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. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Luke was great! My dog loved his energy and got along with him well. Communication was excellent both before and during the visit, and he was very flexible i... (more)"

2. Danielle

I am dog's best friend!

Verona, WI, 53593

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

16 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)"

3. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

3 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)"

4. Amy

Self employed and flexible

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have had dogs and animals all my life. I started a dog walking service in San Francisco when it was a rare service. I love being active and outdo... (more)

5. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

6. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"We have been very fortunate to have had Jasmine as our dog sitter. Got a new pup; only 6 weeks old!! And with work and and our baby Aussie not fully vaccinat... (more)"

7. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

2 repeat clients

"Whitney did a great job with our 3 pups while we were on vacation. I could rest easy knowing they were being taken care of and it was nice to get the report ... (more)"

8. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

14 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)

9. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

3 repeat clients

"Jennifer is super and very reliable! She's really great about being flexible and working with our schedule. I was out of town and needed an extra stay. I had... (more)"

10. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

3 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)"

Available this weekend
11. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Christina set my mind at ease during the meet and greet. She did drop in visits with my dog while I was away and each time she came over she let me know when... (more)"

12. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn watches my dogs all the time! She has even groomed/bathed them multiple times when I have asked. She's really good at making the dogs listen to her a... (more)"

13. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

8 repeat clients

"Great experience! (more)"

14. 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)

15. Joy

New best pal for your dog!

Middleton, WI, 53562

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

1 repeat client

About: Hello! My name is Joy and I am a fun, outgoing, dog-loving, and active Madison professional! I have a 5-year old Sheltie named Luna, who is sweet a... (more)

16. Michelle

Experienced foster & rescue worker!

Orchard Ridge Community, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Michelle is the only person outside of my grandparents that I have ever left my dogs with and I would do it again without question. Not only did she send me ... (more)"

Available this weekend
17. Taylor

Student- loves to walk and care for

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Taylor is very well suited for this job! She loves dogs, takes care of them well, and keeps her commitments. She gets the job done and I can guarantee that y... (more)"

18. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"Fran is not only dependable she is also kind, conscientious, thoughtful and trustworthy. I highly recommend her. She cared for our aging pet, Zeke, during a ... (more)"

19. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Sara is one of the kindest, most generous people I've ever known. She loves all animals, and shows that compassion to all pets. She is incredibly responsible... (more)"

20. 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)"

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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: