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 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)"

Confirmed availability
President's Day
2. Kerri

Canine Therapy - Nothing Better!!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Kerri is so great! She’s been watching our puppy for a couple of months now and we love her. She brought Oliver a bunch of toys that her dog doesn’t play wit... (more)"

Confirmed availability
This weekend
3. Amy

Your dog will return tired & happy!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I (more)"

Confirmed availability
President's Day
4. Jaime

Your pets new best friend!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jaime was wonderful with our dog. She even played with the cats (who usually hide all day). Will definitely use her again!! (more)"

Confirmed availability
President's Day
5. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina was available last minute to drop in on my kitten and adult cat over the weekend while I was out of town. She adjusted the visits to our schedule a... (more)"

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6. Brandon

Flexible-I love all dog breeds!

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

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

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7. Misty & William

I Love Dogs More than People.

Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

"We couldn’t ask for a better dog sitter than Misty. When our Toby is with her he is safe, secure, well cared for and very happy. Our dog is sweet and loving... (more)"

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8. Erica

Friendly and Experienced dog lover

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Erica took great care of Naru. He was fed, exercised and brushed perfectly. His litter was cleaned too. All in all, 10/10 experience! (more)"

Confirmed availability
President's Day
9. Lana

Attentive and empathetic pet-lover

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Lana has a little Chihuahua that she walks daily, together with my Dachsi. She has a sunny disposition and her two 4 legged companions are always happy to go... (more)"

Confirmed availability
This weekend
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. Michelle

Thanks for walking with me!

Waunakee, WI, 53597

Drop-In Visits, Dog Walking

"Michelle is fantastic. I never leave reviews, but she's so good, here I am. She got our picky eater to eat, and kept our little kitten entertained. She's ... (more)"

Confirmed availability
President's Day
12. Lynne

I'll run with your dog!

Marquette, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Lynne is wonderfully kind, caring person who loves singing, coffee, fresh air, and most especially dogs. She is trustworthy, reliable, thoughtful and will en... (more)"

Confirmed availability
President's Day
13. Rachel

Negotiable Prices based on distance

Bluff Acres, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Rachel is a real sweetie. I am so disorganized, I managed to give her the wrong key to my house.(UGH!) She got in touch with my daughter and she came over w... (more)"

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14. Mary

I love animals!

Ridgewood, Madison, WI, 53704

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

"Mary is wonderful with my 3 girls, shes responsible and helps keep up with training tips as well. Id recommend her for anything dog related. (more)"

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15. Daisy

Fenced yard + I take dogs on runs!

Madison, WI, 53704

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

"Daisy is a great sitter and did an amazing job taking care of my dog, Callie. She was very responsive and she made sure to send me pictures of Callie every d... (more)"

16. Brian

I want to play with ALL the dogs!

Brentwood Village, Madison, WI, 53704

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

"Brian is loving and caring with animals. He is a loving cat-dad and devoted part-time dog dad. My two dogs think he is the coolest. He is kind to them despit... (more)"

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17. Joanna

Love dogs and getting exercise!

Eken Park, Madison, WI, 53704

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

"Joanna is a caring & fun pet lover who took great care of our dog Ember. I think our dog got more attention from Jo in 2 days then she gets from us in a week... (more)"

Confirmed availability
This weekend
18. McKinzie

Dog-Gone Good Time

Hawthorne, Madison, WI, 53714

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

About: Animal lover here looking to help exercise and hangout with your pooch while your away. Morning walks, afternoon trips to the dog park, and evening... (more)

19. 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)"

20. Brianna

I’ll run with your dog if requested

Sherman, Madison, WI, 53704

Drop-In Visits, Dog Walking

"I have two pitbulls who are 2 and 3 years old. Brianna has done a great job watching them for me over the last few years while I’ve been out of town or just ... (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: