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. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Whitney was so helpful and considerate towards our elderly grandmother. She went above and beyond! She was really understanding of our crazy helicopter dog p... (more)"

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. 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)

4. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 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)"

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. Anna

Dog lover with years of experience!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hello everyone! My name is Anna, and I have been a pet sitter and dog walker for over 10 years! Dogs are my greatest passion, and I love nothing mo... (more)

7. 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)"

8. Julia

Available for the holidays!

Emerson East, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been taking care of all sorts of animals since I was very young. I grew up with a dog that was a very big part of my family. All dogs deserv... (more)

9. Kristi

We love dogs and will love yours!

Waunakee, WI, 53597

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

1 repeat client

"Kristi was awesome! I was not sure about allowing someone into my home with my babies...but the minute I met her...I felt comfortable....and my pets felt co... (more)"

10. 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)"

11. 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)

12. 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)"

13. Anna

Pet or house sitter any time of day

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Anna is an extremely responsible, caring and respectful care provider. I am very picky about who watches my dog and felt very comfortable knowing Anna was wa... (more)"

14. 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)"

15. 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)"

16. 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)"

17. 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)"

18. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

Dog Boarding, Drop-In Visits, House Sitting, 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. 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: