Pet Setting & Drop Ins in Cherokee Park, 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. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits

"Allison was amazing, she took great care of our kitties, she came by once daily for food, water, litter box cleaning as well as to water our small house plan... (more)"

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2. Michelle

Large fenced in yard. Active family

Sun Prairie, WI, 53590

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

"Michelle was fantastic! She was so nice and friendly and my dogs seemed to warm up to her right away (which is what is most important of course!). Our larg... (more)"

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3. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Jennifer has been a life safer for us, as we are new to Madison and needed help with transitioning our dog Duke with us being at work all day. Jennifer is ve... (more)"

4. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

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5. Erica

Friendly and Experienced dog lover

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: I have had pets my entire life. I've had dogs, cats, guinea pigs, fish, and more! I trained both of my dogs, one is a lab mix and the other is boxe... (more)

Confirmed availability
This weekend
6. Shannon

Active mom who LOVES dogs

Windsor, WI, 53598

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

"Shannon was GREAT!! Olive was happy and well taken care of. And we loved getting the pictures of Olive playing when Shannon was at our house taking care of h... (more)"

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7. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"Rebecca is the BEST! Responsible, caring, just the perfect person to have watch your pets. Answers and responds to emails almost immediately, sends picture... (more)"

8. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

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

"Valerie did great with my puppy. She was patient and took the time to work on commands with him and wear the little guy out. She took sweet photos too. I'll... (more)"

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9. Charli

A Dogs Best Friend

Nobel Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Charli did a wonderful job with my special needs pets. She gave updates and photos and went the extra mile to make sure they were safe and happy. I would def... (more)"

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10. Julie

Play, snack, & snooze with us!

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

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

"Julie is great! We actually don’t have a dog, we have a cat and chickens. Julie is super dependable and her love of fur and feathered beings makes her a wond... (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)"

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12. Angie

Our pup loves playmates!

Madison, WI, 53718

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

About: We have a very active 1.5 year old yellow lab who loves to play and nothing burns him out like a good play session with another pup! Since we can’t... (more)

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13. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

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)

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14. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

Confirmed availability
This weekend
15. Bethany

Certified Veterinary Technician

Worthington Park, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Doggy Day Care

About: My name is Bethany Heil and I am a CVT of 14 years with experience in foster care as well as pet-sitting, 3 years of German Shepherd Rescue. 4 y... (more)

16. Mary & Michael

Your cuties will be loved with me

Ridgewood, Madison, WI, 53705

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

"Mary is a kind-hearted animal lover with a big heart for dogs. she will take care of anyone's dog as if it was her own, feed it, bathe it, cuddle it, love it... (more)"

17. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

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18. Brianna

I’ll run with your dog if requested

Sherman, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Bri is a phenomenal dog friend!!! We have two dogs under the age of two and she is so caring and patient with them. She loves them like her own and is the be... (more)"

19. Christine

Will walk long lengths with dog

Sherman, Madison, WI, 53704

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

"She is a real sweetheart, very reliable. And I know she loves my Daisy as much as I do. I would also trust her to watch my home. (more)"

20. Melanie

love and exercise

Sherman, Madison, WI, 53704

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

About: I grew up on a dairy farm in Mt. Horeb Wis. and had many dogs on the farm as well as cats. My love for animals comes naturally. I currently own a s... (more)

Dog owners in Cherokee Park, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Cherokee Park.

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 Park 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 Park, 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 Park, 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: