Pet Setting & Drop Ins in Westchester Gardens, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

5 repeat clients

About: I have owned dogs my whole life, but currently don't have a dog of my own. I look forward to spending time and getting to know your dog!!! I love ... (more)

2. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

8 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)"

3. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Whitney was great with my cat Buckley! He's got some special needs and it makes me feel better when I have to leave him for the night knowing that someone wi... (more)"

4. 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)"

5. Jade

Fun, quirky, Madison native

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: When I was 11 years old, my dad came home one night with a little puppy that a woman had given him in the parking lot of a bar. I immediately fell ... (more)

6. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

4 repeat clients

About: I grew up with animals on a farm and had house pets. I volunteered in dog rescue for many years, house/pet sitted for friends of friends, worked @ ... (more)

7. Becky

Friendly, energetic, dog obsessed!

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I worked in the maintenance (animal care) department of a pet store as a teenager, as a dog handler for a doggy daycare, and professionally trained... (more)

Available this weekend
8. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

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

About: My husband and I have raised our 3 dogs over the past 7 years and have experience pet sitting for our friends as well! We are passionate about havi... (more)

9. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: Having worked in an animal shelter for 3 years, I have dog behavior and safety training that not many other people have an opportunity to acquire. ... (more)

10. Ryan

Out we go-Rain or snow. Let's Walk!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"When we returned home the dogs were happy resting on their beds. We had a note that said when they had been out last and fed and a great report of the days ... (more)"

11. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

12. Alex

Upbeat & Funny

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Alex is a wonderful human being, and she is very committed. She loves dogs, and has much experience walking, feeding, and other tasks. She is very much a dog... (more)"

13. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan has lived with dogs all her life. She came home to a 100 pound 31 inch tall Irish Setter, has had two Golden Retrievers, one Gordon Setter, and now a ... (more)"

14. Alicia

Puppy lovers and walkers!

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Alicia and Ryan are great dog sitters, they have watched our dog, Davos, on multiple occasions. He always comes home to us happy and healthy! (more)"

15. Tara

animal enthusiast

Marquette, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Tara has an excellent rapport with animals and especially dogs. She currently works at a kennel and doggie day care, a few days per week. She works with a nu... (more)"

16. Joe

Proud puppy dad and dog lover!

McClellan Park, Madison , WI, 53718

Drop-In Visits, Dog Walking

1 repeat client

About: My name is Joe, I work from home, and I am an active dog walker of my own dog. I grew up up with Labradors and now have a 20lb cockapoo, so I am ... (more)

17. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I've had dogs all my life, usually Labrador Retriever mixes. Last March, my dog passed away at age 16, and I've been busy trying to find a way to f... (more)

18. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is a remarkable pet owner! There is no one I can think of that has more compasion for animals. Her advanced knowledge of our canine friends makes her ... (more)"

19. Jessica

Compassionate and loving!

Rolling Meadows, madison, WI, 53714

Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is my cousin and she has always had a soft spot for any animal, especially dogs. Shes had dogs her whole life and has alot of experience with them. I... (more)"

20. Elizabeth

Taking care of dogs like my own

Hawthorne, Madison, WI, 53714

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

About: I love taking care of dogs. I currently foster dogs from a shelter called thunder home shelter. I have been fostering dogs for 4 years now and I lo... (more)

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Learn About Premier

Dog owners in Westchester Gardens, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Westchester Gardens 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 Westchester Gardens, 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 Westchester Gardens, 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: