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. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Brenna is great! She was flexible and hung out with my dog for a few hours during the day so I could be with my friends and not worry. She even sent pictures... (more)"

2. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

9 repeat clients

"Wilbur likes Amy!!! She was very professional, dependable, and dog-loving :-) (more)"

3. Amy

Self employed and flexible

Madison, WI, 53711

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

2 repeat clients

"Amy is a fantastic dog sitter. From the moment she stepped into our household she demonstrated a positive and loving connection to our pup. Furthermore, she ... (more)"

4. Rayleen

Authentically dog-obsessed!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rayleen was awesome! My puppy Abril loved her! She is very professional and friendly. I highly recommend her! Thanks so much again!!! (more)"

5. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care

5 repeat clients

"My dogs were at ease with Hannah. I received photos of my dogs while I was away, which was fantastic. The girls seemed less stressed out than when they come ... (more)"

6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

4 repeat clients

"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)"

Available this weekend
7. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

9 repeat clients

"Jennifer exceeded our expectations and took great care of our Sandard poodle and aging cats. We will definitely use her again. She was very responsible and r... (more)"

8. 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)"

9. Savanna

I am very easy going and flexiable

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"As a friend and coworker, I can attest to the fact that Savanna is both a caring and capable individual. Her level of respect for, courtesy toward, and genui... (more)"

10. Allison

Emory student and dog-lover!

Wexford, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"It was such a pleasure working with Allison! She was very responsive during the booking process, super great with Odin and gave him lots of needed attention... (more)"

11. Stephanie

I’ll walk, play and love ‘em

Madison, WI, 53713

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

"I've known Stephanie for several years now and she's always been kind with my two dogs - despite their sometimes terrible manners. She's responsible, patien... (more)"

12. Susanna

Experienced House-Sitter

Vilas, Madison, WI, 53711

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

2 repeat clients

"Our trip was worry-free thanks to Susanna's proactive approach to details, daily cute pictures, and easy friendship with our sometimes skittish dog. We will ... (more)"

Available this weekend
13. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

62 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)"

14. Jeremiah

Large fenced yard & doggy door!

Burr Oaks, Madison, WI, 53713

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

"Jeremy is excellent with dogs of all ages. He is very patient and loves to interact and play with dogs. He is reliable and trustworthy. You can feel confiden... (more)"

15. Danae

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

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

"As a long time friend of Danae's, I have seen, countless times, the love and affection she shows towards all animals. She is especially good with dogs, and s... (more)"

16. Ryan

Caring Nurse Aid to Help You Pooch

Regent, Madison , WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Ryan did a fantastic job watching our corgi, Taco, on multiple occasions. He would come over to our apartment, take Taco out on a walk, play with her after s... (more)"

17. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Heather was raised to love all animals and critters. She grew up around dogs, cats, fish, and hamsters. Plus numerous wild creatures that we have helped alon... (more)"

18. Michelle

At-home CPA who loves fur babies!

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Fantastic first experience with Rover. Michelle was awesome and kept us informed of activities! Will definitely be booking again! Gratitude for this amazing ... (more)"

19. Sky

Love walking pups in the winter!

Greenbush, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"Sky is a great dog walker!! Sweet, patient, and so loving towards my babies. She’s always punctual and spends the full time taking care of my dogs. She pays ... (more)"

20. Erin

Willing to go the extra mile!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been an animal person all my life and have raised every animal you can think of (chickens, hamsters, birds, cats, lizards, etc.) however, do... (more)

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: