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. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"5 stars for India! Easy to schedule, most accommodating and Catlyn was well cared for! We will request India again! Thanks! (more)"

2. 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)"

3. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Celia was fantastic to work with! When something came up with her schedule and we needed to make adjustments, she let me know right away and I truly felt so ... (more)"

4. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

3 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)"

5. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Luke did a great job giving Dozer some exercise while I was out of town. Because Doz can be dog aggressive I am always nervous when other people walk him but... (more)"

Confirmed Holiday Availability
6. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena is FANTASTIC with all fur babies!! She is great with her own dogs and has helped numerous times take care of my dogs and others' dogs. I would whole... (more)"

7. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

3 repeat clients

"Mary did a fantastic job of taking care of all the many beasts at my place! Again! (more)"

Confirmed Christmas Availability
8. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

4 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)"

9. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Awesome sitter! Sent pictures and updates daily! (more)"

10. Susanna

Experienced House-Sitter

Vilas, Madison, WI, 53711

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

2 repeat clients

"Dozer and so we're so lucky to have Susanna to look after him when I had to be away! She gave Doz lots of love and sent me great pictures of him. Also, Dozer... (more)"

11. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Amy is a caring and attentive sitter. She has watched my dog multiple times while I have had to travel for business. I received numerous updates on how my pu... (more)"

12. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

11 repeat clients

"Grace is wonderful with our highly energetic black lab puppy. She plays hard with him so that he gets some of his pent-up energy out during days when we're ... (more)"

13. Anitra

Dog-cuddler professional!

Fitchburg, WI, 53713

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

"Anitra did an amazing job with my pups. I am very protective and worry constantly about them when I am gone and she put my mind at ease. When she first met t... (more)"

Confirmed Holiday Availability
14. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

20 repeat clients

About: Missing our Bayley (Treeing Walker Coonhound), so need a pooch fix. We'll care for your dog(s) (max. of three/night) while you go away to play....... (more)

Confirmed New Years Availability
15. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

13 repeat clients

"Thomas is a great dog owner and I would trust him with the care of any dog. He's one of the only people I trust to watch my own dog. His dog Freddie is ext... (more)"

16. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Being an animal lover is core to who Brenna is. Her loving and gentle nature allows her to quickly bond with every dog, cat, or other furry friend she meets.... (more)"

17. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

9 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)"

Confirmed New Years Availability
18. Lydia

1 acre park in complex

Madison, WI, 53713

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

"Lydia is an energetic, loving, and all around great pet parent! She is very responsible and will do everything she can to make your pet feel at home while in... (more)"

Confirmed New Years Availability
19. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

"Great communication and incredibly responsive! A+ (more)"

20. Afiqah

Dog Lover in the House :)

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Afiqah is the best dog sitter I've ever met. She is a dog & cat lover. She's willing to spend her time with the dogs/cats that she takes care of. She even 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.