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. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

5 repeat clients

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)

2. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Whitney was great with my cat Buckley! He's got some special needs and it makes me feel better when I have to leave him for the night knowing that someone wi... (more)"

3. Jade

Fun, quirky, Madison native

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: When I was 11 years old, my dad came home one night with a little puppy that a woman had given him in the parking lot of a bar. I immediately fell ... (more)

4. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

4 repeat clients

About: I grew up with animals on a farm and had house pets. I volunteered in dog rescue for many years, house/pet sitted for friends of friends, worked @ ... (more)

5. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

8 repeat clients

"Our dogs loved daisy! We have 3 large dogs and 1 small dog, we got pictures right away and everything went well, we would definitely use Daisy again (more)"

6. Kristi

Your dogs home, away from home!

Waunakee, WI, 53597

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

2 repeat clients

"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)"

Available this weekend
7. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

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

About: My husband and I have raised our 3 dogs over the past 7 years and have experience pet sitting for our friends as well! We are passionate about havi... (more)

8. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: Having worked in an animal shelter for 3 years, I have dog behavior and safety training that not many other people have an opportunity to acquire. ... (more)

9. Ryan

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

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"When we returned home the dogs were happy resting on their beds. We had a note that said when they had been out last and fed and a great report of the days ... (more)"

10. Shoshanna

Love being outside with your dog

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Shoshanna is one of the most nurturing, reliable, and responsible people that I know. I trust her to care for my beloved pets without reservation or hesitati... (more)"

11. 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)"

Available this weekend
12. Sierra

Awesome caretaker for dogs & cats!

Capitol, Madison, WI, 53703

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. 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)"

14. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan has lived with dogs all her life. She came home to a 100 pound 31 inch tall Irish Setter, has had two Golden Retrievers, one Gordon Setter, and now a ... (more)"

15. Alicia

Puppy lovers and walkers!

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Any dog would be lucky to spend some time with Ryan and Alicia! They have doggiesat for us before and Mo is nothing but loved and spoiled! Their dog Ada is ... (more)"

16. Tara

animal enthusiast

Marquette, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Tara has an excellent rapport with animals and especially dogs. She currently works at a kennel and doggie day care, a few days per week. She works with a nu... (more)"

17. Brita

Madison area dog lover and friend

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

2 repeat clients

"There's no one who loves and cares for dogs like Brita. She's an amazing dog mommy who also cares for our incredibly energetic pup whenever needed. I'd trust... (more)"

18. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I've had dogs all my life, usually Labrador Retriever mixes. Last March, my dog passed away at age 16, and I've been busy trying to find a way to f... (more)

19. Jim

Reliable and attentive pet-sitter.

Cherokee Park, madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Jim as a doggy sitter. He has spends loads of time caring for our own dog as well as our "grand dogs" He is a conciencious, loving caregiver! (more)"

20. Emily

Let's go for a run!

Sheridan Triangle, Madison, WI, 53704

Drop-In Visits, Dog Walking

1 repeat client

"Emily is a neighbor and has been walking with our dog for years. When she went to college in Madison, she would let us know that she was home and she would ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: