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. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

4 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)"

2. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

1 repeat client

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)

3. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned animals all of my life especially dogs. Being in college I do not have the opportunity to own pets. I love going for walks and do that... (more)

4. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 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)"

5. Anna

Dog lover with years of experience!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hello everyone! My name is Anna, and I have been a pet sitter and dog walker for over 10 years! Dogs are my greatest passion, and I love nothing mo... (more)

6. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

7. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

3 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)

8. Julia

Available for the holidays!

Emerson East, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been taking care of all sorts of animals since I was very young. I grew up with a dog that was a very big part of my family. All dogs deserv... (more)

9. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (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. 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)"

12. Kari

Certified Veterinary Technician

Monona, WI, 53716

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

1 repeat client

"Ean had a great time- thank you so much! He'll definitely be coming back. (more)"

13. Stephanie

The crazy dog lady is real!

Glendale, Madison, WI, 53716

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

2 repeat clients

About: I have the biggest soft spot for dogs. Just under 2 years ago I adopted my first pup. Since then, I have dreamt of one day owning my own doggy hote... (more)

14. Keely

Friendly & experienced dog-lover!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Keely is a responsible young woman with a natural affinity for dogs. She grew up in an animal loving family and has had much experience walking, training, an... (more)"

15. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is excellent with dogs of all shapes and sizes. I have a German Shepherd and a Yorkshire Terrier, and I trust Jolene with both. She is kind and comfor... (more)"

16. Betania

Caring dog-mom

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"I have known Beta for some years now, and the best way to understand her love and commitment to dogs is simply by meeting her and Chuleta (her french bulldog... (more)"

17. 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)"

18. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

19. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

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

2 repeat clients

"Keni has taken care of my Phil a handful of times and he is always overjoyed to see her. She is my go-to sitter for long and short term stays! (more)"

20. Joey

Cheap Rates and Flexible Times

Madison, WI, 53704

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

About: Ever since I moved out of my parent's house, I've been away from my cat and dog so I would love to be around pets more often. I am very kind with a... (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: