House Sitting in Woodlands, Madison, WI

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

1. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

10 repeat clients

"Wilbur likes Amy!!! She was very professional, dependable, and dog-loving :-) (more)"

Confirmed Memorial day Availability
2. 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)"

3. Maiya

I'll love them like you love them!

Blackhawk, Madison, WI, 53717

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

About: I have loved animals since I was a little girl whether it be big or small, a pet fish or a pet horse, I am a true animal lover at heart, although ... (more)

4. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

11 repeat clients

"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)"

5. Nicole

I LOVE caring for animals!

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole was awesome and helped me out in a bit of a pinch with my dog. She was very responsive and a great communicator. She made me feel at ease and I was su... (more)"

Confirmed Memorial day Availability
6. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hannah is a true animal person. My cats--even the one that hides under the bed for everyone else-- love her. She is completely reliable and is good about sen... (more)"

7. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brenna did a fantastic job. My dog can be labor-intensive, but I felt like Brenna had everything under control. And she kept in contact with me, which I ap... (more)"

8. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

10 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)"

9. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

4 repeat clients

"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)"

10. Natalie

Dog lover that would like to help!

Regent, Madison, WI, 53705

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

"You know those people who will be out in public, see a dog, drop what they're doing and then proceed to pet/talk to the dog...every chance they get? That is ... (more)"

11. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jesse took great care of our dog and home (more)"

12. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"I couldn't think of anyone better to watch my pet. Krysta has been around animals her whole life to include her own two dogs growing up, helping her family a... (more)"

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

76 repeat clients

"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)"

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)"

15. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"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)"

Available this weekend
16. Kaylyn

Full-time care, 50 ft from dog park

Middleton, WI, 53562

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

2 repeat clients

"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)"

17. Luke

Trustworthy, dependable student

Parkwood Hills, Madison, WI, 53717

Dog Boarding, House Sitting

About: I'm a college student that needs to continue my education. I grew up in Madison, and I've lived with pets in my family as long as I can remember. T... (more)

18. Eden

I’ll run with your dog!

Wexford, Madison, WI, 53717

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

About: Hi, I’m Eden! I’m an animal lover who will love your dog endlessly! Whether your need a pet sitter, dog walker, or house sitter, I will take offers... (more)

19. Dana

Experienced Veterinary Worker

Harmony, WI, 53562

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

"Dana adores animals and has since she was a little girl. I've watched her grow up so have known of her love of animals all her life. She's taken care of my... (more)"

20. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting

7 repeat clients

"Hannah did a great job taking care of our little guy over Thanksgiving! She was responsive, gave daily updates and took great care of our house. Would defini... (more)"

Dog owners in Woodlands, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Woodlands.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Woodlands, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodlands, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Woodlands house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Woodlands, Madison, WI for your dog: people who'll treat him like family.

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 Woodlands, 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: