House Sitting in Westmorland, 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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1. Danielle

I am dog's best friend!

Verona, WI, 53593

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

18 repeat clients

"Danielle was wonderful! We felt comfortable leaving our very anxious dog for 3 nights with her. Communication was great and she responded within minutes. We... (more)"

2. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

9 repeat clients

"Christina did a fantastic job! She was so flexible and wanted to make sure my dog felt happy and safe. I will definitely ask her to watch my best buddy in th... (more)"

3. Amy

Self employed and flexible

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amy took great care of our dog while we were away. She kept us updated and made him feel very comfortable. We'd absolutely trust Amy to watch Beans again! (more)"

4. Andrea

Professional animal snuggler!

Middleton, WI, 53562

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

About: I am a huge animal lover and will take care of your pet the same way I take care of mine--with lots of snuggles, walks, love and care. Your pet wou... (more)

5. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

2 repeat clients

"Hannah is a responsible and reliable young woman. She is kind and easy to get along with and most importantly will care about your dogs like they are her own... (more)"

6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"When visiting Madison, we arranged with Fran to watch our Golden while we took our daughtwr out for a birthday dinner. Fran was very accommodating to our eve... (more)"

7. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is a lifesaver. She was able to take care of my pup while I was away on a short-notice trip. She was extremely accommodating and very friendly! I hig... (more)"

8. Bryna

I am a huge dog lover!

Capitol, Madison, WI, 53703

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

About: I love all animals and have grown up taking care of dogs and other animals! I am used to both puppies and older dogs. I have one friendly cat livi... (more)

9. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

52 repeat clients

"Andrea was amazing with my dog Otis. She house sat for me so Otis (who has separation anxiety and is timid) didn't have to leave the comfort of his own home.... (more)"

10. Roman

Vet looking to walk/run/love pups!

Moorland-Rimrock, Madison, WI, 53713

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

"I've known Roman for the last 13 years, and I'd trust him with my kid and my dogs. If you're looking for someone who you can trust with a member of your fami... (more)"

11. Ty

Loving and Experienced!

South Campus, Madison, WI, 53715

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

1 repeat client

"Ty is a very caring, patient, and knowledgeable pet lover. He works extremely well with dogs and knows how to play with them based on their size and breed. H... (more)"

12. Katelyn

Preparing for my own dog adoption!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Katelyn was great! Our dog had so much fun with her, I think he was disappointed we were back in town! (more)"

13. Anna

Lover of all fur babies here!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I love pets (obviously). I have cared for 4 dogs in my childhood neighborhood. I also boarded for a family's dog for a few years while t... (more)

Available this weekend
14. Chelsea

Active, Friendly Pup-Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Chelsea was a great and responsible pet guardian who did a fantastic job taking care of our dog Sassy and checking in with us regularly. Thanx Chelsea! :) (more)"

15. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I occasionally go out of town for work, and I always know my dog is in good hands with Luke! Louis (my dog) is a border collie also, so I know said hands are... (more)"

16. Michelle

Experienced foster & rescue worker!

Orchard Ridge Community, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Michelle is the only person outside of my grandparents that I have ever left my dogs with and I would do it again without question. Not only did she send me ... (more)"

17. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

3 repeat clients

"From the moment I requested information from Jennifer, it was a fantastic experience from start to finish. She was both personal and professional and you can... (more)"

18. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

8 repeat clients

"My dog, Dexter, recently suffered a slipped disc so I was very hesitant to leave town for an upcoming trip due to his ongoing pain and medication regimen. I ... (more)"

19. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Amy was a great sitter for my beagle! She was very communicative and flexible, which was so helpful! (more)"

20. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

8 repeat clients

"Megan was so sweet to our chocolate lab! She even sent photos while we were out. Definitely recommend! (more)"

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Learn About Premier

When it comes to house sitting, dog owners in Westmorland, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Westmorland may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Westmorland 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 Westmorland, 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 Westmorland, 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: