Personalized care for your dog or cat - Highlands Community

Highly-rated overnight sitters - Highlands Community

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

Wonderful sitter! Lindsey always keeps us updated while we are away from our fur baby, definitely recommend her to anyone who needs a pet sitter!

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Jennifer V.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!

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

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
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

Thank you for taking such great care of our dog! We appreciated the picture, video, and text updates and that you included Teddy in your activities. You took great care of him! Will schedule again.

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Stephen B.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
220 reviews
87 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda was awesome! She took care of our dog as well as we would have ourselves. Frequent updates, communication, and feedback; and a really great environment are just some of the great points.

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

Edith was so amazing. We knew right from the beginning that she would take care of our baby. We wouldn't hesitate to come back again. Everything went so smoothly, I wouldn't worry one bit about booking. Thank you again! -Anne & Anthony

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

Ryan and Martha and their family have been a saving grace for me! Willow loves going over there, and clearly feels right at home. They send photos throughout her stay, and are so gracious with their time and thoughtfulness.

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Ashley D.
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
23 reviews
5 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: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert cared for our two cats over a 13 day span. He was so caring and supportive of them. We are very grateful to have peace of mind while we were away. His daily updates brought us a smile. Thank you Robert!

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Alex G.
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 and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Meghan D.
Sitter Profile Image: Olivia R.
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Olivia R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
60 reviews
14 repeat clients
13 years of experience
Madison, WI, 53715

Olivia watched my cat, Tony, for 8 days, and I couldn’t have asked for a better experience. She made me feel completely comfortable leaving him in her care alongside her two cats. I received daily updates and photos, which gave me peace of mind while I was away. It was clear that Tony was well cared for and happy. I would absolutely recommend Olivia to anyone looking for a reliable and caring pet sitter. 10/10!

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

Michelle was wonderful. She is super kind and so is her husband, Kevin. They handled my dog and his anxiety perfectly, couldn’t have asked for a better spot to board my dog :) he will definitely be my new go to when I need to go out of town!

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Mykenzie M.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Becky and Judd have treated Neko so well and if he was there own! They have worked with us on short notice stays, and always keep me updated on how well he’s doing! Neko loves going over there to be watched by their family!

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Brittany D.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

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Gigi F.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

Communication was great and our pup was well taken care of. We will keep Manjusha and Midhun in our short list of sitters we love. ❤️

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Teresa F.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

David was great! He was open to meeting ahead of booking to make sure our pets’ personalities meshed. Throughout the stay he was very communicative and sent updates, and flexible around drop off and pickup. I’d definitely book again! 👏

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

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

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Onix
Sitter Profile Image: Autumn P.
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Autumn P.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53597

Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.

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Kenadie S.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Cub had an amazing time staying with Lee for an extended weekend. We got daily updates and pictures/videos, and Lee has a great fenced in backyard for dogs to run around and play in. He was also very flexible with drop off and pickup times which was extremely convenient.

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Joseph B.
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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 - Highlands Community

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

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Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
249 reviews
84 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was excellent! Very helpful and communicative, and did a great job. We'd love to have Natalie look after our pets again in the future.

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Jennifer F.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
220 reviews
87 repeat clients
11 years of experience
Madison, WI, 53705

Cleda took great care of our cats while we were away! Left detailed notes and took lots of pictures so we knew our babies were doing well—would definitely rebook!

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Katy E.
Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
109 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya is amazing and sent us pictures everyday to check in. Our cat loved her (and our cat does not like strangers). Super accommodating and professional. We highly recommend her!

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Mikala W.
Sitter Profile Image: Kim M.
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Kim M.
from
$17
per visit
5.0 out of 5 stars
99 reviews
41 repeat clients
8 years of experience
Middleton, WI, 53562

Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!

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Alison B.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$14
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

Ryan was great. He stopped by once a day to check on my cat, feed him, and clean the litterbox. And we received a picture of my cat every day. Ryan jumped in at the last-minute request, and we greatly appreciated his timeliness and availability. Thank you, Ryan!

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Donna C.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie checked in on my cat daily for about a week. Great communication, reliable, prompt, took great care of my cat, and sent really cute photos too :)

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Tara M.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Sitter Profile Image: Anna H.
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Anna H.
from
$15
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
5 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$18
per visit
5.0 out of 5 stars
32 reviews
7 repeat clients
20 years of experience
Madison, WI, 53705

This was Sabrina’s second time sitting for my cats, and they were just as happy and comfortable with her as the first time. She’s reliable, caring, and clearly has a way with animals. I’ll definitely keep her as my go-to sitter. Highly recommend!

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Nate G.
Sitter Profile Image: Steve J.
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Steve J.
from
$15
per visit
4.9 out of 5 stars
24 reviews
5 repeat clients
2 years of experience
Madison, WI, 53717

He don’t falter in the face of adversity. He will battle tornado warning messages and rain alerts and still go and check on my meowisaurouses. Steve is one of the best!

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Richard N.
Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$16
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne is a delight! My cat fell in love with her immediately and she made him feel comfortable right away. Yvonne was very communicative and I knew my cat was in good hands. This was my first time using Rover and it was a great experience.

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Stephanie B.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
144 reviews
23 repeat clients
4 years of experience
Madison, WI, 53711

We just completed our second booking with Michelle, and once again, she exceeded our expectations! Our cat looks so happy and content in all the photos Michelle sent, which always brings us peace of mind while we're away. I really appreciate the thoughtful updates she provides—they're so reassuring. Michelle's attention to detail and considerate touches, like bringing in our mail, make her truly stand out. We're so grateful to have found such a caring and reliable sitter for our fur baby!

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Elizabeth M.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
564 reviews
173 repeat clients
30 years of experience
Madison, WI, 53719

The kitties were well taken care of and Jennifer was very flexible and willing to work with my when my travel plans got switched around. Thank you!!

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Kate W.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
111 reviews
36 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Hannah is the best cat sitter!! She helped us out last second cat sit need and could have appreciated it more. Her updates and photos are always great. She is really an excellent cat/house sitter.

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Sara M.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel did an amazing job watching my cat Gio for the week. She was attentive & communicative. I really appreciated the regular photo updates as it gave me peace of mind knowing he was doing well while I was away. She was also very responsive and easy to coordinate with from start to finish. I’d absolutely trust her to watch Gio again and would highly recommend her to anyone looking for a reliable and thoughtful pet sitter. First time using Rover and was super happy with how it all went.

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Antonio
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
133 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼

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Ruaidhri B.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Madison, WI, 53705

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per visit
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn did an awesome job with my cat Cleo. She was quick to respond to messages and sent lots of pictures. She even gave her a little Christmas present!

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Sarah W.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
30 years of experience
Regent, Madison, WI, 53726

Amy did such an amazing job! Even my shy cat came out for photos. She took extra care to ensure she was playing with them, which felt great as some people assume “they are just cats” and don’t need that extra interaction. Her updates were thorough, and I’m definitely getting some of the pictures she took of them framed!! After an especially scarring experience with a prior sitter, it feels nice to be able to trust someone again. Will definitely be using her again

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Ashley A.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
73 reviews
28 repeat clients
5 years of experience
Madison, WI, 53719

Austin did a great job. Followed cat care instructions perfectly and went above and beyond in keeping things tidy and clean. I highly recommend him.

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Aidan M.
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Perfect for high energy dogs - Highlands Community

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

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Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
249 reviews
84 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Loved getting the photos of Jackson out playing.

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

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

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Elizabeth J.
Sitter Profile Image: Allison C.
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Allison C.
from
$30
per day
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
69 reviews
23 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: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
331 reviews
200 repeat clients
7 years of experience
Middleton, WI, 53562

Gen hosted our pup on his first birthday and went out of her way to make him feel special on his big day. It definitely put this worrying puppy mom at ease knowing he was having such a fantastic time with Sasha and Gen while we were gone. His face always perks up when we pull into their driveway and he never wants to leave!

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Jenny J.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
14 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

Roz had so much fun at David’s!

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Jaclyn B.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
26 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: 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
23 reviews
5 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: Holly T.
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Holly T.
from
$40
per day
4.5 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Middleton, WI, 53562

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

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Denise F.
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: Amy F.
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Amy F.
from
$38
per day
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

Amy was so accommodating of my last minute request. She created a safe space for my senior dog and the puppy she was sitting

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Rhonda J.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
99 reviews
30 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: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
76 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

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

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Janice F.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$33
per day
5.0 out of 5 stars
50 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Bean loves going to Ryan & Martha’s and always comes home tired which means she had fun :) they are super quick to respond and always send pictures

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Erin B.
Sitter Profile Image: Amy H.
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Amy H.
from
$45
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
Woodland Hills, Madison, WI, 53717

Amy and her kids were great with Fuzzy Wuzzy. thank you!!

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Mo D.
Sitter Profile Image: Helen S.
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Helen S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
38 reviews
13 repeat clients
5 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Helen and her mom were so great to my pup Rooster. They took him on two walks and sent several pictures, which put my mind at ease. Definitely recommend!

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Grace H.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$36
per day
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Bobby was great! He send me lots of photos and updates throughout the day. I knew she was well cared for. I was apprehensive to try this app, but Bobby alleviated my anxieties by providing Sadie with awesome care!

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Katie H.
Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$25
per day
3 repeat clients
20 years of experience
Middleton, WI, 53562

About: I treat animals as though they would be my own. I grew up around both dogs and cats so I know how to treat them very lovingly. I am usually spending time with my daughter every other weekend. I have a loving holden retriever that i would like to get outside with more at the dog park. I look forward to getting to know each and every one of you and your pets and would love to help out as much as I can. I currently dont work and am doing online schooling so I have plenty of time to spend with not not only my pup but yours as well. I usually stay at home, but if I do go out to the store my pup comes with me for a car ride or we go out to the dog park.

Sitter Profile Image: Hanna N.
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Hanna N.
from
$35
per day
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna saved me in a sticky situation where I needed to board my dog unexpectedly. She was able to alleviate my worries about my fur baby being cared for while I was out of the country and I can’t thank her enough!

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Kelly J.
Sitter Profile Image: Jenna R.
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Jenna R.
from
$30
per day
10 years of experience
Middleton, WI, 53562

About: I’ve taken care of dogs since I was 10 or 11. I have had a dog growing up and am very responsible for caring for them and giving them what they need. I love all dogs and would love to give your dog the exercise it needs! I’m currently home from college and would love to work with pups over the summer! I’m pretty flexible on when and where I’m able to work! I have a dog at my home and I live right next to a park that I bring my dog to a bunch over the summer. My dog plays well with other dogs and would love some more company this summer!

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

Adventure-ready dog walkers - Highlands Community

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: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
133 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra has been so helpful, not only in walks but also advice! My dog has had a crusty nose that hasn’t gone away even with vets advice and she was able to give me tips that got it so much better.

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Holly F.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Amazing service provided by Stefanie! Great communication, photo updates and extras like grabbing our mail/packages. Best care for our fur baby!!

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Theresa W.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
564 reviews
173 repeat clients
30 years of experience
Madison, WI, 53705

Jennifer was easy to communicate with and took good care of Tony on his walk and fed him. She arrived as scheduled and kept us updated along the way. We would definitely ask Jennifer to walk Tony again in the future. Thank you!!

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Hannah & Eli W.
Sitter Profile Image: Victor N.
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Victor N.
from
$18
per walk
5.0 out of 5 stars
42 reviews
9 repeat clients
10 years of experience
Middleton, WI, 53705

Victor always does a great job with my little Buddy. Sometimes I am nervous about how my dog might react around a new person, but Victor has been amazing and Buddy loves when he visits. Definitely recommend!

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Sarah K.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$18
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Madison, WI, 53705

About: Hi! I’m a lifelong animal lover who’s been caring for dogs since I was around 10 years old. I grew up with dogs, helped train my family’s pups, and have been the go-to dog sitter for family and friends for years. I’m comfortable with walks, baths, feeding routines, playtime, and making sure your pet feels safe, happy, and cared for while you’re away. Whether your pet is energetic, shy, cuddly, or a little goofy, I’ll treat them like they’re my own :) Currently accepting bookings for July only, as I will be moving at the end of the month! See my calendar for availability! I’m currently a graduate student finishing my final courses online this summer, which gives me a very flexible schedule and plenty of time to dedicate to pet care. I’m available by request in the mornings, afternoons, and on weekends, and I’m happy to work with your schedule whenever possible. My goal is to be flexible and reliable so I can step in and provide consistent care whenever you need help with your pets :) I always aim to make them feel as comfortable, safe, and loved as possible. I’m very adaptable and I understand that every pet has their own routine, personality, and needs. Before any booking, I like to ask a few questions about your pet’s habits, personality, and preferences so I can provide the best care tailored specifically to them. I follow feeding, walking, and medication routines closely and make sure they get plenty of attention, playtime, and companionship. If I’m in your home, I also respect your space and keep things clean and consistent for your pet so they feel secure in their familiar environment.

Sitter Profile Image: Ryan H.
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Ryan H.
from
$15
per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!

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Elaina M.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per walk
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn did a great job with Willis! Her feedback was helpful and it was nice to know he was being well taken care of. Alisyn worked with us on everything we needed. Highly recommend! We will be continuing to use her services.

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Mike & Jenny B.
Sitter Profile Image: Manu & Joseph B.
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Manu & Joseph B.
from
$18
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
9 years of experience
Middleton, WI, 53562

Joseph is great with our AmStaff. The basics of timely and great communication definitely met. But then way above and beyond in his care and exercise of a high energy 5 year old Staffie. Koda is is noticeably and positively impacted by the days Joseph visits. Strongly recommend!!!

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Michael M.
Sitter Profile Image: Allison C.
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Allison C.
from
$20
per walk
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
73 reviews
28 repeat clients
5 years of experience
Madison, WI, 53719

Austin was fantastic walking Mazie! Great communication, lots of pictures, and she was tired and seemed very comfortable and happy. I recommend to everyone!

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Cailin C.
Sitter Profile Image: Molly H.
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Molly H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
25 years of experience
Middleton, WI, 53562

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

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Sarah G.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
26 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: Jennifer F.
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Jennifer F.
from
$25
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

About: Hi! I'm Jen and I'm a self-professed animal lover! Cats and dogs are a big part of my life. My family always used in-home pet sitting for our dogs, a couple of whom were traumatized and required a little more comfort than most. I understand how it can be hard to leave a dog in a kennel or an unfamiliar home. That's where I come in! Let me pamper your fur baby and put your mind at ease. I am an elementary school teacher on summer break, so I have pretty wide-open availability for the season. I craft heavily when I'm not working, but that can always be paused to attend to pets :) I believe in respect for animals first and foremost! Reading their body language and listening to their cues is crucial. I also believe in trusting owners’ advice about their pets since you know your fur baby best!

Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great! On time, reliable and awesome communication!

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Jackie K.
Sitter Profile Image: Ashley N.
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Ashley N.
from
$16
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Madison, WI, 53719

About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!

Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
137 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was great with my great with my dog who was being extra difficult. She was very communicative and able to get my dog outside. Can’t thank her enough!

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Cally G.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$15
per walk
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
Fitchburg, WI, 53719

About: Our kids LOVE dogs, they pretty much live for them. We can't have our own right now, so we want to love on yours while you're away! We've owned our own dogs, and both of the adults grew up taking care of and loving dogs. We're happy to help reinforce any training that you're doing with your pup! We work during the week, but we can spend the weekend giving full-time care to your dog! We are open to watching your pup during the week, but they would be home alone from about 9am-4:30 pm. Just send me a message if you need longer care than the weekend and we can discuss details! We have a fenced backyard with plenty of room for dogs to run and play fetch. We can offer plenty of outside time and bathroom breaks, we're happy to keep your pet on their typical schedule!

Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$25
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Middleton, WI, 53562

About: Although I’m new to Rover, I bring several years of pet care experience for friends and family, both in-home and in my own. Since I don’t currently have a pet, I look forward to giving yours my full attention and care. I’m comfortable with both dogs and cats of all sizes and love giving them plenty of walks, playtime, and snuggles. With a flexible remote work schedule, I can provide consistent care during the day, evenings, and overnights. As an early riser, I enjoy starting mornings with a walk, and I make sure your pet receives lots of attention, exercise, and companionship any time of day. I provide loving care while making sure your pet’s routines are followed exactly as directed, from feeding schedules to walks and playtime, so they stay comfortable and safe. I’ll also share regular updates and photos, giving you peace of mind while you’re away.

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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 - Highlands Community

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

Wonderful sitter! Lindsey always keeps us updated while we are away from our fur baby, definitely recommend her to anyone who needs a pet sitter!

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

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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

Ryan and Martha and their family have been a saving grace for me! Willow loves going over there, and clearly feels right at home. They send photos throughout her stay, and are so gracious with their time and thoughtfulness.

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Ashley D.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert cared for our two cats over a 13 day span. He was so caring and supportive of them. We are very grateful to have peace of mind while we were away. His daily updates brought us a smile. Thank you Robert!

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

Michelle was wonderful. She is super kind and so is her husband, Kevin. They handled my dog and his anxiety perfectly, couldn’t have asked for a better spot to board my dog :) he will definitely be my new go to when I need to go out of town!

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Mykenzie M.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Becky and Judd have treated Neko so well and if he was there own! They have worked with us on short notice stays, and always keep me updated on how well he’s doing! Neko loves going over there to be watched by their family!

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Brittany D.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

Communication was great and our pup was well taken care of. We will keep Manjusha and Midhun in our short list of sitters we love. ❤️

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Teresa F.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

David was great! He was open to meeting ahead of booking to make sure our pets’ personalities meshed. Throughout the stay he was very communicative and sent updates, and flexible around drop off and pickup. I’d definitely book again! 👏

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

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

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Onix
Sitter Profile Image: Autumn P.
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Autumn P.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53597

Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.

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Kenadie S.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Cub had an amazing time staying with Lee for an extended weekend. We got daily updates and pictures/videos, and Lee has a great fenced in backyard for dogs to run around and play in. He was also very flexible with drop off and pickup times which was extremely convenient.

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Joseph B.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
11 years of experience
Dudgeon-Monroe, Madison, WI, 53711

It was our second boarding experience with Grace and she provided excellent care to our large dog. We love the photos and updates she provides.

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Christina R.
Sitter Profile Image: Juan P.
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Juan P.
from
$30
per night
4.4 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Leopold, Fitchburg, WI, 53713

We love this sitter! Juan and Gabriel have become our go-to sitter! Our dog (who has severe social anxiety) absolutely adores them! I would highly recommend booking with them! They are very accommodating for a last minute night out, being late for drop off, or having special requests! Overall great and compassionate people to be around!

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Liam S.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
8 years of experience
Fitchburg, WI, 53711

This was our first time using Rover, and we could not be happier with the care Emily and her family gave our dog, Bob. It was clear from the start that he was in kind and attentive hands. Emily shared photos during our trip, which meant so much to us and gave us real peace of mind. Knowing Bob was happy and well cared for made it much easier to be away. We will absolutely use Emily again and highly recommend her to anyone looking for loving, reliable care for their pet.

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Anne F.
Sitter Profile Image: Beatrice L.
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Beatrice L.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 years of experience
Bay Creek, Madison, WI, 53715

Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again

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

Jessica and her kiddos were great to my dog! He got along well with her doggos and she kept them all super active! Really appreciated all the pictures and updates while I was gone. Would 100%book with her again!

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

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

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Kara B.
Sitter Profile Image: Gen A.
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Gen A.
from
$75
per night
5.0 out of 5 stars
331 reviews
200 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was fantastic with our dog over the weekend. Although he can get nervous around new people and dogs, he quickly warmed to everyone. I appreciate the regular updates and all of the cute pictures. Would absolutely book again!

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Nate J.
Sitter Profile Image: Lauren O.
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Lauren O.
from
$55
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Capitol, Madison, WI, 53703

Mellie told me herself that Lauren is one of her favorite sitters! She always has so much fun, goes on lots of walks, and gets so many cuddles!

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Kaycee S.
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