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.

1. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

17 repeat clients

"Simply put, Crystal is phenomenal. She has helped with our dog for several months and we have been impressed with her kindness, reliability, attention to det... (more)"

2. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

2 repeat clients

"Mary did a fantastic job of taking care of all the many beasts at my place! Again! (more)"

3. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

9 repeat clients

About: Like many people, I have had dogs my entire life. Having raised a few since they were puppies, I am also very familiar with the puppy potty trainin... (more)

4. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

5. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan has a special place in her heart for dogs. She grew up with dog and has dog sat for friends dogs as well. Megan is a very compassionate and respons... (more)"

6. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Bea many years and have seen how she interacts with her pets. She is very patient and loving and has always taken exceptional care of them. Yo... (more)"

7. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"India is very much a "dog-mom" when it comes to the affection and care she gives to any dog she meets. It amazes me the love, care, and attention she provide... (more)"

8. Samantha

I'll run with your dog!

Capitol, Madison, WI, 53703

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

"Sam has been dogsitting for our dog, Wilson, for several years now and does an amazing job. She stays in our home when we are on vacations and does a great j... (more)"

9. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

Confirmed Thanksgiving Availability
10. Erika

Dogs love W-A-L-Ks and so do I!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Erika has years of experience of dog care. She has cared for my dogs numerous times with walks, feeding, overnights and training. I trust Erika and give her ... (more)"

11. Katie

Dog/house sitter

Capitol, Madison, WI, 53703

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

"Katie loves dog!!. She took great care of our dog Sophie including helping with training. Katie loves to stay active and is caring, kind, and responsible.... (more)"

12. Sierra

Awesome caretaker for dogs & cats!

Madison, WI, 53704

Drop-In Visits, Dog Walking

"My two small dogs have a TON of energy, and every time Sierra visits them they have a great time! She takes the time to make sure they each get plenty of pla... (more)"

13. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

About: I am a reliable individual who will provide quality care to your dog(s). My hope is that by providing care in your home environment, your dog will ... (more)

14. Christopher

Home FULL TIME! Dogs = my passion!

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

Drop-In Visits, Dog Walking

About: Hi, I'm Chris, a stay at home dog-dad on the East Side of Madison. I have a marketing company that allows me to work from home where I spend time ... (more)

Confirmed Thanksgiving Availability
15. Anna

Dog's Best Friend!

Tenney-Lapham, Madison, WI, 53703

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

1 repeat client

"Anna loves my dogs like they were her own! She is very responsible and attentive to my dogs moods and needs. My dogs love her and are always bouncing with e... (more)"

16. Alesha

Dog enthusiast with love to give.

Ridgewood, Madison, WI, 53704

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

"Alesha is a lover of all dogs, and she certainly has a way with them. The dogs will always be her top priority, whether it's taking them on a walk, to the do... (more)"

17. Victoria

This vegan wants to walk your dog!

Eken Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Vicki was very responsive, positive and proactive. She was able to help us out on short notice and work well with our somewhat frazzled new puppy mama brains... (more)"

18. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Ryan was great with checking in on our cat over the long weekend. We got great reports and pictures, and Ryan was always quick to respond. I felt especiall... (more)"

19. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Erin is a loving and caring person who loves all fur babies and all sizes. Has cared for numerous dogs for a variety of owners and will take care of your pet... (more)"

20. Nicole

I adore caring for all animals!

Westchester Gardens, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is an incredibly caring and genuine person! She has cared for my dog numerous times and we can always rest easy knowing he is is great hands! She will... (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: