Pet Sitting & Drop Ins in Oakbridge Community, Madison, WI

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Top rated Oakbridge Community pet sitters

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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

Amiya was great! Dealt with my crazy group - 4 cats, 3 different foods, 1 old man needing daily medication. She sent an update and pictures every single morning and brought in all my mail. Communication was prompt and professional and I’d definitely hire her again!

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Jessica J.
Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
20 reviews
5 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

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: 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 did a fantastic job watching our cat. I would highly recommend her to anyone looking for someone to watch over their pet. She went above and beyond what we asked of her, and our cat loved her!

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Alex K.
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 was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!

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Kate M.
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

Anna does such a good job! She sends a ton of pictures of all the girls and they all look happy and are having fun. She makes sure they have food, water, and receive a treat! Best dog sitter we've ever had!

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Ashley T.
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

Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

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Bailey S.
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: Annie J.
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Annie J.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
59 reviews
20 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

I was a little nervous since this was the first time I left my little guy, but Annie made me feel at ease, knowing he was in good hands. I received many pictures and a note of what they did that day! Thanks Annie!

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Amanda J.
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

I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Whitney replied quickly and said she’d be happy to help while we were away— what a relief! She was great and my skittish cat was happy to come out and get some pets from her. Will definitely book Whitney again!

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Hannah G.
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: Anna H.
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Anna H.
from
$20
per visit
5 out of 5.0 stars
30 reviews
7 repeat clients
7 years of experience
Middleton, WI, 53562

Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!

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

Sydney was great—very helpful, communicative, and professional. Would love to book her again; the whole process was painless and I never felt anything less than confidence and trust.

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connor
Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
60 reviews
20 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney is very understanding and patient with our nervous and reactive pup. Halla isn’t the easiest dog, he needs a sitter who will give him time, space and lots of treats but also he needs strict boundaries and discipline. We are so happy to have found Sidney!

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Eliisa R.
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: 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 great! Always showed up on time, sent pictures and communicated well. Very trustworthy and kind. Will definitely reach out again when needed. Thank you!!

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Blake H.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
100 reviews
32 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

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Kathleen M.
Sitter Profile Image: Chase M.
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Chase M.
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Junction Ridge, Middleton, WI, 53562

About: I have grown up with a dog in my household for my whole life and i was responsible for bathing, walking, feeding, and playing with the dog. I also regularly dog sit for friends and family. :) I am pretty flexible with my schedule, I am free most days, especially the weekends. I work during the day usually from 10am-4:30pm monday-friday, but my schedule varies week to week. Every pet is different and how I will care for them will depend on the owners directions and the pets needs. I love playing with pets and taking them for walks, and of course I will do what is needed in terms of giving them medicine, cleaning, feeding, etc.

Sitter Profile Image: Ava H.
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Ava H.
from
$16
per visit
6 years of experience
Madison, WI, 53719

About: Hi, my name is Ava! I am looking to provide dog walking & check in services in the West Madison area. I am committed to providing individualized care, strong attention to detail, and genuine interest and compassion for animals. I grew up in a family that took in a variety of pets to provide a safe home. I am a strong believer in your fuzzy friends being your best friends! They deserve to be treated with care and love while you're away, just as I would want for my dog. I rescued my miniature pinscher 6 years ago and she is now 15 years old! She is both an old lady and still my little baby. I love all animals and I'm so excited to meet yours! I have experience working with children and youth with diverse needs, and that level of care and patience extends naturally to animals with anxiety, behavioral challenges, or special routines. My background in caregiving and support work has taught me to be highly responsible, communicative, and reliable. I’m organized, dependable, and quick to respond — qualities that give pet owners peace of mind. I also go the extra mile with photo updates, customized activities, and keeping pets happy and stress-free while their humans are away. I’m active and love outdoor time — whether it’s long walks, playing fetch, or trail adventures, I’m happy to match your dog’s energy level. I work from home so I have a flexible schedule from 7am-5pm, but it is not consistent every day. I am able to work my schedule around visits and walks if I have enough time to plan. Just message me with details! I could board pets during the day if it's a small dog with no aggression. I have a 15 year old miniature pinscher that gets anxious around medium-large dogs that have anxiety as well and/or some aggression. I am happy to do drop ins and walks throughout the day!

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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
2.5 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
97 reviews
32 repeat clients
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Amiya was great! Dealt with my crazy group - 4 cats, 3 different foods, 1 old man needing daily medication. She sent an update and pictures every single morning and brought in all my mail. Communication was prompt and professional and I’d definitely hire her again!

Availability updated 5 days ago
Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter

Mature, skilled and flexible
Verona, WI, 53593
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
20 reviews
5 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 5 days ago
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
2.0 mi. away
Boarding, Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

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!

Availability updated 10 months ago
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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Krista C.
Star Sitter

I've never met a pet I didn't LOVE!
Verona, WI, 53593
2.2 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 did a fantastic job watching our cat. I would highly recommend her to anyone looking for someone to watch over their pet. She went above and beyond what we asked of her, and our cat loved her!

Availability updated 6 days ago
Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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Laura D.
Star Sitter

Pet lover of both dogs and cats
Madison, WI, 53719
2.5 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 was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services 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
2.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Anna does such a good job! She sends a ton of pictures of all the girls and they all look happy and are having fun. She makes sure they have food, water, and receive a treat! Best dog sitter we've ever had!

Availability updated 6 days ago
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
2.6 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
192 reviews
79 repeat clients
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Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

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

Allegra R.
Rover 101
Star Sitter

Dog person for life.
Faircrest, Madison, WI, 53705
1.6 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: Annie J.
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Sitter Profile Image: Annie J.
Verified Enhanced Background Check

Annie J.
Rover 101
Star Sitter

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

I was a little nervous since this was the first time I left my little guy, but Annie made me feel at ease, knowing he was in good hands. I received many pictures and a note of what they did that day! Thanks Annie!

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

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

I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Whitney replied quickly and said she’d be happy to help while we were away— what a relief! She was great and my skittish cat was happy to come out and get some pets from her. Will definitely book Whitney again!

Availability updated 16 days ago
Sitter Profile Image: Kaitlyn B.
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Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter

Your Go-To Sitter
Madison, WI, 53719
1.9 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 5 days ago
Sitter Profile Image: Anna H.
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Sitter Profile Image: Anna H.
Verified Enhanced Background Check

Anna H.

The best care for your best friend!
Middleton, WI, 53562
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
30 reviews
7 repeat clients
Profile image

Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!

Availability updated 2 days ago
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
2.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
50 reviews
16 repeat clients
Profile image

Sydney was great—very helpful, communicative, and professional. Would love to book her again; the whole process was painless and I never felt anything less than confidence and trust.

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

Sidney R.
Star Sitter

They call me “The Pal Gal”!
Middleton, WI, 53562
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
60 reviews
20 repeat clients
Profile image

Sidney is very understanding and patient with our nervous and reactive pup. Halla isn’t the easiest dog, he needs a sitter who will give him time, space and lots of treats but also he needs strict boundaries and discipline. We are so happy to have found Sidney!

Availability updated 6 days ago
Sitter Profile Image: Megan B.
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Sitter Profile Image: Megan B.
Verified Enhanced Background Check

Megan B.

Friendly, Dependable, Caring
Madison, WI, 53719
0.8 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 yesterday
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
2.0 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 8 days ago
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
1.6 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 great! Always showed up on time, sent pictures and communicated well. Very trustworthy and kind. Will definitely reach out again when needed. Thank you!!

Availability updated 7 days ago
Sitter Profile Image: Hannah I.
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Sitter Profile Image: Hannah I.
Verified Background Check

Hannah I.
Rover 101
Star Sitter

Dogs love to run and play with me!
Wexford, Madison, WI, 53717
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
100 reviews
32 repeat clients
Profile image

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

Availability updated 3 days ago
Sitter Profile Image: Chase M.
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Sitter Profile Image: Chase M.
Verified Enhanced Background Check

Chase M.

Flexible and Love dogs!
Junction Ridge, Middleton, WI, 53562
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Chase is incredible, incredible! He was adored by our pup at first sight! 🤩 He has been such delight (not to mention a lifesaver) to have as our pet’s caregiver. Chase’s dependability, responsiveness, and trustworthiness has been out of this world! He goes the extra mile to ensure our pup is cared for like his very own. He is super accommodating and a happy, welcome part of our pup’s day. 🐕 10 out of 10 all the way! 🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟

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

Friendly & Flexible Dog Walker!
Madison, WI, 53719
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
2 reviews

Ava is a compassionate, loving, caring, and responsible pet sitter and I would hire her in a heartbeat to care for my babies! She always gives endless love and affection to every animal she encounters. 10/10 recommend her for any pet sitting endeavor!

Availability updated 6 days ago

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