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

7 repeat clients

"Christina was absolutely amazing. We could not have asked for a better sitter for our girl or a for better first time rover experience. We highly recommend h... (more)"

2. Christine

compassionate, experienced care

Prairie Hills, madison, WI, 53711

Dog Boarding, Drop-In Visits

32 repeat clients

"Christine on many occasions has house sit and watched our dogs, we always knew that they were in goods hands. Christine has a love of dogs and it shows. If... (more)"

3. 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)"

4. Brita

Madison area dog lover and friend

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

3 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)"

5. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

10 repeat clients

"Our dogs loved daisy! We have 3 large dogs and 1 small dog, we got pictures right away and everything went well, we would definitely use Daisy again (more)"

6. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

7 repeat clients

"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)"

7. Avery

Welcoming home for everyone!

Tenney-Lapham, Madison, WI, 53703

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

4 repeat clients

"Avery is such a great caregiver for dogs! She treats every dog like her own and is really responsible. I really enjoy having her watch my dogs. (more)"

8. 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)"

9. 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)

10. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

About: My dog and I would love to welcome yours to our home! We love walks and playtime and make time for both frequently. As a high-energy dog owner, I h... (more)

11. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

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)

12. 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)

13. 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)"

14. 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

"Adam has provided great care for our dog. I would highly recommend him to other people! (more)"

15. Alecia

Loving dog walker!

Fitchburg, WI, 53713

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

"Loved Alecia as my dog walker for my Husky, Sam. She provided great care and love for my dog while I was at work. She always made sure his food and water bow... (more)"

16. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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

1 repeat client

"Jillian is so caring and good with animals! I 100% trust her with my dog. I never have to worry when i leave him with her, i know he is in great hands! (more)"

17. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna took great care of my cat while I was away for the holidays. She communicated well throughout the booking process and stay, was able to administer hi... (more)"

18. Miranda

All dogs are good dogs!

Park Ridge, Madison, WI, 53719

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

1 repeat client

"Miranda is a very kind-hearted and compassionate person who loves pets almost as much as they love her. She always provides dogs with attention and affection... (more)"

19. Sierra

Awesome caretaker for dogs & cats!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"My two small dogs have a TON of energy, and every time Sierra visits them they have a great time! She takes the time to make sure they each get plenty of pla... (more)"

20. Michelle

fun, caring, patient dog lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: My family got our first dog four years ago and we love our crazy Weimaraner! I am comfortable around and absolutely love all dogs. My grandparents... (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: