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Pet Setting & Drop Ins in Dudgeon-Monroe, Madison, WI

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

Tip: Contact sitters now to confirm availability.
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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

"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. 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)"

Confirmed availability
4th of July
3. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison was so caring and positive dropping in on my Lincoln. I was nervous, as I always am, about leaving the pup behind, but Allison's updates and photos c... (more)"

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4. 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)"

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5. 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)"

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6. 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)"

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7. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia was awesome with our kitties! She gave detailed reports and wonderful pictures. Our kitties clearly loved the playtime with her. Also, she went above a... (more)"

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8. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

Confirmed availability
4th of July
9. Devyn & Margaret

We'll Let The Dogs Out!

Greenbush, Madison, WI, 53715

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

"Devyn has taken expert and loving care of my cat and dog for years. I’ve met his two dogs and cat. They are happy and well behaved bunch; I’m sure a testamen... (more)"

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10. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"Rebecca was incredibly accommodating to my schedule and went out of her way to make sure the stay went well. My cats had a great time with her. I would for... (more)"

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11. 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)"

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12. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"The second time we booked with Chelsea and we would definitely book with her again. She sent over helpful details of her visit and is prompt and responsive! (more)"

Confirmed availability
4th of July
13. 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)"

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14. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"Amy is great with my two (kind of high maintenance) beagles. She "dropped in" with one of them and walked the other while I was at work, and both of them wer... (more)"

15. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

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16. 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)"

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17. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hannah was great, she sent plenty of pictures while we were away to let us know everything was going fine. (more)"

Confirmed availability
4th of July
18. 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)"

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19. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

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

"Alison is a great lover of animals, I would trust her with any of them. Truly a kin hearted person, asset to any organization like this. (more)"

Confirmed availability
4th of July
20. Aly

Big back yard set up for exercise

Madison, WI, 53713

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

"Super polite and reliable! (more)"

In Dudgeon-Monroe, Madison, WI, dog lovers trust Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting in Dudgeon-Monroe can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Madison on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Dudgeon-Monroe 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 Dudgeon-Monroe, 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 Dudgeon-Monroe 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 Dudgeon-Monroe, 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.