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. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

8 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)"

2. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

3 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)"

3. Brita

Madison area dog lover and friend

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

5 repeat clients

"Brita was great with our cat! She was super communicative and made time to come meet us and our cat even though we booked her on super short notice. Plus she... (more)"

4. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

2 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)"

5. 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)

6. Kayla

Pleasing Paws

Madison, WI, 53713

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

19 repeat clients

About: We are a mother (Lorelei)/daughter (Kayla) team that will give your dog a great little vacation while you're away. We have been around dogs our en... (more)

7. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

8 repeat clients

"Great experience! (more)"

8. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Luke is amazing with dogs. I honestly believes that he somehow speaks dog! Dogs seem to know how much he loves them and that they are safe with him. If your ... (more)"

9. Samantha

Energetic, caring dog lover

Moorland-Rimrock, Madison , WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Having a nervous and aloof dog, it's a bit tricky to find a good sitter, but our search is over. Samantha is amazing! As the photos from each visit came in I... (more)"

10. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hi! My name is Whitney and I have pet-sit for both dogs and cats, and walked dogs in the past. I love spending time with and caring for animals of ... (more)

11. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

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

5 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)"

12. Joy

Active, reliable, and fun dog lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Joy is Amazing! I have seen her care for her own Sheltie as well as many other people's dogs on many occaisions and know that she will be great with your ... (more)"

13. Michelle

Reliable Dog Lover

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've always been a huge dog lover, tried to take in every stray as a kid, I grew up around dogs like basset hounds, Labradors, poodles and beagles.... (more)

14. Kristine

Future crazy dog lady

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Kristine has been doing a fantastic job watching our brand new puppy while we are at work during the week. I'd highly recommend her to anyone else looking fo... (more)"

15. Jennifer

Loving Care When You're Not There!!

Madison, WI, 53719

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

2 repeat clients

"Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew ... (more)"

16. Kate-Lyn

Lover of pups,-any shape or size!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Kate-Lyn used to work at the veterinary clinic we took our dog to and she pet sat for us a few times when our family traveled. She truly loves and cares abou... (more)"

17. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

About: On the farm where I grew up, we raised pure-bred, award-winning golden retrievers. Over the years we rescued and welcomed into our home dogs of a w... (more)

18. Bailey

Bailey's Dog Boarding

Spring Harbor, Madison, WI, 53705

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

4 repeat clients

About: Need a puppy-sitter? Look no further! I live in a large, open apartment so any pup will have plenty of room to have fun! I love puppy cuddles, mult... (more)

Available this weekend
19. Jessica

Making them happy when you're gone!

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a Vet Tech student at MATC, but have had a dog and cats of my own for 12 years and can't imagine life without them! I have pet sitti... (more)

20. Jasmine

Pet Paradise (walking/pet sitting)

Dudgeon-Monroe, Madison, WI, 53711

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

2 repeat clients

"Jasmine was wonderful. It's not easy to care for an 18 year old dog, and she was wonderful!! I'm so grateful. (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: