostly without internet for almost 3 weeks! I’ll definitely call on Jeff next time I’m gone!

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Jessica F.
Sitter Profile Image: Autumn H.
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Autumn H.
from
$17
per visit
5.0 out of 5 stars
20 reviews
10 repeat clients
12 years of experience
Sun Prairie, WI, 53590

Autumn is a repeat for us. Our cats love her!

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Tara L.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Rachael took a ton of amazing pictures of my 3 cats while I was away, and I really appreciated that! It made me feel good to see that they were all doing well. All 3 of my cats seemed to like her too which is awesome!

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Rachel D.
Sitter Profile Image: Krista I.
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Krista I.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Krista was great, already rebooked with her. Super responsive and asked great questions at our meet and greet.

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Tracie B.
Sitter Profile Image: Miranda D.
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Miranda D.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
72 reviews
11 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Miranda was wonderful with our two cats. We could tell they were well cared for when we returned because they did not act needy! Miranda was excellent with communication and responded immediately. We will be asking her to return the next time we are away.

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Tara L.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
21 reviews
3 repeat clients
9 years of experience
Sun Prairie, WI, 53590

Jenna did a great job of taking care of my kitties. She was very friendly and spent quality time with my cats. I appreciated the updates and pictures she sent while I was away. I would highly recommend Jenna for house sitting!

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Teddy S.
Sitter Profile Image: Katelyn C.
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Katelyn C.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
40 reviews
14 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Katie does a great job with our cat! She follows instructions and is very timely. We have peace of mind on our trips knowing Bly gets visits from Katie. Thank you!

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Lindsey T.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
50 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!

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Kristin R.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
300 reviews
68 repeat clients
5 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was very professional and communicative. She took excellent care of my 3 cats and sent me many pictures to show they were doing ok. I felt very comfortable trusting her with my cats and will utilize her services again in the future!

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Victoria C.
Sitter Profile Image: Michel P.
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Michel P.
from
$23
per visit
5.0 out of 5 stars
79 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel took fantastic care of our Jefferson! It was good peace of mind to know he was getting his medicine while we were gone for a few days.

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Betsy B.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
33 reviews
4 repeat clients
20 years of experience
Windsor, WI, 53598

Heather was great! I have two cats, one on meds. Heather took great care of them and kept me well informed with comprehensive daily reports and photos. We are all looking forward to booking her again!!

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Tina B.
Sitter Profile Image: Adrianna C.
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Adrianna C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Adrianna has been absolutely wonderful with Sana. She took great care of her during the Christmas holiday, and we felt completely at ease knowing Sana was in such good hands. We’ve been a returning client for a long time, and Adrianna has always been reliable, caring, and attentive. Sana is very comfortable with her, which means a lot to us.

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Carly W.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
54 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Samantha was wonderful! She was great with communication and left me feeling totally confident leaving my cat in her care. Would recommend and rebook with her again in a heartbeat!

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Emma W.
Sitter Profile Image: Della H.
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Della H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
2 years of experience
Windsor, WI, 53598

Della did a fantastic job of taking care of our cat, spending time with him and looking after his needs. She was reliable and a great communicator.

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Virginia F.
Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
27 reviews
13 repeat clients
4 years of experience
Windsor, WI, 53598

Taryn did a great job with George while we were away. We appreciated knowing he was in good hands and enjoyed the updates and photos she sent us. She was a great communicator, arrived when she said she would, and took care of George like he was her own. We will definitely have Taryn back to look after him again.

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Ashley S.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
16 years of experience
Sun Prairie, WI, 53590

Shatoria took such great care of our three gals while we were away, providing lots of photos from each visit and making sure they were all given plenty of attention. You know your pets will be in good hands if you book with her. :)

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Carissa S.
Sitter Profile Image: Allison A.
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Allison A.
from
$10
per visit
5.0 out of 5 stars
129 reviews
31 repeat clients
25 years of experience
DeForest, WI, 53532

Allison was great!! She was extremely organized and did an awesome job. Her attention to detail was amazing and we wouldn’t hesitate to use her in the future. It was the first time leaving our little kitten on vacation so it was perfect to see pictures and updates when we were gone. Thanks again!!!!

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Tyler G.
Sitter Profile Image: Chelsea B.
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Chelsea B.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
High Crossing, Madison, WI, 53718

Chelsea was kind enough to visit our cat on short notice. She did a great job visiting with Blue, sent us lots of photos, detailed updates, and our cat loved her!! We definitely recommend her :)

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Helen M.
Sitter Profile Image: Emily L.
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Emily L.
from
$18
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
25 years of experience
Sun Prairie, WI, 53590

Emily is great!! She helped care for our cat while we were out of town. She is easy to communicate with, and we would absolutely book her again!

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Christina P.
Sitter Profile Image: Kyle S.
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Kyle S.
from
$15
per visit
15 years of experience
Sun Prairie, WI, 53590

About: I bring over 10 years of hands-on professional experience in the veterinary field, along with more than 30 years of daily life caring for cats and dogs. I’m comfortable working with pets of all temperaments, including shy or reactive dogs, and I have experience caring for elderly, disabled, and special needs animals. I’m skilled in administering medications (can give injections) and monitoring for signs of illness or distress, so you can feel confident your pet’s health is in good hands. Beyond medical care, there’s nothing I love more than becoming your pets best friend and providing the enrichment and attention they need. Whether that is long walks and playtime or calm companionship and cuddles. I’m happy to reinforce basic training cues, provide regular updates with photos, and keep your home in order while you’re away. My goal is to provide reliable, compassionate care so your pets feel safe, happy, and loved while you’re gone. Currently I am lucky enough to have full control over my schedule and will always make time for walks! There’s no activity I love more than hanging out with dogs and going on walks. Your pet’s safety and comfort are always my top priority. With over a decade of professional veterinary experience, I know how to handle pets calmly and safely in a variety of situations. I’m comfortable managing pets with medical needs, special care requirements, or challenging temperaments, and I keep a close eye on their well-being at all times. I believe communication builds trust, so I provide regular updates and photos to give you peace of mind while you’re away. I treat every pet as if they were my own, with patience, respect, and care. You can count on me to follow your instructions closely and to create a secure, loving environment for your furry family members.

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Perfect for high energy dogs - Wynbrooke

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Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$25
per day
5.0 out of 5 stars
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

We are so grateful we found a great fit for our social and active pup! He played outside with Sarah’s sweet dogs. Great communication and care.❤️

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Jessica C.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$30
per day
5.0 out of 5 stars
17 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

Hi Elizabeth, I just wanted to say thank you for taking such great care of Fox! I really appreciated the updates while I was away. It’s clear you gave her lots of attention and care, and I could tell she was happy and comfortable with you. I’d absolutely trust you again and would happily recommend you to others. Thanks again!

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Raymond X.
Sitter Profile Image: Alyssa T.
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Alyssa T.
from
$55
per day
5.0 out of 5 stars
83 reviews
20 repeat clients
10 years of experience
Sun prairie, WI, 53590

Our pup had so much fun with Alyssa and her dogs! We were nervous using Rover for the first time but Alyssa was communicative and responsive with us throughout the entire process! Ada can’t wait for her next visit :)

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Tabitha M.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
35 reviews
10 repeat clients
10 years of experience
Sun Prairie, WI, 53590

About: I genuine care and give attention to every dog as if they were my own. I’m patient, reliable, and attentive to each dog’s individual needs. I’m comfortable working with puppies who are still learning routines, including basic training and potty schedules, and I’m also gentle and mindful with senior dogs who may need slower walks, medication reminders, or extra comfort. My goal is to make sure every dog feels safe, happy, and loved while their owner is away. I currently work only 2 days out of the week, but my schedule is very flexible, and can switch days if need be! Will accommodate I care for pets by making sure they stay comfortable and follow the routine they’re used to. In a client’s home, I provide feeding, fresh water, walks, playtime, and plenty of attention so pets feel safe while their owner is away. I also keep the home tidy and make sure pets stay on their normal schedule. If caring for pets in my home, I provide a safe, clean environment with supervised play, regular potty breaks, exercise, and lots of affection. I always pay close attention to each pet’s needs, personality, and any special instructions from the owner to make sure they feel happy and cared for.

Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Regine was super responsive and caring with Cora! Cora had a great time staying with her family for the day and I would definitely book again!

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Jordan F.
Sitter Profile Image: Mariana P.
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Mariana P.
from
$40
per day
4.9 out of 5 stars
53 reviews
17 repeat clients
30 years of experience
sun prairie, WI, 53590

Our experience was full 5 stars all the way! Mariana provided updates and pics throughout Molly's stay. We know she had fun as she was exhausted and slept like a baby later than night. We would absolutely use Mariana in the future.

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Kim O.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
21 reviews
9 repeat clients
20 years of experience
Madison, WI, 53718

Korie took great care of my dog Wolfie. Her response was fast to my request for daycare and Korie’s dog Ozzy played well with Wolfie. They even went on three walks too! Wolfie was a very relaxed pup when I picked him up. Thanks Korie!

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Andrea S.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith took great care of our pup. She responded promptly and sent pictures and up dates during the stay. She has a fenced yard which was quite a treat.

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Janice F.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
50 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

About: I have grown up with dogs and have always had one. I know the dedication and time it takes to give dogs the care and attention they need. Friends and family have trusted me with their pets’ care while they were on trips and I have always found it enjoyable and rewarding. I am currently in grad school and so have flexibility for walks and drop ins! If your pup is comfortable with other dogs, I am happy to welcome them here. We have an extra bed and plenty of toys to share! I have evenings and weekends free, so I am available to play and walk after 4:30pm and on weekends! I have the availability to stop home during my day to let pups out for potty and a play break! I have a pup of my own so your dog will always have company. If necessary, I have a crate that your dog can use to keep them safe. I also have plenty of toys to share :)

Sitter Profile Image: Yee Lam C.
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Yee Lam C.
Star Sitter
from
$38
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

Sitter Profile Image: Meghan G.
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Meghan G.
Star Sitter
from
$34
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan & family did a great job with Augie. He came home from daycare happy and healthy. We especially enjoyed receiving updates with photos during the day.

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Philip B.
Sitter Profile Image: Jessica G.
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Jessica G.
from
$30
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
20 years of experience
Madison, WI, 53718

Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!

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Vianna A.
Sitter Profile Image: Susan & Molly S.
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Susan & Molly S.
from
$38
per day
5.0 out of 5 stars
66 reviews
19 repeat clients
30 years of experience
DeForest, WI, 53532

Susan and Molly provided the perfect stay for our pup while we were away. They were very communicative and sent lots of cute updates. They took him on walks and clearly went above and beyond to make him feel comfortable - he came home a tired and happy guy. We highly recommend them to anyone looking for a sitter - book with confidence!

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Ali S.
Sitter Profile Image: Cynthia H.
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Cynthia H.
from
$45
per day
5.0 out of 5 stars
126 reviews
37 repeat clients
25 years of experience
Schenk-Atwood, Madison, WI, 53704

My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!

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Josephine D.
Sitter Profile Image: Kyle & Alaina M.
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Kyle & Alaina M.
from
$25
per day
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Sun Prairie, WI, 53590

Kirby’s visit went well. Kyle and Alaina met with us twice before taking care of her. This showed they understood Kirby’s anxiety and were very patient!

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Carla P.
Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
68 reviews
24 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

My 7-month-old Jazzy Girl whines in excitement when we arrive at Suellen's, and once out of the car, she races up the steps, eager to be with her friends, Suellen's dogs, Mia & Wes. They all play well together.

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Lucy S.
Sitter Profile Image: Kara S.
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Kara S.
from
$35
per day
4.7 out of 5 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Kara is so wonderful with Birdie. She is patient and caring, and her home provides a wonderful space for Birdie to play with other dogs. Birdie is always super excited to go to Kara’s house.

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Kate M.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
88 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Jenny felt right at home and couldn't wait to go back the second day! I'll definitely return to Paula the next time we need daycare! Communication and updates were great and very much appreciated!

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Shannon N.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$50
per day
5.0 out of 5 stars
62 reviews
17 repeat clients
20 years of experience
SUN PRAIRIE, WI, 53590

Jackie took great care of Millie when we went out of town for the day. Millie had a long walk and got to play in the yard with the hose. She was all tuckered out when she came home at the end of the day.

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Casey P.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

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Adventure-ready dog walkers - Wynbrooke

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Sitter Profile Image: Lexi F.
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Lexi F.
from
$15
per walk
5.0 out of 5 stars
6 reviews
6 repeat clients
17 years of experience
Windsor, WI, 53598

Lexi is very punctual and easy to work with. She takes great care of our pup and went above and beyond with extra requests today to get him some water and put him in his crate when they got back from their walk. Thank you, Lexi!

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Megan H.
Sitter Profile Image: Alyssa T.
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Alyssa T.
from
$20
per walk
5.0 out of 5 stars
83 reviews
20 repeat clients
10 years of experience
Sun prairie, WI, 53590

Alyssa was easy to communicate with and great with our dog Cora. She took her for a cold walk in the snow while we were at work and left a detailed review with photos as well which is always appreciated!

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Jordan F.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Sun Prairie, WI, 53590

About: Grew and lived in a farm, the neighborhood calls me Ms. Doolittle. Some things never change especially taking care of pets with genuine, tender love. I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available boarding, dog sitting or walking on weekdays, anytime. I live in apartment, first floor, entire place is safe so as the area for walking. Park nearby and friendly neighborhood. I have a dog to keep your fur baby company.

Sitter Profile Image: Allison A.
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Allison A.
from
$15
per walk
5.0 out of 5 stars
129 reviews
31 repeat clients
25 years of experience
DeForest, WI, 53532

Be prepared for a very thorough prep meeting and detailed updates- like you may expect with a babysitter for a child. Allison wouldn’t be a good fit for someone who is looking for an especially quick key transfer; she takes this very seriously. She worked with my pup on reinforcing some of the training we were doing and communicated about her behavior in detailed notes. She definitely went above and beyond- exactly what you would want for your fur baby.

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Allison H.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
54 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Samantha was a godsend for us -- she was a reliable, friendly, and caring dog walker who our gregarious pup, Watson, basically instantly fell in love with. We would still have her walk Watson if she weren't moving! She is fantastic.

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Michelle S.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$21
per walk
4.9 out of 5 stars
164 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika is great! She was very prompt in replying to my inquiry and very accommodating for a day visit on Thanksgiving! Lucy took to her right away! It was welcoming to know Lucy was in good hands and was calm and relaxed when I returned. We're looking forward to having Erika come again!!

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Cheryl J.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$20
per walk
5.0 out of 5 stars
17 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

About: I am a huge dog lover. I love all kinds of dogs and have grown up with all different kinds of dogs of varying size and temperment. My family has had 2 havanese dogs and 2 newfoundlands so I have experience with a variety of sizes. Recently, I lost my soul dog, Max. Max was a shepherd mix and was my whole world. My husband and I had Max since he was a puppy and are looking to get our dog fix by helping out others. We understand the stress finding care for your dog can create, and we would love to help provide a safe and fun environment for your dog when you need it. We have a large yard (unfenced) and safe neighborhood for walks. We also have 2 children, aged 5 and 3. I am a stay at home mom, so I am available most of the time from home any given week. I have 2 children, aged 5 and 3, and they would love to help care for and love on a doggy. I have a large, unfenced yard in a quiet, safe, and dog friendly neighborhood. Our dog Max was always free to run around the yard without any issues. Dogs are allowed inside, on our furniture and I still have Max’s dog bed for use as well. I am also happy to pop in by your house to walk your dog if that’s needed.

Sitter Profile Image: Kyle S.
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Kyle S.
from
$16
per walk
15 years of experience
Sun Prairie, WI, 53590

About: I bring over 10 years of hands-on professional experience in the veterinary field, along with more than 30 years of daily life caring for cats and dogs. I’m comfortable working with pets of all temperaments, including shy or reactive dogs, and I have experience caring for elderly, disabled, and special needs animals. I’m skilled in administering medications (can give injections) and monitoring for signs of illness or distress, so you can feel confident your pet’s health is in good hands. Beyond medical care, there’s nothing I love more than becoming your pets best friend and providing the enrichment and attention they need. Whether that is long walks and playtime or calm companionship and cuddles. I’m happy to reinforce basic training cues, provide regular updates with photos, and keep your home in order while you’re away. My goal is to provide reliable, compassionate care so your pets feel safe, happy, and loved while you’re gone. Currently I am lucky enough to have full control over my schedule and will always make time for walks! There’s no activity I love more than hanging out with dogs and going on walks. Your pet’s safety and comfort are always my top priority. With over a decade of professional veterinary experience, I know how to handle pets calmly and safely in a variety of situations. I’m comfortable managing pets with medical needs, special care requirements, or challenging temperaments, and I keep a close eye on their well-being at all times. I believe communication builds trust, so I provide regular updates and photos to give you peace of mind while you’re away. I treat every pet as if they were my own, with patience, respect, and care. You can count on me to follow your instructions closely and to create a secure, loving environment for your furry family members.

Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
35 reviews
10 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Rachel was so great to my puppy when she came over to let her out in the middle of the day, on multiple occasions. She understood her puppy needs and took such great care of her. Rachel sends fun and informative pictures, so I always felt like my puppy was getting the care and attention she needed.

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Ali M.
Sitter Profile Image: Madeline S.
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Madeline S.
from
$20
per walk
15 years of experience
Sun Prairie, WI, 53590

About: I’ve had dogs in my life for as long as I can remember. I grew up with dogs at home, and over the past 15+ years that love has turned into real hands-on experience: feeding schedules, potty training quirks, senior dog needs, high-energy breeds who need a good run, and the anxious pets who just want a lap to curl up on. I treat every dog I care for like my own. Whether it’s a quick drop-in visit or an overnight stay, your dog will get consistent care and lots of love. I’m reliable, communicative (expect photo updates!), and genuinely happiest when there’s a dog nearby. Looking forward to meeting you and your pup! I’m currently waiting for my full-time job to start so I’ll have plenty of time to spend time with your pets! They will get lots of love and attention. I plan to make sure your pets always feel safe and comfortable! They will always be my top priority and meeting their needs will be essential.

Sitter Profile Image: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
79 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel is so nice! She came over a few days before to meet me and talk about the dog walking I was hiring her for. The walk went great an she sent me pictures which I appreciated. She is very professional I will definitely be asking her for more services in the future!

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Julie D.
Sitter Profile Image: Ben G.
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Ben G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
35 years of experience
Madison, WI, 53718

Excellent service. He took care of our dogs like they were his own. I think they would have rather we stay on vacation and Ben come walk them. Will definitely use again.

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Rachel D.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
25 years of experience
Windsor, WI, 53598

Heather is so good at communicating with me, she always watches for anything unusual in Josie’s routine and makes sure to notify me. She’s been very flexible and extremely reliable. As an anxious dog mom, I am so at ease knowing she is taking care of Josie. And Josie is always happy after her walk days with Heather!

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Morgan K.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
62 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him

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Leo B.
Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
49 reviews
18 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey is awesome! My dog fell in love right away :) She is super attentive and communicative.

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Alexis B.
Sitter Profile Image: Krista I.
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Krista I.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

About: I've always had pet dogs and cats since childhood. At this time my husband and I are unable to have a pet of our own, but I frequently house sit and watch pets for friends and family. I work as a school counselor, so I have plenty of availability during the summer to care for your fur-buddies! I am energetic and enjoy playing with excited animal friends, and I also hold firm boundaries and can support your training. I work at a school, so I have plenty of time over the summer to love and care for your pets! I teach summer school from eight to noon a few weeks over the summer, and I also teach occasional yoga classes, but besides those commitments, my time belongs to the fur-babies! I am very energetic and happy to go for long walks or play with dogs to tire them out! I am also clean and detail-oriented so I will take good care of your home if you are away. During the school year I work as a school counselor so I value service to others, honesty, integrity, and sharing joy and kindness.

Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$18
per walk
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Sun Prairie, WI, 53590

Kelsey took our dog Pivo in a walk and we could tell by the picture she sent that he loved it. Kelsey was very nice and very punctual with the scheduled walk time. We would definitely ask her again.

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Ray F.
Sitter Profile Image: Karrie G.
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Karrie G.
from
$15
per walk
10 years of experience
Sun Prairie, WI, 53590

About: I have experience caring for pets, having grown up with them, and I am available with a flexible schedule throughout the summer months. I would be happy to assist if needed. I am currently a teacher on summer break and have availability to assist with dog walking, provide daytime or evening companionship for pets, and house sit if needed! I genuinely enjoy spending time with animals—whether it's going for walks, playing fetch, or simply offering affection and companionship. My priority is always to ensure pets feel happy, safe, and well cared for.

Sitter Profile Image: Emily B.
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Emily B.
from
$20
per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
18 years of experience
Sun Prairie, WI, 53590

My dog is nervous around new people. He is a Great Dane and people tend to get intimidated when a large dog is unsure of himself. Not Emily. From the very first meet and greet she was very professional and knew what to do. She is flexible and genuinely loves all animals. Emily is AWESOME

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Janice S.
Sitter Profile Image: Yee Lam C.
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Yee Lam C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

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Large dog specialists near you - Wynbrooke

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Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!

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Poushali G.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
274 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Laval was great! This was our first time using Rover and he took care of our furry baby. Val was great at communicating and sent photos of our dog while gone. We will rebook Val and in future and I would recommend him to others.

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Justin C.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
164 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika did a great job with Finchley! She sent us lots of pictures which we loved and finch came back so exhausted and happy! We were very happy with her.

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Christy K.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.

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Richard E.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!

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Heather M.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Meghan G.
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Meghan G.
Star Sitter
from
$39
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan and her loving family were so sweet, gentle, and loving to our dog Nolo. He is a sweet dog but also quite human-like in his peculiarities. They welcomed him in and he immediately knew he was staying with them. He looked back with hesitation as I left him in the arms of 6 petting hands. He watched TV with the family and laid under the dinging table and on the couch!! He naturally received a beauty treatment and hair brushing with ease. I could see he felt right at home. Meghan’s family was fantastic and they were all natural caretakers. Nolo will happily go back in the future. Thanks Meghan!

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Kathleen M.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
186 reviews
59 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding

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Alison S.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

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Jennifer V.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Marshall, WI, 53559

Highly highly recommend Ellen! Our pup had the best time; we could tell immediately she would love him like we do. Great backyard, lots of updates and a very tired pup from so much play when we got home. We will definitely work with Ellen again!

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Josh H.
Sitter Profile Image: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

Great experience working with Kris again for Clementine! Kris was even kind enough to drop off Clementine at home for us since our flight was getting in late and we live a little ways away. Will definitely use her again as a sitter!

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Ashley M.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$45
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Madison, WI, 53718

Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.

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Cole O.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Drop off and pick were super smooth. Benji had zero complaints about his over-night with Margaret ;) We will definitely book with Margaret again!

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Jessica V.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!

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Jill B.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$45
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

Such a great host family for our dog! She got loads of attention and exercise while she was there. Definitely returning and recommend highly.

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Theran M.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$55
per night
5.0 out of 5 stars
96 reviews
24 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

Alicia does a spectacular job caring for our beloved dog, Modi, when we are out of town. He has stayed with her numerous times and always seems to be at ease during & after his stays. I think we speak for Modi to describe Alicia as a, “kindred & gentle soul.” We highly recommend Alicia services as she is dependable, mature, and consistent. It is also clear how much she loves animals. Thank you, Alicia, for another great stay! We are already looking at booking additional dates!!

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Lori H.
Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
6 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Thanks so much for always taking such great care of Ollie! I truly appreciate knowing he's in good hands, happy and snuggled while I'm away. ❤️

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Stephanie M.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
50 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

I truly can't say enough wonderful things about Henry's stay with Ryan and Martha's family! They were so kind and accommodating when my travel plans changed several times, and I could tell that Henry was very loved and well cared for. They sent updates and pictures throughout the week, and they were very responsive. It was the best peace of mind having him stay with them, and I will definitely be rebooking in the future!

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Corinne H.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
55 reviews
23 repeat clients
30 years of experience
DeForest, WI, 53532

Toni is so good with our kids. We got daily photo updates of them at the park or relaxing in bed. She’s quick to respond to booking requests. Has become a trusted friend to us and our doggos. Thank you Toni! ❤️🙌

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Pariss D.
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