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.

Confirmed availability
 Easter weekend
1. Rick Verified Enhanced Background Check

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)"

Confirmed availability
 Easter weekend
2. Bryan Verified Background Check

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)"

Confirmed availability
 Easter weekend
3. Jaden Verified Enhanced Background Check

UW student looking for pet time!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jaden was great, I had a last minute trip. She was super responsive. She sent plenty of pictures and updates of my dog! I very much appreciated it. Would highl… (more)"

Confirmed availability
 Easter weekend
4. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kim was wonderful and sent detailed messages about the drop-in visits. The pictures were great to see that our cat was happy. She watered our plants too which … (more)"

Confirmed availability
 Easter weekend
5. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashely is awesome!! She is so good with both our dogs. She understands both our dogs and their different personalities. She is our go to when we need someone t… (more)"

6. Gen Verified Background CheckRover 101

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)"

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7. Hannah Verified Background CheckRover 101

Dogs love to run and play with me!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Hannah took great care of our big sweetie Fergie and we can’t wait to have her back! (more)"

8. Caitlyn Verified Enhanced Background Check

It's like you never left!-Your Pets

Maple-Prairie, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Caitlyn did a wonderful job taking care of our cats, Ellie and Jasmine, while we were out of town. During her daily visits she took the time to get to know eac… (more)"

Confirmed availability
 Easter weekend
9. Katie Verified Background Check

All dogs love a stroll in Madison!

Sauk Creek, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Katie is the best! My puppy loves when she comes to play. She always follows the instructions I leave and takes great care of my pup! (more)"

Confirmed availability
 Easter weekend
10. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda is great! She’s helped us out over the holidays and was wonderful about sending great updates and pictures. Our cats warmed up to her quickly! I’d defini… (more)"

11. Tom Verified Background Check

Home full time.

Spring Harbor, Madison, WI, 53705

Drop-In Visits, Dog Walking

"We are so fortunate to have found Tom. He is a godsend. He has helped us so much with training our new puppy. (more)"

12. Kayla Verified Background Check

Reactivity, training, play, & sniff

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Kayla is one of the most responsible and dedicated dog owners I know. She goes above and beyond for her own dogs, and if that is any reflection of how she will… (more)"

13. mary Verified Enhanced Background Check

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)"

14. Meli Verified Background Check

Responsible Dog Lover!

Middleton, WI, 53562

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

"Meli is a great dog sitter! She came to let my puppy out for a few days. She is trustworthy and sends greats updates and pictures of your pup while you are awa… (more)"

15. Tinaz Verified Background Check

Dog's Best Friend!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Our dog and cat had a wonderful weekend with Tinaz! While we were off on a family vacation, our pets were having a fun, pamper-filled weekend of their own. Tin… (more)"

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16. M Verified Background Check

The best care for your best friend

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"M has helped me with my dog on several occasions, and they are absolutely fantastic! My dog gets into stuff when she's bored and M created several different wa… (more)"

17. Molly Verified Background Check

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)"

18. Lottie Verified Background Check

Let me play with your dog!

Junction Ridge, Madison, WI, 53717

Drop-In Visits, Dog Walking

About: I recently adopted my little girl (not that little, she’s 50lb!) Phoebe, who’s 8ish months old. I have experience training her to walk nicely on a le… (more)

19. Rebecca Verified Background Check

Animals are my jam!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with cats, but fell in love with both cats and dogs! My experience comes mostly from caring for my friends’ and family’s pets. I hopped on … (more)

20. Laura Verified Background Check

Caring, kind and flexible

Sauk Creek, MADISON, WI, 53717

Drop-In Visits, Dog Walking

"Outstanding!!!! Thank you Laura!!! (more)"

When it comes to pet sitting, dog owners in Wyndemere, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Wyndemere may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet 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, 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:

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: