Pet Sitting & 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. Karli Verified Background Check

Painter, printmaker, dog enthusiast

Midvale Heights Community, Madison, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"I’ve booked Karli for drop-in visit multiple times now and my three dogs love her. Karli goes above and beyond her expected duties. She is caring, attentive,... (more)"

2. Ishtar Verified Background CheckRover 101

Towering & Teacup Pups Welcome

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Ishtar is a wonderful pet-sitter! My cat instantly got along with her, which is saying a lot because Bean is a bit finicky about making friends. She was time... (more)"

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3. Kathryn & Joseph Verified Background Check

Full Time at Home with Fence + Love

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kathryn and Joseph are simply the best, (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Gen Verified Background CheckRover 101

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Gen watched our cats for five days while we were out of town recently - she was fantastic. She was easy to work with from the beginning - I sent her instruct... (more)"

5. Kaylin Verified Background CheckRover 101

Pick me for your Critter/Cat needs!

Park Ridge, Madison, WI, 53719

House Sitting, Drop-In Visits

"Kaylin always takes great care of cat, Lloyd! We appreciate her services anytime we need to leave town. She’s very thoughtful about giving us updates and sen... (more)"

6. Hannah Verified Background CheckRover 101

Dogs love to run and play with me!

Madison, WI, 53719

House Sitting, Drop-In Visits

"Hannah took great care of our big sweetie Fergie and we can’t wait to have her back! (more)"

Active and Accepting Requests (incl. from Essential Workers)
7. Chelsea Verified Background Check

Dog loving young woman

Middleton, WI, 53562

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

"Chelsea has been great taking Reno for an evening walk while my husband and I are at work. She can usually help us out on short notice and is always easy to ... (more)"

8. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda was great with my very anxious cat. She sent me pictures each time she checked in on her with a little description on how the visit went! She did every... (more)"

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9. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Took excellent care of my cat during drop-in visits. Sent lots of pictures. I would absolutely hire her again. (more)"

10. Ashley Verified Background Check

Can't wait to get to know you!

Madison, WI, 53719

Dog Boarding, Drop-In Visits, Dog Walking

"Ashley went above and beyond with my dog who has a lot of anxiety. She knew immediate what to do with her professional experience! We are definitely going to... (more)"

11. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

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

"I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust ligh... (more)"

12. Brenna Verified Background Check

I'm a trusted vet's daughter!

Blackhawk, Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Brenna was great! I had pretty specific instructions for drop-in visits for the dogs and she was very accommodating. (more)"

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13. Jesse Verified Enhanced Background Check

26+ yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse was great with my cat who is quite anxious. She was patient with her and checked in with me everyday with pictures and how the visit went which made me... (more)"

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14. Whitney Verified Background CheckRover 101

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney is a fantastic cat sitter!! We cannot thank her enough for sending daily pictures and taking care of our babies while we were away. Definitely will b... (more)"

15. Celia Verified Background Check

Dogs big/cats small I love 'em all!

Verona, WI, 53593

Drop-In Visits, Dog Walking

"Celia was awesome! I shared the experience with other friends that never used Rover.com. They were impressed by her daily updates and pictures. Seeing pictur... (more)"

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16. Gabriella Verified Background Check

Student who loves animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Gabriella was great with my cat! She took great care of him and I felt very comfortable knowing that she was watching over him. Would definitely recommend! (more)"

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17. Mary Verified Background Check

Furry Friends In Need!

Marbella, Madison, WI, 53705

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

"Dakota had a great time with Mary, and I loved getting the photo check-ins. (more)"

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18. Pauline Verified Background Check

Dog loving retired teacher.

Woodland Hills, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"First use of Pauline, so I'm reserving a star:) Cute photos and its a comfort to know the dogs are well taken care of. (more)"

19. Ryan & Jocelyn Verified Background Check

Dog Loving Small Family

Greentree, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan is perfect candidate for this job. First of all, he loves pets and would provide loving care. In addition, Ryan is a good listener and communicator, s... (more)"

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20. Samantha Verified Background Check

Walks, parks, hiking, play time

Junction Ridge, Madison, WI, 53717

Drop-In Visits, Dog Walking

"Samantha did a great job and I was completely satisfied with her care for my dog while I was away. (more)"

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: