Pet Sitting & Drop Ins in Rolling Meadows, 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 Rolling Meadows pet sitters

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Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
128 reviews
30 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.

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Julie M.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
162 reviews
57 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.

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Colin G.
Sitter Profile Image: Abigail & Ian R.
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Abigail & Ian R.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
39 reviews
9 repeat clients
15 years of experience
Monona, WI, 53713

We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!

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Patricia A.
Sitter Profile Image: Shannon H.
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Shannon H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
52 reviews
16 repeat clients
20 years of experience
Monona, WI, 53716

Shannon was fantastic! We had never used a pet sitter for our cats before and were going out of town for the weekend. Shannon was a great choice and we wouldn’t hesitate to book her again. She was great at sending pictures and texts, and our cats clearly enjoyed her visits. It was so nice to have our minds at ease while we were away.

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Erin H.
Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients
10 years of experience
McClellan Park, Madison, WI, 53718

Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!

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Katie A.
Sitter Profile Image: Heather K.
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Heather K.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
31 reviews
11 repeat clients
15 years of experience
East Buckeye, Madison, WI, 53716

Heather was a great fit for our cat. She is good at reading body language and understanding when Zephyr wants attention vs has had enough. The communication was easy and great. I appreciated the details and photos on how Zephyr was doing. I would book with her again.

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Emilee G.
Sitter Profile Image: Joan F.
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Joan F.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
137 reviews
39 repeat clients
18 years of experience
Eastmorland, Madison, WI, 53714

Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!

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Klara A.
Sitter Profile Image: Zachary N.
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Zachary N.
from
$15
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
10 years of experience
Madison, WI, 53704

Easy last minute booking, I literally had to worry about nothing. Many thanks!!

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Tony V.
Sitter Profile Image: Darby P.
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Darby P.
from
$14
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
15 years of experience
Rolling Meadows, Madison, WI, 53714

Darby was excellent! Great communication & punctuality, and best of all, provided fantastic care for my two cats. Will definitely book again.

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Rose H.
Sitter Profile Image: Mark L.
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Mark L.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
37 reviews
8 repeat clients
5 years of experience
McClellan Park, Madison, WI, 53718

Mark has come to let out dog out twice and has been great both times!! He communicates, sent photos and our doodle always have a great time with him!

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Kylee S.
Sitter Profile Image: Tina K.
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Tina K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients
40 years of experience
Eastmorland, Madison, WI, 53714

Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

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Jessyca A.
Sitter Profile Image: Hannah R.
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Hannah R.
from
$20
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
15 years of experience
Madison, WI, 53716

About: Ask me about my foster dogs!! **meet & greet required for new clients** I’m a trained animal handler and current canine companion at DCHS, with certifications in Fear Free and LIMA. I love building trust with pets - especially helping shy dogs come out of their shell. I have experience with a wide range of temperaments and personalities. I’ve worked with dogs, cats, rabbits, and reptiles, and bring calm, respectful handling to every visit. My goal is to build a positive, lasting relationship with your pet. Overnight pet sitting with established clients only at this time. Please schedule a meet & greet 10 days in advance to be considered for overnight stays in your home. I am a freelance graphic designer and have a flexible schedule as I mostly work from home. I enjoy hiking & volunteering in my free time. I am happy to provide care for your animal where they are most comfortable, in their own home. Unless absolutely needed I will never enter private areas of a home. (Ex: bedrooms) and will care for your pets in common shared spaces (living room)

Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
26 reviews
8 repeat clients
32 years of experience
Rolling Meadows, Madison, WI, 53714

Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!

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Samantha W.
Sitter Profile Image: Safeeyah Q.
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Safeeyah Q.
from
$19
per visit
5 out of 5.0 stars
17 reviews
6 repeat clients
15 years of experience
Monona, WI, 53716

Safeeyah was absolutely amazing for our first time ever using Rover! She made us feel so safe and confident in having our cats looked after. She gave great and thorough updates and asked if there was anything she needed help with. Highly highly recommend!

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Alexander F.
Sitter Profile Image: Anna S.
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Anna S.
from
$15
per visit
5 out of 5.0 stars
6 reviews
3 years of experience
Madison, WI, 53714

I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!

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Megan S.
Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
14 reviews
2 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$15
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
25 years of experience
Worthington Park, Madison, WI, 53714

Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for

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Darcy F.
Sitter Profile Image: Jaimielyn B.
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Jaimielyn B.
from
$15
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
8 years of experience
Heistand, Madison, WI, 53714

Jaimielyn was absolutely wonderful! I had her for a drop in for my puppy on a Saturday. She was communicative, easy to schedule with, and followed my instructions regarding feeding Cosette dinner and what she needed. I truly appreciated that she was reliable and great with my puppy. I would highly recommend Jaimielyn.

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Katherine F.
Sitter Profile Image: Meghan & Jacob D.
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Meghan & Jacob D.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
65 reviews
26 repeat clients
30 years of experience
McClellan Park, Madison, WI, 53718

Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!

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Scott G.
Sitter Profile Image: Hailey M.
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Hailey M.
from
$15
per visit
12 years of experience
McClellan Park, Madison, WI, 53718

About: Hi! I'm Hailey. I am totally obsessed with animals, despite being a healthcare worker. I'm currently a student nurse at the UW, but it doesn't mean I can't spend time with animals! In my profile, you'll see pictures of two yellow labs; these two are gone now, but I grew up with them, and they taught me so much about life and love. I have spent time volunteering with the DCHS, Heartland Farm Sanctuary (where you see the emus), and Feathered Friends. Most recently, I adopted a disabled kitty cat and a labrador rescued from a puppy mill. Both of them fulfill my life in ways I can't even begin to explain. Having worked in nursing and volunteered with animals, I am no stranger to compassionate care! Other than going to classes, my life revolves around my dog. She goes everywhere with me, and we exercise for at least an hour together every day. Every room of my house has a dedicated spot for her! Your pets would be treated no differently (unless that's what you want!) My partner and I maintain a child-free and drug-free home in a quiet neighborhood. Our home is peaceful and low-stress, perfect for any pup. As for walking, I always carry personal protective equipment (pepper spray, alarms, location trackers) to maintain safety. I alone will be your beloved pet's caretaker per Rover policy.

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Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
Verified Enhanced Background Check

Jen D.
Star Sitter

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
4.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
128 reviews
30 repeat clients
Profile image

Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
Verified Background Check

Amanda K.
Star Sitter

Responsible, active, pet owner
Cottage Grove, WI, 53527
3.8 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
162 reviews
57 repeat clients
Profile image

Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.

Availability updated 3 days ago
Sitter Profile Image: Abigail & Ian R.
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Sitter Profile Image: Abigail & Ian R.
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Abigail & Ian R.
Star Sitter

Happy paws & happy days!
Monona, WI, 53713
3.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
39 reviews
9 repeat clients
Profile image

We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!

Availability updated 2 days ago
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check

Shannon H.
Star Sitter

Pet sitter ready for anything.
Monona, WI, 53716
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
52 reviews
16 repeat clients
Profile image

Shannon was fantastic! We had never used a pet sitter for our cats before and were going out of town for the weekend. Shannon was a great choice and we wouldn’t hesitate to book her again. She was great at sending pictures and texts, and our cats clearly enjoyed her visits. It was so nice to have our minds at ease while we were away.

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

Kathryn N.
Star Sitter

Reliable Care When You're Not There
McClellan Park, Madison, WI, 53718
1.0 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather K.
Verified Enhanced Background Check
Sitter Profile Image: Heather K.
Verified Enhanced Background Check

Heather K.
Star Sitter

Cat lover with years of experience!
East Buckeye, Madison, WI, 53716
2.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
31 reviews
11 repeat clients
Profile image

Heather was a great fit for our cat. She is good at reading body language and understanding when Zephyr wants attention vs has had enough. The communication was easy and great. I appreciated the details and photos on how Zephyr was doing. I would book with her again.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
Verified Background Check

Joan F.
Star Sitter

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
1.3 mi. away
Boarding, Drop-In Visits
from
$16
per visit
5 out of 5.0 stars
137 reviews
39 repeat clients
Profile image

Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!

Availability updated 5 days ago
Sitter Profile Image: Zachary N.
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Sitter Profile Image: Zachary N.
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Zachary N.

Pet care that you can count on!
Madison, WI, 53704
2.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Easy last minute booking, I literally had to worry about nothing. Many thanks!!

Availability updated yesterday
Sitter Profile Image: Darby P.
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Sitter Profile Image: Darby P.
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Darby P.

Lifelong animal lover here to help!
Rolling Meadows, Madison, WI, 53714
0.1 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Darby was excellent! Great communication & punctuality, and best of all, provided fantastic care for my two cats. Will definitely book again.

Availability updated 7 days ago
Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
Verified Enhanced Background Check

Mark L.
Star Sitter

Animal lover, biology author
McClellan Park, Madison, WI, 53718
1.2 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5 out of 4.9 stars
37 reviews
8 repeat clients
Profile image

Mark has come to let out dog out twice and has been great both times!! He communicates, sent photos and our doodle always have a great time with him!

Availability updated 3 days ago
Sitter Profile Image: Tina K.
Verified Enhanced Background Check
Sitter Profile Image: Tina K.
Verified Enhanced Background Check

Tina K.
Rover 101
Star Sitter

Positive reinforcement is my fave!
Eastmorland, Madison, WI, 53714
0.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

Availability updated 13 days ago
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
Verified Enhanced Background Check

Hannah R.

Certified Dog Handler@ Local Rescue
Madison, WI, 53716
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients

As a dog owner who’s dog has anxiety and separation issues, I cannot recommend Hannah enough. Hannah is a wonderful dog owner who cares for every dog as if it were her own. I never once worried about leaving my fur babies with Hannah.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Sitter Profile Image: Laura S.
Verified Enhanced Background Check

Laura S.
Star Sitter

My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
26 reviews
8 repeat clients
Profile image

Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!

Availability updated yesterday
Sitter Profile Image: Safeeyah Q.
Verified Enhanced Background Check
Sitter Profile Image: Safeeyah Q.
Verified Enhanced Background Check

Safeeyah Q.

Special needs pet experience
Monona, WI, 53716
2.4 mi. away
Drop-In Visits
from
$19
per visit
5 out of 5.0 stars
17 reviews
6 repeat clients
Profile image

Safeeyah was absolutely amazing for our first time ever using Rover! She made us feel so safe and confident in having our cats looked after. She gave great and thorough updates and asked if there was anything she needed help with. Highly highly recommend!

Availability updated 14 days ago
Sitter Profile Image: Anna S.
Verified Enhanced Background Check
Sitter Profile Image: Anna S.
Verified Enhanced Background Check

Anna S.

I would love to care for your pet!
Madison, WI, 53714
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
6 reviews
Profile image

I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!

Availability updated 4 days ago
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
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
14 reviews
2 repeat clients
Profile image

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer J.
Verified Background Check
Sitter Profile Image: Jennifer J.
Verified Background Check

Jennifer J.

Animal Lover From Birth
Worthington Park, Madison, WI, 53714
1.7 mi. away
Boarding, House Sitting, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for

Availability updated 10 days ago
Sitter Profile Image: Jaimielyn B.
Verified Enhanced Background Check
Sitter Profile Image: Jaimielyn B.
Verified Enhanced Background Check

Jaimielyn B.

Here to relieve your worries
Heistand, Madison, WI, 53714
0.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Jaimielyn was absolutely wonderful! I had her for a drop in for my puppy on a Saturday. She was communicative, easy to schedule with, and followed my instructions regarding feeding Cosette dinner and what she needed. I truly appreciated that she was reliable and great with my puppy. I would highly recommend Jaimielyn.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check

Meghan & Jacob D.
Star Sitter

We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$15
per visit
5 out of 5.0 stars
65 reviews
26 repeat clients
Profile image

Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!

Availability updated 6 days ago
Sitter Profile Image: Hailey M.
Verified Enhanced Background Check
Sitter Profile Image: Hailey M.
Verified Enhanced Background Check

Hailey M.

A Student Nurse Who Loves Dogs
McClellan Park, Madison, WI, 53718
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Hailey has been around pets her entire life. I know her personally, and can say for certain that she has immense affection for any and every type of dog. She cares for them as though they were her own children, protecting and feeding them to the best of her ability.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend

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