Pet Sitting & Drop Ins in Ridgewood, 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. Jennifer Verified Background Check

Dogs are my favorite people!!

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Rosie's best friend Jennifer saves the week again! My girls are always happy when she comes over to play and cuddle 🥰 And I always get a thorough review of the… (more)"

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2. Colleen & Micheal Verified Enhanced Background Check

Responsible & Loving Pet Sitter

Heistand, Madison, WI, 53714

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

"Another successful drop-in visit from Colleen! My dogs LOVE to see Colleen and Michael and I love seeing the pics of their happy lil faces during the visits! I… (more)"

Confirmed availability
 Easter weekend
3. Kerri Verified Background Check

Canine Therapy - Nothing Better!!

Windsor, WI, 53598

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 with … (more)"

4. Jessica Verified Background Check

15 Years of Pet Lovin'!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

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

"Jessica did a fantastic Job with Stevie even taking her on a long walk and stopping by an extra time as she’s super thoughtful. We will definitely plan to requ… (more)"

5. Georgia Verified Background Check

Pet Care Specialist @ a Pet Resort!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Georgia was an outstanding sitter for our cat Percy! She went above and beyond to make sure he received the best care. Her daily updates were very thorough and… (more)"

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6. Alba Verified Enhanced Background Check

Pet Whisperer for hire!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alba was great! Kept our kitties well fed and entertained. She was super quick to respond to our inquiry and communicative throughout our trip. Lots of cute vi… (more)"

7. Hailey Verified Background Check

All Dogs are Good Dogs

High Crossing, Madison, WI, 53718

Drop-In Visits, Dog Walking

"Thank you for all your compassionate care, Hailey. Our dogs will sincerely look forward to seeing you time and time again. (more)"

8. Amanda Verified Background Check

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

"Amanda did drop in visits for our dog, Cash while we were away for the weekend. Being new to the area, we decided to use Rover & we are glad we did! Amanda too… (more)"

Confirmed availability
 Easter weekend
9. Jana Rose Verified Background Check

Nature Loving Easy Going Dog Walker

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jana Rose took care of my two cats for three whole weeks while I was traveling. She did such a great job! The kitties were doing so well when I got back - it w… (more)"

Confirmed availability
 Easter weekend
10. Stella Verified Background Check

Friendly & trustworthy sitter

Carpenter-Ridgeway, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Stella was great! Communicated great and even spent a little longer with my boy catdog, making sure he got all the attention he needed. Thanks Stella! (more)"

11. Christine Verified Background CheckRover 101

Loving, Veterinary Nurse ❤️

Sherman Village, Madison, WI, 53704

Dog Boarding, Drop-In Visits

"Christine is great at taking the best care of my puppy while I am at work! She always sends me at least two pictures each visit. She is very attentive to detai… (more)"

Confirmed availability
 Easter weekend
12. Anna Verified Background CheckRover 101

Home full-time; Customized pet care

Eken Park, Madison, WI, 53704

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

"Anna is so good to work with. She's a good communicator. I felt an instant rapport at our meet and greet, and i was touched at the care and tenderness she gav… (more)"

Confirmed availability
 Easter weekend
13. Gigi Verified Background Check

I'm just as excited for walkies.

Ridgewood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Gigi is a great pet owner. She is punctual and responsible and there's no need to worry about your pet in her hands. She loves all sorts of animals - especiall… (more)"

Confirmed availability
 Easter weekend
14. Shelly Verified Background Check

I LOVE dogs! I work very part-time.

Cottage Grove, WI, 53527

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

About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish … (more)

15. Leah Verified Background Check

Enthusiastic and reliable sitter

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Leah was wonderful! She was responsive, on time and so friendly. Ultimately we did not book her for more than one service, but we have a very picky Husky! Woul… (more)"

16. Abby Verified Background Check

Any dog, any size, happy and tired!

Glendale, Madison, WI, 53716

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

"Abby is amazing! Incredibly knowledge about dogs and my Great Pyre bonded to her right away. I'd rate 6 stars but Rover doesn't give me that option. 100% go… (more)"

Confirmed availability
 Easter weekend
17. Brittanya Verified Enhanced Background Check

Paw-some, reliable and flexible

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

House Sitting, Drop-In Visits

"Brittanya rocks! Thanks, as always, for your help!!! (more)"

Confirmed availability
 Easter weekend
18. Sarah Verified Background Check

Any dog, any size, any temperament

McClellan Park, Madison, WI, 53718

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

"Sarah did a great job with Meeko. Meeko has anxiety when he first meets someone and Sarah was calm and took time for him to settle down and make him feel comfo… (more)"

19. Hope Verified Background Check

Reliable Life Long Pet Lover

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"We have three large dogs and Hope has no problem loving and caring for them like they were her own. Absolutely amazing at pet care! (more)"

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20. Laura Verified Background Check

Caring pet nanny!

Heistand, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Laura has helped so much with our puppy this week when our schedules weren’t allowing for lunchtime trips home. She was reliable, consistent, and treated Milli… (more)"

When it comes to pet sitting, dog owners in Ridgewood, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Ridgewood may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Ridgewood pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Ridgewood, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Ridgewood pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Ridgewood, 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: