House Sitting in Westchester Gardens, Madison, WI

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

1. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

6 repeat clients

"I had another great experience with Daisy, taking care of my boxer Evie. I was gone for 5 days, communication was good, and Evie seemed to have a very good ... (more)"

Confirmed Easter Weekend Availability
2. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Skylar is great! I hired her to watch over my elderly, high needs dog (Bama) while I went on a weekend trip. I was quite nervous to leave Bama for even suc... (more)"

Confirmed Easter Weekend Availability
3. Gracie

Dog hair? Don't care!

Madison, WI, 53718

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

3 repeat clients

"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)"

4. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

4 repeat clients

"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)"

Confirmed Easter Weekend Availability
5. Kate

Experienced Animal Care Professional

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

House Sitting, Drop-In Visits

17 repeat clients

"We were so happy to have connected with someone we can trust with our three dogs. Kate has been great every time we've asked her to watch the dogs, and this ... (more)"

6. 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)"

7. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Whitney is wonderful with our dog, Zoey, and is a very dependable sitter! She keeps us updated with how the visit is going and takes good care of Zoey, even ... (more)"

8. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

4 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. 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)"

10. 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)

11. 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)"

Confirmed Easter Weekend Availability
12. 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)

13. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

2 repeat clients

About: I grew up in a household that always had multiple dogs, both large and small so I'm comfortable around all shapes and sizes. But, now I'm in school... (more)

14. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

4 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)"

15. 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)"

16. Jordenne

Energetic and fun animal lover!

Madison, WI, 53718

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

"Jordenne has taken care of my two dogs on multiple occasions. They really love getting to spend time with her. She treats them just like she treats her own d... (more)"

17. Madisyn

Passionate for pet care!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"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)"

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. Joey

Cheap Rates and Flexible Times

Madison, WI, 53704

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

About: Ever since I moved out of my parent's house, I've been away from my cat and dog so I would love to be around pets more often. I am very kind with a... (more)

20. Jim

Reliable and attentive pet-sitter.

Cherokee Park, madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Nobody loves to walk dogs more than Jim! He is reliable, and a bonus is that he is a knowledgeable dog trainer, so most likely your dog will become a better... (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: