House Sitting in Greystone, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Alexis' is great. I always get pictures of Daisy and this makes me feel more at ease knowing she is having fun and being well taken care of. Thank you! (more)"

2. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We've been using Kaylin as a pet sitter for our senior cat (Halle Berry) for a few years now and could not be happier! Kaylin is friendly, dependable, and al... (more)"

3. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

13 repeat clients

"Fran has always done an excellent job house sitting for us! She is very respectful of our home, responds to texts quickly, and takes Vash on plenty of walks.... (more)"

4. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

4 repeat clients

"I wish I could give Matthew 10 stars!! We scheduled the meet and greet a week before our trip. Matthew was punctual and super professional. He asked a lot ... (more)"

5. Mariah

A dog’s happiness is my happiness!

Waunakee, WI, 53597

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

1 repeat client

"Mariah B. is a very loyal, honest, hard working and trustworthy person who is passionate about caring for both people and animals. She'll be great. (more)"

6. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Andrea did a great job caring for our dog, cats, chickens and house for 9 nights. She handled issues that came up in a responsible and appropriate way, and ... (more)"

7. Allison

Recent grad and dog-lover!

Wexford, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Allison did a great job taking care of our energetic 9 month old puppy. She sent lots of updates and pictures and even shared concerns about a possible aller... (more)"

8. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jesse took great care of our dog and home (more)"

9. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I couldn't think of anyone better to watch my pet. Krysta has been around animals her whole life to include her own two dogs growing up, helping her family a... (more)"

10. Lindsay

Avid dog walker and weekend sitter

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with Golden Retrievers and am very experienced in handling what a dog needs to be happy, healthy, and feel right at home. I have 10+ year... (more)

11. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

11 repeat clients

"Jennifer was amazing! Sent a lot of updates (I am a worrying dog mom!!), and the boys were well cared for! Badger had a wound we were dealing with, and he lo... (more)"

12. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting

7 repeat clients

"My dogs were at ease with Hannah. I received photos of my dogs while I was away, which was fantastic. The girls seemed less stressed out than when they come ... (more)"

13. Amber

TLC always

Wisconsin Co-Op Housing, MADISON, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Whenever my family considers a go-away vacation, the first thing we do is check to see if Amber is available to look after our very energetic scotch collie, ... (more)"

14. Mina

Experience with all kinds of pets~

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: (I will be available starting in May and be free all summer. Feel free to text or call me for details!) I have had life experience taking care o... (more)

15. Maiya

I'll love them like you love them!

Blackhawk, Madison, WI, 53717

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

About: I have loved animals since I was a little girl whether it be big or small, a pet fish or a pet horse, I am a true animal lover at heart, although ... (more)

16. Sarah

Takes Care of Pets of All Kinds

Madison, WI, 53719

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

5 repeat clients

"Sarah was a delight. My girls loved her and got along great with Mika. She sent pictures while I was away so I was able to see how they were doing. Super com... (more)"

17. Eden

I’ll run with your dog!

Wexford, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

1 repeat client
No Reviews Yet

About: Hi, I’m Eden! I’m an animal lover who will love your dog endlessly! Whether your need a pet sitter, dog walker, or house sitter, I will take offers... (more)

18. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

1 repeat client

"I'm Joe's wife, Deborah. We have two dogs here and we've watched friend's and relative's dogs before. Joe is very patient and kind to animals. I would trust ... (more)"

19. Luke

Trustworthy, dependable student

Parkwood Hills, Madison, WI, 53717

Dog Boarding, House Sitting

About: I'm a college student that needs to continue my education. I grew up in Madison, and I've lived with pets in my family as long as I can remember. T... (more)

20. Kayla

I'll run with your dog!

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla is the "dog whisperer", she is great with dogs! Your dog will get attention, get exercised and paid attention to. She is trusted and will ensure your... (more)"

Pet parents in Greystone, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Greystone house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Greystone, Madison who can provide the care your dog needs, when they need it.

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 Greystone, 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: