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. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

25 repeat clients

"Simply put, Crystal is phenomenal. She has helped with our dog for several months and we have been impressed with her kindness, reliability, attention to det... (more)"

2. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

11 repeat clients

"Thank you so much! We love having Bruno spend time with you so we can relax and not worry about him. Thank you! (more)"

3. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

10 repeat clients

"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)"

4. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

2 repeat clients

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

5. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"I couldn't think of anyone better to watch my pet. Krysta has been around animals her whole life to include her own two dogs growing up, helping her family a... (more)"

6. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

10 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)"

7. Amy

Self employed and flexible

Madison, WI, 53711

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

3 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)"

8. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I really appreciated the help, photo and status that Brenna provided. She was comfortable with my high energy dog. (more)"

9. 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)"

10. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"Rebecca was incredibly accommodating to my schedule and went out of her way to make sure the stay went well. My cats had a great time with her. I would for... (more)"

11. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jesse has been our go to when we need our Goldendoodle and 2 cats cared for. She has been doing this for us for several years. She does drop ins(walks and fe... (more)"

12. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

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)

13. Cara

Apt life has me missing dog life!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Cara was great! I knew from our initial meeting it was going to work. She was thorough with her questions and took notes. The was my first time using Rover v... (more)"

14. Nicole

I LOVE caring for animals!

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is great with all animals. She’s really attentive to animals needs, has years of experience raising animals, and has happy well trained pets of her ow... (more)"

15. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

76 repeat clients

"Andrea really stepped in and helped me with Otis when I had to have surgery. She is always so good with Otis and he absolutely loves her. (more)"

Confirmed Memorial day Availability
16. Kristy

I'd love to walk your dog!

Madison, WI, 53705

Drop-In Visits, Dog Walking

4 repeat clients

"Kristy would be the first person I would think of for doggie daycare for my pet! She is reliable, loving, fun, creative, and did I mention dependable? (I fin... (more)"

17. Whittney

Love dogs with a passion!

High Point Estates, Madison, WI, 53719

Drop-In Visits, Dog Walking

"I've had Whittney watch my two small dogs. One has a heart mumor and needs a little extra love. She made sure she understood how to give my Chihuahua her med... (more)"

18. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

Drop-In Visits, Dog Walking

25 repeat clients

"Christina did a great job taking care of my cats! She takes the time to play with them and engage with both of them even though one can be standoffish. The p... (more)"

Available this weekend
19. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

9 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)"

20. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

8 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)"

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: