Pet Sitting & Drop Ins in High Point Estates, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated High Point Estates pet sitters

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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
22 reviews
6 repeat clients
16 years of experience
Verona, WI, 53593

Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.

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

I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.

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Garrett D.
Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
97 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).

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Luke R.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
12 reviews
4 repeat clients
15 years of experience
Madison, WI, 53719

Laura is amazing!! Responds super quick and I felt so at ease knowing she would take great care of my young puppy who requires a lot of attention! Couldn’t have asked for anything better!

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Anna O.
Sitter Profile Image: Krista C.
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Krista C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
94 reviews
22 repeat clients
20 years of experience
Verona, WI, 53593

Krista was wonderful. She sent reassuring updates on my dog’s demeanor and activities (I’m retired and my dog and I are rarely separated) and the photos she sent showed a contented, happy pup. When I arrived home, my dog was very happy, but not frantic, to see me. I will definitely hire Krista again.

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Linda B.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
60 reviews
20 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!

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Claire C.
Sitter Profile Image: kylie l.
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kylie l.
from
$18
per visit
5 out of 5.0 stars
77 reviews
21 repeat clients
1 year of experience
Madison, WI, 53719

Kylie was a lifesaver - she accepted my request on very short notice after I was left scrambling. She was quick to respond and was easy to communicate with. She did everything as asked and provided an update w/ a picture. Would definitely recommend and will utilize her again in the future.

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Joe N.
Sitter Profile Image: Anna O.
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Anna O.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
23 years of experience
Madison, WI, 53711

She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!

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Niabi
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
75 reviews
34 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Francesca C.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
192 reviews
79 repeat clients
11 years of experience
Madison, WI, 53705

Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.

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Jann T.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
17 reviews
5 repeat clients
20 years of experience
Madison, WI, 53719

About: Hi, I’m Kaitlyn and I’ve lived with dogs for almost 20 years! I’ve helped family, neighbors and friends with pets of all ages, sizes and personalities. My experience has provided insight into how to comfortably care for most pets! I’m currently working at a dental clinic in the Madison area from Monday - Thursday. While work days can be busy, I can be readily available for drop-ins and walks over the lunch hour if needed. There is a large open field behind my apartment that is used by many dog owners to let their fur babies have some freedom throughout the day

Sitter Profile Image: Lauri P.
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Lauri P.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
275 reviews
71 repeat clients
35 years of experience
Verona, WI, 53593

Lauri was an amazing sitter for our two cats while we were gone for the weekend. She was very nice and attentive. Lauri sent great summaries of the visits and sent multiple photos. We appreciate how responsive she was through this process as it was our first time having a sitter for the cats. I felt happy and relieved knowing that our cats were well taken care of. We definitely recommend her!

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Natalie E.
Sitter Profile Image: Sydney R.
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Sydney R.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
51 reviews
16 repeat clients
10 years of experience
Verona, WI, 53963

She was super communicative, very positive, stayed with the kitties the full time every time (not everyone does). We would definitely love to see her again!

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James W.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
59 reviews
21 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a wonderful job with our two cats while we were gone for 10 day! She was excellent at communicating, and sent great pictures each time she visited. Our cats were happy and content when we got home- a sure sign that Ann did very well with them!!

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Dorothy P.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$19
per visit
5 out of 5.0 stars
35 reviews
19 repeat clients
6 years of experience
Madison, WI, 53719

Whitney was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!

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Navin P.
Sitter Profile Image: Azaria O.
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Azaria O.
from
$20
per visit
5 out of 5.0 stars
94 reviews
28 repeat clients
12 years of experience
Verona, WI, 53593

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

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Karen B.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
29 reviews
6 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗

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

About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.

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

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

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Nikita K.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
72 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 7 and 3. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

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Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
Verified Enhanced Background Check

Julie A.
Star Sitter

Mature, skilled and flexible
Verona, WI, 53593
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.

Availability updated yesterday
Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
3.3 mi. away
Boarding, Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.

Availability updated 11 months ago
Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter

I'll love them like you love them!
Middleton, WI, 53562
3.8 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
97 reviews
32 repeat clients
Profile image

Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).

Availability updated 8 days ago
Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
Verified Enhanced Background Check

Laura D.
Star Sitter

Pet lover of both dogs and cats
Madison, WI, 53719
1.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Laura is amazing!! Responds super quick and I felt so at ease knowing she would take great care of my young puppy who requires a lot of attention! Couldn’t have asked for anything better!

Availability updated today
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
Verified Enhanced Background Check

Krista C.
Star Sitter

I've never met a pet I didn't LOVE!
Verona, WI, 53593
2.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
94 reviews
22 repeat clients
Profile image

Krista was wonderful. She sent reassuring updates on my dog’s demeanor and activities (I’m retired and my dog and I are rarely separated) and the photos she sent showed a contented, happy pup. When I arrived home, my dog was very happy, but not frantic, to see me. I will definitely hire Krista again.

Availability updated yesterday
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
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Annie J.
Rover 101
Star Sitter

Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
60 reviews
20 repeat clients
Profile image

Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!

Availability updated today
Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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kylie l.

can’t wait to meet your dogs!
Madison, WI, 53719
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
77 reviews
21 repeat clients
Profile image

Kylie was a lifesaver - she accepted my request on very short notice after I was left scrambling. She was quick to respond and was easy to communicate with. She did everything as asked and provided an update w/ a picture. Would definitely recommend and will utilize her again in the future.

Availability updated yesterday
Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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Anna O.
Star Sitter

Will treat your sweet pet as my own
Madison, WI, 53711
1.2 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!

Availability updated 10 days ago
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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Allegra R.
Rover 101
Star Sitter

Dog person for life.
Faircrest, Madison, WI, 53705
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
75 reviews
34 repeat clients
Profile image

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

Availability updated yesterday
Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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Cleda W.
Rover 101
Star Sitter

Dogs & Cats LOVE me!
Madison, WI, 53705
3.0 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
192 reviews
79 repeat clients
Profile image

Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.

Availability updated today
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check

Kaitlyn B.
Star Sitter

Your Go-To Sitter
Madison, WI, 53719
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
17 reviews
5 repeat clients

Kaitlyn is very responsible and always takes great care of my two cattle dog mixes! They’re very high energy, but Kaitlyn always does a great job keeping up with them. Each time they stay with her, regardless of the amount of time, I get great pictures and updates, keeping me up to date on what they are up to!

Availability updated 2 days ago
Sitter Profile Image: Lauri P.
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Sitter Profile Image: Lauri P.
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Lauri P.
Star Sitter

I’m the daughter of a veterinarian!
Verona, WI, 53593
2.9 mi. away
Drop-In Visits
from
$16
per visit
5 out of 5.0 stars
275 reviews
71 repeat clients
Profile image

Lauri was an amazing sitter for our two cats while we were gone for the weekend. She was very nice and attentive. Lauri sent great summaries of the visits and sent multiple photos. We appreciate how responsive she was through this process as it was our first time having a sitter for the cats. I felt happy and relieved knowing that our cats were well taken care of. We definitely recommend her!

Availability updated today
Sitter Profile Image: Sydney R.
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Sitter Profile Image: Sydney R.
Verified Enhanced Background Check

Sydney R.
Star Sitter

Devoted Pet Sitter Seeks Furry Fun!
Verona, WI, 53963
2.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
51 reviews
16 repeat clients
Profile image

She was super communicative, very positive, stayed with the kitties the full time every time (not everyone does). We would definitely love to see her again!

Availability updated today
Sitter Profile Image: Ann A.
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Sitter Profile Image: Ann A.
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Ann A.
Star Sitter

Attentive and reliable pet sitter
Madison, WI, 53719
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
59 reviews
21 repeat clients
Profile image

Ann did a wonderful job with our two cats while we were gone for 10 day! She was excellent at communicating, and sent great pictures each time she visited. Our cats were happy and content when we got home- a sure sign that Ann did very well with them!!

Availability updated today
Sitter Profile Image: Whitney H.
Verified Background Check
Sitter Profile Image: Whitney H.
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Whitney H.
Rover 101

Reliable & caring dog/cat sitter!
Madison, WI, 53719
0.7 mi. away
Drop-In Visits
from
$19
per visit
5 out of 5.0 stars
35 reviews
19 repeat clients
Profile image

Whitney was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!

Availability updated 20 days ago
Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
Verified Enhanced Background Check

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
94 reviews
28 repeat clients
Profile image

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Availability updated 11 days ago
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check

Taylor B.
Star Sitter

Affectionate & Energetic Caretaker
Prairie Hills, Madison, WI, 53711
1.4 mi. away
Drop-In Visits
from
$15
per visit
5 out of 4.9 stars
29 reviews
6 repeat clients
Profile image

Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗

Availability updated 9 days ago
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Sitter Profile Image: Megan B.
Verified Enhanced Background Check

Megan B.

Friendly, Dependable, Caring
Madison, WI, 53719
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews

Megan is fantastic with our pets! She has watched them over weekends when we’re gone, and checked in while we’re at work during the day. She always makes sure they are comfortable and safe when she leaves which is huge because we have a little escape artist! I would hire Megan to watch our babies again and again!

Availability updated 2 days ago
Sitter Profile Image: Austin C.
Verified Enhanced Background Check
Sitter Profile Image: Austin C.
Verified Enhanced Background Check

Austin C.
Star Sitter

I love all animals!
Madison, WI, 53719
0.9 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
23 reviews
9 repeat clients
Profile image

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

Availability updated 11 days ago
Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
Star Sitter

Small Dog Loving Family
Greentree, Madison, WI, 53711
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
72 reviews
21 repeat clients

Ryan & Jocelyn are wonderful dog sitters and all around outstanding human beings: conscientious, caring, patient, and warm. They have watched my dogs - little McLucky & Bob-O - many times over the years and I have always felt that their wellbeing and safety were in excellent hands. Ryan & Jocelyn would make great pet parents themselves, but until that happens, they are the PERFECT people to watch your dogs while you are away. You will not be disappointed!

Availability updated yesterday

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