Pet Setting & Drop Ins in Westmorland, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Whitney was great with my cat Buckley! He's got some special needs and it makes me feel better when I have to leave him for the night knowing that someone wi... (more)"

Confirmed Easter Weekend Availability
2. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

4 repeat clients

"Christina was absolutely amazing. We could not have asked for a better sitter for our girl or a for better first time rover experience. We highly recommend h... (more)"

3. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

7 repeat clients

About: I would love to watch your dog! I have gained experience for all breeds and types as a pack leader and trainer at a local dog daycare. I have handl... (more)

4. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

3 repeat clients

"Amy's flexibility and willingness to roll with unexpected changes is incredible and amazingly helpful. We suddenly had to deal with an emergency with one of ... (more)"

Confirmed Easter Weekend Availability
5. 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)

6. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Stephanie was wonderful! I was worried about leaving my cats and dogs for over a week, but Stephanie sent us an update every day. When we got home, everyone ... (more)"

Confirmed Easter Weekend Availability
7. Courtney

Loving family home!

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits

About: We are experienced foster parents of rescue dogs and have a small dog of our own, Beans. We're sure Beans will be your pup's new best friend after ... (more)

8. Cindy

I will be your dogs best friend!

Hill Farms-University Neighborh, Madison, WI, 53705

Drop-In Visits, Dog Walking

"Cindy did a great job taking care of my boy when I had a long Saturday trip. She sent me lots pictures of him playing and then when he got stung by a bee off... (more)"

9. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna took great care of my cat while I was away for the holidays. She communicated well throughout the booking process and stay, was able to administer hi... (more)"

10. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

"Adam has provided great care for our dog. I would highly recommend him to other people! (more)"

11. Morgan

Canine Rescuer, Trainer & Dog Lover

Greenbush, Madison, WI, 53715

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Is your dog high energy or loves just cuddling up on the couch? Does your dog love running and playing with other dogs? If so, you've found the... (more)

12. 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)

13. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

About: Hi! My name is Whitney and I have pet-sit for both dogs and cats, and walked dogs in the past. I love spending time with and caring for animals of ... (more)

Confirmed Easter Weekend Availability
14. Matthew

Experienced with high energy dogs

Dudgeon-Monroe, Madison , WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"As a long-time runner and cyclist, Matthew has always enjoyed outdoor activities and dogs have been a integral part of his life; from the bike-path, to the t... (more)"

15. Miranda

All dogs are good dogs!

Park Ridge, Madison, WI, 53719

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

"Miranda is the most amazing responsible individual I know. She is good with all animals especially dogs. I trust her with my dog to care for him while I'm on... (more)"

16. Elizabeth

Crazy dog lady in training

Greenbush, Madison, WI, 53715

Drop-In Visits, Dog Walking

"Liz has always been a very caring and responsible dog owner. She used to bring her dog over to socialize with my dog (who generally doesn't have a lot of int... (more)"

17. 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)"

18. Anna

College Student Dog Sitter

South Campus, Madison , WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"Anna loves dogs of all kinds. Big dogs, small dogs, she enjoys them all. She is the first to get down on the floor to greet and give one-on-one love to my ... (more)"

Available this weekend
19. Chelsea

Friendly Animal Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Chelsea is a compassionate person, both for people and animals. She has extensive experience in working with and caring for an array of animals. She has also... (more)"

20. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

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

1 repeat client

"My mom is always caring, playful, and mindful with the pets she babysits for and she really makes an effort to build a friendship with the animals. I'm conti... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners in Westmorland, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Westmorland.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Westmorland pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Westmorland, Madison who meets your and your pet'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 pet, 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 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: