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

9 repeat clients

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

2. 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)"

3. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse has been our go to when we need our Goldendoodle and 2 cats cared for. She has been doing this for us for several years. She does drop ins(walks and fe... (more)"

4. 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)"

5. 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)

6. 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)"

7. 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)"

Available this weekend
8. 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)"

9. 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)"

10. 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)"

11. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"Joe's fun and laid back demeanor shows in his pets' (dogs) personalities. When they get too excited he doesn't get overly excited, but does have limits and ... (more)"

12. 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

"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)"

13. 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 has been absolutely amazing with my dog Sasha! She cares so much and will love your fur baby like her own! She did a great job keeping me up to date an... (more)"

14. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

37 repeat clients

"I have known Christine Nesheim through her work at our doggy daycare for two years. Christine also grooms both of my dogs and does so expertly. She is a to... (more)"

15. Dawn

Experienced & Loving Canine Nanny

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"I have known Dawn for a number of years, I've done rescue work with her for all of those years. She helped a lot of dogs find a new home, taking them out of ... (more)"

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

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)"

17. Ashley

Fun walks & fresh air for your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hi there, I am Ashley! I have grown up with 5 dogs throughout my life and miss the constant energy! We have 2 cats currently that are quite active,... (more)

18. Nader

Not available now

Middleton, WI, 53562

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

About: Sorry guys but I literally just started a new job on 02/22/18 and I have a rotating shift schedule so I do not know yet when I will work. Once I ha... (more)

19. 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)

20. Jackson

No dog too big or too small

Spring Harbor, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

About: I’m young, fit, and in the military. Ive been around dogs my whole life and am not easily intimidated. This is a dream job for me. I love dogs all ... (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: