House Sitting in Wyndemere, Madison, WI

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

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1. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Skylar is great! I hired her to watch over my elderly, high needs dog (Bama) while I went on a weekend trip. I was quite nervous to leave Bama for even suc... (more)"

2. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

10 repeat clients

"Daisy is great! I was looking for someone to spend a few hours with my shih tzu, Kozmo, while I was at a work event. Daisy was flexible to our needs and spen... (more)"

3. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Stephanie is responsible and respectful, and I trust her completely with my little chihuahuas who can be difficult with new people. I will use her again! She... (more)"

4. Miranda

All dogs are good dogs!

Park Ridge, Madison, WI, 53719

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

1 repeat client

"I have had the pleasure of knowing Miranda for 15 years now and can say she is an incredible young woman. Along with being very sensitive to the needs of oth... (more)"

5. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

8 repeat clients

"My dog, Dexter, recently suffered a slipped disc so I was very hesitant to leave town for an upcoming trip due to his ongoing pain and medication regimen. I ... (more)"

6. Danielle

I am dog's best friend!

Verona, WI, 53593

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

8 repeat clients

"Danielle is professional, puntuctual, professional and just wonderful ? My puppy loved her from the first moment. Can't wait to book her again! (more)"

7. Becky

Becky's Pet Sitting Madison

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits

2 repeat clients

About: My name is Becky and I am a veterinarian. I am currently an ophthalmology resident at the University of Wisconsin-Madison School of Veterinary Medi... (more)

8. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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

1 repeat client

"Jillian was great! She genuinely enjoys spending time with dogs and taking care of them. She also has lots of experience with her own dogs. (more)"

9. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

"Amy was a great sitter for my beagle! She was very communicative and flexible, which was so helpful! (more)"

10. Tony

I would love to meet your animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Tony corresponded with my wife daily and sent her a couple pics of the pups during his stay. He even asked about our outdoor cat when she wasn't at the back ... (more)"

11. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (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

45 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. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

4 repeat clients

"Megan was so sweet to our chocolate lab! She even sent photos while we were out. Definitely recommend! (more)"

14. Michelle

Reliable Dog Lover

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've always been a huge dog lover, tried to take in every stray as a kid, I grew up around dogs like basset hounds, Labradors, poodles and beagles.... (more)

15. Jennifer

Loving Care When You're Not There!!

Madison, WI, 53719

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

"Jennifer has been providing my dog walking services in the early mornings for the past 2 months. Her reliability is absolutely impeccable! I couldn't ask for... (more)"

16. Jennifer

Here to make your pet feel loved

Madison, WI, 53719

House Sitting

About: I have over 20 years experience working with dogs. For the past year I have been a dog groomer in Mt .Horeb. I have a flexible schedule. I enjoy wo... (more)

17. Meghan

Positive and enthusiastic dog lover

Regent, Madison, WI, 53726

House Sitting

9 repeat clients

"My doggie was happy and healthy when I walked in the door after a five day vacay. Meghan sent me pictures and videos and kept me informed of their activity. ... (more)"

18. Trisha

I love dogs of all breeds & sizes!!

Middleton, WI, 53562

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Trisha is great! She took care of my special need dog in an amazing way! (more)"

19. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shaun took great care of my Poochon for two days. I really appreciated her extra communication efforts to let me know that she was there the first night and ... (more)"

20. Lindsay

Avid dog walker and weekend sitter

Madison, WI, 53719

Dog Boarding, 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)

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Learn About Premier

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: