House Sitting in High Crossing, 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 SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison was an absolutely wonderful house, dog and cat sitter! We couldn't have asked for more. She regularly communicated with emails and photos and we were... (more)"

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2. Renee

Loving, Fun, Professional!

Sun Prairie, WI, 53590

House Sitting

"Renee was awesome!! She stayed with Abril and took good care of her. Took her on a nice long walk and kept her company. Thanks Renee! (more)"

3. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"if I could give 10 stars I would. My little puppy had an accident that required him to be watched while he went through the healing process. We asked Carly t... (more)"

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4. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena was great taking care of our two dogs and two cats while we were away for the weekend. She sent us regular updates with pictures, and also left the h... (more)"

5. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

"Gracie did a wonderful job in taking care of our 4 dogs! She went above and beyond with caring for them and sending us pictures and even left a written summa... (more)"

Confirmed availability
4th of July
6. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

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

"Sarah was amazing with Capone! She sent us updates all weekend and knew he was in good hands! We came back to a nice note and summary of the weekend. I would... (more)"

7. Kayla

i love playing with dogs

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Kayla house sat and pup sat for our 2 Labrador retrievers; who need constant exercise. She took very good care of them; both in making sure they ran, played ... (more)"

8. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Bea went above and beyond for both of our dogs. I was completely blown away with the love and attention she gave to our dogs. We have one 15 year old senior ... (more)"

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9. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"We had a nice meet and greet with Jess and hired her to pet sit for us. She did a great job, had good communication, and even brought in the mail without be... (more)"

Confirmed availability
4th of July
10. Sophie

Outdoorsy, Responsible, Pet Owner

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

"Sophie is a very responsible and very good dog caregiver. Very good with the floofers and puppers. 10 out of 10 doggo lover and human (more)"

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11. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

"Tina did a great job with my first pet sitting experience. She listened to all pugsley unique personality disorders and handled him appropriately. She seemed... (more)"

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12. Grace

Nature Walks, Love and Attention!

Reston Heights, Madison, WI, 53718

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

"Grace would be a responsible and loving pet sitter. She grew up in a family who were always surrounded by all kinds of animals. Grace also had a horse of her... (more)"

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13. Courtney

A home away from home

Madison, WI, 53718

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

About: My name is Courtney and I'm the proud owner of two pups - a 12 pound Pekingese mix, Oliver, and a 70 pound Bernese Mountain Dog puppy named Sulliva... (more)

14. Tara

I practically live at the dog park

Bluff Acres, MADISON, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog owner for over 5 years. My dog is very active so I have to walk him I can't just let him out in the backyard so I'm used to an acti... (more)

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15. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina was a phenomenal sitter. She immediately clicked with our pets and settled in with them for a week. She went above and beyond caring for our two dog... (more)"

16. Jon

Wants doggo friends!

Mayfair Park, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

About: I love animal care work, but moved on to another career path and miss caring for animals. I'd get to know your dog and figure out what type of care... (more)

17. Daniel

Lover of all, big and small!

Eastmorland, Madison, WI, 53714

House Sitting, Drop-In Visits

"Daniel took great care of our dogs so we could get away for a weekend. He kept me updated and did a great job winning over my grumpy old man. We came home to... (more)"

18. Faith

Grew up with Dachshunds, Have a Cat

McClellan Park, Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Faith was nice and accommodating while staying at my place with my dog and two cats. She sent regular updates and I felt better that my dog and cats could s... (more)"

19. Robin

Dog Lover with 30+ years experience

Heistand, Madison, WI, 53714

Dog Boarding, House Sitting, Drop-In Visits

"Robin has shared her life with a dog since she was 4 years old. I can't imagine her not sharing her home with a dog. As a young girl she shared her life wit... (more)"

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20. Angie

Our pup loves playmates!

Madison, WI, 53718

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

About: We have a very active 1.5 year old yellow lab who loves to play and nothing burns him out like a good play session with another pup! Since we can’t... (more)

Dog lovers in High Crossing, 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect High Crossing 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 High Crossing, 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 High Crossing, 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.

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