House Sitting in High Crossing, 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.
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Confirmed Holiday Availability
1. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was nervous about leaving Kozmo with someone new, but having Kelsey stay in my home with him was so much better than boarding him! He seemed much happier t... (more)"

2. Tammy

Pet Sitter

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Pet Friendly Home in Cottage Grove, Wisconsin. We are offering weekend pet sitting, walking and basic dog grooming. We own two friendly Smooth Col... (more)

3. Kate

Experienced Animal Care Professional

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

House Sitting, Drop-In Visits

16 repeat clients

"Kate was an absolute super hero with our pittie, and we especially appreciated her patience with our first-time dog parent worries. I was a little worried ou... (more)"

4. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

1 repeat client

"Sarah was awesome. She took the time to come over for a meet and greet and got to know Niall before she came to sit for him. She expressed how excited she wa... (more)"

5. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse took such wonderful care of our 2 dogs Frodo and Ruby on several occasions. We were updated with descriptions of what they were doing, how their walks... (more)"

6. Ashton

Animal Lover

Sun Prairie , WI, 53590

House Sitting, Dog Walking

"Anyone would be happy to have Ashton as a dog sitter in their home. Ashton is responsible, fun, intelligent, and a huge dog-lover. I have a pitbull, Lucy, ... (more)"

7. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julia exceeded all my expectations in my first time using Rover.com. My Tony-boy was sick before we left for our trip and Julia handled the changes for Tony ... (more)"

8. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

2 repeat clients

"Tina did a great job with my first pet sitting experience. She listened to all pugsley unique personality disorders and handled him appropriately. She seemed... (more)"

9. Gracie

Dog hair? Don't care!

Madison, WI, 53718

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

1 repeat client

"She did a great job taking care of our dog in our home for the weekend. We thought we'd have to cancel our plans, but then we heard about this website. I con... (more)"

10. Lindsay

Fun, friendly pet owner

McFarland , WI, 53558

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

"It was hard to leave our two dogs for a whole 8 nights, but Lindsay was great with them! She kept us up to date so we knew our pups were in good hands, and e... (more)"

11. Betania

Caring dog-mom

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: I have had all sizes of dogs throught my life, I love spending time with them and taking care of them. But, what change my life recently was my fre... (more)

12. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

13. 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)"

14. Hannah

Dog- loving couple!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Dog Walking

"Hannah couldn't be sweeter or more enthusiastic. She kept Finley active and happy, and the bonus is her wonderful dog, Reggie, who was Finley's pal for her e... (more)"

15. Crystal

Your Neighborhood animal lover

Sun prairie, WI, 53590

Dog Boarding, House Sitting, Drop-In Visits

About: My love for animals is deep routed. Growing up in a small farm town I am use to being around animals of all kinds. I currently volunteer with 2 res... (more)

16. Brooke

An overwhelming need to help pets

Sun Prairie , WI, 53590

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

"Brooke grew up with pets her whole life. She always took good care of them and made sure they were safe and healthy. She loves animals and enjoys taking care... (more)"

Confirmed Holiday Availability
17. Monica

Stay at home mom/All day care

De Forest, WI, 53532

Dog Boarding, House Sitting, Doggy Day Care

"Monica was great to work with and the situation is great for our lab. Big fenced in back yard, friendly dogs to play with, and someone was home throughout t... (more)"

18. Meredith

Winter Break Dog Sitter!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Meredith is a dependable and conscientious care giver and is the go-to person in the neighborhood for watching and walking pets whenever anyone goes on vacat... (more)"

19. Allison

Dog lover!

Sun Prairie, WI, 53590

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

"Allison makes an outstanding dog caregiver because not only is she trustworthy and reliable, but loves every dog like he or she is her own child. I know tha... (more)"

20. Stephanie

The crazy dog lady is real!

Glendale, Madison, WI, 53716

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

2 repeat clients

About: I have the biggest soft spot for dogs. Just under 2 years ago I adopted my first pup. Since then, I have dreamt of one day owning my own doggy hote... (more)

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Learn About Premier

Dog lovers in High Crossing, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect High Crossing 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 High Crossing, 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 High Crossing, 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: