House Sitting in Westchester Gardens, Madison, WI

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

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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. Karla

Dog lover

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been watching dogs in my home and in client's homes for 12 years. I also have provided daily walks and check-ins. I love dogs and do not hav... (more)

4. 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)"

5. 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)"

6. Andrea

Responsible and Loving on Willy St!

Marquette, Madison, WI, 53703

House Sitting

2 repeat clients

"Andrea was a wonderful dog sitter for our 2 labs while my husband and I were away on a vacation. She was very active with them taking them on 2 walks a day!... (more)"

7. 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)"

8. 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)"

9. 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)"

10. 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)"

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. 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)"

16. Monica

Stay at home mom/All day care

De Forest, WI, 53532

Dog Boarding, House Sitting, Doggy Day Care

"Monica is one of the most kind & thoughtful person and dog owner/caregiver I know. She is a very involved with the training,care, and upbringing of her pets... (more)"

17. Alex

An active-outdoors puppy lover!

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting

"My dog, Milo, stayed the weekend with Alex and he didn't want to come home. He got tons of attention, playtime, and walks, I know he was well cared for! Wh... (more)"

18. Meredith

Winter Break Dog Sitter!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Meredith is the best! I always trust her to watch my German shepherd when I'm out of town. Axel loves her! Meredith is the friendliest and most trustworthy s... (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. Jenninfer

Animal Lover From Birth

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: As a child, I had both cats and dogs in the house and we frequently took in abandoned animals, treated their medical problems, and found them homes... (more)

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Learn About Premier

Dog lovers in Westchester Gardens, 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.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Westchester Gardens house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Westchester Gardens, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Westchester Gardens, 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: