House Sitting in Westmorland, 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

8 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)"

2. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Amazing! That's the best word to describe our experience with Skylar. I missed Liza, but was never worried about her. I would hire Skylar again in a heart... (more)"

3. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Claire was a great sitter for my six-year-old boxer Evie. Evie loved her and was really calm and content when I arrived back home. Claire was very communic... (more)"

4. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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

1 repeat client

"Jillian was great! She genuinely enjoys spending time with dogs and taking care of them. She also has lots of experience with her own dogs. (more)"

5. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

7 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)"

6. Jillian

Dog loving researcher!

Capitol, MADISON, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jillian is amazing. She's almost too good with dogs: I'm starting to think my German Shepherd likes her better than me. Jillian stayed at my apartment while ... (more)"

Available this weekend
7. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

43 repeat clients

"Andrea is absolutely excellent! She is personable, professional, thoughtful, caring and goes above and beyond in all she does. She not only tended to our t... (more)"

8. Tony

I would love to meet your animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Tony corresponded with my wife daily and sent her a couple pics of the pups during his stay. He even asked about our outdoor cat when she wasn't at the back ... (more)"

9. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (more)

10. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

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

11. Matthew

Experienced with high energy dogs

Dudgeon-Monroe, Madison , WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Matthew is the best. He loves dogs and took such good care of my 2 boys. They were exercised and treated with so much care. You can tell the dogs were loved ... (more)"

12. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

4 repeat clients

About: I grew up taking care of my 20 pound dog and now regularly care for two 50 and 80 pound dogs. While they keep me busy, I still have time for dog si... (more)

13. 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)"

14. Michelle

Reliable Dog Lover

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've always been a huge dog lover, tried to take in every stray as a kid, I grew up around dogs like basset hounds, Labradors, poodles and beagles.... (more)

15. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kayla and her husband were wonderful with our cockapoos. When they came for the meet and greet, they plopped right down on the floor in the foyer so Pancake... (more)"

16. Michelle

fun, caring, patient dog lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: My family got our first dog four years ago and we love our crazy Weimaraner! I am comfortable around and absolutely love all dogs. My grandparents... (more)

17. Meghan

Positive and enthusiastic dog lover

Regent, Madison, WI, 53726

House Sitting

9 repeat clients

"Meghan was awesome! She was very flexible in setting up a meet and great. She stayed at my house with my dog and sent me updates every day. She went the extr... (more)"

18. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

3 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)

19. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna is a fantastic sitter! She watched our two dogs, Mugzy & Snickers, for a 3-night weekend and took fabulous care of them! As Rover newbies, she set our... (more)"

20. Steph

Life long animal lover!

Spring Harbor, Madison, WI, 53705

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

About: ****if you're new to Rover and this will be your FIRST EVER booking, ask me about my special code to get $20 off your pup's first stay!**** I re... (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: