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. Danielle

I am dog's best friend!

Verona, WI, 53593

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

25 repeat clients

"Danielle was available on super short notice (just a few hours) when our dog-walker fell through; our dogs love her and it was so great knowing we didn't hav... (more)"

2. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"Kierstin was awesome...so sweet...and she made her available to help out with a urgent medical need at the last minute. I would definately use her again in ... (more)"

3. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was very conscientious when caring for Wrigley!!! (more)"

4. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

4 repeat clients

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

5. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

14 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)"

6. Amy

Self employed and flexible

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amy was an excellent caregiver to our dog Emma and our independent cat Lati. She has a wonderful way with animals, and they seem to connect with her without... (more)"

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

58 repeat clients

"Andrea is great with dogs because she really cares about them. She will work to help train the dogs with any issue well in her care. If you are a dog lover,... (more)"

8. Joy

New best pal for your dog!

Middleton, WI, 53562

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

1 repeat client

"I've known Joy for several years now. She has a 5 year old Sheltie of her own and she is a fantastic owner. She has puppysat for my two dogs on several occas... (more)"

9. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"I was staying the weekend in Madison and I needed someone to watch my dog for the day. Jasmine responded quickly to all communication, and meet us a couple o... (more)"

10. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chelsea kept us updated on our cat while we were away with a text and a photo update. She was responsible, responsive, and friendly. We would definitely book... (more)"

11. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Luke did a great job giving Dozer some exercise while I was out of town. Because Doz can be dog aggressive I am always nervous when other people walk him but... (more)"

12. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

"Great communication and incredibly responsive! A+ (more)"

13. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

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

37 repeat clients

"Christine on many occasions has house sit and watched our dogs, we always knew that they were in goods hands. Christine has a love of dogs and it shows. If... (more)"

14. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn watch my dog and cat (along with my house) one weekend. She did a wonderful job. I had recently moved to the area and didn't know any local parks. Sh... (more)"

15. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Being an animal lover is core to who Brenna is. Her loving and gentle nature allows her to quickly bond with every dog, cat, or other furry friend she meets.... (more)"

16. Ty

Loving and Experienced!

South Campus, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"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)"

17. Becky

Becky's Pet Sitting Madison

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits

2 repeat clients

"Becky is a wonderful person; she is caring, thoughtful, and puts in 110% into everything she does. She is a very passionate and great veterinarian who truly ... (more)"

18. Nilou

Energetic and loving caretaker

Madison, WI, 53713

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

5 repeat clients

"Nilou is one of the most caring and passionate dog lovers I have ever seen. She cares for other's pets as if they were her own and is always excited to spend... (more)"

19. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

4 repeat clients

"Amy is great with my two (kind of high maintenance) beagles. She "dropped in" with one of them and walked the other while I was at work, and both of them wer... (more)"

20. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

18 repeat clients

About: Missing our Bayley (Treeing Walker Coonhound), so need a pooch fix. We'll care for your dog(s) (max. of three/night) while you go away to play....... (more)

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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: