House Sitting in Wyndemere, 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

"Fran was great! She took good care of our Stella so our family could have a worry-free vacation. Fran was very communicative and Stella was relaxed and happy... (more)"

5. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

6. 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)"

7. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hannah had looked after both my cat and dog, Sir Matthew and Juno, for years and I've never had a complaint. Hannah is highly personable with my family and a... (more)"

8. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

10 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)"

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 is absolutely excellent! She is personable, professional, thoughtful, caring and goes above and beyond in all she does. She not only tended to our t... (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)"

Pet parents in Wyndemere, 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.

Rover.com is the simple, savvy way to find and book Wyndemere house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Wyndemere, Madison, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Wyndemere house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Wyndemere, 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: