Pet Sitting & Drop In Visits in Ashland, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

1. Judy

Judy's Fenced In Playground

Ashland, WI, 54806

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

"Judy was terrific! I had to leave town for a few days without much notice, and luckily my dog was able to stay at her house the whole time. She has several... (more)"

2. Rebecca

This is an animal paradise!

Ashland, WI, 54806

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

"Khali (my dog) LOVES to hang out with Rebecca. In fact, when she stopped by to pick her up the other day, she greeted her with kisses and a tail that almost... (more)"

3. Abbey

Home most days playing with my pups

Ashland, WI, 54806

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

About: Hello! I’m Abbey, an owner of 2 playful pups of my own (ages 2-3 and 4 months) and happy to play with yours as well! I use positive reinforcement w... (more)

4. Abbey

Home most days playing with my pups

Ashland, WI, 54806

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

About: Hello! I’m Abbey, an owner of 2 playful pups of my own (ages 2-3 and 4 months) and happy to play with yours as well! I use positive reinforcement w... (more)


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Ashland pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Ashland, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Ashland pet sitters and avoid the kennel.