Personalized care for your dog or cat - Woodlands

Highly-rated overnight sitters - Woodlands

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

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

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Heather M.
Sitter Profile Image: 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

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

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

Edith 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: 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

I am so glad we chose Cleda to watch our sweet girl Coda during our week-long trip. I was so nervous to leave her, as she is a shy, anxious pup and this was her first time away from us since we adopted her. But from Cleda's first picture update less than an hour after we dropped her off, I could tell Coda was in the best hands and already comfortable with Cleda. We so appreciated Cleda's daily updates and we felt like we could really tell Coda was enjoying her stay and what she was up to. We definitely plan to return to Cleda for all future dog-sitting needs, and we know our pup will be so happy about that! Thanks Cleda & Roxie!

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Kirsten A.
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

We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!

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Manisha C.
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: 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 took great care of my dog, and I was greeted by a very happy pup and a wagging tail. He was very flexible and communicative. I really appreciated the care and attention he paid to my dog.

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Abraham G.
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: 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

Our boys had a great time with Michelle and her family! She kept us updated and sent pictures during there stay. Would highly recommend her for your petsitting needs.

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

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

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Corinne H.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

Excellent care for Judge. Had no issues whatsoever. Prompt communication and daily updates during the stay. Will definitely recommend and book again.

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Ushmal R.
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: 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

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

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Holli H.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$45
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna was great, took excellent care of our dog. She provided updates throughout the stay. We will definitely be using Hanna next time we go out of town!

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Matthew B.
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
40 reviews
12 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: Gina S.
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Gina S.
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!

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Samarashay S.
Sitter Profile Image: Juan P.
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Juan P.
from
$30
per night
4.4 out of 5 stars
9 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.
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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 - Woodlands

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

Natalie took great care of my cat while I was away, and was responsive and gave detailed updates throughout the term. I’ll definitely be booking with her in the future!

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Tim P.
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 did a fantastic job taking care of our blind cat and six chickens! Her love of animals and willingness to take on new challenges made her a great pet sitter!

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Cameron M.
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: 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

Kim was so easy to work with - she responds to messages very quickly, sent written and picture updates, and had a simple set-up for key drop off and pick up. I could tell my cat was very well cared for while I was gone!

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Hanna K.
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

This was our first time using Rover, and Cleda did an amazing job with our cat! She provided updates and photos each day. We felt confident that our pet was in good hands. We will definitely book with her again!

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Stephanie K.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
18 reviews
4 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: Mandy C.
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Mandy C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
4 years of experience
Verona, WI, 53593

Mandy truly took wonderful care of our cats, Meeko and Princess! I really appreciate all the lovely comments after each visit, and I loved receiving the photos—they made me smile! I wholeheartedly recommend Mandy as a cat sitter, and I will definitely be asking her again to look after our furry friends. 🐈🐈🤗

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Ayelen B.
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: Steve J.
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Steve J.
from
$15
per visit
4.9 out of 5 stars
25 reviews
5 repeat clients
2 years of experience
Madison, WI, 53717

Steve took amazing care of my two cats while I was away! He was great at communicating and left my house just as I had left it. I would def recommend him as a sitter!

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Rose K.
Sitter Profile Image: Anna H.
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Anna H.
from
$15
per visit
5.0 out of 5 stars
35 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: 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 house sat for our two cats when we went on vacation. We felt really comfortable with her watching our cats and home. She sent us updates, pictures, and everything went really smoothly!! Thank you Hannah!!

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

We were incredibly grateful that Jennifer was able to accept a last-minute request when our family experienced an unexpected emergency and my husband was suddenly hospitalized. I reached out to her around 10:30 p.m., and she responded right away with understanding and flexibility. During such a stressful time, knowing Missy was in safe, capable hands brought us tremendous peace of mind. Jennifer followed our care instructions closely, including giving Missy her daily medication, and managed feeding and litter box. Missy is shy around new people, especially during stressful changes, but Jennifer was calm and patient. Her gentle approach helped Missy feel comfortable and secure in our absence. It’s clear that she is not only experienced but also genuinely compassionate and attentive to each animal’s needs. As pet owners, we value someone who is dependable, communicative, and truly cat-savvy—and Jennifer exceeded every expectation. We feel very fortunate to have found her at the last minute and will absolutely be booking her again!!!

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Jennifer V.
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

I needed someone very last minute to watch my cats while I was away and Sabrina came through! She saved my trip! She took great care of my cats, giving me thorough updates and made me feel at ease leaving them for a week, will definitely book again 😊

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Marina S.
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 was absolutely wonderful with our two senior dogs! She gave them the extra care and attention they needed, and her beautifully written, detailed report cards gave us such peace of mind while we were away. It’s clear she truly cares about the pets she looks after — we couldn’t have asked for a better sitter. Highly recommend!

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Kate K.
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 is amazing! She did such a great job watching my cat Cleo while I was gone for a month and sent so many pictures. She left the apartment super clean. You can tell she genuinely loves the animals she cares for.

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Sarah W.
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

She did such a good job with my 2 fur babies! I was on a long trip (overseas!!) and was so anxious about it, especially with one of my 2 cats needing very specific feeding directions! She was thorough, quick to respond, and it was such a good sign that my shy guy came out to see her every time! So happy with her services and would 1000% book again

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Ashley A.
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

Couldn't be more impressed with Michelle. She took really good care of Benji and Lexi, and took the time to write detailed reports for every visit, including pictures and videos. The kittens were very energized! She also cleaned up during the last visit, which is much appreciated. Highly recommend!

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James W.
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
29 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.
Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
56 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Return customer here!! Jess was so great with my cat. My cat isn’t a fan of new people (she still hides from people she’s known for months) YET Jess was able to get her to warm up enough for some pets. I really appreciated her pictures and descriptions for each visit. My cat was well taken care of and I plan to use Jess as my petsitter the next time I’m away.

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Kaitlyn K.
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Perfect for high energy dogs - Woodlands

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: Natalie B.
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Natalie B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
252 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

Our go to rover in the Madison area. I never ever worry about Mazie in Gen’s care. Mazie is exhausted, and always seems happy! Highly recommend to anyone.

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Cailin C.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 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: 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: 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: 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 watched my Kira today. She sent me pictures and assured me that Kira was having a great time. She has a nice fenced yard and her dog Sadie is so sweet! Sadie also has the same amount of energy as my dog, they played well together. Kira is wiped out from today’s play day and can’t wait to see Hanna and Sadie again next week!

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Cherry J.
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: 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: Bevin R.
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Bevin R.
from
$25
per day
5.0 out of 5 stars
3 reviews
8 years of experience
Madison, WI, Madison, WI, 53717

About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.

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

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

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Janice F.
Sitter Profile Image: Jeanette R.
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Jeanette R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
44 reviews
11 repeat clients
20 years of experience
Madison, WI, 53719

Jeanette is always super attentive, patient and keeps us updated through the day! We'll keep using her help every time we need it cause our puppy has felt very welcome in her house ❤️

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Sofia G.
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: 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

My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!

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Bella G.
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: 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 - Woodlands

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: 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: 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 is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.

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Francesca C.
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 B.
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Jennifer B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
18 reviews
4 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer is great with my pup Jupiter who is super curious but can also be a bit anxious and energetic at times. My big boy comes back all smiles and tail wags after his walks!

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

We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!

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

Austin is fantastic! I love all of the pictures, updates, flexibility, and care he takes while walking Mazie! She always looks so happy and excited! Will recommend Austin to anyone and 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
5 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: Jennifer G.
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Jennifer G.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

Jennifer was great! Super friendly, wonderful with my dog Sadie and very communicative!!

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Katie H.
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: 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 did an excellent job. When we first met, she took notes about my requests. She followed my directions precisely and took excellent care of Myla. I received updates before, during, and after Myla's walk and she left very thorough notes on the visit card. I highly recommend Michelle.

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Lawrence O.
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.

Sitter Profile Image: Megan B.
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Megan B.
from
$20
per walk
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Megan did a great job with Sami while we were away! We would definitely use her again!

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Andy O.
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: 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: Alliyah D.
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Alliyah D.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

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Jennifer C.
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!

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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 - Woodlands

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

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

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Heather M.
Sitter Profile Image: 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

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

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Holly K.
Sitter Profile Image: 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 took great care of my dog, and I was greeted by a very happy pup and a wagging tail. He was very flexible and communicative. I really appreciated the care and attention he paid to my dog.

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Abraham G.
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: 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

Our boys had a great time with Michelle and her family! She kept us updated and sent pictures during there stay. Would highly recommend her for your petsitting needs.

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

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

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Corinne H.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

Excellent care for Judge. Had no issues whatsoever. Prompt communication and daily updates during the stay. Will definitely recommend and book again.

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Ushmal R.
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: 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

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

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Holli H.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$45
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna was great, took excellent care of our dog. She provided updates throughout the stay. We will definitely be using Hanna next time we go out of town!

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Matthew B.
Sitter Profile Image: Juan P.
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Juan P.
from
$30
per night
4.4 out of 5 stars
9 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: 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: Amy H.
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Amy H.
from
$50
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
Woodland Hills, Madison, WI, 53717

Amy and her family including the pups were the best hosts for Polo. My pup had a good time with Amy and we will highly recommend Amy to anyone looking for a sitter.

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Akshay A.
Sitter Profile Image: Beatrice L.
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Beatrice L.
from
$40
per night
5.0 out of 5 stars
6 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: 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

This is my second time boarding my dog with Grace and her partner. Maisie ran to get out of the truck and into their yard! They do a wonderful job. I already have a third visit scheduled.

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David Z.
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: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
10 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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Allison M.
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

We love sending our two dogs to stay with Gen! She provides updates when needed, but also is clear that no news is good news. Our dogs always come home sleepy from lots of safe play at her house, and we love the photos updates sent so we can see them in action. We know that are dogs are fed in safe environment, and Gen is great about listening to your dogs specific needs (resource guarding etc). If you’re looking for a fun, controlled place to board your dogs, highly recommend Gen!

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Ashleigh & Travis M.
Sitter Profile Image: Amy F.
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Amy F.
from
$50
per night
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

Amy and her family were delightful! I felt comfortable with her from our first meet up. She provided regular updates including photos and videos. My dogs seemed to genuinely enjoy their stay. They got plenty of play, walks, and snuggles. I highly recommend Amy!

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Catherine C.
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