Pet Sitting & Drop In Visits in Riley, 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. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin went above and beyond while caring for our cat Khaleesi! Her visits were prompt and her check-in descriptions were detailed and filled with pictures! ... (more)"

2. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krystal went above and beyond my expectations! Caring for my dog as if her own. She would carry my 150+ pound senior mastiff in and out when his hips were hu... (more)"

3. Jenny

Walking for a living

Madison, WI, 53719

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

"Jenny was AMAZING! I booked last-minute (less than 1 week) and she was able to squeeze in a meet-and-greet with Hodge Podge before their scheduled drop-in. S... (more)"

4. Ashley

Fun walks & fresh air for your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: Hi there, I am Ashley! I have grown up with 5 dogs throughout my life and miss the constant energy! We have 2 cats currently that are quite active,... (more)

5. Shannon

run w/ your dog even in the winter

Stone Meadows, Madison, WI, 53719

Drop-In Visits, Dog Walking

"Ever since I've met Shannon, she's been in love with dogs and taking care of them. She has inspired me to get a dog one day because of her passion for the po... (more)"

6. Akela

Can’t have my own so I’ll luv yours

Mount Horeb, WI, 53572

House Sitting, Drop-In Visits, Dog Walking

"My dog Jeeter loved Akela. He requires a lot of care but he was well cared for and happy when I came home. Definitely will use her again. (more)"

7. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Alexis did a great job with my puppy. I appreciated her flexibility and updates during her visits. (more)"

8. Mistie

Care + fun for your best friend

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Mistie is such a caring and beautiful person towards both animals and people. Your dog will be in excellent hands with her. I have known her for almost 10 ye... (more)"

9. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Whitney was very conscientious when caring for Wrigley!!! (more)"

10. Zach

Veterinary Student who loves DOGS!

Madison, WI, 53573

House Sitting, Drop-In Visits, Dog Walking

About: I am a veterinary student at UW- Madison with several years of experience working at a doggy day-care and veterinary hospital. I have two dogs of ... (more)

11. Holly

Will treat your pup as my own

Madison, WI, 53719

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

"My dogs absolutely love Holly. Cooper, my 7 month old golden retriever puppy typically loves everyone but he gets especially excited when he sees her because... (more)"

Confirmed 4th of July Availability
12. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

13. Amanda

Reliable, Compasionate Dog Lover

Verona, WI, 53593

Drop-In Visits, Dog Walking

"Amanda did a great job! She sent great pictures and quick updates for our peace of mind. We came home to a happy pup. I would definitely recommend working wi... (more)"

14. Sarah

Friendly Dog Loving Family!

Verona, WI, 53593

Dog Boarding, Drop-In Visits

About: I have also grown up around dogs and pets. My grandparents breed toy poodles, and I loved to get to play with the puppies and watch new families g... (more)

15. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

"Matt is a passionate dog lover! I would trust him with my dog which is saying a lot becuase my dog loves to run away and actively pursues the challenge of g... (more)"

16. Devon

Lifelong dog lover

Blackhawk, Madison, WI, 53717

Drop-In Visits, Dog Walking

"Before I met Devon I didn't even like dogs. Her unconditional love for animals turned me into a dog lover, so much that I even own a dog myself now. There is... (more)"

17. Andrea

Will walk dogs in all weather

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Andrea is incredibly responsible, especially when it comes to animals. It is obvious that she has a passion for most animals but especially dogs. I can tel... (more)"

18. Sarah

Takes Care of Pets of All Kinds

Madison, WI, 53719

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

About: When I'm not at my part-time job, I stay at home with my docile and cuddly Mini Australian Shepherd, Mika, she is my fur-child. We like to play in ... (more)

19. Tracy

Loving, clean home w/ fenced yard

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Dog Walking

"Tracy is great to work with! She has been caring for my 2 senior dogs for the last 6 years. She is punctual and will take extra time to make sure your pet is... (more)"

20. Kayla

I'll run with your dog!

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Kayla is the "dog whisperer", she is great with dogs! Your dog will get attention, get exercised and paid attention to. She is trusted and will ensure your... (more)"


Rover.com is the simple, savvy way to find and book Riley 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 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 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Riley. 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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.