Pet Sitting & Drop Ins in Orchard Ridge Community, 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. Karli Verified Background Check

Painter, printmaker, dog enthusiast

Midvale Heights Community, Madison, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"Our puppy loves walks with Karli. She is very compassionate and flexible with scheduling. (more)"

Confirmed availability
Christmas and New Year
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)"

3. Nikki Verified Enhanced Background Check

I love all furry friends!

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Nikki has been completely reliable and a godsend for letting Emma out at midday. I really appreciate her obvious love of animals (and how they love her back)... (more)"

Confirmed availability
Christmas and New Year
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 really put me at ease while I was away. She took great care of my cats (even when they were up to no good) and sent a ton of pictures & very detailed upd... (more)"

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5. 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)"

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6. Andrea Verified Background Check

Reactive dogs & all weather runs

Dudgeon-Monroe, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Andrea is super reliable and very patient with our puppy. (more)"

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7. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again. (more)"

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8. Brianna & Tyler Verified Background Check

For dogs that love attention

Allied Community, Madison, WI, 53711

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

"Brianna took wonderful care of my 2 year old French Bulldog, Remi! Remi has a few quirky dietary needs that I was a little worried would be an issue given th... (more)"

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9. Laura Verified Background Check

Pet lover looking for a win-win!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"This past winter, Laura watched my dog Sedona so I could go to a gathering. Sedona came from a puppy mill so her separation anxiety was strong at the time. ... (more)"

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10. Kaylin Verified Background CheckRover 101

Pick me for your Critter/Cat needs!

Park Ridge, Madison, WI, 53719

House Sitting, Drop-In Visits

"Kaylin was excellent! Dropped in on time and was very nice! I felt much better about leaving my cat at home knowing she would dropping in for feeding. (more)"

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11. Jocelyn Verified Background Check

Fun-loving dogsitter!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Great at her visit with Ollie! Checked in frequently and he loved hanging out with her! (more)"

Confirmed availability
Christmas and New Year
12. Christine Verified Background CheckRover 101

Loving, Veterinary Nurse ❤️

Prairie Hills, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"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 det... (more)"

13. Mike Verified Background Check

Professional Dog Watcher/Petter

Stone Meadows, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Mike is awesome. Super reliable pet sitter and always gives helpful reports with lots of photos. (more)"

Confirmed availability
Christmas and New Year
14. 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)"

15. Tom Verified Background Check

Home full time.

Spring Harbor, Madison, WI, 53705

Drop-In Visits, Dog Walking

"We are so fortunate to have found Tom. He is a godsend. He has helped us so much with training our new puppy. (more)"

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16. Marji Verified Background Check

Dog Walks & Runs Near West Side

Dudgeon-Monroe, Madison, WI, 53711

Drop-In Visits, Dog Walking

"In all weather conditions and at a moment's notice, Marji has been a loyal caretaker for my dog, Lucky. She's friendly, calm and loves exploring trails and n... (more)"

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17. Hillary Verified Background Check

Caring, experienced and reliable!

Summit Woods, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hillary did a great job checking in on our cat Mogley. She followed all of our care instructions, sent great updates and photos and was reliable and timely. ... (more)"

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18. Meagan Verified Background Check

Let me love your pets too!

Fitchburg, WI, 53719

Drop-In Visits, Dog Walking

"Meagan took great care of our dog and two cats who were happy to see her. She even followed the snow plow over to them on a bad weather day, (more)"

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19. Sara Verified Background Check

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah and her husband did a great job taking care of my two cats. They gave them adequate food, water, and attention and even sent me pictures and video upda... (more)"

20. Wenzell Verified Background Check

A lover of all breeds.

Prairie Hills, Madison, WI, 53711

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

"Wenzell B. has taken great care of my puppy on multiple occasions. He doesn't do a rush job. He takes his time showing special care to my puppy just as I wou... (more)"

Dog owners in Orchard Ridge Community, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Orchard Ridge Community, 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 Orchard Ridge Community, 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 Orchard Ridge Community, 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: