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

26 repeat clients

"Danielle did a fabulous job!!! Our cats were very well taken care of. Danielle also went above and beyond when she came and stayed longer when there was seve... (more)"

2. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

17 repeat clients

"Crystal is great! She made me feel so at ease and is flexible and professional. I left my dog for the first time with a stranger and came home to a calm, qui... (more)"

3. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

11 repeat clients

"Grace is wonderful with our highly energetic black lab puppy. She plays hard with him so that he gets some of his pent-up energy out during days when we're ... (more)"

4. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

20 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)"

5. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

4 repeat clients

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

6. Amy

Self employed and flexible

Madison, WI, 53711

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

2 repeat clients

"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. 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

"Amy did a wonderful job! She was flexible last minute to watch/walk our lab on Thanksgiving. Our pup was nice & tired after his long walks. Would recommend ... (more)"

8. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

6 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)"

Confirmed Holiday Availability
9. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

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

About: I have a small dog myself and she is a diva. If I can handle her, I can handle any dog. We frequent the dog park and I've interacted with many dogs... (more)

10. Malia

Will run, play and snuggle

Capitol, Madison, WI, 53703

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

"Malia watched Stewart for me on multiple occasions and she was so sweet. When I got back home Stew had fallen in love with her and didn't want her to leave. (more)"

11. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

3 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)"

12. 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

"If you want more bang for your buck, Michelle is outstanding! As a dogsitter, she's a natural - our golden, Abbie, took to her immediately. She also sent r... (more)"

13. Maria

Licensed Veterinarian for home care

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

"Maria has watched our dog numerous times. We can tell the love she provides our dog as when she leaves, our dog wants to hop in the car with her. She has be... (more)"

14. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Celia was great with my pup Logan! He absolutely loved her. She was also very friendly and easy to talk to. I will definitely have her doggy sit my pup again! (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. Andrew

Fenced yard on the Arboretum Path

Bay Creek, Madison, WI, 53715

Dog Boarding, Drop-In Visits

"Hello Everyone! I have a three year old dog named Mia who absolutely loves Andrew and Ellie! She is very excited when they come over to play with her, even ... (more)"

Confirmed Christmas Availability
17. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

4 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 New Years Availability
18. 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)"

Confirmed Holiday Availability
19. 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 treats your dogs as if they were her own. Animals are a big passion of hers especially dogs. She has rescued many dogs all around the US including two... (more)"

20. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Amy is a caring and attentive sitter. She has watched my dog multiple times while I have had to travel for business. I received numerous updates on how my pu... (more)"

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: