Pet Sitting & Drop Ins in Greystone, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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Cassie G.
1.
Certified Dog LoverMiddleton, WI, 53562
Drop-In Visits, Dog Walking

Cassie is the best! She took excellent care of my new (and very shy) Australian Shepherd and my older and sometimes cranky cat. She was very patient with my dog… (more)

from
$13
per visit
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Stacy & Jackson M.
Experienced Cat SittersMeadowood, Madison, WI, 53711
House Sitting, Drop-In Visits

Jackson and Stacy have watched my two kitties while I've been away a couple of times. They are reliable, communicative, and took great care of my little furry f… (more)

from
$15
per visit
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Ilise M.
3.
Company for Your Furbaby!Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

Cannot recommend Ilise enough! She is a dog lover and takes the best care of our dog Millie! We would recommend her to any friend and if you are looking for a d… (more)

from
$13
per visit
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Ashley E.
4.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley is fantastic. She took great care of our beloved CKD suffering cat while we were on vacation. So nice to be able to leave town and not worry about our co… (more)

from
$18
per visit
Confirmed availability: Labor Day
Gen A.
5.
Gen 
Verified Background Check
Rover 101
Not your average pet care service!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Gen A took great care of our cats! Larry needs insulin twice a day and Gen made sure he received it with love. She made it easy to take a long weekend, knowi… (more)

from
$25
per visit
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6.
Fellow dog mom hereWaunakee, WI, 53597
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amber is so kind and you can tell she really cares about dogs! (more)

from
$13
per visit
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7.
Eat. Play. Love.Cross Plains, WI, 53528
House Sitting, Drop-In Visits, Dog Walking

About: Hey! I’m Peyton and I’m looking to walk dogs in my spare time! Plenty of trails and neighborhoods to walk through and lots of time to spare! I’ve car… (more)

from
$20
per visit
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8.
Loves long walks and winter cuddlesVerona, WI, 53593
Drop-In Visits, Doggy Day Care, Dog Walking

Erika was wonderful! Very accommodating and professional, even on short notice! Sent me lots of pics and loved hanging out with my pooch! Five stars (more)

from
$18
per visit
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20+ yrs experience with all breeds!Blackhawk, Middleton, WI, 53562
Drop-In Visits

McKenna was so awesome with our dog!! She also went above and beyond, taking in some packages that had been delivered. Thanks so much, McKenna!! (more)

from
$17
per visit
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10.
Will treat them like family!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

About: Hi! I’m Lindsey and I would love to take care of your pup. I’ve owned 2-3 dogs my whole life with my family. We’ve had labs, lots of mixed unknown br… (more)

from
$13
per visit
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11.
I love all pets, especially doggos.Blackhawk, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Dawn was incredibly patient with Clasby even when he didn't initially trust her when she first dropped-in on him on her own. She went above and beyond for him! (more)

from
$13
per visit
Confirmed availability: Labor Day
AVAILABLE THIS WEEKEND!!!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer is the only one I’d let watch my cats ! She’s very professional, keeps your babies safe and you can feel definitely better and at ease knowing she has … (more)

from
$20
per visit
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13.
Sam 
Verified Enhanced Background Check
Reliable, caring and experienced!Madison, WI, 53719
Drop-In Visits, Dog Walking

About: Hi there, I'm Sam! I'm a HUGE animal lover, and would love to help you out! I've taken care of animals ever since I was little! From dogs and cats, t… (more)

from
$13
per visit
Confirmed availability: Labor Day
14.
Hi! My name is NJ, and I love petsMiddleton, WI, 53562
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Njomza did a great job caring for my two pups while I traveled for the week. Great communication, obvious love for animals, and overall a very pleasant experien… (more)

from
$25
per visit
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I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

It’s evident that RuthAnne loves what she does! I felt like our aging golden retriever was well cared for during walks and drop-ins and communication was super … (more)

from
$25
per visit
16.
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Whitney is a fantastic cat sitter!! We cannot thank her enough for sending daily pictures and taking care of our babies while we were away. Definitely will be r… (more)

from
$16
per visit
Confirmed availability: Labor Day
17.
Walking for a living (seriously)!Madison, WI, 53719
Drop-In Visits, Dog Walking

Jenny does a great job and is very reliable. One of my cats acts out occasionall. Jenny takes care of the situation and helps my cat feel better with personaliz… (more)

from
$25
per visit
Calendar Recently Updated
18.
Id love to meet you and your pups!Verona, WI, 53593
House Sitting, Drop-In Visits, Dog Walking

Jolie is a very responsible and dog loving person. She has always been around dogs and loves them dearly. She would be a great caretaker and knows what she’s do… (more)

from
$13
per visit
Calendar Recently Updated
19.
Loves: Coffee, Art, and Pets!Verona, WI, 53593
Drop-In Visits, Dog Walking

Callie did an outstanding job! She did everything as asked and went out of her way to perform her job. All the animals were well cared for and well fed. She als… (more)

from
$15
per visit
Confirmed availability: Labor Day
20.
MP 
Verified Enhanced Background Check
Your pet(s) will be in good hands!Verona, WI, 53593
House Sitting, Drop-In Visits, Dog Walking

MP was great! kept our cats Milo and Bella well fed, and with a clean litter box while we were away. Especially important, they were in consistent communication… (more)

from
$12
per visit

When it comes to pet sitting, dog owners in Greystone, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Greystone may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Greystone, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Greystone, Madison who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Greystone, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including: