House Sitting in Woodland Hills, Madison, WI

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

1. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Brenna took care of Lucy and was her first non-family sitter. I was incredibly nervous that everything would go smoothly. Brenna sent me pictures and updates... (more)"

2. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse is wonderful with animals. I have a cat who’s very high energy and needs company throughout the day. He has taken to her and they now have conversation... (more)"

3. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

9 repeat clients

"Fran has always done an excellent job house sitting for us! She is very respectful of our home, responds to texts quickly, and takes Vash on plenty of walks.... (more)"

4. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

8 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)"

5. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Matthew was great! Obviously good with dogs with high energy and even took notes during the meet and greet. Kept me updated while I was away and a really nic... (more)"

6. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

9 repeat clients

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

7. Sarah

Takes Care of Pets of All Kinds

Madison, WI, 53719

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

3 repeat clients

"Sarah was a delight. My girls loved her and got along great with Mika. She sent pictures while I was away so I was able to see how they were doing. Super com... (more)"

8. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"The moment we introduced Andrea to our two collies my wife and I felt confident they would be well cared for in our absence. We were right! She sent us photo... (more)"

9. Christine

Outdoorsy, Loving Vet Tech

Prairie Hills, Madison, WI, 53711

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

1 repeat client

About: Hi! I am a Certified Veterinary Technician and have worked with pets professionally my whole life! I have personally owned a horse, fish, lizards... (more)

10. Issie

I'm an affectionate caregiver

Spring Harbor, Madison, WI, 53705

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

About: Your dog can expect enthusiastic, engaged attention, care, pets and play. I’m comfortable with most dogs, of all ages and sizes, am also compassion... (more)

Available this weekend
11. Rob

Looking to love your dog full time

University Apartments, Madison, WI, 53705

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

"Rob is one of the sweetest and most caring people you could meet, and this carries over seamlessly into his love and appreciation for every dog I've ever see... (more)"

12. Kelsey

An tired dog is a well-behaved dog

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Kelsey H. is compassionate to both dogs and their humans. She has loved & cared for her family dogs since childhood. Kelsey provides safe, responsible care ... (more)"

13. Lindsay

Avid dog walker and weekend sitter

Madison, WI, 53719

House Sitting, Dog Walking

About: I grew up with Golden Retrievers and am very experienced in handling what a dog needs to be happy, healthy, and feel right at home. I have 10+ year... (more)

14. Becky

Becky's Pet Sitting Madison

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits

2 repeat clients

"Becky is awesome! She is very attentive to all of our animals and she's very responsive to any texts and/or emails that I send. Would definitely recommend her! (more)"

15. Jack

"Who let's the dogs out?"... I do!

Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Jack has watched my English setter on and off for the past 5 years. From taking my pup on runs through the park to playing with him in the backyard for hour... (more)"

16. Andrew

Experienced & Caring Pet Sitter!

Madison, WI, 53705

House Sitting

About: I am an avid dog lover without room to have a dog of my own! I have been dog sitting for about 5 years and I really enjoy taking care of pets. I ty... (more)

17. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

69 repeat clients

"This is the second time Andrea has house for me to take care of my dog Otis. She is absolutely the best! Andrea is very attentive to my dog's needs and takes... (more)"

18. Kaylyn

Full-time care, 50 ft from dog park

Middleton, WI, 53562

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

1 repeat client

"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)"

19. Mindy

I will take great care of your dog!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Mindy is an extremely reliable person. Not only has she grown up with dogs, making her comfortable and familiar with their different needs and habits, dogs a... (more)"

20. 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)"

Dog lovers in Woodland Hills, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

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 Woodland Hills, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodland Hills, 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 Woodland Hills 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 Woodland Hills, 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 Woodland Hills, 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: