House Sitting in Wyndemere, Madison, WI

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

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1. 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)"

2. 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)"

3. 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)"

4. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

8 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. 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. 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)"

8. 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)"

9. 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)"

10. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"I'm Joe's wife, Deborah. We have two dogs here and we've watched friend's and relative's dogs before. Joe is very patient and kind to animals. I would trust ... (more)"

11. 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)"

12. Shyelle

Fun and Very Active Dog LOVER

Westhaven Trails, Madison, WI, 53719

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

"Shyelle is one of the most outgoing, positive, & congenial person I've ever met. She is an avid animal lover and has a confident & friendly demeanor. I thi... (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

66 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. Dawn

Experienced & Loving Canine Nanny

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"She is knowledgeable having worked for many years with dogs in many facets. Would trust her with any of my furbabies. Had a rescue with senior and special ... (more)"

15. 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)"

16. 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)"

17. 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)

18. 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)

19. Gabriella

Student who loves animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Flash and Ollie loved having Gabriella stay with them! She sent lots of pictures and took great care of them! I’ll definitely schedule her again in the future! (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)

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: