Pet Sitting & Drop Ins in Greentree, 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. 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

"Nash loved having Bryan drop in to hang out for a week while I was working. Bryan was great dealing with my last minute instructions. Would definitely consid… (more)"

Confirmed availability
 Easter weekend
2. 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)"

3. Emma Verified Background Check

Your neighborhood dog sitter!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"I have seen Emma lavish affection on many living creatures but dogs seem to be her favorite. She adores being with them, petting and snuggling but also walking… (more)"

4. Kathryn & Joseph Verified Background Check

Full Time at Home with Fence + Love

Verona, WI, 53593

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

"Kathryn and Joseph were FANTASTIC with my sweet Gary! This was my first time using Rover and they made the experience better than I could have imagined. They w… (more)"

5. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Doggy Day Care

"I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust lights… (more)"

6. 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
7. 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)"

Calendar Recently Updated
8. 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)"

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)"

10. Bree Verified Background Check

Easygoing pet lover paying for grad

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Bree was a wonderful sitter for my cat, Callie! I felt safe leaving Callie in Bree's care. Callie loved her! Would definitely book her again. (more)"

11. 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

"Gen was GREAT—she was available on short notice, accommodated me every step of the way, and took good care of my cat while I was away. I will be booking her a… (more)"

12. 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)"

Calendar Recently Updated
13. Hassan Verified Background Check

Trustworthy, reliable animal lover!

Fitchburg, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"My rescue chihuahua adores Hassan and gets very excited for their visits! Bowie loves to go for hiking adventures with Hassan, and they always stop for a mini … (more)"

Confirmed availability
 Easter weekend
14. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda was great with my very anxious cat. She sent me pictures each time she checked in on her with a little description on how the visit went! She did everyth… (more)"

15. 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

"Mary has been great taking care of my two cats! Always prompt to get back to me and very flexible with my changing schedule. My cats get along great with her. … (more)"

Calendar Recently Updated
16. Ryan & Jocelyn Verified Background Check

Dog Loving Small Family

Greentree, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan is my brother in-law. His family loves dogs. He and his wife grew up with dogs and their little daughter wants one. They can’t wait to get one of their ow… (more)"

Confirmed availability
 Easter weekend
17. Melissa Verified Background Check

I love BIG dogs and TINY cats!

Maple-Prairie, MADISON, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Melissa is trustworthy, dependable, and safe. She is patient, consistent, and playful with large and small dogs alike. I have trusted her to care for my dogs a… (more)"

Calendar Recently Updated
18. Jake Verified Background Check

Woof! Let’s go for a walk!

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Jake loves playing with my two dogs. He always pays attention to the detailed instructions I leave and has been reliable. The dogs are always tuckered out afte… (more)"

19. Wenzell Verified Background Check

A lover of all breeds.

Prairie Hills, Madison, WI, 53711

Dog Boarding, House Sitting, Drop-In Visits

"Wenzell B. has taken great care of my puppy on multiple occasions. He doesn't do a rush job. He takes his time showing special care to my puppy just as I would… (more)"

20. Sarah Verified Enhanced Background Check

I love your pets like my own!

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Sarah has taken care of my dogs many times for me. She is one of their favorite people and she is one of the few people I trust to know that they are being tak… (more)"

Dog owners in Greentree, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Greentree.

Rover.com is the simple, savvy way to find and book Greentree, 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 Greentree, 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 Greentree, 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: