Pet Sitting & Drop Ins in Skyview Terrace, 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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Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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1. Kim M.

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

This is the second time Kim has taken care of our cat while we were away. Just like the first time, Kim did a wonderful job! I always loved seeing the pictures taken during her drop-in visits. We returned home after two weeks to a happy cat! Thank you Kim!!

Availability updated 8 months ago
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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2. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 4.9 stars
66 reviews
19 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 today
Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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3. Maiya W.

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

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 16 days ago
Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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4. Cleda W.

Rover 101
Star Sitter
Dogs & Cats LOVE me!
Madison, WI, 53705
1.0 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
191 reviews
78 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 today
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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5. Jennifer L.

Rover 101
Star Sitter
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53705
1.3 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
406 reviews
134 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 yesterday
Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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6. Lydia S.

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

Lydia did a great job checking on my cat while I was gone for the weekend. She sent pictures from every visit, and even a video of her playing with her string. Thanks Lydia!

Availability updated 6 days ago
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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7. Allegra R.

Rover 101
Star Sitter
Dog person for life.
Faircrest, Madison, WI, 53705
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
68 reviews
33 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: Anna H.
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Sitter Profile Image: Anna H.
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8. Anna H.

The best care for your best friend!
Middleton, WI, 53562
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 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 3 days ago
Sitter Profile Image: Iva & Eduardo P.
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Sitter Profile Image: Iva & Eduardo P.
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9. Iva & Eduardo P.

Available for Spring Break!
Madison, WI, 53705
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

Loved having Iva babysit my older cat. She’s very quick and clear on communication, I’d love to have her cat sit again when I need it!

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

Star Sitter
I take pet care very seriously!
Madison, WI, 53705
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
15 reviews
4 repeat clients
Profile image

Yvonne’s a great pet sitter. She is super responsive and goes the extra mile with my cat. My cat has asthma and required a daily inhaler dose. Yvonne was kind and patient to provide my cat with her daily inhaler. When my auto feeder failed, she stayed back to help to reset it so my cat didn’t starve. She also provided me with daily update. When I came home, my cat was happy and well cared for. I highly recommend her because she truly cares about pets! I would totally rebook her.

Availability updated 5 days ago
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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11. Ann V.

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

Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!

Availability updated today
Sitter Profile Image: Sidney R.
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Sitter Profile Image: Sidney R.
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12. Sidney R.

Star Sitter
They call me “The Pal Gal”!
Middleton, WI, 53562
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
46 reviews
14 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 3 days ago
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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13. Anna N.

Professional student who loves dogs
Madison, WI, 53705
1.0 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Anna was wonderful with our dog Panda and I highly recommend her to take care of your pets. Our request was different but she was responsive and super communicative. Thanks for taking great care of Panda for us!

Availability updated 9 days ago
Sitter Profile Image: Samantha K.
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Sitter Profile Image: Samantha K.
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14. Samantha K.

Star Sitter
I’ll take good care of your buddies
Middleton, WI, 53562
1.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
32 reviews
9 repeat clients
Profile image

Samantha provided absolutely awesome care for my kitties!! She provided ample time for care, play time and just goofin with Potato and Squiggy!!! Loved the pictures and updates!!! I know that they were in great hands while I was out of town!! Thank you again Samantha!!

Availability updated 7 days ago
Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
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15. Julie A.

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

Julie is awesome. She is kind and patient with senior dogs. She’s reliable and jumps in to assist in even if n situations where there is a short notice. Thank you Julie

Availability updated 4 days ago
Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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16. Laura D.

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

This was my first time using Rover and Laura made the process very easy. She was very responsive, sent us notes and pictures from her visits and did a great job trying to engage our particularly skittish cat. I would not hesitate to rebook with Laura the next time we are out of town.

Availability updated 2 days ago
Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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17. Melinda N.

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

Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!

Availability updated today
Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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18. Anna O.

Will treat your sweet pet as my own
Madison, WI, 53711
3.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
15 reviews
4 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 2 days ago
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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19. Seán & Leticia W.

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

Absolutely fantastic, easy to work with and were flexible with last minute scheduling issue on our end. Ellie seemed super relaxed the whole time. We’re so glad we found you to take care of her!

Availability updated today
Sitter Profile Image: Aurora R.
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Sitter Profile Image: Aurora R.
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20. Aurora R.

Star Sitter
Your Dog's Best Friend
Madison, WI, 53705
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
71 reviews
23 repeat clients
Profile image

Aurora was wonderful, they worked wonderfully with Mary and her dog cuddles. Aurora showed up every day on time sent photos and reports cards of their time together. Thank you Rover for your thoughtful and dedicated employees.

Availability updated today

The median cost per night for pet sitting in Skyview Terrace is $20

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Skyview Terrace average 7 repeat pet sitting clients

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