House Sitting in Highlands Community, 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. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"We've been using Kaylin as a pet sitter for our senior cat (Halle Berry) for a few years now and could not be happier! Kaylin is friendly, dependable, and al... (more)"

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2. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy did a great job taking care of our fur baby. I would highly recommend Amy, she sent me updates and we had a very happy puppy when we returned home. (more)"

Confirmed availability
4th of July
3. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I needed to try out a new house/dog sitter on relatively short notice so that I could travel over a weekend (Fri - Sun). Allison was great at setting a meet ... (more)"

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4. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran did a fantastic job watching my dog Java. She sent me pictures of Java and little notes about how she was doing. Fran responded quickly to my messages. ... (more)"

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5. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

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

"I would highly recommend Kaylyn. She stayed at our house with our senior dog Lulu, and took great care of her. Our dog has some special needs after back surg... (more)"

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6. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna is great! She was flexible and hung out with my dog for a few hours during the day so I could be with my friends and not worry. She even sent pictures... (more)"

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7. 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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8. Holly

Will treat your pup as my own

Madison, WI, 53719

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

"Holly did a wonderful job taking care of Daisy for me while I was gone for the weekend! I really appreciated being able to keep Daisy in our home and having ... (more)"

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9. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

"Jennifer exceeded our expectations and took great care of our Sandard poodle and aging cats. We will definitely use her again. She was very responsible and r... (more)"

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10. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krysta took great care of our pup! It's so nice to know she was in good hands while we were gone. Thank you! (more)"

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11. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Andrea was very thorough and kept us updated with pictures throughout her stay. She asked questions as needed and I felt comfortable that Chester was in good... (more)"

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12. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hannah was great with my dogs! She was very flexible with my schedule and sent me daily updates. I could tell that she is a pet lover, and I felt confident l... (more)"

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13. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

"Loved having Matt sit for both of our dogs! He sent pictures and made sure they felt lots of love during the visit. We ended up having to extend the stay las... (more)"

14. Amber

TLC always

Wisconsin Co-Op Housing, MADISON, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Whenever my family considers a go-away vacation, the first thing we do is check to see if Amber is available to look after our very energetic scotch collie, ... (more)"

Confirmed availability
4th of July
15. 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 was amazing with my dog Otis. She house sat for me so Otis (who has separation anxiety and is timid) didn't have to leave the comfort of his own home.... (more)"

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16. Jesse

25 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... (more)"

17. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting

"My dogs were at ease with Hannah. I received photos of my dogs while I was away, which was fantastic. The girls seemed less stressed out than when they come ... (more)"

18. Mina

Experience with all kinds of pets~

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Mina was wonderful and patient with my pup Abril. She is super nice and my puppy just loves her. I highly recommended Mina. Thanks again for taking good care... (more)"

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19. Megan

Adaptive to your dog's needs!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Megan watched both of my small hounds for a 2nd time and provided constant updates, photos, and info on how my wonder twins behaved. I know that my dogs are ... (more)"

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20. Emily

Vet Med Student

Midvale Heights Community, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"I would highly recommend Emily to watch your furry friends! As a personal friend of 20 years, I cannot deny that Emily has a passion for animals. Emily is th... (more)"

Pet parents in Highlands Community, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Highlands Community house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Highlands Community, Madison, WI who meets your and your dog'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 dog, 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 dog lovers 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: