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.

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1. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin went above and beyond while caring for our cat Khaleesi! Her visits were prompt and her check-in descriptions were detailed and filled with pictures! ... (more)"

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2. Jenny

Walking for a living

Madison, WI, 53719

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

"Jenny was AMAZING! I booked last-minute (less than 1 week) and she was able to squeeze in a meet-and-greet with Hodge Podge before their scheduled drop-in. S... (more)"

Confirmed availability
Thanksgiving
3. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits

"Allison was great with our dogs, communicated clearly about scheduling conflicts, and was generally pleasant to work with. We've been very pleased to have o... (more)"

Confirmed availability
Thanksgiving
4. Yesenia

A pet lover - home full time

Country Grove, Madison, WI, 53719

Dog Boarding, Drop-In Visits

"Yesenia was great with my pup Jack. My dog returned to me so happy. She is very flexible and has excellent communication, lots of pics and videos! Definite... (more)"

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5. Susan

Lots of love for your best friend!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Please choose Susan for all of your dog walking and drop in care needs! I have known Susan for years and I don’t think I’ve ever met a more wonderful and tru... (more)"

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6. Courtney

Very detailed orientated person

MADISON, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Courtney did such a wonderful job with Dopey! i received pictures of him playing and panting! I will definitely be requesting Courtney more often! (more)"

Confirmed availability
Thanksgiving
7. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran did a great job with our puppy, Archer! She was on time and did everything right, we also got some really good pics of Archer while we were away. We cou... (more)"

Confirmed availability
Thanksgiving
8. Gen

Need help exhausting your pups?!

Westhaven Trails, Madison, WI, 53719

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

"Any compliment I could give Gen would be an understatement! She is a ROCKSTAR! It is such peace of mind knowing she is taking care of Luna while I’m at work! :) (more)"

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9. Chloe

I love all animal children.

Moorland-Rimrock, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Chloe is great! She sent plenty of detailed updates that show how much she truly loves and understands animals. It was such a relief to be out of town and ... (more)"

10. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with ani... (more)"

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11. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

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12. Chelsea

Your fur baby is in good hands!

Fitchburg, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"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)"

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13. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia is the best cat sitter out there! Plenty of photos, always leaves my place tidy, and gives detailed updates on my cats’ behavior and health. It feels g... (more)"

14. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

"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)"

15. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"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)"

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16. Kira

Will walk or run your dog!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: I would love to walk, run, and play with your dog! I will be a first year veterinary student this fall at University of Wisconsin, Madison. I absol... (more)

Confirmed availability
Thanksgiving
17. Christine

Your pets are our family!

Prairie Hills, Madison, WI, 53711

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

"Christine did a great job taking care of my Cat. She sent many updates and pictures which was greatly appreciated. I felt at ease leaving my pet knowing she ... (more)"

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18. Emma

Playtime on the weekends!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"I think Emma Would be perfect as a dog sitter! She has taken care of my dogs, All three of them, on several Occasions. Even when she just needed to feed them... (more)"

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19. Dianne

Experienced foster dog mom

Madison, WI, 53713

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

"There are dog lovers, there are puppy lovers, and then there is Dianne. Dianne treats every canine as if they were her own. Firsthand, I have witnessed Diann... (more)"

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20. Ninah

Flexible schedule & DCHS trained

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Ninah has lived with animals since she was a child and has always been loving towards them. She is receptive of their needs and finds many opportunities to p... (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: