Pet Sitting & Drop Ins in Summit Woods, 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: Melinda N.
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Sitter Profile Image: Melinda N.
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1. Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
2.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
70 reviews
17 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 today
Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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2. kylie l.

can’t wait to meet your dogs!
Madison, WI, 53719
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
Profile image

I had an excellent experience with Kylie! She was professional, communicative, and provided top-notch care for my cat while I was on a weekend trip. The cute pictures and updates she sent put me at ease, especially since this was my first time using Rover. I would definitely book her again for future needs.

Availability updated 2 days ago
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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3. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
40 reviews
8 repeat clients
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Ann was fantastic with our cat and kept us updated with tons of photos and detailed report cards while we were on vacation. We’d rebook with her in a heartbeat!

Availability updated 3 days ago
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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4. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
65 reviews
15 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
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
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
37 reviews
11 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: Tessa D.
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Sitter Profile Image: Tessa D.
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6. Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
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Very good. Thank you so much for your help, we really appreciate it. Tammy

Availability updated 33 days ago
Sitter Profile Image: Alexandria P.
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Sitter Profile Image: Alexandria P.
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7. Alexandria P.

G.O.A.T. pet-sitter!
Regent, Madison, WI, 53726
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
Profile image

Alexandria was amazing she went above and beyond for our family while out of town. My dog Indy looks forward to her visits and she took care of my hens too. Amazing.

Availability updated 7 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
Dogs & Cats LOVE me!
Madison, WI, 53705
2.6 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
172 reviews
75 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 7 days ago
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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9. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
62 reviews
26 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: Lindsey C.
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Sitter Profile Image: Lindsey C.
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10. Lindsey C.

I used to call myself the Dog Queen
Madison, WI, 53705
2.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients

Lindsey is amazing!! She has watched our two cats, fish, and plants for two weeks straight on three separate occasions. Our cats can be standoffish but they have become incredibly fond of her and routinely come to her for pets when she is taking care of them. She always sends pictures and videos, which I love! And she is truly fantastic at managing multiple pets. I also know that she is incredible with dogs, happy to go on long walks and play with them for a while. She’s a very precise and thorough person, so following directions for a complicated medication schedule or something similar would be easy for her. Lindsey has a natural gift for caring for animals and such a big heart. I would recommend her to anyone.

Availability updated 2 days ago
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
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11. Annie J.

Rover 101
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.4 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
25 reviews
11 repeat clients
Profile image

She was great about check ins, which was nice as I was nervous about using rover for the first time. I have 2 cats and she was good at giving attention when they would let her, but also respecting boundaries of my scaredy cat. She is quick to respond, and was flexible when I needed help at the last minute due to unforeseen circumstances. Thanks Annie!!

Availability updated 2 days ago
Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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12. Hannah S.

Love to check on your fur babies!
Madison, WI, 53711
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
63 reviews
33 repeat clients
Profile image

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

Availability updated 30 days ago
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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13. Robert N.

I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$21
per visit
5.0 out of 5 stars
55 reviews
21 repeat clients
Profile image

Completely amazing and super professional. He was a hero with our youngest rescue who bit him 👀 (unbelievably sorry) Great updates and photos.

Availability updated today
Sitter Profile Image: Ilise M.
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Sitter Profile Image: Ilise M.
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14. Ilise M.

Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
1.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
49 reviews
15 repeat clients
Profile image

Ilise was amazing! Made the whole process really simple and communicated with us the entire time. Took great care of our cat as well, would definitely book with her again!

Availability updated 2 days ago
Sitter Profile Image: Ayla M.
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Sitter Profile Image: Ayla M.
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15. Ayla M.

An adventurous dog lover
Orchard Ridge Community, Madison, WI, 53711
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
3 reviews

Ayla regularly let my dog out while I was at work. She always went above and beyond for him by making sure he had water, giving him treats, taking on walks when the weather was good, and working on some training things I had been implementing at home. I cannot recommend her enough.

Availability updated 3 days ago
Sitter Profile Image: Nichole F.
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Sitter Profile Image: Nichole F.
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16. Nichole F.

Big heart for old dogs
Midvale Heights Community, Madison, WI, 53711
1.0 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
1 review

Nicole is the person you want looking in on, walking or playing with your beloved pet. I've seen first hand how caring she was were her own dear senior dog. She also fed and watched my two dogs several times. One was a senior in diapers, and Nicole was the soul of kindness and care. Reliability is her middle name. Trust her!

Availability updated 2 days ago
Sitter Profile Image: Annalise C.
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Sitter Profile Image: Annalise C.
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17. Annalise C.

Just an all-round animal lover
Summit Woods, Madison, WI, 53711
0.2 mi. away
Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients

Annalise has done an amazing job with watching my cat when I’ve been on holiday. She goes above and beyond to keep her well cared for and loved on. I never have to worry when my cat is in her care.

Availability updated 72 days ago
Sitter Profile Image: Ruthanne F.
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Sitter Profile Image: Ruthanne F.
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18. Ruthanne F.

I pawsitively love dogs and cats!
Orchard Ridge Community, Madison, WI, 53711
0.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
29 reviews
16 repeat clients
Profile image

Ruthanne was great. Had her watch my two kittens while I was out of town and she was timely and took care of the basics and also was able to bring the playful side out of two otherwise very shy kittens!

Availability updated 12 days ago
Sitter Profile Image: Nikki A.
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Sitter Profile Image: Nikki A.
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19. Nikki A.

Pet sitter with flexible schedule
Madison, WI, 53711
0.4 mi. away
Drop-In Visits
from
$16
per visit
5.0 out of 5 stars
6 reviews
Profile image

Went above and beyond in caring for my two pets (cat and rabbit)! Got updates, she was always the one to call customer service with troubles, interacted with my animals a lot, and left treats at the end of the week. I highly recommend her!!

Availability updated yesterday
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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20. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Madison, WI, 53711
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
42 reviews
14 repeat clients
Profile image

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

Availability updated 2 days ago

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