Personalized care for your dog or cat - Ross Crossing

Highly-rated overnight sitters - Ross Crossing

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: Christine N.
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Christine N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
136 reviews
63 repeat clients
35 years of experience
Prairie Hills, Monticello, WI, 53570

Thank you Christine!! Teddy loved his stay with Christine. She made sure he was comfortable and got plenty of play time. I greatly appreciated her daily pictures and updates. I could see she was treating him like one of her own! He loved getting to play all day and go on walks and to the park! Thank you again for taking such good care of my fur baby. We will definitely be back!

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Hayley L.
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

Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.

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Kristine B.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Brooklyn, WI, 53521

I would highly recommend Heather! She did a wonderful job of sending photos and updates daily and in general I really felt like our dog was being well cared for.

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Marta B.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Our quirky rescue pup was so well taken care of while we were away! In every update we got it was clear that our dog was feeling more and more comfortable and was left in good hands. We will definitely book again!

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Justina A.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Verona, WI, 53593

Marie did a fantastic job taking care of our dog. She sent daily updates, communication was so easy-we will be rebooking with her in the future.

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Therese H.
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 and her family gave our 4-month old puppy all the love and attention one can hope for when leaving a furry friend for the day. He got to play in a fenced yard with other dogs and came home nice and tired. We’ll definitely book with her again in the future!

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

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: Emma S.
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Emma S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
Stoughton, WI, 53589

Emma and her pups took great care of our Toby, once again! She provided lots of updates/photos and kept him safe and happy in the freezing temperatures.

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Tori B.
Sitter Profile Image: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$63
per night
5.0 out of 5 stars
109 reviews
34 repeat clients
4 years of experience
Oregon, WI, 53575

Evelyn is such a sweet lady and took wonderful care of my dog. My dog had a wonderful time at her house and became good friends with her dog, Tucker. She sent me picture updates daily which I very much appreciated! Will definitely request her to be sitter next time we go out of town.

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Mariam G.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
7 years of experience
Fitchburg, WI, 53711

Tessa is always just the best! She cares and loves Rena like her own - taking her in the best walks and adventures with her dog Tennessee. We can’t thank Tessa enough!

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Kayla L.
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

Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.

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Mary M.
Sitter Profile Image: Ryan & Krista K.
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Ryan & Krista K.
Star Sitter
from
$59
per night
5.0 out of 5 stars
85 reviews
26 repeat clients
15 years of experience
Oregon, WI, 53575

Ryan and his family were super sweet and updated us regularly. Hank had a great time and was taken great care of. I plan to bring him back if they are available next time I am in need of a sitter in the area!

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Ivy M.
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

Our dog Gatsby has stayed with Edith on multiple occasions and always has a wonderful time! We love all of the updates that Edith sends and we know that he is getting the best of care while we are away. Even when our dog has less than stellar behavior Edith takes it all in stride and keeps us updated. Thank you Edith!

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Shay C.
Sitter Profile Image: Amy G.
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Amy G.
Star Sitter
from
$63
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
26 years of experience
Fitchburg, WI, 53711

Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾

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Lisa M.
Sitter Profile Image: Helen S.
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Helen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
40 reviews
14 repeat clients
5 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Helen & Min are absolutely wonderful sitters they welcome our little girl Moxie into there home as if she is a member of her family. Your pets will first class treatment when staying with Helen and Min.

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Jessica B.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
90 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!

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

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Jennifer V.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
223 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Thank you Camp Cleda for pet sitting Pumba and Snooki. Snooki came home happy to see me (unlike her last sitter experience). Thank you for the pic updates & for being so responsive. We appreciate your patience with our anxious & sassy senior dogs too, and look forward to boarding with you again. ☺️

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Doua Song 'Jenny' & Darin K.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

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Jenna K.
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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 - Ross Crossing

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: Hillary H.
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Hillary H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
New Glarus, WI, 53574

Hillary did an awesome job checking in on my cats while we were away for a few days. They are both very shy, but she got them to come out the first day she fed them!

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Brandon F.
Sitter Profile Image: Caleigh C.
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Caleigh C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Oregon, WI, 53575

Caleigh is a great cat sitter. This was our first scheduled house sitter/ cat sitter with her and she exceeded our expectations. One of our kitties was ill during the time we were away and Caleigh sent reports, pictures, and also suggested changes for her care of the kitty that we discussed by text. It was clear that she cared for him and was giving him close attention. Both kitties were content and calm when we returned and everything in the house was clean and neat. We highly recommend her.

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Mary H.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$12
per visit
5.0 out of 5 stars
27 reviews
14 repeat clients
20 years of experience
Oregon, WI, 53575

Jennifer went above and beyond for my cats. She made sure I knew they were getting lots of love while I was out of town. Made an extra effort to keep their space clean and sent me so many photos so I didn’t have to miss them quite as much. I would recommend Jennifer to anyone who is looking for a sitter and will likely use her again in the future!!

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Rachel R.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Brooklyn, WI, 53521

Heather and her family took wonderful care of Setare while I was away!! :))

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Yasi K.
Sitter Profile Image: Kara M.
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Kara M.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
29 years of experience
Belleville, WI, 53508

Kara was very responsive and took great care of the cats. She even made an extra stop over to turn off a water faucet one of the cats had bumped on.

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Dominic H.
Sitter Profile Image: Kate S.
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Kate S.
from
$20
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
36 years of experience
Fitchburg, WI, 53575

We had Kate do several drop in visits while we were out of town. She was very responsive, took great care of our 2 cats, and even brought some Christmas treats for them after confirming they were allowed to have them. We would definitely book with Kate in the future!

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Emma B.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$18
per visit
4.9 out of 5 stars
16 reviews
6 repeat clients
1 year of experience
Fitchburg, WI, 53711

It was truly a great experience having Elizabeth watch my two girls while I was away for over a week. I would highly recommend her for sitting.

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Kevin C.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
32 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was so attentive, loving, and caring. She helped me with our cat and things around the house when we were away. You can trust Hailey. I recommend her.

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Sandra Ruei K.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
48 reviews
8 repeat clients
8 years of experience
Janesville, WI, 53546

Very happy with her service. She was punctual and sent pictures every time she visited. She gave our diabetic kitty his insulin, which was why we needed her.

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Katie C.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
24 years of experience
Monticello, WI, 53570

Took great care of my bunnies, chickens, and snake.

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Tiffany J.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
7 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

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Sarah G.
Sitter Profile Image: Maggie E.
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Maggie E.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
23 reviews
10 repeat clients
16 years of experience
Oregon, WI, 53575

We had a wonderful experience and felt completely at ease knowing our dogs were in such great hands. Communication was excellent, and it was clear our pups were well cared for and loved. We would absolutely book again and highly recommend Maggie!

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Trishia S.
Sitter Profile Image: Laura D.
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Laura D.
from
$23
per visit
5.0 out of 5 stars
60 reviews
18 repeat clients
35 years of experience
Mount Horeb, WI, 53572

Laura did a wonderful and thoughtful job for our Miss Sophie once again! Sophie is very shy yet she grew to trust Laura and actually sat on her lap after following her around. Thanks so much!

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Julie G.
Sitter Profile Image: Rhandee W.
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Rhandee W.
from
$14
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Belleville, WI, 53508

About: I have 2 dogs of my own. Also I have experience with older dogs and puppies. I love all animals! I'm not scared of much either! I currently work part time. So I'm pretty open. Tuesdays and every other Sunday I'm available afternoon. That could potentially change if more work comes in. I care for my pets by taking them to the dog park twice a week making sure they have food and water. Also making sure they are utd on their shots. For taking care of your pet tho that would go off of how you would want me to take care of your animals. You are the owner. I'm just there to help you out and take care of your animals.

Sitter Profile Image: Lisa T.
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Lisa T.
from
$23
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Madison, WI, 53701

About: Cats have their own rules, and I respect that. I know some want to be your shadow from day one, and others need three days before they'll acknowledge you exist — I'm patient either way. I keep their routine consistent, their space calm, and make sure the shy ones don't just hide the whole time you're gone. You'll get updates and photos, and come home to a content cat and a clean house.

Sitter Profile Image: Leo D.
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Leo D.
from
$12
per visit
4.8 out of 5 stars
6 reviews
1 repeat client
9 years of experience
Brooklyn, WI, 53521

Leo did a great job taking care of Smokey (our cat) and house sitting. We will book with him again when the need arises.

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Tracy H.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
14 years of experience
Verona, WI, 53593

About: I have had cats ever since I was seven years old. I have experience giving medicine, changing the litterbox, playing, and of course, many cuddles and chin scratches (I've been told I give the best chin scratches by my beautiful girl cat, Migi).

Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
136 reviews
63 repeat clients
35 years of experience
Mt Horeb, WI, 53572

About: I have over 30 years experience training dogs. I am able to dog sit from my home full time. I recently moved to a large property in the country, that is a short 35 minute drive from Madisons west side. I have a acer that is completely fenced in and I am more than happy to offer pick up and drop off to the west side of Madison. I'm professional trained as a dog groomer, worked professionally for over 6 years as a groomer, dog trainer and doggie daycare provider. I have also worked as a vet assistant for 2 years in Denver Colorado. I am certified in humane and dog CPR and I graduated with an EMS degree for humans, this training helps me respond to variety of situations with confidence. I was a volunteer at two different Humane Society's for over 12 years. I have fostered, rehabilitated and Rehoused 15 dogs most with serious behavioral issues. I am an avid dog lover and enjoy spending time with my dogs and other people's dogs. I can stay home full time now. I also have a full acer that is fenced and I have walking trails in the country and I still frequently go to the dog park and I am never gone more than 1-2 hours. Rover is away for me to stay home with my dogs and hopefully your dogs. My dogs LOVE having dog friends visit our pack and home.-I am a firm believer in the saying "A tired dog is a good dog".- I have been dog sitting full time for the past year and I enjoy being home all day long. I recently moved and have an acer of fenced land and I am happy to offer pick up and drop off of your pet or we can meet closer to your house. I am only about 30 mins south of Madison. I have a huge fenced yard with extra gates and separate fenced areas to do introductions safely. Dogs are NEVER left unsupervised outside. Your dog’s safety and mine dogs safety is my top priority!

Sitter Profile Image: Matthew E.
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Matthew E.
from
$23
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

About: Pets bring us all kinds of joy and unconditional love. It's hard to relax on vacation or focus on an event with a piece of you missing . Be able to be present and ease your mind knowing another caring soul will show your pet the same love and attention they enjoy. I have 10 years of experience with all different breeds and sizes. I work remotely. My office is where the WIFI is the strongest. I have time to spend with animals. My children are grown leaving me with an abundance of free time Soft voices and lots of love and attention. Dogs I like to run and make sure that they have the exercise they need. Plenty of tug of war! Social cats I give lap time and bring a feather.

Sitter Profile Image: Madalynn L.
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Madalynn L.
from
$14
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Brooklyn, WI, 53521

I'd highly recommend Madalynn to other families. She did a great job with my rowdy dogs. I will use her again.

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Ashley B.
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Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

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    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Ross Crossing

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: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$50
per day
5.0 out of 5 stars
109 reviews
34 repeat clients
4 years of experience
Oregon, WI, 53575

Thank you for being available to watch Georgia! I You were amazing with communication on how she was doing and also so kind in getting to know and love our dog. Looking forward to rebooking with you soon!

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Angie R.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$26
per day
5.0 out of 5 stars
17 reviews
6 repeat clients
7 years of experience
Fitchburg, WI, 53711

About: Former full-time human medical provider of 18 years; now available for pup sitting. Takes frequent walks with the neighborhood dog pack. Owner of one special dog named Tennessee. I’m free to organize my schedule between pet sitting and working on my business. Currently available most days until July 20th! Will update calendar when I know more. I like routine. I think pets appreciate kibble and potty breaks on a familiar schedule. I will honor your wishes for care, play, walks, and socializing.

Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$52
per day
5.0 out of 5 stars
26 reviews
7 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and Darin were great! They provided updates throughout the day and took great care of our slightly anxious puppy :) Will definitely book with them again!

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Autumn P.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
102 reviews
30 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.

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Jennifer P.
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: Ryan & Martha M.
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Ryan & Martha M.
from
$33
per day
5.0 out of 5 stars
54 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Martha is so great, she accommodated us last minute which was so helpful! She sent update pictures which I really appreciate! Uma was in great care and had fun with her boys. They took her for walks and played with her. I’d recommend Martha and her family :)

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Kali K.
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

Julie has taken great care of Arnie! He loves to play with Zilla and hang out in the yard. We will definitely bring him to Julie for more daycare in the future!

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Kira H.
Sitter Profile Image: Gail & Joe K.
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Gail & Joe K.
from
$25
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Stoughton, WI, 53589

Absolutely amazing experience with our dog sitters! 🐾 They took such incredible care of my mini dachshunds, Nugget and Muffin, and treated them like their own. I got updates, photos, and total peace of mind while I was away. It’s obvious how much they truly love animals, and my pups came home happy, relaxed, and so well cared for. Nugget and Muffin can be a little spoiled and needy at times, but they were so patient, attentive, and loving with them. I honestly couldn’t ask for better people to trust with my dogs. Highly recommend to anyone looking for reliable, caring, and trustworthy pet sitters! 💕

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Somer S.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$34
per day
5.0 out of 5 stars
136 reviews
63 repeat clients
35 years of experience
Prairie Hills, Monticello, WI, 53570

Christine is the best! She is so knowledgable about dogs, she gives me great feedback about how Chance is doing. She sends frequent updates/pictures. I really trust her.

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Kathy D.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 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: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
44 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Awesome! Very friendly

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Manuel S.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
24 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

Eric and Rachel took such good care of my little girl! They helped her feel comfortable and provided great pictures and updates throughout the day. So grateful for their compassion and caring personalities!

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Laurie S.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
21 reviews
3 repeat clients
9 years of experience
Madison, WI, 53718

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

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Raymond X.
Sitter Profile Image: Emily V.
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Emily V.
from
$35
per day
5.0 out of 5 stars
19 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

Emily responded quickly to my request for daycare and we did a meet & greet the day before to make sure my dog Wolfie and her two dogs Gus & Bailey got along. It was perfect, all was good. The actual day of daycare Wolfie couldn’t wait to get inside Emily’s house! Wolfie played a lot and was very chill/tired for the evening. Emily is very nice and took great care of my pup! Highly recommend. Thanks Emily!!

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Andrea S.
Sitter Profile Image: Nicole H.
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Nicole H.
from
$35
per day
5.0 out of 5 stars
44 reviews
14 repeat clients
28 years of experience
Stoughton, WI, 53589

Nicole is absolutely wonderful. I came to her with a dog who was super anxious at his last sitter (to no fault of the sitter), stubborn, and a senior, and she is so understanding and kind. Ollie is vocal and set in his ways, and she was able to make his experience super positive and he really seemed to like her. I will absolutely be booking her anytime she is available, and as long as she wants Ollie back.

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Erin C.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$25
per day
5.0 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Verona, WI, 53593

About: I am a previous dog owner and current cat mom. I grew up watching dog and cat training shows on TV and going to in person purebred dog and cat show events. I enjoy spending my time with furry friends. I'm a in-home caregiver to my mom so I have lots of time to take care of your pet. I have weekly events on Sundays and Wednesdays, but can easily work around those times. I have a long line for when your pet is outside and lots of patio seating to supervise and play with your pet the whole time. I also have a crate for indoor use.

Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
59 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

Sarah and her pack did awesome!!! Can't thank her enough for taking in Winnie on such short notice. When I picked up Winnie I was taken back at how much Winnie had bonded with Sarah in such a short period of time. Sarah was aware of Winnie's IBD issues and updated me on how she did. I really appreciated her for that!!!! This family definitely loves dogs!!!

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Marshall H.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$30
per day
5.0 out of 5 stars
103 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Last minute, but with wonderful communication and top care. I got lots of photos and updates on my old girl. She has separation anxiety so probably not the easiest. But Taylor and her husband are lovely people and took good care of her for the evening! Many thanks❤️

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Susan H.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is an animal liver and it shows in her sweet disposition. Our dog enjoyed himself with her and we feel very confident in Jesse’s care.

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Edie & Bob P.
Sitter Profile Image: Manu J.
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Manu J.
Star Sitter
from
$55
per day
5.0 out of 5 stars
60 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

Manuela was great with our dog and I know our dog loved spending time with her! I was nervous to leave our dog with a new person at first, but Manuela met us beforehand and made sure we were comfortable. I would definitely recommend Manuela to anyone looking for care for their pet! She treats pets as if they were her own!

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Aliya M.
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Adventure-ready dog walkers - Ross Crossing

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: Sara V.
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Sara V.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
41 reviews
16 repeat clients
15 years of experience
MOUNT HOREB, WI, 53572

Sara has been the most fabulous dog walker. Our dog Captain loves his walks with her and is always so happy. She is dependable and goes the extra mile (even in the cold weather!)

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Nicole K.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$20
per walk
4.9 out of 5 stars
16 reviews
6 repeat clients
14 years of experience
Fitchburg, WI, 53711

Elizabeth is a very professional and caring dog walker. My dog looked forward to her visits. She follow directions perfectly and asked pertinent questions. I will definitely book with her again.

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Brian D.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$17
per walk
5.0 out of 5 stars
27 reviews
14 repeat clients
20 years of experience
Oregon, WI, 53575

I am so happy we found Jennifer to walk our dog. She's a very caring and responsible person. She asked great questions when we met for introductions. She was on time and let me know of schedule changes and was flexible in rescheduling. Our dog loves her. I highly recommend Jennifer to care for your pets.

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Sybil P.
Sitter Profile Image: Hillary H.
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Hillary H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
New Glarus, WI, 53574

Hillary did a great job helping us with Monty! Thanks again!

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Scott G.
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
Capitol, Madison, WI, 53703

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: Kara M.
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Kara M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
29 years of experience
Belleville, WI, 53508

Kara helped out on a last minute request. She was reliable and communicative throughout the process. Will definitely reach out again in the future!

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Sara G.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hannah has been amazing with my dog. He’s a bit anxious and she has been incredibly patient with him and is building a strong bond with him. Hannah has been super communicative and has been great to work with all around!!

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Tapan N.
Sitter Profile Image: Maggie E.
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Maggie E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
23 reviews
10 repeat clients
16 years of experience
Oregon, WI, 53575

Maggie is fantastic! She is kind, compassionate and extremely reliable. She patiently listened to our instructions regarding our pup and was more than happy to follow everything we requested. It is clear she has a love for animals and is very trustworthy and competent. Our pup was completely comfortable with her and getting belly rubs within the first few minutes. Our furry friend was so excited to see her when she returned for another walk! I can't say enough good things!

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Jen L.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 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: Rhandee W.
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Rhandee W.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Belleville, WI, 53508

About: I have 2 dogs of my own. Also I have experience with older dogs and puppies. I love all animals! I'm not scared of much either! I currently work part time. So I'm pretty open. Tuesdays and every other Sunday I'm available afternoon. That could potentially change if more work comes in. I care for my pets by taking them to the dog park twice a week making sure they have food and water. Also making sure they are utd on their shots. For taking care of your pet tho that would go off of how you would want me to take care of your animals. You are the owner. I'm just there to help you out and take care of your animals.

Sitter Profile Image: Erin B.
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Erin B.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53713

Erin was very kind, thorough, and communicative. She took the best care of our dog for a planned visit, and also a very last minute request when we had delays coming home. I don’t know what I would have done without her. I highly recommend Erin, and would definitely hire her again!

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Julie R.
Sitter Profile Image: Sidney M.
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Sidney M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.

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Gracelyn F.
Sitter Profile Image: Emily V.
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Emily V.
from
$20
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

Emily was incredible for us on short notice!

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Hunter D.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$17
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Madison, WI, 53719

About: What sets me apart is my genuine love and understanding of dogs. I've had the privilege of caring for my 10-year-old dog, Splash, which has taught me the importance of patience, trust, and routine. In addition, in the past, I have had a few repeat clients that I saw weekly as well as additional as-needed clients. I have experience with drop-ins, walks, and house sitting for multiple days. I truly care about your dog’s well-being and will treat them like my own, providing a safe, loving, and playful environment! I have a full-time job with 1-2 work from home days depending on the week. I can be available in the morning, mid-day, afternoon, or evening on the weekends and certain week days. Happy to work with you to fit the needs of you and your pet:). In my home or your dog's home, I prioritize creating a comfortable and safe environment. I will stick to routines that your dog is familiar with (feeding times, walks, playtime, etc.) to keep them feeling secure. My goal is to ensure they feel loved and cared for, just like they would with their own family. I currently live in an apartment in downtown Madison, therefore I do not have a yard for your fur baby to play in. However, I have a handy mom van with me to take to any pre-approved parks or any other destinations that you and I would discuss!

Sitter Profile Image: Leo D.
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Leo D.
from
$15
per walk
4.8 out of 5 stars
6 reviews
1 repeat client
9 years of experience
Brooklyn, WI, 53521

About: I’ve been helping care for my families dogs since I was little, doing things such as cleaning up after their messes, giving them their meds, taking them on walks, and simply just spending time with them and giving them the interaction they need. I’m currently looking for a part time job aside from Rover, so I’ll have as much time as needed to come help care for your pets! Nearly anytime of the day, I can come over and walk your pets, feed them, clean up their areas, or just simply spend some time with them. I’m able to come over nearly anytime and watch your pets, feed them, clean them, or whatever you need! I can give them meds, crate them, walk them, etc.

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
48 reviews
8 repeat clients
8 years of experience
Janesville, WI, 53546

Does a great job with my dog. Will be calling again for future needs. But my pup is ready to be on his own for the work day. Thank you very much for all your help and expertise!

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Matthew L.
Sitter Profile Image: Ellery K.
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Ellery K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
5 years of experience
Belleville, WI, 53508

About: Growing up on a farm, I’ve learned to love & take care of animals. I am very flexible & eager to help in any way. Allow me to pamper your pets when you don’t have the time! I’m a college student currently between jobs & looking for a fun & helpful way to spend my time. I am available & happy to help whenever you need me! I am observant & patient, so your pets will have my full attention. Between cuddles, play, feeding & walks, your pet will be completely cared for.

Sitter Profile Image: Lisa T.
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Lisa T.
from
$30
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Madison, WI, 53701

About: I'm a genuine animal lover who treats every home and pet as if they were my own. Whether you have an energetic puppy, a senior dog needing extra care, a shy pup who takes time to warm up, or a small apartment with a feisty terrier — I show up prepared, patient, and attentive. My priority is making sure your pets are happy and your home is respected, so you can travel with real peace of mind. I welcome meet-and-greets beforehand, communicate throughout the stay, and always leave your home just as I found it. Pet sitting is my primary focus when I take a sit — I'm not squeezing it in around a busy schedule. Your pets get my full attention, not leftover time. I stay in your home for the full sit, keeping your pets in their own space with their familiar routines, smells, and comfort. No disruption, no transport — just consistent care in the environment they already trust.

Sitter Profile Image: Lynne O.
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Lynne O.
from
$20
per walk
30 years of experience
Oregon, WI, 53575

About: Animals have always been apart of my life in both big & small ways. Being able to care for other pets, is just an extension of me caring for my own. My goal is to make your pet(s) as comfortable, loved, and cared for as if you had never left. I pride myself in the small details & going above and beyond what is expected. ~ Experience with young puppies to senior dog, and diabetic dogs. Including giving insulin. ~ Extensive experience with cats including specialized medical needs. ~ Comfortable giving oral, topical, or injectable medications. MY BACKGROUND: At an early age while growing up on five acres in the country, I was often taking care of a variety of animals, including our dogs and many barn cats. I was a bit of a cat Momma, often times assisting with extra care like bottle feeding or treating illnesses as they came. Eventually I started taking care of our neighbors animals when they were away. Throughout childhood I had several special cats that became my indoor pets & my first adopted dog at the age of 13. After high school I worked at a stable. My ‘Cat Whisper’ abilities came in handy while here- tending to the cats & ensuring the kittens grew up & had a chance to be healthy, loved barn cats. As a young adult, I cared for my two indoor cats & my Boxer puppy - a dream come true. ADDITIONALLY: I have almost 10 years of experience as a CNA and have completed 1 year of nursing school. You can feel confident knowing that your pet is in capable hands. I’m currently working from home & homeschool my daughter, allowing my weekdays to be flexible. I’m also home most weekends. I’m available for house sitting, drop-in care, walks, and extended care. FOR THOSE LOOKING TO PLAN AHEAD… I have my Spring/ Summer 2027 currently unavailable as I don’t have enough information yet to determine my exact availability. If you have an upcoming trip you are planing and in need of care, or looking for reoccurring care during these dates, please message me directly to get priority booking as my availability opens. My goal is to make your pet(s) as comfortable, loved, and cared for as if you had never left, and to give you peace of mind while you’re away. I know that every family has a different way of caring for their pets. Therefore, I will work with you to find out how best to care for your animal by asking questions up front before I even step foot in your home. Communication is key. At the end of my visit, I will give you an overview of your pets time with me including sending pictures. If there’s anything else you’re looking for, just ask.

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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 - Ross Crossing

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: Christine N.
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Christine N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
136 reviews
63 repeat clients
35 years of experience
Prairie Hills, Monticello, WI, 53570

Thank you Christine!! Teddy loved his stay with Christine. She made sure he was comfortable and got plenty of play time. I greatly appreciated her daily pictures and updates. I could see she was treating him like one of her own! He loved getting to play all day and go on walks and to the park! Thank you again for taking such good care of my fur baby. We will definitely be back!

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Hayley L.
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

Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.

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Kristine B.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Brooklyn, WI, 53521

I would highly recommend Heather! She did a wonderful job of sending photos and updates daily and in general I really felt like our dog was being well cared for.

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Marta B.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Verona, WI, 53593

Marie did a fantastic job taking care of our dog. She sent daily updates, communication was so easy-we will be rebooking with her in the future.

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Therese H.
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 and her family gave our 4-month old puppy all the love and attention one can hope for when leaving a furry friend for the day. He got to play in a fenced yard with other dogs and came home nice and tired. We’ll definitely book with her again in the future!

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Lynn B.
Sitter Profile Image: Emma S.
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Emma S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
Stoughton, WI, 53589

Emma and her pups took great care of our Toby, once again! She provided lots of updates/photos and kept him safe and happy in the freezing temperatures.

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Tori B.
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

Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.

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Mary M.
Sitter Profile Image: Ryan & Krista K.
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Ryan & Krista K.
Star Sitter
from
$59
per night
5.0 out of 5 stars
85 reviews
26 repeat clients
15 years of experience
Oregon, WI, 53575

Ryan and his family were super sweet and updated us regularly. Hank had a great time and was taken great care of. I plan to bring him back if they are available next time I am in need of a sitter in the area!

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Ivy M.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
90 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!

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

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Jennifer V.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
59 reviews
19 repeat clients
30 years of experience
Cross Plains, WI, 53528

Lindsey and her family are fantastic sitters! Her children love dogs and her dog Echo enjoys playing with Poppy. Lindsey makes every dog feel welcome and loved. She does extras like supplying extra food, treats and time outside. I was afraid my pup wouldn’t want to come home after all of those belly rubs!!

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Elizabeth K.
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

Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.

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Marceilla 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

The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date

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Stuart H.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
12 years of experience
Emerson East, Madison, WI, 53704

Jesse was great! He provided boarding for our dog. He responded quickly to my request for booking, we met the next morning at a dog park so my dog could get to know his dog, and he was very flexible with scheduling drop off and pick up. He sent us a bunch of pictures and videos of our dog while we were away. I would certainly recommend Jesse if you're looking for help taking care of your dog.

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Yonah D.
Sitter Profile Image: Brenda & Joey V.
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Brenda & Joey V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
90 reviews
26 repeat clients
20 years of experience
Verona, WI, 53593

Our dog Bailey tends to be timid around new people, but Brenda, Joey, and their family made her feel comfortable and at home! We really appreciated the regular updates and many photos while we were away. We would definitely leave Bailey in their care again and recommend them to others as well!

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Ashley J.
Sitter Profile Image: Shinduri V.
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Shinduri V.
from
$45
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
10 years of experience
Fitchburg, WI, 53719

Shinduri is a fantastic sitter/boarder. Our dog is very well taken care of and enjoys the company of her and her dog. He also gets plenty of exercise with trips to the dog parks. We have boarded our poodle with her several times and couldn't be happier.

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Mliap D.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$55
per night
5.0 out of 5 stars
79 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

My dog Hugo had an excellent time with Ryan and Jocelyn! They were great communicators during her stay, and flexible with my schedule. I’ll definitely be using them again.

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Lee R.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

Maria did a wonderful job taking care of our medically complicated kitten just days after his surgery. We will be happy to hire her again to board him!

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Jenna C.
Sitter Profile Image: Emily V.
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Emily V.
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

Great communication, fairly short notice booking and everything worked out great. Copper had a great time and we’d book again. Loved seeing the photos of Copper while we were away.

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Scott P.
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1Global data from Rover (November 2025)