Pet Sitting & Drop Ins in Glen Oak Hills, Madison, WI

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Top rated Glen Oak Hills pet sitters

1 / 1
Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
30 reviews
8 repeat clients
16 years of experience
Madison, WI, 53719

Julie was great on her 1st day of drop ins with Lakyn, prompt & flexible, very communicative & even sent photos. Definitely look forward to continuing our relationship for Lakyn's needs.

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Angelica B.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
10 years of experience
Madison, WI, 53711

Ann made my boyfriend and I feel at ease with being away from her. Ann sent amazing updates about our little pup with every little detail that we loved! Will definitely ask Ann to watch our little girl in the future :)

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

I'm so relieved to have Maiya. I've already rebooked her for my next trip, and I don't even have my tickets for the trip bought yet. Jackson cat is a typical cat, but his stamp of approval is on this review too. As indicated by photo evidence of him coming out from under his bed for a snack on DAY 2! Snag her if you're lucky enough to have the chance.

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Jennifer S.
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

The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)

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Angelina H.
Sitter Profile Image: Lydia S.
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Lydia S.
from
$20
per visit
5 out of 5.0 stars
123 reviews
40 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia did a great job looking after my cat while I was out of town for a few days. She provided daily updates and I returned home to a happy kitty. Im a repeat customer. Next time I plan on leaving town Lydia will be the first person I call :)

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Colin B.
Sitter Profile Image: Yvonne L.
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Yvonne L.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
17 reviews
5 repeat clients
16 years of experience
Middleton, WI, 53562

Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!

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Charmaine F.
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
5 repeat clients
23 years of experience
Madison, WI, 53711

Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.

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Ashley T.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
76 reviews
35 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: Sabrina S.
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Sabrina S.
from
$17
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
20 years of experience
Madison, WI, 53705

Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!

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

Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.

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

Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again.

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Phil W.
Sitter Profile Image: Karly M.
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Karly M.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
64 reviews
16 repeat clients
17 years of experience
Regent, Madison, WI, 53726

Karly was wonderful. It was our first time away from our kitties and such a relief to know that they were in attentive and caring hands. Karly was super reliable and helpful, and kept us updated. Would definitely recommend her as a sitter.

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Ava K.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
441 reviews
145 repeat clients
30 years of experience
Madison, WI, 53705

Thank you for taking such good care of our fur baby! This was our first time using Rover and traveling away from our pup after recently moving. Jennifer was an excellent sitter with great communication and great patience with our sensitive pup. Highly recommend!

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David N.
Sitter Profile Image: Corinne B.
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Corinne B.
from
$20
per visit
5 out of 5.0 stars
18 reviews
6 repeat clients
25 years of experience
Westmorland, Madison, WI, 53711

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

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Kathleen M.
Sitter Profile Image: Amaya B.
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Amaya B.
from
$13
per visit
3 years of experience
Madison, WI, 53719

About: I am a dog mom of two very anxious and reactive rescue pups (both under two year olds). I have experience administering oral medication and handling severe dog anxiety. I am patient and cautious, and overall want your pet to have the best experience. I am a real estate agent, so my schedule is extremely flexible and I happy to spend 15-30 mins checking in and walking your furry friend during the day or evenings. I just ask for a 48 hour heads up so that I can coordinate my schedule. If you live nearby, and would like your pet to have some off-leash enrichment time, I have a fenced in yard with plenty of sniff spots!

Sitter Profile Image: Aubrey T.
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Aubrey T.
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
3 years of experience
Westmorland, Madison, WI, 53711

About: I have experience with all types of pets, from high-energy companions to more laid-back, relaxed ones. Growing up with dogs, working as a social worker at a veterinary clinic, and being a pet owner myself, I understand how important it is to provide your pet with the love and care they deserve. Every pet has its own unique personality, and I’m here to cater to their individual needs—whether your dog requires an extra-long walk or your cat needs brushing and nail trimming. I’ve got you covered! I work from 8:00-4:30 most days of the week. I’m available for walks and drop in visits at any point on the weekends. I can also make walks and drop in visits work anytime before and after my workday during the week. For all services, whether it's walking your dog or housesitting, I like to gather all the details. I understand that you’re trusting me to take care of your pet, and I want to make sure I meet your expectations. To do this, I'll learn about your pet’s routine, how they behave during walks, their personality, and any special care instructions that will help make the experience better for everyone involved.

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, 53705

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: Ella O.
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Ella O.
from
$15
per visit
20 years of experience
madison, WI, 53705

About: I have had dogs my entire life. They ranged from puppies all the way to them becoming senior dogs, and they all came from very different backgrounds. I am especially good with senior dogs. My childhood dog eventually had severe arthritis and needed medication and some extra help. I would do anything for her that helped her feel more comfortable! I also puppysit for some family members so I am also used to the craziness a puppy can bring! I am currently available most days at any time until August 11. My cat does need medication at 8pm, but any other time of the day works for me! I can care for your pets however you need in your home! Whether it's going on a walk, playing outside, or staying inside, whatever is best for them is doable!

Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
122 reviews
35 repeat clients
7 years of experience
Sunset Village, Madison, WI, 53705

Sarah is the best! Thorough and kind, she always makes sure your pet(s) get their basic needs met, and even some pets and loving along the way. We've booked with her multiple times and has our trust :)

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Becky M.
Sitter Profile Image: Katia W.
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Katia W.
from
$25
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
15 years of experience
Madison, WI, 53705

Katia was very communicative and prompt. I haven't been on a vacation in years, and even though it was only for a night, she put my mind at ease by dropping in on my cats and tortoise!

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Catherine C.
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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
Madison, WI, 53719
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
30 reviews
8 repeat clients
Profile image

Julie was great on her 1st day of drop ins with Lakyn, prompt & flexible, very communicative & even sent photos. Definitely look forward to continuing our relationship for Lakyn's needs.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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Ann V.
Star Sitter

Animal Lover & Recent Graduate
Madison, WI, 53711
2.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
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Ann made my boyfriend and I feel at ease with being away from her. Ann sent amazing updates about our little pup with every little detail that we loved! Will definitely ask Ann to watch our little girl in the future :)

Availability updated 2 days 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
2.8 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
99 reviews
32 repeat clients
Profile image

I'm so relieved to have Maiya. I've already rebooked her for my next trip, and I don't even have my tickets for the trip bought yet. Jackson cat is a typical cat, but his stamp of approval is on this review too. As indicated by photo evidence of him coming out from under his bed for a snack on DAY 2! Snag her if you're lucky enough to have the chance.

Availability updated 23 days ago
Confirmed availability for Labor Day Weekend
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
2.4 mi. away
Boarding, Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)

Availability updated 11 months ago
Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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Lydia S.

Here to help with your schedule
Middleton, WI, 53562
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
123 reviews
40 repeat clients
Profile image

Lydia did a great job looking after my cat while I was out of town for a few days. She provided daily updates and I returned home to a happy kitty. Im a repeat customer. Next time I plan on leaving town Lydia will be the first person I call :)

Availability updated today
Sitter Profile Image: Yvonne L.
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Sitter Profile Image: Yvonne L.
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Yvonne L.
Star Sitter

I take pet care very seriously!
Middleton, WI, 53562
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!

Availability updated 2 days ago
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
2.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.

Availability updated today
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
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
76 reviews
35 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 today
Sitter Profile Image: Sabrina S.
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Sitter Profile Image: Sabrina S.
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Sabrina S.

I come from a family of dog lovers
Madison, WI, 53705
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!

Availability updated 7 days ago
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
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
62 reviews
21 repeat clients
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Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.

Availability updated today
Confirmed availability for Labor Day Weekend
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
0.5 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
193 reviews
79 repeat clients
Profile image

Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again.

Availability updated 2 days ago
Sitter Profile Image: Karly M.
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Sitter Profile Image: Karly M.
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Karly M.
Rover 101
Star Sitter

Providing Walks + Wagging Tails🐾🐶
Regent, Madison, WI, 53726
2.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
64 reviews
16 repeat clients
Profile image

Karly was wonderful. It was our first time away from our kitties and such a relief to know that they were in attentive and caring hands. Karly was super reliable and helpful, and kept us updated. Would definitely recommend her as a sitter.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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Jennifer L.
Rover 101
Star Sitter

TOP RATED! 30+ Years of Experience
Madison, WI, 53705
0.9 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
441 reviews
145 repeat clients
Profile image

Thank you for taking such good care of our fur baby! This was our first time using Rover and traveling away from our pup after recently moving. Jennifer was an excellent sitter with great communication and great patience with our sensitive pup. Highly recommend!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Corinne B.
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Sitter Profile Image: Corinne B.
Verified Enhanced Background Check

Corinne B.

Animal Lover
Westmorland, Madison, WI, 53711
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
18 reviews
6 repeat clients
Profile image

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

Availability updated 2 days ago
Sitter Profile Image: Amaya B.
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Sitter Profile Image: Amaya B.
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Amaya B.

Helping you and your furry friend!
Madison, WI, 53719
1.9 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
1 review

Amaya is extremely caring and kind towards everyone, pets and humans all around. She is always eager to support your pets the best she can, through walking, enrichment, playing, or whatever else may be needed. I always appreciate her transparency and reliability, always using such clear communication. I’ve had the pleasure of seeing Amaya not only with her own cats and dogs, but with my deaf dog and other animals as well. She is a wonderful person and a great companion to help out when needed.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Aubrey T.
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Sitter Profile Image: Aubrey T.
Verified Enhanced Background Check

Aubrey T.

Your Pets Next Best Friend!
Westmorland, Madison, WI, 53711
1.6 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Aubrey is great with animals! She even deals with them on the daily as her profession. She’s had dogs since she was 3 and is great with my dog. He loves when she takes him on walks and gives him treats!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
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, 53705
0.8 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 yesterday
Sitter Profile Image: Ella O.
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Sitter Profile Image: Ella O.
Verified Enhanced Background Check

Ella O.

Life is so much better with pets!
madison, WI, 53705
0.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Ella has lived with pets her entire life. She has actively assisted in the care of her families 3 dogs and 2 cats. Whether it was feeding, playing, walking, or simply cuddling with them, she did it all! Ella loves all animals, is trustworthy and dependable. Ella has a soft spot for senior pets, and she even adopted a senior cat from a shelter. You can trust that your pet will get all the love and attention with Ella as their caretaker!

Availability updated 2 days ago
Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
Verified Enhanced Background Check

Sarah S.
Star Sitter

Hoping I can meet your fur babies!
Sunset Village, Madison, WI, 53705
1.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
122 reviews
35 repeat clients
Profile image

Sarah is the best! Thorough and kind, she always makes sure your pet(s) get their basic needs met, and even some pets and loving along the way. We've booked with her multiple times and has our trust :)

Availability updated 14 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katia W.
Verified Enhanced Background Check
Sitter Profile Image: Katia W.
Verified Enhanced Background Check

Katia W.

I’ll care for them like my own
Madison, WI, 53705
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Katia was very communicative and prompt. I haven't been on a vacation in years, and even though it was only for a night, she put my mind at ease by dropping in on my cats and tortoise!

Availability updated yesterday
Confirmed availability for Labor Day Weekend

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