Pet Sitting & Drop Ins in Wyndemere, Madison, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Experienced, active, & trustworthy
Arbor Hills, Madison, WI, 53713
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"We had Rick do two drop-in's a day for 4 days in a row for our new 3 month old pup. He was really great with Doc and played and worked on commands with him wh… (more)"

I am the definition of a dog person
Park Ridge, Madison, WI, 53719
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Dakota loved having Bryan drop in 2x a day while I was out of town. And I really appreciated the detailed report Bryan left after each visit. He let me know ex… (more)"


The best care for your best friend!
Westhaven Trails, Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Absolutely wonderful experience. Gen was extremely responsive, and asked such great questions concerning our pups and their needs. Our pups were so happy when … (more)"

I will care for your pets as my own
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My cat is very high energy and feisty so it’s hard feeling comfortable leaving him with anyone, or finding someone who can deal with him lol. Mary is great! Sh… (more)"

Energetic attentive animal lover
Wexford, Madison, WI, 53717
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Molly became my dog sitter through a friends recommendation last year. She watched my dog for a week while I was away in Canada visiting family. My dog loves h… (more)"
Rover also offers pet sitting & drop ins in these other Madison neighborhoods:
Rover.com is the simple, savvy way to find and book Wyndemere, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 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, so you're sure to find the perfect pet sitter in Wyndemere, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.
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:
- Top 100 Dog Names and Unique Dog Names, depending on your preference
- Hot Weather Dogs: Tips for Keeping Your Canine Cool
- 5 Tips to Help Your Partner Fall in Love with Your Dog
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: