Pet Setting & Drop Ins in Oakbridge, 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

Reliable & caring dog/cat sitter!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was very conscientious when caring for Wrigley!!! (more)"

2. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

3. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Alexis does a great job with Oberon. She gives detailed updates. (more)"

4. Joy

New best pal for your dog!

Middleton, WI, 53562

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

1 repeat client

"Joy is Amazing! I have seen her care for her own Sheltie as well as many other people's dogs on many occaisions and know that she will be great with your ... (more)"

Confirmed available next weekend (Oct 26 - Oct 29)
5. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

15 repeat clients

"Christina set my mind at ease during the meet and greet. She did drop in visits with my dog while I was away and each time she came over she let me know when... (more)"

6. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

5 repeat clients

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

7. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

58 repeat clients

"Andrea is hands down the most canine oriented person I know. Very responsible, intelligent, and conscientious of the dog's needs. It is almost as if she comm... (more)"

8. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Celia was fantastic to work with! When something came up with her schedule and we needed to make adjustments, she let me know right away and I truly felt so ... (more)"

9. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

5 repeat clients

"Really friendly and did a really great job taking care of my dog. (more)"

10. Audrey

Experienced dog-sitter!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

3 repeat clients

About: Hello! Thank you for considering me to take care of your pet. I'm patient, reliable and love animals. I treat each pet like it is my own, whether i... (more)

11. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (more)

12. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

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

37 repeat clients

"Christine on many occasions has house sit and watched our dogs, we always knew that they were in goods hands. Christine has a love of dogs and it shows. If... (more)"

13. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Awesome sitter! Sent pictures and updates daily! (more)"

14. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

Confirmed available next weekend (Oct 26 - Oct 29)
15. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

6 repeat clients

"Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew ... (more)"

16. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

18 repeat clients

About: Missing our Bayley (Treeing Walker Coonhound), so need a pooch fix. We'll care for your dog(s) (max. of three/night) while you go away to play....... (more)

17. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrea does an amazing job!! Our Wrigley can be quite shy, Andrea made Wrigley feel safe and secure. Wonderful communicator. Thank you!! (more)"

18. Sarah

Home is whenever I'm with a dog

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Sarah has so much experience with dogs & puppies! She is very affectionate, responsible and punctual. Sarah would be my first call for a doggie sitter if log... (more)"

19. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Affection, attention, and tender loving care. You can be assured your pet will receive all of these when I'm the sitter. Animals bring me a lot of ... (more)

20. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca is an amazing dog sitter and walker. She's taken care of Mocha my shih tzu on various occasions, and each time I felt completely comfortable leaving ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents in Oakbridge, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Oakbridge, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Oakbridge, Madison who can provide the care your pet needs, when they need it.

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 Oakbridge, 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: