Pet Setting & Drop Ins in Woodlands, Madison, WI

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

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1. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kaylin was excellent! Dropped in on time and was very nice! I felt much better about leaving my cat at home knowing she would dropping in for feeding. (more)"

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2. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

13 repeat clients

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

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3. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

12 repeat clients

"Celia is awesome. She treated my kitty great and sent daily updates/pictures of him playing and hanging out. Her communication was great and she always respo... (more)"

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4. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I couldn't think of anyone better to watch my pet. Krysta has been around animals her whole life to include her own two dogs growing up, helping her family a... (more)"

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5. Sarah

Looking to meet some furry friends!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

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6. Kristy

I'd love to walk your dog!

Madison, WI, 53705

Drop-In Visits, Dog Walking

3 repeat clients

"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)"

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7. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

5 repeat clients

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

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8. Allison

Recent grad and dog-lover!

Wexford, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: As a college student, my housing situation does not allow me to have a dog of my own. Instead, I would love to take care of yours! I love dogs of a... (more)

9. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

6 repeat clients

"Kierstin was awesome...so sweet...and she made her available to help out with a urgent medical need at the last minute. I would definately use her again in ... (more)"

10. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Andrea takes such good care of our Wrigley!! She is very detailed and a fantastic communicator!! (more)"

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11. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

1 repeat client

"I'm Joe's wife, Deborah. We have two dogs here and we've watched friend's and relative's dogs before. Joe is very patient and kind to animals. I would trust ... (more)"

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12. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jesse has been our go to when we need our Goldendoodle and 2 cats cared for. She has been doing this for us for several years. She does drop ins(walks and fe... (more)"

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13. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

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)

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14. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

4 repeat clients

"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)"

15. Whittney

Love dogs with a passion!

High Point Estates, Madison, WI, 53719

Drop-In Visits, Dog Walking

1 repeat client

"I've had Whittney watch my two small dogs. One has a heart mumor and needs a little extra love. She made sure she understood how to give my Chihuahua her med... (more)"

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16. Devon

Lifelong dog lover

Blackhawk, Madison, WI, 53717

Drop-In Visits, Dog Walking

1 repeat client

"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)"

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Memorial day
17. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"I have always trusted Becca to take care of my dogs when I was away. She has always done a great job and my dog Bongo have always come back happy and healthy. (more)"

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18. Lindsay

Avid dog walker and weekend sitter

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with Golden Retrievers and am very experienced in handling what a dog needs to be happy, healthy, and feel right at home. I have 10+ year... (more)

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19. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

2 repeat clients

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

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20. Mina

Experience with all kinds of pets~

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: (I will be available starting in May and be free all summer. Feel free to text or call me for details!) I have had life experience taking care o... (more)

Dog lovers in Woodlands, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Woodlands 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 Woodlands, Madison, 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 Woodlands pet sitters and avoid the kennel.

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 Woodlands, 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: