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.

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

Edith sent many photos and kept me informed from the moment Ollie was dropped off until I picked him up. He was well taken care of and I would definitely ask her to watch him again.

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Sharon R.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
124 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: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
89 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula took great care of Bear and met all the needs for him. She made sure Bear took walks everyday and occasionally updated me. It looked like Bear had a pleasant time there.

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Chris C.
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
10 reviews
2 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!

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Holli H.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
15 repeat clients
6 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: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
276 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Kevin had a great time! This was the first time he stayed over night without us and he did great. Kevin had another dog to play with and I don't think he missed us (well not too much anyway). I would definitely use Val again and recommend him highly.

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

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
122 reviews
37 repeat clients
20 years of experience
Mc Farland, WI, 53558

Emily was great with our dogs kept us updated on how they were doing and sent lots of pictures. I think the dogs we sad that we came back for them, and that they didn't get to stay longer.

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Becky C.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
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
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Loki and Mabel seemed to have a great experience with Erika and came home content. Erika went above and beyond to accommodate my dogs' personalities.

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

Absolutely wonderful experience having our two pups stay with Erik and his family. Extremely communicative, kind and accommodating through the process. Would HIGHLY recommend to anyone worried about hosts looking after their loved pets.

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Brian & Jessie B.
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
90 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!

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Jazmine C.
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

Kris accommodated a fairly last minute request to watch our dog. We’re very pleased with the communication and care she provided. Will definitely book again!

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Alisha C.
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
24 repeat clients
30 years of experience
DeForest, WI, 53532

Toni was fantastic — Teo had an amazing time with her! She took him to the dog park three times during his 2-night stay, sent plenty of photos and updates, and clearly gave him lots of attention and care. I felt totally comfortable leaving Teo with her and will happily book her again. Highly recommend!

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Yuke H.
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
35 reviews
5 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert were great. Boomer seemed to have a great time with them. He slept in the car the entire car ride home, hour and a half. He will definitely be there again.

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Barb M.
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 and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

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Justin L.
Sitter Profile Image: Evelyn R.
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Evelyn R.
from
$28
per night
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: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$56
per night
5.0 out of 5 stars
46 reviews
6 repeat clients
20 years of experience
Deforest, WI, 53532

Rebecca was an amazing Rover! Cooper loved his stay with Rebecca, she was extremely responsive and sent pics throughout his stay. She was super flexible taking my request on only 4 hours notice, and she allowed us to extend our stay on short notice as well. We would definitely recommend Rebecca to anyone that needed a top quality Rover!

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Jon F.
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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: Heather S.
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Heather S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
38 reviews
6 repeat clients
20 years of experience
Windsor, WI, 53598

Heather is absolutely amazing! She was so through during our meet and greet. She was fantastic with our fur babies, gave amazing updates while we were away. We got so many photos of them. She really helped to put our anxiety at easy of leaving our senior cats for a week. I would highly recommend Heather to anyone, she is a fantastic pet sitter.

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Kiara Z.
Sitter Profile Image: Chelsea B.
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Chelsea B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
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: Lindsey D.
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Lindsey D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
51 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey was very responsive, sent lots of pictures and updates, and overall did a great job taking care of my cat! I would definitely book her again in the future!

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Suzy D.
Sitter Profile Image: Mira D.
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Mira D.
from
$16
per visit
2 repeat clients
10 years of experience
Waunakee, WI, 53597

About: We have 3 of our own cats so I understand their clean nature and attention they need to feel comfortable and loved. I am OK administering medications and will of course scoop the litter box for you, if needed.

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

Jen did an outstanding job. She took care of the cats better than I do. She understood that they were different from each other and adapted to them. They both came around to her, both Spot, who loved her from the first, and Jack, who took a few days to come out from hiding and loved being around her. Excellent job.

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Larry W.
Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
28 reviews
13 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: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
10 years of experience
Madison, WI, 53704

Taylor did a great job checking in on my kitty while we were away. She did exactly what I asked of her and felt my cat and home were in good hands.

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Megan L.
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

We've used Karen twice to check in twice a day on our two cats, and she has been wonderful both times. Very professional, very good with the boys (one who wants all the attention and one who wants none ever). Kept us updated and well informed, we will absolutely be using her again. This last time was a pretty last minute booking and she was able to work with us.

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Samantha D.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
55 reviews
13 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: Hailey M.
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Hailey M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
34 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was truly EXCEPTIONAL pet sitter for our two cats and parrot while we were away for almost a week. She was an excellent communicator, totally reliable and responsible, and she she took such excellent and fun pictures and notes during our time away. Hailey is a genuinely sweet and compassionate person as well. We will definitely hire her again, and recommend her to all of you who love your pets as much as we do!!

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Tally M.
Sitter Profile Image: Eastyn L.
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Eastyn L.
from
$14
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
4 years of experience
DeForest, WI, 53532

Eastyn is awesome! She is super attentive and communicative, as well as on top of pictures. I felt really comfortable leaving my kitties in her very capable hands.

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Emily Z.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
55 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: Katelyn R.
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Katelyn R.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
46 reviews
15 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: Shatoria W.
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Shatoria W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
16 years of experience
Sun Prairie, WI, 53590

Shatoria was absolutely awesome! She stopped in to check on my cat Olivine while my roommate and I were away for the weekend. During our initial visit, Shatoria asked a ton of questions about Olivine and her routine, some that I hadn’t even thought to bring up, which was great. During the actual visit, she passed along lots of photos of Olivine with her update. She also took a photo of her automatic feeder so I could see how Olivine had been eating, which I appreciated. I had never hired a pet sitter before, so that came with some anxiety, but Shatoria made me confident that I was leaving Olivine in great hands! I definitely know who to come to if we ever need any more help with Olivine in the future.

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Avianna H.
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

Michel helped me take care of my cat when I was indisposed and I am so grateful. I would have had a really hard time with the litter box without her coming in to take care of that. Very friendly and experienced. Highly recommend.

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Lisa H.
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: Jackie G.
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Jackie G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
64 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is very accommodating, She contacted me to get instructions for entering my residence, but unfortunately I hadn't noticed. I got back to her as soon as I read the message, but she had already left. She was able to make another stop by later to care for Sparks. Her communication and care were top notch and I would recommend her as your next pet care provider.

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Chris R.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
46 reviews
6 repeat clients
10 years of experience
Deforest, WI, 53532

About: I had a cat as a kid and took care of my roommates cat. I love seeing them at my friends and families houses. So I’d love to take care of your queen/king. :)

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: Gwen K.
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Gwen K.
from
$20
per visit
5.0 out of 5 stars
4 reviews
14 years of experience
Windsor, WI, 53598

About: I had a childhood cat since I was 4-years-old. He recently passed away but he was with me for 14 years. I am an expert when it comes to cat care!

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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: 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: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
89 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: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
79 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: Gwen K.
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Gwen K.
from
$28
per day
5.0 out of 5 stars
4 reviews
4 years of experience
Windsor, WI, 53598

About: I have worked at three different doggy daycare and boarding businesses within the past four years. I have been dog sitting for family and friends for years! I treat every dog as my own! I currently work a very part-time job (2 days a week). This allows me the perfect amount of time to care for furry friends of all kinds! I live in a neighborhood with a sidewalk, perfect for walks! I don’t have any children, just one cat who is very friendly and playful with other dogs and cats!

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: 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: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
37 reviews
15 repeat clients
6 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 6 year old Pug and Lyka is a 2 year 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: Emilee K.
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Emilee K.
from
$40
per day
5.0 out of 5 stars
1 review
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: Alyssa T.
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Alyssa T.
from
$55
per day
5.0 out of 5 stars
84 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: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
77 reviews
26 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: Tonisha A.
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Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
55 reviews
13 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: Kris A.
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Kris A.
from
$25
per day
5.0 out of 5 stars
13 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: Kristina D.
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Kristina D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Waunakee, WI, 53597

Very quick response to our sudden need for a pet sitter. Our Rosie was comfortable at her home and Kristina gave us a full report at the time of pick-up. She will be on our call list next time we need a sitter in the area!

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Tammy
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

Cynthia was amazing with Popsicle. She really looooves dogs, and she treated Popsicle like family. Popsicle gets so excited when she sees Cynthia! Cynthia sends beautiful photos and the cutest ‘pupdates’ I’ve ever read. Can’t recommend Cynthia enough and have booked her on a recurring basis!

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Josephine D.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$50
per day
5.0 out of 5 stars
64 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: Jenna H.
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Jenna H.
from
$31
per day
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Waunakee, WI, 53597

Jenna and her girls took such great care of Merlin! Jenna always responds in a timely manner and has a flexible schedule. I got daily picture updates on how he was doing which was much appreciated. Merlin will definitely be visiting them again! Thank you so much 😊

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

5 stars! Can’t sing Julie enough praises! I feel so absolutely at ease while my Cookie is in Julie’s care. Thank you for being a safe and comfortable place for our pup.

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Lori D.
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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: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
37 reviews
6 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: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
28 reviews
13 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: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
51 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey was accommodating at short notice. Very communicative and responsive right away. It is clear she took great care of our boys. She sent lots of photos and they looked so happy! Will, definitely, reach out to her again 🐶🙏🐶

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Abigail A.
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.

Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
26 reviews
9 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: Gwen K.
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Gwen K.
from
$20
per walk
5.0 out of 5 stars
4 reviews
4 years of experience
Windsor, WI, 53598

About: I have worked at three different doggy daycare and boarding businesses within the past four years. I have been dog sitting for family and friends for years! I treat every dog as my own! I currently work a very part-time job (2 days a week). This allows me the perfect amount of time to care for furry friends of all kinds! I live in a neighborhood with a sidewalk, perfect for walks! I don’t have any children, just one cat who is very friendly and playful with other dogs and cats!

Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
64 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: delaney a.
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delaney a.
from
$17
per walk
2 years of experience
DeForest, WI, 53532

About: I have had experience watching dogs since I was 12. My neighbors often have me walk their dogs when they are unable, and about a year ago I started watching my family and friend’s dogs when they are out of town. I currently work part-time and I don’t have school during the summer so I am free most week days. I am also available on various weekends depending on my other job’s schedule. I create a safe environment in client’s homes by ensuring the dog has nothing dangerous within reach. Keeping a clean and safe space helps the both the dog and owner feel more at ease.

Sitter Profile Image: Mira D.
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Mira D.
from
$19
per walk
2 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: Emilee K.
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Emilee K.
from
$20
per walk
5.0 out of 5 stars
1 review
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: 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: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
147 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: Brenda S.
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Brenda S.
from
$20
per walk
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.

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Cashton C.
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: 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: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
34 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!

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Rachael D.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$20
per walk
5.0 out of 5 stars
53 reviews
16 repeat clients
14 years of experience
Madison, WI, 53704

Jamie is such a caring and knowledgeable care provider for my pup! She offers a wonderful mix of exercise and enrichment and sends detailed updates after each walk.

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Mallory H.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
57 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: 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

Ben was great with my large standard poodles. He did a previsit and asked a lot of good questions. He knew how to slowly earn their trust. Ben sent pictures and updates from each visit. He also administered medication. We will definitely have him care for them again.

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Jean L.
Sitter Profile Image: Tammy T.
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Tammy T.
from
$30
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
13 years of experience
Deforest, WI, 53532

Tammy was wonderful and we will absolutely ask her to walk our pups again!

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Eric E.
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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
124 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!

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Holli H.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
15 repeat clients
6 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: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
276 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Kevin had a great time! This was the first time he stayed over night without us and he did great. Kevin had another dog to play with and I don't think he missed us (well not too much anyway). I would definitely use Val again and recommend him highly.

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

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
122 reviews
37 repeat clients
20 years of experience
Mc Farland, WI, 53558

Emily was great with our dogs kept us updated on how they were doing and sent lots of pictures. I think the dogs we sad that we came back for them, and that they didn't get to stay longer.

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Becky C.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
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
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Loki and Mabel seemed to have a great experience with Erika and came home content. Erika went above and beyond to accommodate my dogs' personalities.

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Lucas S.
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
90 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!

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Jazmine C.
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

Kris accommodated a fairly last minute request to watch our dog. We’re very pleased with the communication and care she provided. Will definitely book again!

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Alisha C.
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
24 repeat clients
30 years of experience
DeForest, WI, 53532

Toni was fantastic — Teo had an amazing time with her! She took him to the dog park three times during his 2-night stay, sent plenty of photos and updates, and clearly gave him lots of attention and care. I felt totally comfortable leaving Teo with her and will happily book her again. Highly recommend!

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Yuke H.
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
35 reviews
5 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert were great. Boomer seemed to have a great time with them. He slept in the car the entire car ride home, hour and a half. He will definitely be there again.

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

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$56
per night
5.0 out of 5 stars
46 reviews
6 repeat clients
20 years of experience
Deforest, WI, 53532

Rebecca was an amazing Rover! Cooper loved his stay with Rebecca, she was extremely responsive and sent pics throughout his stay. She was super flexible taking my request on only 4 hours notice, and she allowed us to extend our stay on short notice as well. We would definitely recommend Rebecca to anyone that needed a top quality Rover!

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

Finny had a great time with Ellen and her family! He definitely did not want to come home when it was time to leave! Ellen was very communicative and sent updates and photos often, so I was very confident that Finny was having fun and was relaxed and happy.

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

Shawn was great! Sent picture updates and Caspian looked so happy and relaxed! He was super flexible and even worked with me as I needed to have a friend pick Cas for scheduling reasons. Thank you Shawn!

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Hannah T.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
54 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: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
190 reviews
62 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Our puppy Daisy enjoyed her stay with Skye and Switch! They played along really well and Amanda took care of her nicely. They sent photos and videos to us every day to make sure she is doing well. I would definitely consider staying again in the future.

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Moyu L.
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
31 reviews
7 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Alex and Hannah gave lots of TLC with nice walks in the wooded trails nearby. They were extremely accommodating when we arrived late and then had a delayed return. Thanks!

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Mary R.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

This was Henry's second time staying with Michelle and her family, and he had a great time! I really appreciated the updates and pictures throughout his stay. I will definitely book with Michelle again :)

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Corinne H.
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