House Sitting in Wyndemere, Madison, WI

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

1. Miranda

Around the clock care & cuddles!

Park Ridge, Madison, WI, 53719

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

6 repeat clients

"Miranda was an excellent dog sitter! She took care of my two little hounds at my new apt. when I had to travel last weekend. I was able to travel knowing my ... (more)"

2. Danielle

I am dog's best friend!

Verona, WI, 53593

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

10 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)"

3. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna was great! Communication was excellent. She was on time and took good care of our house and dog. We will use her again. (more)"

4. Olivia

Caring & Active Dog Lover - home FT

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Olivia spent the night at my house taking care of two very spoiled dogs! I have never boarded my dogs so I was looking for someone to spend the night at my ... (more)"

5. Chelsea

Active, Friendly Pup-Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Chelsea is a compassionate person, both for people and animals. She has extensive experience in working with and caring for an array of animals. She has also... (more)"

6. Joy

Active, reliable, and fun dog lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Joy is Amazing! I have seen her care for her own Sheltie as well as many other people's dogs on many occaisions and know that she will be great with your ... (more)"

Available this weekend
7. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn watches my dogs all the time! She has even groomed/bathed them multiple times when I have asked. She's really good at making the dogs listen to her a... (more)"

Available this weekend
8. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"Our puppy loved Fran! We only had Gracie for three weeks before having to go away for a few days. Fran was consistent with every aspect of her training and c... (more)"

9. 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)

Available this weekend
10. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

51 repeat clients

"Andrea took great care of our pets and home. She even washed the bed sheets and put clean ones on our bed so we didn't have to when we got home. We would def... (more)"

11. 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)

12. 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)"

13. Ashley

Will run/be active with your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"She loves animals and enjoys long runs and walks. She a honest trustworthy person and will take great care of someone's pet. She's graduated from Uw Milwauke... (more)"

14. Anne

Your dogs favorite babysitter

Verona, WI, 53593

House Sitting, Drop-In Visits

"Anne looked after my very goofy pit mix while I had go on a trip out of town. She was so flexible and easy going. She had no problem making sure my dog got h... (more)"

Available this weekend
15. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

8 repeat clients

"Christina did a fantastic job! She was so flexible and wanted to make sure my dog felt happy and safe. I will definitely ask her to watch my best buddy in th... (more)"

16. 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)"

17. 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)

18. Jessica

Making them happy when you're gone!

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Everything went perfect! All three of my dogs had a great time Jessica took care of everything. Fish were fed and my home was well kept!!! 5 stars! (more)"

19. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am one of those pet parents who will leave 9 pages of instructions for a dog walker. When I met Lauren, she was already three steps ahead of me. She asked ... (more)"

Available this weekend
20. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

2 repeat clients

"My husband is a CEO of a multinational organization located in Madison. Confidentiality is very important to us. Jennifer understood this from the start and... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: