Personalized care for your dog or cat - Windsor

Highly-rated overnight sitters - Windsor

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: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 86 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“Edith was wonderful,she kept me updated everyday with pictures and text messages. We were gone for ten days and I could enjoy my trip knowing she was taking care of and giving the best care to my two dogs. It’s great to feel free to travel and know that your pet is well taken care of. We look forward to working with Edith again and we’ll recommend her to our friends.”

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Angela H.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 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: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
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: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Rona took excellent care of Basie and Mimi while we were away! She sent us regularly updates of the doggies sleeping, eating, and playing and she made sure that they wore their sweaters when they went outside in the chilly weather. Definitely would book again, she's amazing!”

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Charity P.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”

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Brian P.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 93 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

“Paula is my #1 pick to take care of my dog when I travel out of town. She's so caring and loving and takes care of my pup well. She gives the dog freedom and my pup loves going there. Paula sends pictures often and its nice to see he's having a good time. I hope she continues taking care of pups for the longest time as she does it well with care, attention and love.”

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Chamika G.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 29 reviews
11 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: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 280 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Val took amazing care of our dogs and also was extra attentive in walking us through the entire Rover experience since this was our first time. We picked up very happy and healthy dogs today and couldn’t have been more thrilled by the experience. Thank you so much, Val! Because of you and your updates/pictures we were able to take a much needed vacation without worrying about our fur babies.”

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Christine D.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
12 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.”

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Carol D.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
31 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: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
• 38 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
• 10 reviews
3 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: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 38 reviews
6 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

“Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!”

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Jessica V.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
13 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

“Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!”

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Nick S.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 108 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

“We always love when our calendars line up and Cricket can stay with Kristin and Bruce. They do an incredible job of taking care of him and making sure he's comfortable - whether it's hanging out with Lauren and Hartley, or snuggled up on the couch with the whole family. Thank you, as always, for everything!”

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Ali Y.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”

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Holly K.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
• 147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

“Erika was fantastic! We had flight changes and she was very accommodating and allowed us to add a night which helped relieve stress while traveling.”

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Marcos S.
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
• 32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)”

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Justin L.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

“I was very nervous to leave my dog Bailey. 1. I had never left her and 2.She had a small issue with her paw just before my vacation. When informing him about the issues and the shedding problem , there were no hesitations on what needs to be done to keep up with the grooming. You should have no worries when you hire this person. The communication, the pictures,the condition of my dogand the level of care were outstanding. I was very lucky to find somebody on short notice and appreciate the sensitivity and kindness. Thank you, Shawn, for all your help and for making Bailey such a happy girl for the days I was gone.”

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jamie e.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 194 reviews
63 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“Amanda and her family are amazing with our Rosie! We always feel she is in the best hands when we are away. 10/10 would recommend boarding with Amanda!!!”

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Mallory L.
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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 - Windsor

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: Taryn E.
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Taryn E.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 32 reviews
15 repeat clients
4 years of experience
Windsor, WI, 53598

“Taryn was excellent. It was our first time using Rover for drop-in visits. Our cats loved Taryn and she took great care of them. She was a great communicator and went above and beyond. We will definitely use Rover again because of our wonderful experience with Taryn.”

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Missy M.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 45 reviews
8 repeat clients
20 years of experience
Windsor, WI, 53598

“Heather is amazing she makes my mind so at ease when we are away. She went above and beyond watching our kitties. There was a bad storm and she went back after her check in to make sure they were doing ok.❤️”

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Jullie B.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
• 56 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

“Toni is very reliable and communicates well. Highly recommend!”

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Laurel S.
Sitter Profile Image: Karen C.
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Karen C.
from
$14
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
35 years of experience
Windsor, WI, 53598

“Karen was fantastic with our cats! Treated them wonderfully and sent the best update pictures. Will for sure be looking into her again next time!”

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Samantha D.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 39 reviews
14 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: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 345 reviews
74 repeat clients
5 years of experience
Berkley Oaks, Madison, WI, 53704

“Jen did a wonderful job taking care of Lila while my family and I were out of town for the week. Not once did I have any worries about the care my cat received. Jen was timely, shared detailed updates with lots of pictures, and asked questions when clarification was needed. It's very evident why Jen has so many 5 star reviews. She even left a little gift bag for Lila with toys!”

