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.

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1. Shannon

Active mom who LOVES dogs

Windsor, WI, 53598

Drop-In Visits, Dog Walking

"Shannon made booking her visits so easy! She’s a terrific communicator and our dogs, Sophie and Sooner, took to her immediately. She did a great job! (more)"

Confirmed availability
Thanksgiving
2. Kerri

Canine Therapy - Nothing Better!!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Kerri was amazing with our Bernese mountain dog puppy! She spent extra time with him, cleaned up a mess he made, played with him, sent us multiple pictures a... (more)"

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3. Brandon

Flexible-I love all dog breeds!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Great walker, he is very good with my dog. (more)"

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4. Alaria

Available All Day to Spoil Your Pup

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"This was such a positive experience and I felt completely comfortable with Alaria! I enjoyed seeing all the pictures too. I will definitely use again! Tha... (more)"

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5. Susan

Lots of love for your best friend!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Please choose Susan for all of your dog walking and drop in care needs! I have known Susan for years and I don’t think I’ve ever met a more wonderful and tru... (more)"

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6. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina was great at providing care for our dog! She sent daily updates and pictures and our dog was very happy upon our return. I would definitely recomme... (more)"

7. Erika

Your dog will feel home

Rolling Meadows, Madison, WI, 53714

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

"Attention to detail and went over more times than I paid for. Super communicative and responsible. Great job Erika! (more)"

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8. Diana

I’m ready to walk your best bud!

Capitol, Madison, WI, 53703

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

"I have had a plethora of dog walkers in my day, and I must say that Diana is the very best. My dog Maxx absolutely adores Diana. Maxx is a rescue dog that ha... (more)"

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9. Julie

Play, snack, & snooze with us!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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

"I needed a pet sitter because one of my two cats was sick, and Julie stopped by twice a day to give her a pill an update me on how both of them were doing. (more)"

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10. Ashley

I'm Pack'n... With Mutts

Worthington Park, Madison, WI, 53714

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

"Ashley is great with all animals, she has a unique way about her that puts them instantly at ease. She loves animals and it shows! (more)"

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11. Andrew

Highly active and engaging!

Madison, WI, 53704

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

About: None (more)

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12. Brian

I want to play with ALL the dogs!

Brentwood Village, Madison, WI, 53704

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

"If my dog Blessing could talk, she’s say that Brian M is one of her favoritest people. Whenever Brian takes care of her, whether for the day or an overnight,... (more)"

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13. Brittney

Ease your dog worries!

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Brittney is a phenomenal caregiver! She always thinks of the small details and is very aware of any needs we have. Every time she has dog sat for us we are a... (more)"

14. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

15. Alea

Play, Love, Play

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Alea has grown up with both cats and dogs and loves both. We currently have 2 cats and 2 toy poodles. She has taken care of the many times when we have gone ... (more)"

16. Andrea

I love doggos

Eken Park, Madison, WI, 53704

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

About: None (more)

17. Brianna

I’ll run with your dog if requested

Sherman, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Bri has watched my Charlie many times. She always arrives early and is never late. Gives him long walks and never a complaint from a neighbor that poop is no... (more)"

18. Richard

Been around dogs all my life.

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Rick has had dogs all his life and does an excellent job caring for them. He enjoys playing and having fun with them as well. He's enthusiastic and easy go... (more)"

Confirmed availability
This weekend
19. Cheyenne

All the walkies

Madison, WI, 53704

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

"Cheyenne truly has a passion for all animals and has proven reliable on multiple occasions. She really seems to make it enjoyable for the animals because she... (more)"

20. Katryna

Entrepreneur in the animal industry

Waunakee, WI, 53597

Drop-In Visits, Dog Walking

About: None (more)

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: