House Sitting in Wyndemere, Madison, WI

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

1. Danielle

I am dog's best friend!

Verona, WI, 53593

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

23 repeat clients

"Danielle was wonderful! We felt comfortable leaving our very anxious dog for 3 nights with her. Communication was great and she responded within minutes. We... (more)"

2. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

11 repeat clients

"Christina was so kind to come meet our dogs before her stay. She has a great personality and genuinely loves dogs. She is an excellent communicator and sent ... (more)"

3. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

4 repeat clients

"Hannah was wonderful. We arrived back home from our trip to find our dog happy and healthy and our home in great condition. Hannah was very attentive to our ... (more)"

4. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"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. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alexis has house sat for us twice now and has done a fantastic job with our energetic goldendoodle! Overall she communicates very well and and is very respec... (more)"

6. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is a lifesaver. She was able to take care of my pup while I was away on a short-notice trip. She was extremely accommodating and very friendly! I hig... (more)"

Available this weekend
7. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

54 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)"

8. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

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

37 repeat clients

"Christine on many occasions has house sit and watched our dogs, we always knew that they were in goods hands. Christine has a love of dogs and it shows. If... (more)"

9. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I own a mixed breed rescue dog that was extremely timid around men, until she met Luke. When they first met, he let her lick his face and literally walk all ... (more)"

10. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

11. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

5 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)"

12. Nilou

Empathetic and loving caretaker

Madison, WI, 53713

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

3 repeat clients

"Nilou is great. She bright, responsible and obviously loves animals. Our dogs were crazy about her from the first meeting. Our house was in perfect order on ... (more)"

13. 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)

14. Michelle

Experienced foster & rescue worker!

Meadowood, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Michelle did a great job with Ellie and Keira. We look forward to her return visit to stay with the pups this weekend. (more)"

15. 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)"

Available this weekend
16. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"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)"

17. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

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

18. Hayley

Completely flexible and qualified

Hawk's Landing, Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hayley was wonderful! She watch my two dogs during the day and overnight. I came home to two very tired dogs!! They got two walks and Hayley played with them... (more)"

19. 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)"

20. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a responsible and experienced pet sitter. She has taken care of our lab on several occasions and it gives us piece of mind to know he can stay comf... (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: