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.

Confirmed availability
Christmas and New Year
1. Jenny

Walking for a living

Madison, WI, 53719

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

"I loved the comments and updates I got about my new puppy when I was stuck at work. It made me feel good knowing she was being well taken care of and loved ... (more)"

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2. Allison & Raymon

LOVING, ACTIVE DOG SITTER!!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alison is someone we've booked multiple times and absolutely loved having taking care of our dog. She seemed so excited to interact with our puppy and took T... (more)"

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3. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin was very nice to meet and took very good care of Lloyd for us with her drop in visits. Will definitely use her services in the future. Thanks! (more)"

Confirmed availability
Christmas and New Year
4. Gen

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Absolutely wonderful experience. Gen was extremely responsive, and asked such great questions concerning our pups and their needs. Our pups were so happy whe... (more)"

5. 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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6. 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)"

Confirmed availability
Christmas and New Year
7. Courtney

Very detailed orientated person

MADISON, WI, 53711

Drop-In Visits, Dog Walking

"So gentle and kind. Detailed description of visit put me at ease! Would use again! (more)"

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8. Julian

Home full time, lots of energy

Capitol, MADISON, WI, 53703

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

"Mary G I highly recomend Julián , we are Dog For Life a small non profit Group that rescue dogs from a Goverment Shelter and find homes for them. So we res... (more)"

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9. Rebecca

Patient, playful, and dedicated

Burr Oaks, Madison, WI, 53713

Dog Boarding, Drop-In Visits, Dog Walking

"Rebecca is the BEST! I am a repeat client and wouldn't use anyone else. She is responsible, friendly, kind and very accommodating. Thanks, Rebecca!! (more)"

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10. 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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11. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina did an excellent job pet sitting for our cat over the holidays! She was responsive, flexible, responsible, and super friendly. I knew that our cat ... (more)"

Confirmed availability
Christmas and New Year
12. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran has been helping with our standard poodle puppy for about two months now. She has done a great job with drop-in visits, meals, and walks. She’s never ca... (more)"

Confirmed availability
Christmas and New Year
13. Nikita

Basically a Dog whisperer! ;-)

Madison, WI, 53713

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

"Nikita and I met when she was a hairdresser, we went on to working together in a call center. My son passed away in 2000, since that we have ran a softball t... (more)"

Confirmed availability
Christmas and New Year
14. Christine

Loving, Veterinary Nurse ❤️

Prairie Hills, Madison, WI, 53711

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

"Amazing with our kitten! Thank you so much! (more)"

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15. 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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16. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia provided great updates and photos of each visit. Our cats enjoyed the play time, head scratches, clean litter box, and feedings! Thanks again Celia, we... (more)"

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17. Alexus

Your pup won’t be lonely with me!:)

Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Alexus is a great person overall. She loves pets and especially dogs. I have seen Alexus interact with dogs before and she knows what she’s doing. She loves ... (more)"

Confirmed availability
Christmas and New Year
18. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Rest assured when Cleda is your Rover! 5+ stars! (more)"

19. 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)"

Confirmed availability
Christmas and New Year
20. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Erika did an excellent job taking care of our dog while we were on vacation. She sent us daily updates, including photos of the dog, and even made sure our d... (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: