Pet Setting & Drop Ins in Cherokee Garden, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned animals all of my life especially dogs. Being in college I do not have the opportunity to own pets. I love going for walks and do that... (more)

Confirmed Holiday Availability
2. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

1 repeat client

About: I have owned dogs my whole life, but currently don't have a dog of my own. I look forward to spending time and getting to know your dog!!! I love ... (more)

3. Kristi

We love dogs and will love yours!

Waunakee, WI, 53597

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

"Kristi is amazing, wonderful with our puppy! We come home to a happy puppy that has been given love while we are at work. Kristi is on time & prompt with sch... (more)"

4. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

5. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Skylar did a great job with Dozer and was so good about posting updates so that I knew he was safe and happy while I was out of town. Couldn't have asked for... (more)"

6. Alex

Active, energetic, & loving sitter!

Madison, WI, 53715

Drop-In Visits, Dog Walking

3 repeat clients

About: I have had experience with a wide range of dog breeds in my life. My family first had a teacup Yorkshire Terrier and then welcomed a Doberman Pinsc... (more)

7. Alex

Upbeat & Funny

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Alex is a wonderful human being, and she is very committed. She loves dogs, and has much experience walking, feeding, and other tasks. She is very much a dog... (more)"

Confirmed Holiday Availability
8. Kari

Certified Veterinary Technician

Monona, WI, 53716

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

1 repeat client

"Ean had a great time- thank you so much! He'll definitely be coming back. (more)"

9. Kristin

Will love your dog like my own!

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"I've known Kristin for almost four years now, and I've never met someone who loves dogs as much as her (I think she likes them more than people sometimes). S... (more)"

10. Todd

Earth Bound Hounds

Lake Edge, Madison, WI, 53716

Drop-In Visits

"I am happy to endorse Todd Regan as a pet care provider. I hired him to take my dog for a 25 minute walk Monday through Friday for 7 weeks while I recovered ... (more)"

11. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

12. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julia is a sweet girl & she does a great job taking care of my dog. She's very responsible & communicates well (more)"

13. Ryan

Out we go-Rain or snow. Let's Walk!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Ryan is a trustworthy, warm, and compassionate dog owner and friend. He is a capable leader, and very comfortable around animals -- qualities that come from ... (more)"

14. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Keni has taken care of my Phil a handful of times and he is always overjoyed to see her. She is my go-to sitter for long and short term stays! (more)"

15. Emily

Let's go for a run!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Emily loves dogs! She is an avid outdoors person - walking, running, swimming, skiing... she stays active in all weather. She is also very compassionate an... (more)"

16. Jess

Confident, reliable and resourceful

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess has pet sit for us several times. We have one dog (a lab/golden mix), and three indoor/outdoor cats. Our dog sometimes has anxiety and trouble with othe... (more)"

Confirmed New Years Availability
17. Jim

Reliable and attentive pet-sitter.

Cherokee Park, madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Nobody loves to walk dogs more than Jim! He is reliable, and a bonus is that he is a knowledgeable dog trainer, so most likely your dog will become a better... (more)"

18. Anna

Animal lover available to help out!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Anna did a wonderful job taking care of my then-3 year old Beagle/Jack Russell mix, Cali. I had to go out of town and was in a little pinch and found Anna t... (more)"

19. Elizabeth

Taking care of dogs like my own

Maple Wood, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I love taking care of dogs. I currently foster dogs from a shelter called thunder home shelter. I have been fostering dogs for 4 years now and I lo... (more)

20. Jenninfer

Animal Lover From Birth

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: As a child, I had both cats and dogs in the house and we frequently took in abandoned animals, treated their medical problems, and found them homes... (more)

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Learn About Premier

Dog lovers in Cherokee Garden, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Cherokee Garden pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Cherokee Garden, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Cherokee Garden, 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: