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.

1. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

25 repeat clients

"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)"

2. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

12 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)"

3. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

11 repeat clients

"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)"

Confirmed Memorial day Availability
4. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

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

2 repeat clients

"Alison's updates and pictures were great! It made us feel very comfortable knowing Henry was being taken care of so well while we were gone. We will definit... (more)"

5. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

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

Confirmed Memorial day Availability
6. Emily

I'll treat your dog like family!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Emily is my daughter which means I know her very well. She has always had a love of all animals, and cares for her own very well. She is a very level headed ... (more)"

7. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Chelsea kept us updated on our cat while we were away with a text and a photo update. She was responsible, responsive, and friendly. We would definitely book... (more)"

Available this weekend
8. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

25 repeat clients

"First time using Rover, Christina made everything wonderful and easy for us! She is very professional and easy to work with, it was a huge peace of mind to h... (more)"

9. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"While I was attending school I had to use jesse to watch my dog. Very affectionate with my dog and rain or shine the dog would get walked. Very punctual as... (more)"

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)"

11. 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)

12. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

8 repeat clients

"Amy's flexibility and willingness to roll with unexpected changes is incredible and amazingly helpful. We suddenly had to deal with an emergency with one of ... (more)"

13. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marlena was excellent! She replied promptly, took meeting my kitty very seriously and checked-in with photos and updates. I will use Marlena again for sure f... (more)"

14. Carol

Exec Assistant to Your CanineEO

Eken Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Carol was very caring and considerate of my dog’s needs. Easy to work with. Wonderful personality. I highly recommend her to anyone looking for a great pet s... (more)"

Confirmed Memorial day Availability
15. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hannah is a true animal person. My cats--even the one that hides under the bed for everyone else-- love her. She is completely reliable and is good about sen... (more)"

Available this weekend
16. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Erika did an excellent job taking care of our dog while we were on vacation. She sent us daily updates, including photos of the dog, and even made sure our d... (more)"

17. Brea

Dog Lover

Capitol, Madison, WI, 53703

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

2 repeat clients

"Brea is an exceptional person who absolutely loves dogs ... and they love her! She has a very easy going personality and is extremely trustworthy. She is the... (more)"

Confirmed Memorial day Availability
18. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

8 repeat clients

"I was staying the weekend in Madison and I needed someone to watch my dog for the day. Jasmine responded quickly to all communication, and meet us a couple o... (more)"

19. Jacob

I speak "Dog"

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jacob is absolutely fantastic with dogs. He's very attentive to their needs and dogs are never bored with him as he will play with them as long as they'll le... (more)"

20. Jada

Dogs are my full time hobby

Capitol, Madison, WI, 53703

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

1 repeat client

About: Hi there! I am a owner of a Boston Terrier beagle mix, Molly, and a lab mix named Cleo. I live in a cozy house with my boyfriend and my pups. We ha... (more)


Rover.com is the simple, savvy way to find and book Parkside Resident, Madison house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Parkside Resident on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Parkside Resident, Madison, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.