House Sitting in Highland Manor, Madison, WI

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Top rated Highland Manor house sitters

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Sitter Profile Image: Katie T.
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Katie T.
Star Sitter
from
$60
per night
5 out of 4.9 stars
27 reviews
3 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!

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Dawn S.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
68 reviews
21 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

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Ariana S.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$29
per night
5 out of 5.0 stars
8 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Appreciate Jolie taking care of my pups while I was out of town! She connects well with my anxious little friends and she makes sure everything goes smoothly.

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Erick S.
Sitter Profile Image: McKenna B.
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McKenna B.
from
$40
per night
5 out of 5.0 stars
6 reviews
20 years of experience
Madison, WI, 53711

McKenna was an incredible dog sitter—caring, reliable, and a clear communicator. We got regular updates and came home to a happy, well-loved dogs. Highly recommend!

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Karly C.
Sitter Profile Image: Leah B.
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Leah B.
from
$55
per night
5 out of 4.7 stars
65 reviews
26 repeat clients
6 years of experience
Monona, WI, 53716

Leah did an amazing job for us both pet sitting and house sitting! She was an excellent communicator and flexible with us since we had an unanticipated home repair come up while we were away. Our dogs loved her, and she was a conscientious and considerate caretaker. I would not hesitate to hire Leah again.

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Anna H.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$80
per night
5 out of 5.0 stars
489 reviews
123 repeat clients
13 years of experience
Madison, WI, 53705

Ashley recently dog/house sat for us for several days. Using our dog's reaction to our return of "oh, you're back. Cool." as a guide, apparently she barely knew we were gone. :) Ashley shared info and photos, followed our feeding and care guidelines, and even stripped the sheets on the bed.

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Eileen K.
Sitter Profile Image: Amanda B.
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Amanda B.
from
$45
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
9 years of experience
Marquette, Madison, WI, 53703

Amanda was amazing and worked wonderfully with our pets, we will definitely be using her services again!!

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Mel W.
Sitter Profile Image: Travis M.
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Travis M.
Star Sitter
from
$65
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️

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Elaine W.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
22 reviews
14 repeat clients
2 years of experience
Fitchburg, WI, 53711

Samantha went above and beyond in countless ways! I will definitely be using her services again. She checked in with updates and photos which reassured me and let me fully enjoy my time away knowing my dog was clearly doing very well. When I got home everything was just as I’d left it. Couldn’t recommend Samantha enough! She was amazing!!!

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Amanda M.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$60
per night
5 out of 5.0 stars
57 reviews
16 repeat clients
3 years of experience
Regent, Madison, WI, 53726

Sophie was amazing with my dog, Skye, who is a rescue husky (and is therefore VERY anxious)! Sophie made her feel at ease really quickly and I could tell how happy Skye was from the pictures she sent! I missed her a lot but knew she was having fun and making a new friend in Sophie! I will absolutely book her again and recommend her VERY highly!

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Kelly H.
Sitter Profile Image: Coral S.
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Coral S.
Star Sitter
from
$55
per night
5 out of 5.0 stars
23 reviews
5 repeat clients
16 years of experience
Monona, WI, 53713

Coral took really good care of our two dogs and cat while we were away for the weekend. She was super reliable and communicative all weekend. We definitely recommend working with her and hope to work with her again!

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Jackie B.
Sitter Profile Image: William L.
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William L.
from
$55
per night
5 out of 5.0 stars
3 reviews
3 years of experience
Capitol, Madison, WI, 53703

William was great and sent updates about how Archie was doing throughout the day!

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Carrie S.
Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter
from
$28
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie was great with my puppy Apollo, very attentive, cleaned up messes when he had accidents. She kept him occupied and played with him lots so he wasn’t too energized when we got home from work after being in the cage most of the day!

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Megan S.
Sitter Profile Image: Vanessa U.
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Vanessa U.
from
$28
per night
4 years of experience
Sherman Terrace, Madison, WI, 53704

About: I have experience taking care of a high medical needs cat. I also have experience with deaf and blind cats. I understand each pet is an individual and will adjust my care as I get to know them. Some pets love human interaction and others need their space. I’m absolutely ready to kiss and hug them or give them the distance they need to feel safe. Nothing like the smell of fresh litter in the morning! I am a cat mom to 2 playful, cuddly adopted babies. I recently became a volunteer at a cat shelter, which gives me so much purpose. I have a full time job Monday-Friday. I am looking to occasionally pet sit on weekends and early mornings on weekdays. Home is a scared place. I will treat your pets and your space respectfully. I can send you all the photos you need to feel comfortable, or video call you. I am comfortable cleaning up after your pet, and giving them all the cuddles and words of affirmation they need while you are away.

Sitter Profile Image: Karina M.
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Karina M.
from
$30
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!

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Tony P.
Sitter Profile Image: Andrew L.
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Andrew L.
Star Sitter
from
$89
per night
5 out of 5.0 stars
162 reviews
61 repeat clients
25 years of experience
Madison, WI, 53715

Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

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Kathleen T.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$48
per night
5 out of 5.0 stars
3 reviews
1 repeat client
12 years of experience
Madison, WI, 53711

Hannah was great. She was communicative from start and asked good questions when she stopped by for a quick visit before her stay. Nigel was happy and the house was tidy when we came back! We'd glad have Hannah back.

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Shelley W.
Sitter Profile Image: Sophie N.
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Sophie N.
Star Sitter
from
$85
per night
5 out of 5.0 stars
58 reviews
16 repeat clients
6 years of experience
Bay Creek, Madison, WI, 53715

Sophie has taken care of my 7-year-old retired racing greyhound, Sasha, several times since October 2023. She always does a phenomenal job. She is deeply caring of my dog and takes impeccable care of my home. I feel so fortunate to have found her! Thank you, Sophie!

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Andrew D.
Sitter Profile Image: Bee R.
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Bee R.
from
$60
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
5 years of experience
Capitol, Madison, WI, 53703

He was very punctual, respectful, and caring with my pup when she came to sit for him at my home. She asked about what things she was able to use and what I was comfortable with. She also sent me many many pictures throughout the day and gave me updates. I highly recommend her to anyone.

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Nimisha K.
Sitter Profile Image: Abby N.
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Abby N.
Star Sitter
from
$55
per night
5 out of 5.0 stars
35 reviews
10 repeat clients
8 years of experience
Fitchburg, WI, 53713

Abby is truly the best!! We felt so comforted knowing our boys were cared for and loved by Abby while on vacation. Our cats are NEEDY and she was there for them in every way. She was super responsive and sent frequent adorable updates. She handled an unexpected difficult behavior situation between the boys calmly and wonderfully. We returned to a sparkling house with two healthy and happy cats!! We’re so grateful for Abby’s help and would book her again in a heartbeat. Can’t recommend her enough! Thank you!! ❤️

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William M.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Katie T.
Verified Enhanced Background Check
Sitter Profile Image: Katie T.
Verified Enhanced Background Check

Katie T.
Star Sitter

ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
27 reviews
3 repeat clients
Profile image

Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!

Availability updated yesterday
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
68 reviews
21 repeat clients
Profile image

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

Availability updated 2 days ago
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
8 reviews
5 repeat clients
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Appreciate Jolie taking care of my pups while I was out of town! She connects well with my anxious little friends and she makes sure everything goes smoothly.

Availability updated 3 days ago
Sitter Profile Image: McKenna B.
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Sitter Profile Image: McKenna B.
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McKenna B.

Reliable, Responsible, and Fun!
Madison, WI, 53711
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
6 reviews
Profile image

McKenna was an incredible dog sitter—caring, reliable, and a clear communicator. We got regular updates and came home to a happy, well-loved dogs. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Leah B.
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Sitter Profile Image: Leah B.
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Leah B.

I absolutely love to love dogs
Monona, WI, 53716
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.7 stars
65 reviews
26 repeat clients
Profile image

Leah did an amazing job for us both pet sitting and house sitting! She was an excellent communicator and flexible with us since we had an unanticipated home repair come up while we were away. Our dogs loved her, and she was a conscientious and considerate caretaker. I would not hesitate to hire Leah again.

Availability updated 14 days ago
Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter

Treating Your Furbabies Like My Own
Madison, WI, 53705
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
489 reviews
123 repeat clients
Profile image

Ashley recently dog/house sat for us for several days. Using our dog's reaction to our return of "oh, you're back. Cool." as a guide, apparently she barely knew we were gone. :) Ashley shared info and photos, followed our feeding and care guidelines, and even stripped the sheets on the bed.

Availability updated 5 days ago
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check

Amanda B.

Looking to get my doggy fix! 🐾
Marquette, Madison, WI, 53703
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Amanda was amazing and worked wonderfully with our pets, we will definitely be using her services again!!

Availability updated 32 days ago
Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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Travis M.
Star Sitter

Reliable, caring dog-lover
MONONA, WI, 53713
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️

Availability updated 23 days ago
Sitter Profile Image: Samantha S.
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Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter

Loving & Skilled Pet Care Pro
Fitchburg, WI, 53711
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
22 reviews
14 repeat clients
Profile image

Samantha went above and beyond in countless ways! I will definitely be using her services again. She checked in with updates and photos which reassured me and let me fully enjoy my time away knowing my dog was clearly doing very well. When I got home everything was just as I’d left it. Couldn’t recommend Samantha enough! She was amazing!!!

Availability updated 2 days ago
Sitter Profile Image: Sophie H.
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Sitter Profile Image: Sophie H.
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Sophie H.

I would love to love your pets!
Regent, Madison, WI, 53726
4.5 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
57 reviews
16 repeat clients
Profile image

Sophie was amazing with my dog, Skye, who is a rescue husky (and is therefore VERY anxious)! Sophie made her feel at ease really quickly and I could tell how happy Skye was from the pictures she sent! I missed her a lot but knew she was having fun and making a new friend in Sophie! I will absolutely book her again and recommend her VERY highly!

Availability updated 2 days ago
Sitter Profile Image: Coral S.
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Sitter Profile Image: Coral S.
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Coral S.
Star Sitter

All types of animal care!
Monona, WI, 53713
0.9 mi. away
Boarding, House Sitting, Dog Walking
from
$55
per night
5 out of 5.0 stars
23 reviews
5 repeat clients
Profile image

Coral took really good care of our two dogs and cat while we were away for the weekend. She was super reliable and communicative all weekend. We definitely recommend working with her and hope to work with her again!

Availability updated today
Sitter Profile Image: William L.
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Sitter Profile Image: William L.
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William L.

UW Student w/ Great Pet Care!
Capitol, Madison, WI, 53703
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
3 reviews
Profile image

William was great and sent updates about how Archie was doing throughout the day!

Availability updated yesterday
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check

Stephanie H.
Star Sitter

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Stephanie was great with my puppy Apollo, very attentive, cleaned up messes when he had accidents. She kept him occupied and played with him lots so he wasn’t too energized when we got home from work after being in the cage most of the day!

Availability updated 10 days ago
Sitter Profile Image: Vanessa U.
Verified Enhanced Background Check
Sitter Profile Image: Vanessa U.
Verified Enhanced Background Check

Vanessa U.

I also speak to my very deaf cat.
Sherman Terrace, Madison, WI, 53704
4.6 mi. away
House Sitting, Drop-In Visits
from
$28
per night
2 reviews

Vanessa is great with pets! She's a cat mom, with a dog mom heart. Our dogs, Pinky and Livi, can be shy around other humans, but Vanessa's warm and kind demeanor quickly melted that away. Now they run in excitement when they see her. She also help take care of our cat Cleo when we were away on a trip. Cleo is blind and elderly, so the extra effort and TLC Vanessa gave her was very appreciated!

Availability updated 2 days ago
Sitter Profile Image: Karina M.
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Sitter Profile Image: Karina M.
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Karina M.

Dependably kind and reliable
Marquette, Madison, WI, 53703
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

Karina was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!

Availability updated 7 days ago
Sitter Profile Image: Andrew L.
Verified Background Check
Sitter Profile Image: Andrew L.
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Andrew L.
Rover 101
Star Sitter

Looking for a fur baby to love! 💜
Madison, WI, 53715
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$89
per night
5 out of 5.0 stars
162 reviews
61 repeat clients
Profile image

Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

Availability updated today
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check

Hannah P.

Dogtor by day ⚕, dogmom always 🐾
Madison, WI, 53711
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Hannah was great. She was communicative from start and asked good questions when she stopped by for a quick visit before her stay. Nigel was happy and the house was tidy when we came back! We'd glad have Hannah back.

Availability updated 37 days ago
Sitter Profile Image: Sophie N.
Verified Background Check
Sitter Profile Image: Sophie N.
Verified Background Check

Sophie N.
Star Sitter

5 Star Pet Care
Bay Creek, Madison, WI, 53715
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
58 reviews
16 repeat clients
Profile image

Sophie has taken care of my 7-year-old retired racing greyhound, Sasha, several times since October 2023. She always does a phenomenal job. She is deeply caring of my dog and takes impeccable care of my home. I feel so fortunate to have found her! Thank you, Sophie!

Availability updated yesterday
Sitter Profile Image: Bee R.
Verified Enhanced Background Check
Sitter Profile Image: Bee R.
Verified Enhanced Background Check

Bee R.

Kind and Warm Trusty Play Pal
Capitol, Madison, WI, 53703
3.2 mi. away
House Sitting, Dog Walking
from
$60
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

He was very punctual, respectful, and caring with my pup when she came to sit for him at my home. She asked about what things she was able to use and what I was comfortable with. She also sent me many many pictures throughout the day and gave me updates. I highly recommend her to anyone.

Availability updated 8 days ago
Sitter Profile Image: Abby N.
Verified Enhanced Background Check
Sitter Profile Image: Abby N.
Verified Enhanced Background Check

Abby N.
Star Sitter

Active dog lover w puppy experience
Fitchburg, WI, 53713
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
35 reviews
10 repeat clients
Profile image

Abby is truly the best!! We felt so comforted knowing our boys were cared for and loved by Abby while on vacation. Our cats are NEEDY and she was there for them in every way. She was super responsive and sent frequent adorable updates. She handled an unexpected difficult behavior situation between the boys calmly and wonderfully. We returned to a sparkling house with two healthy and happy cats!! We’re so grateful for Abby’s help and would book her again in a heartbeat. Can’t recommend her enough! Thank you!! ❤️

Availability updated 3 days ago

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