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.

Confirmed availability
 Easter weekend
1. Bryan Verified Background Check

I am the definition of a dog person

Park Ridge, Madison, WI, 53719

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

"Nash loved having Bryan drop in to hang out for a week while I was working. Bryan was great dealing with my last minute instructions. Would definitely consid… (more)"

Confirmed availability
 Easter weekend
2. Rick Verified Enhanced Background Check

Experienced, active, & trustworthy

Arbor Hills, Madison, WI, 53713

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

"We had Rick do two drop-in's a day for 4 days in a row for our new 3 month old pup. He was really great with Doc and played and worked on commands with him wh… (more)"

3. 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)"

4. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Doggy Day Care

"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 lights… (more)"

Confirmed availability
 Easter weekend
5. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashely is awesome!! She is so good with both our dogs. She understands both our dogs and their different personalities. She is our go to when we need someone t… (more)"

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6. Hannah Verified Background CheckRover 101

Dogs love to run and play with me!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

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

Confirmed availability
 Easter weekend
7. Katie Verified Background Check

All dogs love a stroll in Madison!

Sauk Creek, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Katie is the best! My puppy loves when she comes to play. She always follows the instructions I leave and takes great care of my pup! (more)"

Confirmed availability
 Easter weekend
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 everyth… (more)"

9. 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)"

Confirmed availability
 Easter weekend
10. Jaden Verified Enhanced Background Check

UW student looking for pet time!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jaden is great with dogs! She cared for my dog and he was very happy when I returned from my trip. She gave him lots of attention and playtime. She is punctual… (more)"

11. Kayla Verified Background Check

Reactivity, training, play, & sniff

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"I highly recommend Kayla to help care for and exercise your animals. She is a responsible, kind, and thoughtful person. In addition to these fantastic personal… (more)"

12. Meli Verified Background Check

Responsible Dog Lover!

Middleton, WI, 53562

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

"Meli is a great dog sitter! She came to let my puppy out for a few days. She is trustworthy and sends greats updates and pictures of your pup while you are awa… (more)"

13. mary Verified Enhanced Background Check

I will care for your pets as my own

Midvale Heights Community, Madison, WI, 53711

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

"Mary has been great taking care of my two cats! Always prompt to get back to me and very flexible with my changing schedule. My cats get along great with her. … (more)"

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14. Ryan & Jocelyn Verified Background Check

Dog Loving Small Family

Greentree, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan wanted a dog since he was four years old. His parents honored his request after his kindergarten year and adopted a small white terrier from the Humane S… (more)"

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15. Kristen Verified Background Check

Dogs are my spirit animal!

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kristen is a great people and dog person. She works hard to assist other and love on them/their lifestyle. Kristen has done an amazing job loving my little fur… (more)"

16. 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. Tin… (more)"

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17. Charlene Verified Background Check

Been pet sitting for many years!

Madison, WI, 53705

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

"Charlene is one of a kind, respectful and welcoming when you meet her and she absolutely loves pets of all kinds. Charlene has cared for my pup a number of tim… (more)"

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18. M Verified Background Check

The best care for your best friend

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"M would be a great candidate to take care of your dog! They love animals and have had experience caring for both dogs and cats. M has watched my cat for me in … (more)"

19. Molly Verified Background Check

Energetic attentive animal lover

Wexford, Madison, WI, 53717

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

"Molly became my dog sitter through a friends recommendation last year. She watched my dog for a week while I was away in Canada visiting family. My dog loves h… (more)"

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20. Hannah Verified Background Check

TOP-KNOTCH CARE FOR BELOVED PETS

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Hannah did a great job taking car of our cat! I would highly recommend her to anyone. She is attentive, kind, and took great pictures for her updates! (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: