Pet Sitting & Drop Ins in Highlands 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

"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)"

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2. Nate Verified Background Check

Reliable, Conscientious, Flexible

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"What a gem! Nate provided compassionate care for my sweet kitties while I was away and kept me well informed of their well being and how the check in went. W... (more)"

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3. 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 was great! Checked up on the cats while we were gone and went to great lengths to make sure all of their needs were addressed. While both of furry creatu... (more)"

4. Kaylin Verified Background CheckRover 101

Pick me for your Critter/Cat needs!

Park Ridge, Madison, WI, 53719

House Sitting, Drop-In Visits

"Kaylin took great care of our sweet kitten while we were away for the weekend. She gave her lots of affection and attention so that she wouldn't be stressed ... (more)"

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5. Rachel Verified Background Check

Excited to meet your furry friend!

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Your pup will be almost as excited to see Rachel, as Rachel will be to see your pup! Rachel is a kind, responsible, pet owner and animal lover. You will be t... (more)"

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6. 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)"

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7. 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)"

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8. Kristin Verified Background Check

You’ve probably already met us!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

"Kristin is a true dog lover! She provides lots of care and lots of love to the dogs in her life. She is patient and gentle with the quieter and low key dog... (more)"

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9. Chelsea Verified Background Check

Dog loving young woman

Middleton, WI, 53562

Dog Boarding, House Sitting, Drop-In Visits, 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)"

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10. Tinaz Verified Background Check

Dog's Best Friend!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Our dog and cat had a wonderful weekend with Tinaz! While we were off on a family vacation, our pets were having a fun, pamper-filled weekend of their own. T... (more)"

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11. 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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12. Laura Verified Background Check

Pet lover looking for a win-win!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Laura is awesome! Highly recommend! She treated my pup like her own. She’s a lover of animals. My little guy got lots of loving, snuggling and activity ? (more)"

Confirmed availability
This weekend
13. Kristin Verified Background Check

Veterinary Medicine Student

Madison, WI, 53705

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

"Kristin is is the best Auntie to my own dog and one of few people I would trust to take care of him. He is very old and has a handful of medical issues and m... (more)"

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14. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda is great! She’s helped us out over the holidays and was wonderful about sending great updates and pictures. Our cats warmed up to her quickly! I’d defi... (more)"

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15. 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)"

16. Amy Verified Background Check

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Great sitter! Best Rover sitter we have used yet! (more)"

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17. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

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

"Again and again, I am so very impressed with the care that Kim provides my cat. It is truly so comforting to know that, while I am gone, someone who adores m... (more)"

Confirmed availability
This weekend
18. Whitney Verified Background CheckRover 101

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with ani... (more)"

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19. Ellie Verified Background Check

I have a big heart for animals

Madison, WI, 53705

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

"Highly recommend Ellie! She was excellent with my dog and sent picture updates when letting her out so I knew Cricket was a doing well. When we came home cri... (more)"

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20. Fayth Verified Background Check

Pets are the most important

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Fayth is super reliable. She loves dogs more than humans. She will treat all of them as her own. She would love to be doing something with dogs! (more)"

When it comes to pet sitting, dog owners in Highlands Community, 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 Highlands Community 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.

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 Highlands Community 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 Highlands Community, 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 Highlands 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: