House Sitting in Highlands Community, Madison, WI

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

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1. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

6 repeat clients

"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)"

2. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care

5 repeat clients

"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)"

3. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

3 repeat clients

"Fran took great care of my energetic pup! She took Zeus on lots of walks and sent regular pictures and updates. I would certainly recommend entrusting your p... (more)"

4. Maryrose

I'll walk any dog in any weather.

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"MaryRose is one of the most responsible people I know, and a fantastic dog caregiver. She is excellent at setting dogs of all ages, sizes, and breeds at ease... (more)"

5. Michelle

At-home CPA who loves fur babies!

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"She watched over our dog while we were gone for the night and took great care of Laya. It’s evident she’s a dog lover and enjoys taking care of pets! (more)"

6. 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)"

7. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

60 repeat clients

"Andrea was great- she took care of my chihuahua Coco last minute when on a work trip to Madison. She came to pick her up early from my hotel and dropped her ... (more)"

8. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

7 repeat clients

About: I grew up taking care of my 20 pound dog and now regularly care for two 50 and 80 pound dogs. While they keep me busy, I still have time for dog si... (more)

9. Matthew

Top-Notch Professional Pet Services

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Matt is a passionate dog lover! I would trust him with my dog which is saying a lot becuase my dog loves to run away and actively pursues the challenge of g... (more)"

10. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

2 repeat clients

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

11. Kaylyn

Professional, Positive, Pet Sitter

Middleton, WI, 53562

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

"We were very pleased at how well Kaylyn cared for our old New Foundland. She made sure he received all his medication on time. It was also great that she wou... (more)"

12. Jessica

Making them happy when you're gone!

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Everything went perfect! All three of my dogs had a great time Jessica took care of everything. Fish were fed and my home was well kept!!! 5 stars! (more)"

13. 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)"

14. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"It was a one-night stay. Brenna gave updates on how the stay was going. I was pleased with the updates and I have confidence that Addi received good care. (more)"

15. Will

Good care for good dogs!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Will is a gentle, forgiving and understanding soul. I can speak for the folllowing dogs who he loved and cared for like his own: Warren (aka Warnie), Pete, W... (more)"

16. Jennifer

MEDP: Most Enthusiastic Dog Person

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: When you allow me to take care of your dog, big or small, I promise to shower them with the love and care they deserve. I'll treat your dog as if t... (more)

17. Abigail

Pre-Vet Grad. 10 yrs of Animal Care

Meadowood, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Abigail is our first call when we’re skipping town for a long trip. Why? Let’s start with dog sense - Abby understands our two very unique dogs. She doesn’t ... (more)"

18. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

19. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

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

About: I have a small dog myself and she is a diva. If I can handle her, I can handle any dog. We frequent the dog park and I've interacted with many dogs... (more)

20. Kellsey

Love going on long walks!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Kellsey has genuine love for animals, especially dogs. Her friends and family have entrusted her with their beloved pets to dog sit, play, and go for walks.... (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: