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Pet Setting & Drop Ins in Old Middleton Greenway, Madison, WI

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

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"I couldn't have asked for a better drop-in than Crystal! This was my first time using Rover and my first time leaving my sweet old dog with a stranger rather... (more)"

3. 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)"

4. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy did a wonderful job! She was flexible last minute to watch/walk our lab on Thanksgiving. Our pup was nice & tired after his long walks. Would recommend ... (more)"

5. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia was an unbelievable sitter for our two kitties. Great playful updates, and care in all she did. We can highly recommend Celia, and will be using her in... (more)"

Confirmed 4th of July Availability
6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Thank you so much! We love having Bruno spend time with you so we can relax and not worry about him. Thank you! (more)"

7. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"I really appreciated the help, photo and status that Brenna provided. She was comfortable with my high energy dog. (more)"

8. Mistie

Care + fun for your best friend

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Mistie V. is one of the most passionate people I know when it comes to animals! They never cease to put a smile on her face, and she takes every opportunity ... (more)"

9. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"Amy was just fantastic with our cat. She was also great at communicating with us to set up her daily visits. It made us feel so much better getting her daily... (more)"

10. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

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

11. Kristy

I'd love to walk your dog!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Kristy would be the first person I would ask to watch our dog (if we still had a dog) because Kristy loves dogs and finds amazing things about every single o... (more)"

12. Holly

Will treat your pup as my own

Madison, WI, 53719

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

"Holly is fantastic with dogs and extremely smart and responsible! She is compassionate and knows exactly how to make pets feel at home while they’re away fro... (more)"

13. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse has house sat for us over the past few years. It’s not easy to get away when you have multiple animals, we have horses, dogs and cats do boarding them... (more)"

Confirmed 4th of July Availability
14. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"Joe's fun and laid back demeanor shows in his pets' (dogs) personalities. When they get too excited he doesn't get overly excited, but does have limits and ... (more)"

Confirmed 4th of July Availability
15. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"Andrea really stepped in and helped me with Otis when I had to have surgery. She is always so good with Otis and he absolutely loves her. (more)"

16. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

About: I have a small dog myself and she is a diva. If I can handle her, I can handle any dog. We frequent the dog park and I've interacted with many dogs... (more)

17. Sarah

Looking to meet some furry friends!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Sarah has watched my dog for me several times while I was away on vacation for a few days. She has always taken good care for him, taking him for a walk at l... (more)"

18. Cara

Apt life has me missing dog life!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Cara was great! I knew from our initial meeting it was going to work. She was thorough with her questions and took notes. The was my first time using Rover v... (more)"

19. Christie

Comfy, safe dog care for canines!

MIDDLETON, WI, 53562

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

"I have known Christie for many years. During that time she has been a loving fur-mama to cats and dogs. Her dogs have all been loving, well cared for and h... (more)"

20. Megan

Adaptive to your dog's needs!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Megan provided excellent care to my two little hounds when I needed to travel for Thanksgiving. She stopped in multiple times throughout the day for walks, p... (more)"

When it comes to pet care and pet sitting, pet owners in Old Middleton Greenway, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Old Middleton Greenway, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Old Middleton Greenway, Madison who can provide the care your pet needs, when they need it.

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 Old Middleton Greenway, 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:

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.