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Christy N.
Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Waunakee, WI, 53597

“Mira was great! She was very pleasant, quick to communicate, and scheduled a meet & greet shortly after accepting the booking. She took care of my kitty with drop-in visits over three days and sent me updates and pictures every day, which I really appreciated. It was obvious that she genuinely cared about my cat and made sure she was well taken care of. She also arrived within the scheduled time each day. I’ll definitely be booking Mira again! 🐾❤️”

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Jennifer B.
Sitter Profile Image: Katelyn R.
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Katelyn R.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 51 reviews
16 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Katie was very punctual and responsive! She was so kind to my cat, followed all instructions, and my cat looked forward to her visits filled with lots of petting! I would recommend her and have her provide care in the future!”

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Lindsey T.
Sitter Profile Image: Tricia D.
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Tricia D.
from
$14
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
14 years of experience
DeForest, WI, 53532

About: Patient, Rescue-Trained Cat Care | 14+ Years of Dedicated Feline Care Feline care is all about understanding a cat's unique rhythm, subtle body language, and need for trust. Growing up in a household where animals were always treated as family, my love for pets runs deep. Over the past 14 years working in animal rescue shelters, I’ve cared for countless cats—from shy strays and anxious rescues to playful kittens and gentle seniors. Because every cat’s personality is different, I take the time to let them set the pace. Whether your cat thrives on play, loves quiet companionship, or needs extra time and space to feel comfortable, I honor their individual comfort zone with patience and compassion. What I Bring to Your Cat’s Care: Medical & Special Needs Experience: Highly skilled in administering oral medications (liquids and pills), post-surgical care, and gentle physical therapy routines. Patience & Trust-Building: Extensive experience working with fearful, shut-down, or sensitive cats to help them feel secure and loved in their environment. Attentive & Trustworthy: I treat every cat as if they were my own, maintaining their routines to minimize stress while you're away. Flexible & Detail-Oriented: My schedule is flexible, and I rigorously follow all care, feeding, and house instructions to keep your mind at ease. (Experienced with small mammals and reptiles as well!) I look forward to giving your cat the loving, stress-free care they deserve!

Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 43 reviews
17 repeat clients
10 years of experience
Madison, WI, 53704

“Taylor was wonderful with Louise. She came everyday, kept his bowl filled and spent time with him. Was very pleased with her service and she sent a bunch of photos. Thanks Taylor!!”

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Gwen G.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 45 reviews
10 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey was amazing with my two cats! From the photos she shared, I could tell that they were completely happy and comfortable with her. She sent detailed reports and lots of photos, which gave me peace of mind that the kitties were doing well while I was away. Thank you, Hailey!”

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Erma D.
Sitter Profile Image: Tiana B.
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Tiana B.
from
$18
per visit
5.0 out of 5 stars
• 32 reviews
12 repeat clients
5 years of experience
DeForest, WI, 53532

“Good communication. Appreciate her helping me out with Leia when I was away.”

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Kathy C.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 68 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

“Took fantastic care of my kitties! Was very communicative and went above and beyond! My apartment was cleaner than when I left it. They spent time playing with the cats (when the cats were in the mood) and I was able to relax and enjoy my time out of town with family knowing they were being well taken care of! 💖”

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Cj C.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 37 reviews
13 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: Tonisha A.
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Tonisha A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 57 reviews
16 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: Michel P.
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Michel P.
from
$23
per visit
5.0 out of 5 stars
• 80 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Michele did an excellent job watching our kitties while we went on vacation. She sent us daily pictures which was much appreciated! She even brought in our packages which was above and beyond. We were so thankful our cats were in such good hands!”

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Kara L.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$23
per visit
5.0 out of 5 stars
• 16 reviews
7 repeat clients
11 years of experience
DeForest, WI, 53532

About: Hi! I understand how important it is for your feline friend to feel loved and cared for in their own environment. While I don’t have a furry friend of my own, I care daily for my grandfather's two cats, Ireland and Tao, who have taught me so much about the unique personalities that cats can have. Additionally, I've gained experience caring for kittens I’ve found and nurtured until I could find them loving homes. I have hands-on experience ensuring cats get the attention they need, whether it’s feeding, playtime, or maintaining a clean and comfortable space. I recognize how important routine is for cats, so I make sure they’re fed on time, receive enough playtime, and enjoy a clean, cozy environment while you're away. Rest assured, I’m flexible and happy to accommodate any specific care routines your cat may have. Your cat’s comfort and well-being are my top priorities.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 52 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.”

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Wenona W.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

“Carly took care of Chester for 1 week as drop-in sitter. My cat looks healthy and handsome as ever. I arrive with a chatty cat greeting me and I get it. I will book Carly again in the future because she not only took care of my cat’s needs (spoiled-prince) but she also respected my place and she is trustworthy and professional.”

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Richard N.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Sun Prairie, WI, 53590

“Allison was amazing!! She took such incredible care of our dog, Macie while we were out of town. She went above and beyond, and always gave detailed updates so we could relax and enjoy our trip knowing she was in the best hands! She was so kind, always replied quickly, paid attention to details, and made our dog feel so at ease while we were away. I highly recommend Allison if you are looking for someone to take amazing care of your dog!”

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Emily F.
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Perfect for high energy dogs - Windsor

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: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 86 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“Edith is your dream sitter. She posts daily photos and updates of your pet. She obviously loves what she does. She is a lovely soul and my Mimi, who can be shy, had her tail up in the photos which made me feel reassured that she was in a safe, loving environment.”

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Kay C.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
• 93 reviews
28 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: 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.

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
• 57 reviews
16 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 and work from home during the week, so I have the availability 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: Evelyn R.
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Evelyn R.
from
$25
per day
1 repeat client
12 years of experience
De Forest, WI, 53532

About: I am a proud dog owner/parent who loves spending time with my two Frenchies. I love to have doggy friends come over and spend quality time playing, snuggling, and relaxing. I am currently doing consulting work from home in a part time basis and have a very flexible schedule. I can do doggy daycare during the week as well as some weekends. The house have a fenced backyard that is very safe for our dogs and our house is doggy proof. I have crates too if that is your preference, otherwise your pup will be inside the house with us.

Sitter Profile Image: Emilee K.
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Emilee K.
from
$40
per day
5.0 out of 5 stars
• 4 reviews
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 95 reviews
31 repeat clients
14 years of experience
Middleton, WI, 53562

“Stefanie was fantastic! Quick communication and ability to support a booking request on short notice, I would highly recommend and book again!”

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Kasey M.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

About: Hi! My name is Rona. I grew up on a farm in the Philippines. As a child, my parents always had dogs and cats at home. I’ve experienced taking care of many different types of animals. It was quite challenging but it’s fun! When I came here, we adopted Maggie and Lyka when they were still puppies. Maggie is a 7 years old Pug and Lyka is a 3 years old Boston Terrier. I love them so much! They are both lovable and friendly. Our neighbors and friends have relied on me to groom, walk, feed and bathe their dogs while they were away. My house sits in a shady private area and is surrounded by parks and trails so there will be a lot of running around and play time when your dog is cared for by me. I can do oral medication administration, I have had a senior dog experience and can provide daily exercise for your pups. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I will update you regularly with pictures and videos to give you peace of mind during your time apart. I am working from home so most of my time will be caring for your fur baby. Daycare drop-off no earlier than 6:00 am and pick-up hours anytime in the afternoon. We have a large fenced backyard and our two dogs, Maggie (Pug) and Lyka (Boston Terrier) are very good with all dogs. They love to play and will keep your fur baby company during their stay. The dogs are in and out all day using 9 steps. We have security cameras and limited access to our property.

Sitter Profile Image: Yee Lam C.
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Yee Lam C.
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: Jackie G.
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Jackie G.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 68 reviews
18 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: Olivia A.
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Olivia A.
from
$25
per day
5.0 out of 5 stars
• 7 reviews
4 repeat clients
12 years of experience
Eastmorland, Madison, WI, 53716

“Very friendly, responsive to messages, and provided updates. She took great care of Buddy!”

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Brittany K.
Sitter Profile Image: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
• 335 reviews
204 repeat clients
7 years of experience
Middleton, WI, 53562

“Gen was very responsive. She answered questions quickly and sent a lot of great pictures. My dog actually had a healthy amount of play and sleep instead of being overstimulated all day like she would at a traditional day care.”

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Yujia H.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$40
per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Waunakee, WI, 53597

“Amazing! My pet loved his day with Jamie and enjoyed playing with her dogs. From get going he has been excited with the warmth he was received. She was constantly updating me and also provided pointers for his training.”

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bhavya v.
Sitter Profile Image: Mary Z.
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Mary Z.
from
$35
per day
5.0 out of 5 stars
• 19 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

“Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.”

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Jeff K.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Allison did a good job caring for my adolescent dog, who tries but does not always remember what good behavior is, and he came home happy and pleasant!”

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Lynn G.
Sitter Profile Image: Jieqi (Jackie) M.
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Jieqi (Jackie) M.
from
$45
per day
5.0 out of 5 stars
• 27 reviews
4 repeat clients
5 years of experience
Ridgewood, Madison, WI, 53704

“Jieqi was very responsive and welcoming to us and our puppy. Luna was well cared for and we received a photo and update even for just a 4 hour stay. I highly recommend Jieqi and will be using her again.”

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Monica P.
Sitter Profile Image: Kris A.
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Kris A.
from
$25
per day
5.0 out of 5 stars
• 14 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

About: I'm currently in a pet-free home with my kiddos and have lived with dogs for much of my adult life. I'm a massage therapist and love giving pups a little TLC with energy therapy and light massage. They love it! The dog you see in my thumbnail photo is KC. She was a rescue dog who was with us for six years and needed lots of training, support and care. Please note I take 3 walking clients per day but only 1 boarder at a time. I teach at a technical college and am a personal trainer, working part-time from home and part-time out of the home. I'm often home for long hours during the day. My three kids are in public school, so dogs may have 1 to 4 dog-lovers in the home after 4pm. I offer long walks on sidewalks or trails if preferred, treats, water, lots of play and unlimited petting! I offer care in my home and dog walking. Pets are allowed on my furniture if that's what they're used to. Looking forward to meeting your pup!

Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 132 reviews
29 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

“Thank you so much for taking such good care of Mace. We haven’t had a night out since we got him. So we were able to enjoy a soccer game without worry. Thank you Ben!!”

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LISA R.
Sitter Profile Image: Cynthia H.
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Cynthia H.
from
$45
per day
5.0 out of 5 stars
• 126 reviews
38 repeat clients
30 years of experience
Schenk-Atwood, Madison, WI, 53704

“My pup Popsicle looooves Cynthia! Cynthia is communicative and amazing, cares for her like family and gives thoughtful pupdates. Popsicle looks forward to seeing her every week!”

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Josephine D.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
• 67 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

“We are looking to find someone to board Ollie with for weekends. To start him out slow (he has separation anxiety), we had a Meet and Greet, a short (3hr) stay and later, a full day stay. Julie was clear that her dog Zilla's comfort with Ollie was a priority, which I fully support. I won't want to trust my dog to someone who isn't looking out for ALL the dogs involved. Julie was very responsive with messages, showed us around her home and yard and was generally very calm and patient. While the dogs didn't end up getting along well enough for this to work out long term, Ollie warmed up to Julie and was definitely as calm as I've seen him after being left.”

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Elizabeth J.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Windsor

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: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 32 reviews
15 repeat clients
4 years of experience
Windsor, WI, 53598

About: I have had pet care experience with a neighbor for four years now. And I have also helped own a dog for 8 years. With my neighbor I do pet sitting/drop in visits, dog walking, and cat care. With my own dog, I have had him since he was a puppy, and he is my best friend. I have had experience living with him, walking him, feeding him, and bathing and grooming him as well. I would do anything for my dog, and I will transfer that love to all animals I meet. I am a college student and my plan is to do this during my winter break between semesters. Since I will not have school during this time, my schedule is very free and flexible. I am doing this to have something to look forward to every day during break. So I am very open on a daily basis to accommodate to your schedule. My plan is to do services that are in my clients home because my dog right now doesn't always work well with others. So when I am in my clients home I will treat all people, items, and pets with the utmost respect and kindness. I will care for your pets on drop-in visits and on walks like they are my own.

Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 45 reviews
8 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: Michelle H.
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Michelle H.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
23 years of experience
DeForest, WI, 53532

“So great with my pups-love the pics she sent!”

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Cecelia S.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 39 reviews
14 repeat clients
25 years of experience
Sun Prairie, WI, 53590

“Emily is prompt and professional. Both our dog and our cat immediately sensed her kindness, putting us all at ease using Rover. 100% reliable and worth it!”

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Julie B.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
• 16 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!”

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Kristalyn B.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$15
per walk
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.

Sitter Profile Image: Tricia D.
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Tricia D.
from
$22
per walk
5.0 out of 5 stars
• 1 review
2 repeat clients
14 years of experience
DeForest, WI, 53532

“Tricia has been wonderful with Cinco! We were a little nervous about hiring a dog walker for the first time, but Tricia immediately made us feel comfortable. She took the time to get to know Cinco, listened carefully to all of our instructions, and has been incredibly patient about letting Cinco set the pace and build trust with her. Cinco can be reactive to other dogs and can also be nervous around loud noises, so finding someone we trusted to walk her was very important to us. Tricia pays attention to her cues and adjusts the walk when Cinco is uncomfortable rather than pushing her. After only two visits, Cinco was already excited to see her! Tricia is also a great communicator and clearly cares about making sure both Cinco and we are comfortable. We feel very lucky to have found her and are looking forward to having her continue walking Cinco. Highly recommend!”

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Kit S.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 68 reviews
18 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: Emilee K.
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Emilee K.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Jordan F.
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Jordan F.
from
$22
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
DeForest, WI, 53532

About: Hello! My family and I currently have a beautiful silver Laborador Retriever, Mae, who brings so much happiness and energy to our lives. I’m a firm believer that a house is not a home without a furry friend! I have a pretty flexible schedule during the day, and would love to help out some pet owners in need of anything from short potty break, midday play, or walk while you’re out! I’ve grown up with dogs my entire life and am super comfortable with pets of all ages and sizes and have a lot of experience, including caring for older pups who might need a little extra TLC. I also have experience caring for cats (including those who have medication needs). Looking forward to hearing more of your pet care needs and meeting some new furry friends!

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 45 reviews
10 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey is so great to work with and I’d hire her again anytime! She is extremely responsive and always gives great pupdates. Plus our pups seem to love her!”

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Claire H.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 59 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

“Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!”

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Brielle E.
Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
• 80 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: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
• 147 reviews
80 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: Donovan S.
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Donovan S.
from
$15
per walk
18 years of experience
Sun Prairie, WI, 53590

About: I've had dogs every year of my life. Moved around the country with them, and taken care of them like family since before I could walk. I've taken care of all ages. I'm currently working part time to help put me through college, so I have plenty of time most days to come in and take care of your dogs. I know how to make sure your dogs is safe and taken care of, and will follow any instructions about how you specifically want things done. Everyone does things differently, and I want to try and keep their habits as similar to normal as possible.

Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 43 reviews
17 repeat clients
15 years of experience
Madison, WI, 53704

“Great communication and so patient with my nervous girl.”

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Sam
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 52 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was great with our dog Cash giving us updates with pictures and giving him nice long walks. Will definitely be using her again and highly recommend her.”

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Amy L.
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: Yee Lam C.
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Yee Lam C.
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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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Windsor

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

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Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 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: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Rona took excellent care of Basie and Mimi while we were away! She sent us regularly updates of the doggies sleeping, eating, and playing and she made sure that they wore their sweaters when they went outside in the chilly weather. Definitely would book again, she's amazing!”

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Charity P.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”

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Brian P.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 29 reviews
11 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: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 280 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Val took amazing care of our dogs and also was extra attentive in walking us through the entire Rover experience since this was our first time. We picked up very happy and healthy dogs today and couldn’t have been more thrilled by the experience. Thank you so much, Val! Because of you and your updates/pictures we were able to take a much needed vacation without worrying about our fur babies.”

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Christine D.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
12 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.”

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Carol D.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
31 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
• 10 reviews
3 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: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 38 reviews
6 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

“Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!”

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Jessica V.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
13 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

“Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!”

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Nick S.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 108 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

“We always love when our calendars line up and Cricket can stay with Kristin and Bruce. They do an incredible job of taking care of him and making sure he's comfortable - whether it's hanging out with Lauren and Hartley, or snuggled up on the couch with the whole family. Thank you, as always, for everything!”

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Ali Y.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”

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Holly K.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
• 147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

“Erika was fantastic! We had flight changes and she was very accommodating and allowed us to add a night which helped relieve stress while traveling.”

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Marcos S.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

“I was very nervous to leave my dog Bailey. 1. I had never left her and 2.She had a small issue with her paw just before my vacation. When informing him about the issues and the shedding problem , there were no hesitations on what needs to be done to keep up with the grooming. You should have no worries when you hire this person. The communication, the pictures,the condition of my dogand the level of care were outstanding. I was very lucky to find somebody on short notice and appreciate the sensitivity and kindness. Thank you, Shawn, for all your help and for making Bailey such a happy girl for the days I was gone.”

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jamie e.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 194 reviews
63 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“Amanda and her family are amazing with our Rosie! We always feel she is in the best hands when we are away. 10/10 would recommend boarding with Amanda!!!”

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Mallory L.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 33 reviews
8 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: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
• 47 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Michelle did a fantastic job watching our doggy James! Super friendly and very easy to work with and flexible around our schedule. Her and her family were a pleasure to meet and made the entire experience easy. We are very happy and will absolutely book with her again!”

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John G.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

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Ceri J.
Sitter Profile Image: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
• 14 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: Toni S.
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Toni S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 56 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

“Toni was fantastic. Bailey is tired from her stay with Toni & we can tell how well cared for she was. We will definitely ask Toni to watch Bailey again”

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Holly M.
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