Pet Setting & Drop Ins in Maple Wood, Madison, WI

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

1. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

5 repeat clients

About: I have owned dogs my whole life, but currently don't have a dog of my own. I look forward to spending time and getting to know your dog!!! I love ... (more)

2. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Whitney was so helpful and considerate towards our elderly grandmother. She went above and beyond! She was really understanding of our crazy helicopter dog p... (more)"

3. Whitney

I'll treat your furbaby like my own

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was great! She came in for a drop-in visit while we were away for a day trip. Silly Millie got into things she wasn't supposed to and Whitney gladly ... (more)"

4. Amy

Love and Patience!

Regent, Madison, WI, 53726

Dog Boarding, House Sitting, 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)"

5. Jade

Fun, quirky, Madison native

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: When I was 11 years old, my dad came home one night with a little puppy that a woman had given him in the parking lot of a bar. I immediately fell ... (more)

6. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

8 repeat clients

"Our dogs loved daisy! We have 3 large dogs and 1 small dog, we got pictures right away and everything went well, we would definitely use Daisy again (more)"

7. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

7 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)"

Available this weekend
8. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

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

About: My husband and I have raised our 3 dogs over the past 7 years and have experience pet sitting for our friends as well! We are passionate about havi... (more)

9. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: Having worked in an animal shelter for 3 years, I have dog behavior and safety training that not many other people have an opportunity to acquire. ... (more)

10. Ryan

Out we go-Rain or snow. Let's Walk!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"When we returned home the dogs were happy resting on their beds. We had a note that said when they had been out last and fed and a great report of the days ... (more)"

11. Shoshanna

Love being outside with your dog

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Shoshanna is one of the most nurturing, reliable, and responsible people that I know. I trust her to care for my beloved pets without reservation or hesitati... (more)"

12. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

Available this weekend
13. Sierra

Awesome caretaker for dogs & cats!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"My two small dogs have a TON of energy, and every time Sierra visits them they have a great time! She takes the time to make sure they each get plenty of pla... (more)"

14. Alex

Upbeat & Funny

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Alex is a wonderful human being, and she is very committed. She loves dogs, and has much experience walking, feeding, and other tasks. She is very much a dog... (more)"

15. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan has lived with dogs all her life. She came home to a 100 pound 31 inch tall Irish Setter, has had two Golden Retrievers, one Gordon Setter, and now a ... (more)"

16. Elena

I'm a tiny caring young woman.

Greenbush, Madison, WI, 53715

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

"Elena watched our two dogs while we were out of the country on vacation for 3 weeks. She is very responsible. I did not worry at all. She watched our dogs at... (more)"

17. Alicia

Puppy lovers and walkers!

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"I highly recommend Alicia to watch your dog. I am a veterinarian and don't trust just anyone with my dog Ele, but she has the best time at Alicia's house. Th... (more)"

18. Tara

animal enthusiast

Marquette, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Tara has an excellent rapport with animals and especially dogs. She currently works at a kennel and doggie day care, a few days per week. She works with a nu... (more)"

19. Madisyn

Passionate for pet care!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Madisyn is an extremely kind-hearted and responsible person, who has proven she is excellent with dogs. Whenever she has approached a dog or a dog has approa... (more)"

20. Keely

Friendly & experienced dog-lover!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

1 repeat client

"Keely is a responsible young woman with a natural affinity for dogs. She grew up in an animal loving family and has had much experience walking, training, an... (more)"

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Learn About Premier

In Maple Wood, 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 Maple Wood 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 Maple Wood 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 Maple Wood, 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 Maple Wood 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 Maple Wood, 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: