Drop-In Visits in Madison

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned animals all of my life especially dogs. Being in college I do not have the opportunity to own pets. I love going for walks and do that... (more)

2. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

3. Amy

Love and Patience!

Regent, Madison, WI, 53726

Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"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)"

4. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Skylar did a great job with Dozer and was so good about posting updates so that I knew he was safe and happy while I was out of town. Couldn't have asked for... (more)"

5. Susanna

Experienced House-Sitter

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits

1 repeat client

"I've known Susanna since she was born, and she has pretty much loved all animals since day one! Growing up, she interacted with and loved a household full o... (more)"

Confirmed New Years Availability
6. Emma

Furry or scaly, I love them all!

Appalachian Ridge, Madison , WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm a Horticulturist who is looking for winter work while the ground is frozen. I adore pets of all kinds, grew up with Belgian Tervuren and now ow... (more)

7. Alex

Active, energetic, & loving sitter!

Madison, WI, 53715

Drop-In Visits, Dog Walking

3 repeat clients

About: I have had experience with a wide range of dog breeds in my life. My family first had a teacup Yorkshire Terrier and then welcomed a Doberman Pinsc... (more)

8. Cindy

I will be your dogs best friend!

Hill Farms-University Neighborh, Madison, WI, 53705

Drop-In Visits, Dog Walking

"Cindy did a great job taking care of my boy when I had a long Saturday trip. She sent me lots pictures of him playing and then when he got stung by a bee off... (more)"

9. Sheryl

Let us spoil your dog!

Sunset Village, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

About: My aunt was a dog breeder and I grew up around dogs from their inception. I helped with the breeding process, whelping, weaning, training for the r... (more)

10. Amy

Energetic and passionate dog lover

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy is a loving caring dog owner and sitter. Amy has had a dog her entire life and is a true dog lover. Her pup gets walked 2-3 times per day, is taken to d... (more)"

Confirmed Holiday Availability
11. Kari

Certified Veterinary Technician

Monona, WI, 53716

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

1 repeat client

"Ean had a great time- thank you so much! He'll definitely be coming back. (more)"

12. Kristin

Will love your dog like my own!

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"She is easily the dog whisperer of the millennial generation. Its too bad there is only one Kristin and so many Kristinless dogs out there. (more)"

13. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"2 Years ago Kayla rescued an aging Black and Tan Coon Hound, the love and care she gave this dog was beyond wonderful. Even when Ruby was diagnosed with term... (more)"

14. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

3 repeat clients

About: I would love to watch your dog! I have gained experience for all breeds and types as a pack leader and trainer at a local dog daycare. I have handl... (more)

15. Michelle

fun, caring, patient dog lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: My family got our first dog four years ago and we love our crazy Weimaraner! I am comfortable around and absolutely love all dogs. My grandparents... (more)

16. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

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

"My mom is always caring, playful, and mindful with the pets she babysits for and she really makes an effort to build a friendship with the animals. I'm conti... (more)"

17. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

18. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julia is a sweet girl & she does a great job taking care of my dog. She's very responsible & communicates well (more)"

19. Laura

Dog whisperer, pet lover

Capitol, Madison, WI, 53703

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

About: My entire childhood revolved around the dogs that lived in our family home. I worked at a no-kill shelter for two years in high school and voluntee... (more)

20. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

About: I grew up in a household that always had multiple dogs, both large and small so I'm comfortable around all shapes and sizes. But, now I'm in school... (more)

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Pet owners love Madison pet sitters on Rover. 2,037 owners have reviewed sitters in Wisconsin, giving them an average rating of 5.0/5.

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Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, 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 free 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 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. 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.