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. Nate Verified Background Check

Hour Long Walks

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"We have a dog that takes a bit of time to have him "accept" you. Nate was fantastic meeting with Draco, completely listened to us and respected the way we a... (more)"

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2. Jocelyn Verified Background Check

Fun-loving dogsitter!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn did a great job taking care of Penny. She was very flexible and easy to work with. She took Penny on long walks and dealt with surprise situations ... (more)"

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3. Laura Verified Background Check

Pet lover looking for a win-win!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Laura was the absolute best! She did a great job taking care of our rotweiller, we so appreciated her taking the time to send us so many pictures and update... (more)"

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4. Carolina & Apoorva Verified Enhanced Background Check

The pet sitting power couple!

University Apartments, Madison, WI, 53705

House Sitting

"Awesome sitters! So kind and thoughtful. Our dog can be shy and they had so much patience while gaining her trust. Will definitely be booking again! (more)"

5. Claire Verified Enhanced Background CheckRover 101

Big-hearted. Reliable. Responsible

Westhaven Trails, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Claire was a pleasure to work with and she was great! She was professional and replied in a timely manner. From the pictures and updates she sent, Goober was... (more)"

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6. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashley was great, came out in advance to meet everyone and kept us posted through her stay. (more)"

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7. Rachel Verified Background Check

Excited to meet your furry friend!

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Rachel is a wonderful, loving caregiver. She is highly attentive to dogs without being overwhelming. They seem to feel so comfortable around her right away. ... (more)"

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8. Kristin Verified Background Check

Veterinary Medicine Student

Madison, WI, 53705

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

"Ellie LOVES Kristin - we will use her for our future dog sitting needs! (more)"

9. Amy Verified Background Check

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)"

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10. Wenzell Verified Background Check

A lover of all breeds.

Prairie Hills, Madison, WI, 53711

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

"Wenzell B. has taken great care of my puppy on multiple occasions. He doesn't do a rush job. He takes his time showing special care to my puppy just as I wou... (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 ca... (more)"

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12. Emma Verified Background Check

Energetic Dog Lover

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Emma is my neighbor and I’m so grateful that she’s here to watch my fur babies when I’m away. I have two small dogs, one medium dog, and a cat. Emma stays ov... (more)"

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13. 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 Terr... (more)"

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14. Hannah Verified Background Check

TOP-KNOTCH CARE FOR BELOVED PETS

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"What a wonderful experience! Hannah stepped up during a last minute emergency. She is very energetic, competent and organized, but most importantly she is wa... (more)"

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15. Regina Verified Background Check

here to provide love/care!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Regina is absolutely great with animals! She has helped me in the past take care of a few pets, both dogs and cats, and was so great! Not only is she attenti... (more)"

16. Mary Verified Background Check

Furry Friends In Need!

Marbella, Madison, WI, 53705

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

"Mary did a great job with Remmi! He's been having a tough time with separation anxiety lately, so having the peace of mind that he was doing well was great. ... (more)"

17. Jesse Verified Enhanced Background Check

26+ yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"This was our first time using Rover, and Jesse made the entire experience worthwhile. She communicated well, left our home cleaner than when she got there, a... (more)"

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18. Megan Verified Background Check

Life-long dog lover!

Madison, WI, 53705

House Sitting

"Megan watched our two dogs in our home while we were gone for a little over two weeks, the longest we have ever left them! Megan was great and our pups clear... (more)"

19. Chelsea Verified Background Check

Loving & patient dog walker/sitter

Spring Harbor, Madison, WI, 53705

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

"Simply stated Chelsea has all the qualities, characteristics, spirit and soul of a 'Dog Whisperer". Chelsea was care taker to Jazzy, a female German Shepard... (more)"

20. Michelle Verified Background Check

i will love your dog like my own

Spring Harbor, madison, WI, 53705

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

"I love Michelle’s style of caring for animals. She is such a compassionate and understanding friend to them and has so much experience and knowledge on dog/c... (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: