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 made booking her visits so easy! She’s a terrific communicator and our dogs, Sophie and Sooner, took to her immediately. She did a great job! (more)"

Confirmed availability
Thanksgiving
2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits

"Allison was great with our dogs, communicated clearly about scheduling conflicts, and was generally pleasant to work with. We've been very pleased to have o... (more)"

3. Jennifer

I love high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Doggy Day Care, 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)"

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4. 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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5. Alaria

Available All Day to Spoil Your Pup

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"This was such a positive experience and I felt completely comfortable with Alaria! I enjoyed seeing all the pictures too. I will definitely use again! Tha... (more)"

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6. 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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7. 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)"

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8. Erica

Friendly and Experienced dog lover

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"10/10 would hire Erika again for check-ins and walks. (more)"

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9. Michelle

Home school hours and love to meet

Waunakee, WI, 53597

Drop-In Visits, Dog Walking

"Michelle is amazing with our dog, Annie, and treats her like her own. She really takes the time to give her lots of love and attention. Michelle is very reli... (more)"

Confirmed availability
Thanksgiving
10. Amy

Your dog will return tired & happy!

Tenney-Lapham, Madison, WI, 53703

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

"I have known Amy for over 10 years. Not long after I met her, she adopted her pup Ollie from a local shelter. The two of them have been inseparable ever si... (more)"

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11. Andrew

Highly active and engaging!

Madison, WI, 53704

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

About: I am an attentive and caring dog lover who has trained many dogs growing up and fully understand the proper ways to have a dog learn and behave con... (more)

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12. Ashley

Behavioral Keen Dog Lover

Worthington Park, Madison, WI, 53714

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

"Amazing caring dog lover. Ashley took wonderful care of my pup Penny. She is responsible and playful. I always ask for Ashley. My dog loves her. (more)"

13. 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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14. 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)"

15. 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)"

16. Andrea

I love doggos

Eken Park, Madison, WI, 53704

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

About: I’m a physical Therapist part time looking to walk doggos and dog sit! I have a very flexible schedule with my job that is great for taking care of... (more)

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17. Richard

Been around dogs all my life.

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Rick is really great with all pets, and dogs of course are no exception. He grew up in a household where a dog was always part of the family, so he is very c... (more)"

18. Brianna

I’ll run with your dog if requested

Sherman, Madison, WI, 53704

Drop-In Visits, Dog Walking

"If you’re looking for a responsible, caring, and dog-loving person, Brianna is the one to call! I’ve personally encountered how reliable Bri is with pets. Sh... (more)"

Confirmed availability
This weekend
19. Cheyenne

All the walkies

Madison, WI, 53704

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

"Cheyenne is amazing with my dog Pepper, she’s a very hyper australian shepherd who needs a lot of attention. Chey is great with giving her attention and meet... (more)"

20. Katryna

Entrepreneur in the animal industry

Waunakee, WI, 53597

Drop-In Visits, Dog Walking

About: I am self employed so my schedule is pretty flexible. I have had dogs my whole life, have worked at a doggy day care and dog-sat for numerous peopl... (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: