House Sitting in Wyndemere, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Stephanie did an excellent job with our boys! Caring for senior dogs can be a challenge, but she did a wonderful job, and plan to use her again when traveling. (more)"

2. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

3 repeat clients

"Erika was great with our two dogs. We will definitely contact her next time we go out of town. (more)"

Confirmed Holiday Availability
3. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

28 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)"

4. 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)

5. Whitney

I'll treat your furbaby like my own

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney is a great sitter and I highly recommend her services. I can tell she genuinely cared for Oscar & Olyvar's feelings and their well being. Whitney sto... (more)"

6. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla and her husband were wonderful with our cockapoos. When they came for the meet and greet, they plopped right down on the floor in the foyer so Pancake... (more)"

7. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"All I can say is fantastic! I so appreciate that Shauna came and took care of my dogs and sent pictures and updates throughout the state just a fantastic job!!! (more)"

8. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, 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)"

9. Christine

compassionate, experienced care

Prairie Hills, madison, WI, 54235

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

25 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)"

10. Trisha

I love dogs of all breeds & sizes!!

Middleton, WI, 53562

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

1 repeat client

"I personally know how terrific Trisha is with pets. She took excellent care of my very energetic and excitable Siberian Husky [Jasper] for extended days on ... (more)"

Available this weekend
11. Amy

Energetic and passionate dog lover

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy is a loving caring dog owner and sitter. Amy has had a dog her entire life and is a true dog lover. Her pup gets walked 2-3 times per day, is taken to d... (more)"

12. Meghan

Positive and enthusiastic dog lover

Regent, Madison, WI, 53726

House Sitting

7 repeat clients

"Meghan was awesome! She was very flexible in setting up a meet and great. She stayed at my house with my dog and sent me updates every day. She went the extr... (more)"

13. Emma

Furry or scaly, I love them all!

Appalachian Ridge, Madison , WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Incredible! At the age of 8 she taught her dog how to roll over and behave like a proper gentleman. Emma has adopted a cat and was able to teach her how do d... (more)"

14. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

"Adam is clearly a dog lover. He proved to be a conscientious and trustworthy caretaker for our pets and property. We would definitely book Adam again, and re... (more)"

Confirmed Holiday Availability
15. Kimberly

Unconditional love for "fur"-babies

Middleton, WI, 53562

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

2 repeat clients

"Kimberly stayed at my house for six nights while I was out of the US. She took excellent care of my two dogs and two cats. I know that my dogs, both senior... (more)"

16. Jeff

Dog Lover/Fosterer without his own!

Madison, WI, 53705

Dog Boarding, House Sitting

"Jeff was the foster parent of the dog that I recently adopted. I'm one who asks a lot of questions and require visits and time before I make a decision such ... (more)"

17. Christina

Anything fluffy, fuzzy, & floppy!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I can't get enough dogs! I have an 11 years young Beagle named Biscuit; I've had her since she was a puppy. I also have an 11 month old Scotch Coll... (more)

18. Kevin

Dog lover and warm hearted guy

middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Was hesitant to do this; usually do a local kennel, but our dog is older and the last kennel experience wasn't great ... so we thought someone coming to chec... (more)"

19. 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)

Confirmed Holiday Availability
20. Amanda

Experienced Owner & Animal Lover!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"I have known Amanda for a long time and as long as I have known her she has always had a profound love of animals. Amanda has watched our family pets in the ... (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: