Pet Setting & Drop Ins in Kennedy Heights, 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)"

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2. Allison & Raymon

LOVING, ACTIVE DOG SITTER!!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison is literally the BEST. I was very comfortable leaving my sick pup with her when I got called in to work for the Army on short notice. And she left me... (more)"

Confirmed availability
Christmas and New Year
3. Julian

Home full time, lots of energy

Capitol, MADISON, WI, 53703

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

"Mary G I highly recomend Julián , we are Dog For Life a small non profit Group that rescue dogs from a Goverment Shelter and find homes for them. So we res... (more)"

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4. Amy

Your dog will return tired & happy!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Amy is great! Very accommodating and really cares about your animals as if they were her own! (more)"

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5. Susan

Lots of love for your best friend!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Please choose Susan for all of your dog walking and drop in care needs! I have known Susan for years and I don’t think I’ve ever met a more wonderful and tru... (more)"

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6. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina did a great job caring for my cat and checking on my house. She's dependable and communicates well. Appreciated the extra effort to locate my kitty... (more)"

Confirmed availability
This weekend
7. Mallory

GSD-owner, runner, heckin ❤️ doggos

Middleton, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Mallory is a great dog sitter. She takes great care of her own animals and she has taken great care of my animals when I'm away. She loves animals and I woul... (more)"

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8. Brian

I want to play with ALL the dogs!

Brentwood Village, Madison, WI, 53704

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

"If my dog Blessing could talk, she’s say that Brian M is one of her favoritest people. Whenever Brian takes care of her, whether for the day or an overnight,... (more)"

Confirmed availability
This weekend
9. Diana

I’m ready to walk your best bud!

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits

"I have had a plethora of dog walkers in my day, and I must say that Diana is the very best. My dog Maxx absolutely adores Diana. Maxx is a rescue dog that ha... (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

"I needed a pet sitter because one of my two cats was sick, and Julie stopped by twice a day to give her a pill an update me on how both of them were doing. (more)"

Confirmed availability
Christmas and New Year
11. Mitchal

Doing this because I miss my dogs

Tenney-Lapham, madison, WI, 53703

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

"If there's anything that mitch loves in this world its dogs. He would be a great dog sitter and he will probably be petting them the whole time. He will pay ... (more)"

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12. Hannah

Your dogs' wish is my command!

Marquette, Madison, WI, 53703

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

"Hannah has been awesome with our German Shepherd! We always come home to a tired and content boy, which is saying a lot for how high energy he is! She is goo... (more)"

13. Liza

yeeeeee doggy!

Tenney-Lapham, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

"Liza has always been extremely compassionate towards animals, she dog-sat for me for a weekend and I don't know if I've ever seen my pup so happy when I retu... (more)"

Confirmed availability
Christmas and New Year
14. Katie

I’ll treat your pup like my own!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Katie walked my dog for me while I was studying for the LSAT in college. She was a life-saver! Katie sent me pictures during the walk and my dog always retur... (more)"

15. Brianna

I’ll run with your dog if requested

Sherman, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Brianna grew up with three dogs and two rabbits. She has volunteered at the Humane Society as a Canine Companion and has done pet sitting for our neighbors,... (more)"

Confirmed availability
Christmas and New Year
16. Elizabeth

East Side Dog Walker/Sitter

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is one of my dear friends and since the day I met her, I believed she loves my dog more than me! She has the most genuine love for animals and such... (more)"

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17. Caty

Big Fenced Yard & Passion for Dogs!

North Lake Mendota, Madison, WI, 53704

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

"Caty is a responsible, sweet, caring person! She takes the time to make sure her dogs are well cared for by socializing them and providing them with a happy... (more)"

18. 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)"

19. Richard

Been around dogs all my life.

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Rick has had dogs all his life and does an excellent job caring for them. He enjoys playing and having fun with them as well. He's enthusiastic and easy go... (more)"

20. 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)"

When it comes to pet care and pet sitting, pet owners in Kennedy Heights, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Kennedy Heights 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 Kennedy Heights, 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 Kennedy Heights, 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: