House Sitting in Old Middleton Greenway, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Allison & Raymon

LOVING, ACTIVE DOG SITTER!!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison is a lifesaver. I had a family emergency that required some immediate travel with changing dates that had me stressed out trying to figure out how to... (more)"

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2. Mistie

Care + fun for your best friend

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Mistie was so helpful leading up to the trip I took! She was very accommodating in transferring keys over to her, and I felt comfortable knowing that she was... (more)"

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3. Kimberly

Student by day, dog lover always

Middleton, WI, 53562

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

"Kim has always been there when I need someone to walk/feed/watch my dog Oakley. Oakley is a Siberian Husky and loves when Kim takes him for long walks. She... (more)"

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4. Alexus

Your pup won’t be lonely with me!:)

Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Alexus watched my dog, Issy at my apartment while I was away in Chicago. She did a great job of sending me updates with pictures of Issy to ensure Issy was w... (more)"

5. Kyleigh

Ill give your dog lots of attention

Greenbush, Madison, WI, 53715

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

"Kyleigh was everything we were looking for in a sitter- very reliable, did a great job, gave us updates, and the dog was happy and had fun! (more)"

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6. Mallory

GSD-owner, runner, heckin ❤️ doggos

Middleton, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Mallory is great! She is a very kind, animal loving, responsible person. She will treat your fur babies as if they were her own. You can put your mind at eas... (more)"

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7. Greta

Dog lover, park across street

Regent, Madison, WI, 53726

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

"Greta loves pets and is super great with her own dog, Balloo! She is extremely responsible and good with all animals, not exclusively dogs. Greta has done a ... (more)"

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8. Ellie

Dogs are humans too! :)

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Ellie is a very caring and friendly pet sitter. She cares deeply about all animals well being, and treats them with respect and love. You cannot go wrong in ... (more)"

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9. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jennifer was wonderful! She not only sent us updates and pictures every day, but managed to get good photos of my black, camera shy pups. I felt certain that... (more)"

Confirmed availability
Christmas and New Year
10. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

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

"Kaylyn is AMAZING! She’s kind and warm and loving. She took such great care of our Duke while we were in from out of town for our son’s wedding. She allowed ... (more)"

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11. Haley

Look Rover Here!

Madison, WI, 53705

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

"Haley is a sweet and loving person who relates well to people and animals alike. She recently cared for our two retriever mix puppies in our home. She kept t... (more)"

12. Sheridan

Pet Care for the Busy Individual

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Sheridan stayed with our four dogs for a week. She was wonderful! Our dogs absolutely love her! She sent us pictures every day, and even printed some and lef... (more)"

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13. Ninah

Flexible schedule & DCHS trained

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Ninah watched our two dogs while we were away for the weekend, and did a great job. She sent us a couple updates with what they were up to, making us feel ve... (more)"

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14. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse is a superstar pet sitter! I was initially a little apprehensive about bringing someone into our home to watch our pets while out of the Country... but... (more)"

15. Talia

Active and loving dog sitter/walker

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Talia loves dogs!!! She has taught my dog so many things. My favorite thing she taught my dog is to put something in his mouth if he starts barking. She w... (more)"

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16. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

"Matthew was easy to work with, sent lots of great pictures, and cleaned up a mess Roxie had made by washing the sheets. He was great and I’d definitely use h... (more)"

17. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"Andrea is absolutely excellent! She is personable, professional, thoughtful, caring and goes above and beyond in all she does. She not only tended to our t... (more)"

Confirmed availability
Christmas and New Year
18. Emma

Long walks and loads of belly rubs

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Emma is excellent with many animals. Her experience with animals I could go on for pages about; her dog is the best trained I have ever seen. She’s very prof... (more)"

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19. Emily

Vet Med Student

Midvale Heights Community, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Emily was a great pet sitter! She spoiled Lucky with multiple walks a day and lots of snuggles. I would definitely recommend Emily and will hire her for futu... (more)"

20. Taylor

I love walking/jogging with dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Taylor was a great dog sitter! She gave our dog walks and lots of cuddles. We received communication throughout her stay. Our house was left very neat and ... (more)"

Dog owners in Old Middleton Greenway, Madison, WI turn to house sitters on Rover.com for their house sitting needs. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Madison with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house 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 watch your dog again. With Rover, you can find your the perfect Old Middleton Greenway house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Old Middleton Greenway, Madison who can provide the care your dog 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 Old Middleton Greenway, 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: