House Sitting in Highlands Community, Madison, WI

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

1. Danielle

I am dog's best friend!

Verona, WI, 53593

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

23 repeat clients

"Danielle is professional, puntuctual, professional and just wonderful ? My puppy loved her from the first moment. Can't wait to book her again! (more)"

2. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"When visiting Madison, we arranged with Fran to watch our Golden while we took our daughtwr out for a birthday dinner. Fran was very accommodating to our eve... (more)"

3. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alexis has house sat for us twice now and has done a fantastic job with our energetic goldendoodle! Overall she communicates very well and and is very respec... (more)"

4. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is a lifesaver. She was able to take care of my pup while I was away on a short-notice trip. She was extremely accommodating and very friendly! I hig... (more)"

5. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Brenna was great with our dogs, communicated really well, we appreciated it so much! (more)"

6. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

10 repeat clients

"Christina did a fantastic job! She was so flexible and wanted to make sure my dog felt happy and safe. I will definitely ask her to watch my best buddy in th... (more)"

7. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

5 repeat clients

"Jennifer was absolutely wonderful! She made our first weekend out of town as new puppy parents worry free. She took the time to briefly meet us and Bearle be... (more)"

8. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (more)

9. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Chelsea was a great and responsible pet guardian who did a fantastic job taking care of our dog Sassy and checking in with us regularly. Thanx Chelsea! :) (more)"

10. Michelle

Experienced foster & rescue worker!

Meadowood, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Michelle is the only person outside of my grandparents that I have ever left my dogs with and I would do it again without question. Not only did she send me ... (more)"

11. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Heather is a fantastic dog caregiver! As the owner of two very different (and slightly odd) dogs, I can 100% vouch for Heather's ability to gain a dog's trus... (more)"

12. Andrea

Professional animal snuggler!

Middleton, WI, 53562

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

"Andrea was amazing with our kids! They all were happy and content when we got back, and she did a great job of updating us with pictures throughout the we... (more)"

Available this weekend
13. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

54 repeat clients

"Andrea took great care of our pets and home. She even washed the bed sheets and put clean ones on our bed so we didn't have to when we got home. We would def... (more)"

14. Sarah

Home is whenever I'm with a dog

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great! Very responsible and my pup loved her. She sent updates daily and was very easy to communicate with. I would highly recommend her to anyone ... (more)"

15. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

4 repeat clients

"Hannah was wonderful. We arrived back home from our trip to find our dog happy and healthy and our home in great condition. Hannah was very attentive to our ... (more)"

Available this weekend
16. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"I am one of those pet parents who will leave 9 pages of instructions for a dog walker. When I met Lauren, she was already three steps ahead of me. She asked ... (more)"

17. Cynthia

I love going to dog parks!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Sid has a strong background in vet science and animal care, and has grown up taking​ care of horses, dogs, cats, and just about any other animal you can thin... (more)"

18. Tiffani

I will take walks with your dog!

Blackhawk, Madison, WI, 53717

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

About: I have grown up with dogs! I am a dog sitter when my friends are out of town. I enjoy taking walks with dogs, throwing the ball, and finding ways t... (more)

19. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Amy was a great sitter for my beagle! She was very communicative and flexible, which was so helpful! (more)"

20. Kelsey

Want a 4 day weekend get-away?

Madison, WI, 53705

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

"Kelsey is WONDERFUL! Three days before our vacation our scheduled dog sitter fell through. We were so worried about who could stay with our dog, Arthur. I... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: