Pet Setting & Drop Ins in Sherman, Madison, WI

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

17 repeat clients

"Crystal is great! She made me feel so at ease and is flexible and professional. I left my dog for the first time with a stranger and came home to a calm, qui... (more)"

2. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

2 repeat clients

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

3. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

9 repeat clients

About: Like many people, I have had dogs my entire life. Having raised a few since they were puppies, I am also very familiar with the puppy potty trainin... (more)

4. Emily

Customized canine care

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Emily has been helping out our family with our dog care since we adopted our first rescue pup in 2001. Now that we have two little ones again, I know that E... (more)"

5. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

Confirmed Holiday Availability
6. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"India is very much a "dog-mom" when it comes to the affection and care she gives to any dog she meets. It amazes me the love, care, and attention she provide... (more)"

7. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan is PHENOMINAL with Milo. She is such a loving and caring individual and it shows when she takes care of him. He is just filled with happiness around he... (more)"

Confirmed Holiday Availability
8. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena is absolutely a responsible, kind, loving dog caregiver. I am her current roommate and being that she has two dogs of her own, I see on a daily basis... (more)"

Confirmed Holiday Availability
9. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 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)"

10. Samantha

I'll run with your dog!

Capitol, Madison, WI, 53703

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

"Sam has been dogsitting for our dog, Wilson, for several years now and does an amazing job. She stays in our home when we are on vacations and does a great j... (more)"

11. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

Confirmed Christmas Availability
12. Erika

Dogs love W-A-L-Ks and so do I!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Erika has years of experience of dog care. She has cared for my dogs numerous times with walks, feeding, overnights and training. I trust Erika and give her ... (more)"

13. Katie

Dog/house sitter

Capitol, Madison, WI, 53703

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

"Katie loves dog!!. She took great care of our dog Sophie including helping with training. Katie loves to stay active and is caring, kind, and responsible.... (more)"

14. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

1 repeat client

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)

15. Christopher

Home FULL TIME! Dogs = my passion!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Drop-In Visits, Dog Walking

About: Hi, I'm Chris, a stay at home dog-dad on the East Side of Madison. I have a marketing company that allows me to work from home where I spend time ... (more)

Confirmed Holiday Availability
16. Anna

Dog's Best Friend!

Tenney-Lapham, Madison, WI, 53703

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

1 repeat client

"Anna loves my dogs like they were her own! She is very responsible and attentive to my dogs moods and needs. My dogs love her and are always bouncing with e... (more)"

Confirmed Holiday Availability
17. Rayleen

Authentically dog-obsessed!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Rayleen truly believes that every dog she meets is a potential friend. She loves all animals dearly and values them as if they were human. Despite no longer ... (more)"

18. Eva

Your dog's BFF with fenced yard

Marquette, Madison, WI, 53703

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

2 repeat clients

"Eva took amazing care of my cat for me while I was away, coming to my apartment twice a day to keep her well fed and not too lonely. I could relax on my trip... (more)"

19. Megan

Love to get outside and walk!

Schenk-Atwood, Madison, WI, 53704

Drop-In Visits, Dog Walking

About: I am a wannabe dog owner but can't commit to having my own dog with my schedule. I love dogs, like to be active and get outside as much as possibl... (more)

20. Victoria

This vegan wants to walk your dog!

Eken Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Vicki was very responsive, positive and proactive. She was able to help us out on short notice and work well with our somewhat frazzled new puppy mama brains... (more)"

Dog owners in Sherman, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Sherman.

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 Sherman 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 Sherman, 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 Sherman 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 dog sitter. 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 Sherman, 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: