Pet Sitting & Drop Ins in Westhaven Trails, 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. 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)"

2. Emma Verified Background Check

Your neighborhood dog sitter!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Emma is responsible, kind, and easy to work with. She has her own senior dog she takes care of extremely well. Everyone who meets her immediately loves her fun… (more)"

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3. 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)"

4. Bree Verified Background Check

Easygoing pet lover paying for grad

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Bree has been doing a great job this Summer with Lincoln and Morris. I know that they look forward to seeing her almost every day. I would definitely use Bre… (more)"

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5. 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)"

6. 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

"My cat is very high energy and feisty so it’s hard feeling comfortable leaving him with anyone, or finding someone who can deal with him lol. Mary is great! Sh… (more)"

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7. 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)"

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8. rain Verified Background Check

I’ll treat your pet as my own.

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

About: HI! I’m Rain, and I am a dog and a cat loving girl! I would do anything for my pets and that won’t change when I’m taking care of yours! I love to pl… (more)

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9. Caitlyn Verified Enhanced Background Check

It's like you never left!-Your Pets

Maple-Prairie, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Caitlyn did a wonderful job taking care of our cats, Ellie and Jasmine, while we were out of town. During her daily visits she took the time to get to know eac… (more)"

10. 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 creature… (more)"

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11. Kathryn & Joseph Verified Background Check

Full Time at Home with Fence + Love

Verona, WI, 53593

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

"Kathryn and Joseph were FANTASTIC with my sweet Gary! This was my first time using Rover and they made the experience better than I could have imagined. They w… (more)"

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12. Hassan Verified Background Check

Trustworthy, reliable animal lover!

Fitchburg, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"My rescue chihuahua adores Hassan and gets very excited for their visits! Bowie loves to go for hiking adventures with Hassan, and they always stop for a mini … (more)"

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13. 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)"

14. Brittanee Mika Verified Background Check

Enthusiastic, responsible dog lover

Fitchburg, WI, 53719

Drop-In Visits, Dog Walking

"Brittanee is wonderful and we couldn’t have been happy and glad to have her for a dog walker for both our dogs Jiro and Archie. Brittanee is loving, dedicated,… (more)"

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15. Jake Verified Background Check

Woof! Let’s go for a walk!

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Jake loves playing with my two dogs. He always pays attention to the detailed instructions I leave and has been reliable. The dogs are always tuckered out afte… (more)"

16. Melissa Verified Background Check

I love BIG dogs and TINY cats!

Maple-Prairie, MADISON, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Melissa is great with dogs! She has a lot of love for animals and takes wonderful care of them. She’s enthusiastic, enjoys playing with them, and is always wil… (more)"

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17. Julia Verified Background CheckRover 101

Will love your pets like my own!

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Julia was prompt and reliable. Moose appeared happy and tired!! (more)"

18. Joseph Verified Background Check

We love dogs! Fenced yard freedom!

Madison, WI, 53719

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

"Joe's fun and laid back demeanor shows in his pets' (dogs) personalities. When they get too excited he doesn't get overly excited, but does have limits and co… (more)"

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19. Bri Verified Background Check

Teacher / Dog & Cat Mom

Madison, WI, 53719

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

"Bri has always been so great with our cat, Jim. He’s an old man now, so snuggling is a given. But even in his younger days, whenever Brianna would come over, h… (more)"

20. Molly Verified Background Check

BIG dog person

Skyview Meadows, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Molly has dog sat for me countless times, including overnight - she is always on time, responsible and treats my dog as if he were hers. I also appreciate that… (more)"

Dog lovers in Westhaven Trails, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Westhaven Trails 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 Westhaven Trails, 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 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 Westhaven Trails, 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: