Pet Setting & 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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1. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin went above and beyond while caring for our cat Khaleesi! Her visits were prompt and her check-in descriptions were detailed and filled with pictures! ... (more)"

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2. Jenny

Walking for a living

Madison, WI, 53719

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jenny was AMAZING! I booked last-minute (less than 1 week) and she was able to squeeze in a meet-and-greet with Hodge Podge before their scheduled drop-in. S... (more)"

Confirmed availability
Labor Day
3. Lily

Live updates & lots of love

Hawk's Landing, Verona, WI, 53593

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Lily did a wonderful job dropping in, letting our pup out, and keeping her entertained. Followed instructions perfectly and went above and beyond to make sur... (more)"

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4. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krystal went above and beyond my expectations! Caring for my dog as if her own. She would carry my 150+ pound senior mastiff in and out when his hips were hu... (more)"

Confirmed availability
Labor Day
5. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Fran did a great job with our puppy, Archer! She was on time and did everything right, we also got some really good pics of Archer while we were away. We cou... (more)"

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6. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with ani... (more)"

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7. Hilary

Fun-loving dog person! :)

Verona, WI, 53593

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Hilary has been a wonderful mom to our Golden Retriever, Leslie. Thanks to her loving care, Leslie has grown up well-trained and happy. Hilary adores all dog... (more)"

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8. Ashley

Fun walks & fresh air for your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"I was very pleased with Ashley. One of my dogs requires insulin injections, and although she had never done this before, she was willing to learn and did a g... (more)"

Confirmed availability
Labor Day
9. Gen

Need help exhausting your pups?!

Westhaven Trails, Madison, WI, 53719

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

Confirmed availability
Labor Day
10. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew ... (more)"

11. Kim

Flexible Schedule, Experienced

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Kim has always taken wonderful care of my pets. She makes sure they get a lot of individualized attention and love. She follows any request I give her to the... (more)"

Confirmed availability
Labor Day
12. Amy

Giant dog park for your dog to run!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had dogs my entire life and have spent the last five years volunteering at the Dane County Humane Society with my son. We have a sweet Golde... (more)

Confirmed availability
Labor Day
13. Clara

Daily visits to the dog park

Marbella, Madison wi, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Clara loves dogs and has been around them her entire life! She is a responsible pet owner herself to an adorable German Shepard. She enjoys walking, playin... (more)"

Confirmed availability
Labor Day
14. Marin

I’m home for much of the day!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Marin is the best! I know my four legged babies are in the absolute best care when I am done due to the love and devotion of Marin. You can tell she genuinel... (more)"

Confirmed availability
Labor Day
15. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse has been our go to when we need our Goldendoodle and 2 cats cared for. She has been doing this for us for several years. She does drop ins(walks and fe... (more)"

Confirmed availability
Labor Day
16. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Matt is a passionate dog lover! I would trust him with my dog which is saying a lot becuase my dog loves to run away and actively pursues the challenge of g... (more)"

Confirmed availability
Labor Day
17. Laura

Home full time w/ private dog park

Madison, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Laura and I have had dogs my whole life! I am home full time and our apartment complex has a private dog park with an obstacle course and l... (more)

18. Kathryn

Home full time in summer-vry active

Verona, WI, 53593

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"The care and safety of your pet is Kathryn's #1 priority. She treats my pets as if they were her own and they have never been happier! I know that when Kat... (more)"

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19. Sarah

Looking to meet some furry friends!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Sarah has watched my dog for me several times while I was away on vacation for a few days. She has always taken good care for him, taking him for a walk at l... (more)"

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20. Zach

Veterinary Student who loves DOGS!

Madison, WI, 53573

House Sitting, Drop-In Visits, Dog Walking

"Everything I could have hoped for! (more)"

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: