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

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Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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1. Melinda N.

Star Sitter
Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
4.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
98 reviews
19 repeat clients
Profile image

This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.

Availability updated 3 days ago
Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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2. Maiya W.

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

Wow!! Working with Maiya was amazing! The pets were so happy when I came back, I think it was cleaner than when I left & Maiyas communication is soooo great! Highly recommend 100 million stars! Thank you!

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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3. Seán & Leticia W.

Rover 101
Star Sitter
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
81 reviews
20 repeat clients
Profile image

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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4. Ann V.

Star Sitter
Animal Lover and Law Student
Madison, WI, 53711
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
62 reviews
16 repeat clients
Profile image

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 5 days ago
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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5. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
4.9 out of 5 stars
55 reviews
16 repeat clients
Profile image

Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!

Availability updated yesterday
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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6. Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
1.5 mi. away
Boarding, Drop-In Visits
from
$17
per visit
5.0 out of 5 stars
98 reviews
40 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 5 months ago
Sitter Profile Image: Aurora R.
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Sitter Profile Image: Aurora R.
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7. Aurora R.

Star Sitter
Your Dog's Best Friend
Madison, WI, 53705
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
49 reviews
17 repeat clients
Profile image

Aurora did an exceptional job! My dog is very shy and takes a while to warm up to people but by the end they were good friends. They provided consistent feedback and my dog had a great time.

Availability updated 2 days ago
Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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8. Cleda W.

Rover 101
Star Sitter
Dogs & Cats LOVE me!
Madison, WI, 53705
0.7 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
188 reviews
77 repeat clients
Profile image

My Frenchie has stayed overnight with Cleda, but this was my first time having Cleda do lunchtime check-ins with Price. Very good service with pictures and reports. Thanks again Cleda!

Availability updated 3 days ago
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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9. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit
5.0 out of 5 stars
87 reviews
28 repeat clients
Profile image

Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.

Availability updated yesterday
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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10. Jennifer L.

Rover 101
Star Sitter
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53705
0.5 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
380 reviews
131 repeat clients
Profile image

Jennifer did an excellent job with our cat Lunar while we were on vacation for a week. Hour long visits every day with picture updates. Would recommend to any cat owner.

Availability updated 2 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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11. Lydia S.

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

Lydia was a great communicator and very thorough sitter. She followed directions for providing medication perfectly. She also went above and beyond the simple requested drop in for our kitty's basic needs and provided plenty of attention and love. We will absolutely be booking again.

Availability updated 23 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Anna H.
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Sitter Profile Image: Anna H.
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12. Anna H.

The best care for your best friend!
Middleton, WI, 53562
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
27 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 today
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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13. Jolie Zevallos

I love the fur babies so much
Madison, WI, 53705
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients

About: I have cared for senior dogs and grew up with cats all my life. I believe that pets are family and I will love them as such I am currently working per diem so my schedule is what I make it. Currently would like to dedicate weekends to this and see how things go. I want to make sure I am respectful of the owners as well as the pets. So I will make sure to do whatever feels comfortable for all of us.

Availability updated yesterday
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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14. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
4.9 out of 5 stars
66 reviews
28 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: Annie J.
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Sitter Profile Image: Annie J.
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15. Annie J.

Rover 101
Star Sitter
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
35 reviews
13 repeat clients
Profile image

Annie was great with my cat, Cleo! She sent over lots of pictures and a detailed account of their time together, which was appreciated. She was flexible and accommodating with coming by before the check in dates to pick up my spare key. Recommend!

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Fred D.
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Sitter Profile Image: Fred D.
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16. Fred D.

Rover 101
Another Best Friend For Your Dog
Madison, WI, 53719
1.7 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
Profile image

Fred has been wonderful with our golden retriever puppy. He’s been very flexible and willing to help out last minute!

Availability updated 14 days ago
Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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17. Alisyn L.

Star Sitter
Veterinary Technician & Adventurer
Madison, WI, 53717
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
62 reviews
16 repeat clients
Profile image

Alisyn did an awesome job with my cat Cleo. She was quick to respond to messages and sent lots of pictures. She even gave her a little Christmas present!

Availability updated 17 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Yvonne L.
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Sitter Profile Image: Yvonne L.
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18. Yvonne L.

I take pet care very seriously!
Madison, WI, 53705
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
12 reviews
3 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 47 days ago
Sitter Profile Image: Kayley K.
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Sitter Profile Image: Kayley K.
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19. Kayley K.

Cat mom and dog lover 💖
Middleton, WI, 53562
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client

About: Hi! My name is Kayley and I can’t wait to meet your cats and/or dogs! I am a cat mom of two and I grew up with a cockapoo. I have a flexible schedule, so I am available most days. I will follow your instructions to a tee. Please let me know what I can do to make your experience a great one! I am a student, so I have plenty of time to take care of your pets. Let me know what works best for you and we can work something out. I will take care of your pets in your home. Please let me know what I can do to create the best environment for your pet.

Availability updated 3 days ago
Sitter Profile Image: Johnathan F.
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Sitter Profile Image: Johnathan F.
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20. Johnathan F.

SLP for Pets
Madison, WI, 53705
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
2 reviews

Johnathan is the most caring, genuine, and honest animal lover I know! He’s taken care of his family dog, Bruiser for 15+ years now and he is a very happy and healthy doggo. Johnathan always responds to texts in a timely manner and will provide the best care for your pet. He took care of my dog, Reggie, when I was in need and provided regular updates. Reggie was so happy and they became best friends quickly! HIGHLY recommend!

Availability updated 2 days ago
Confirmed availability for Martin Luther King Day Weekend

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