House Sitting in Woodland Hills, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

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1. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashley was wonderful! She was on time so we could take off for our trip. My two dogs absolutely loved her! She would respond right away to texts and sent pictu… (more)"

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2. Alba Verified Enhanced Background Check

Pet Whisperer for hire!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alba was great! Very professional! She was easy to book and communicate with. Buddha can be a bit of a handful and quirky. She was confident and cared for h… (more)"

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3. Hannah Verified Background CheckRover 101

Dogs love to run and play with me!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Hannah was great and we are so glad she was available to take care of our brood while we were gone. She took our dog on many walks and provided lots of updates… (more)"

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4. Emily Verified Background Check

Lover of Animals & Exercise!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Emily was great- My pups had an awesome time with her and they were very well taken care of- would highly recommend! (more)"

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5. 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

"I would give 10 stars if I could!! Rick was incredibly attentive to and knowledgeable about our assorted variety of pets. He was observant and quick to ask abo… (more)"

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6. 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

"I've had Caitlyn contracted outside of this app to House sit and watch my two dogs (chocolate labs) and kids often. She does it all! She keeps the house in th… (more)"

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7. Faith Verified Background Check

Lover of all dogs!

South Campus, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"Faith was amazing! Very nice , polite,send me pics while she stayed with my dog.My pup liked her right away. I will use her services again and I highly recomm… (more)"

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8. Andrew Verified Background Check

COVID SAFE I am open now

Greenbush, Madison, WI, 53715

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

"He is a great sitter! He takes the time to make our pup welcome and a fun place to go. His location and home layout are perfect for day visits or overnighters.… (more)"

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9. Hannah Verified Background Check

TOP-KNOTCH CARE FOR BELOVED PETS

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Hannah house sat for my two dogs and two cats while we were out of town. This was the first time we left the dogs with a house sitter. I normally board them. … (more)"

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10. Michelle Verified Background CheckRover 101

I love walking & playing for hours

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Michelle was great with our senior beagle and filled in for us on short notice. Big props for being flexible and a quick study with Bootsie! (more)"

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11. Chelsea Verified Background Check

Dog loving young woman

Middleton, WI, 53562

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

"Chelsea took amazing care of my wild pup Stanley! She kept my updated the entire weekend that I was away with pictures of how my little guy was doing. She came… (more)"

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12. Jaden Verified Enhanced Background Check

UW student looking for pet time!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jaden loves animals and pays attention to their needs. She will play with and care for your pet like they are her own. My Toby is blind and she takes him for w… (more)"

13. Andy Verified Background Check

Former NYC actor! Love pets!

Maple-Prairie, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Andy watches my cat often when I'm out of town; He goes above and beyond on making sure she has enough love and cuddles, treats, and playtime; He sends photos … (more)"

14. Kristen Verified Background Check

Dogs are my spirit animal!

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kristen was great! She’s super friendly and great with communication. I went out of town over night, she sent photos of my dog and provided update throughout t… (more)"

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15. Megan Verified Enhanced Background Check

Accepting of all animals :)

Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Megan was great! I am a first time fur dad and she eased my anxiety about leaving my Frenchie puppy alone with a stranger. Super friendly and I could tell sh… (more)"

16. 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

"It's my daughter Maggie who would like to work as a loving dog care owner. Maggie loves being around dogs and she is very responsible. We have a young Terrie… (more)"

17. Jesse Verified Enhanced Background Check

26+ yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse was a lifesaver when we were in a very difficult situation. Our dog had two seizures during the month of May and we needed to be out of town for 36hrs a… (more)"

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18. Meli Verified Background Check

Responsible Dog Lover!

Middleton, WI, 53562

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

"I had Melissa watch my dog over the summer while I had some family obligations elsewhere. I could not have been more impressed. Melissa was professional, perso… (more)"

19. Erika Verified Background Check

Unemployed Animal Lover & Caretaker

Madison, WI, 53705

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

"While I don't have a ROVER account, I do have a large, black lab, who Erika has taken good care of, including pet sitting, dog walks, feedings, and trips to th… (more)"

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20. Molly Verified Background Check

Energetic attentive animal lover

Wexford, Madison, WI, 53717

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

"1 million stars if I could! Molly stayed in my home with my two quirky dogs. They loved her immediately! She took them on adventures, cuddled them, and made su… (more)"

Dog lovers in Woodland Hills, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house 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 house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Woodland Hills, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodland Hills, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Woodland Hills house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Woodland Hills, Madison, WI for your dog: people who'll treat him like family.

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 Woodland Hills, 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: