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. 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)"

2. Jenny

I love dogs of all ages and sizes!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jenny was the best dog sitter ever! I was nervous and scared to leave my little Jack Jack with someone I didn't know while I was out of town, but Jenny gave ... (more)"

3. Erin

Loves to walk, run, and play!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Erin and I would definitely say that I am a "dog person". As the daughter of a veterinarian I've always had many animals running ... (more)

Available this weekend
4. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

10 repeat clients

"Sarah was amazing. She went out of her way to pick up my keys from work and she went the extra mile when it came to looking after my dog. I would definitely ... (more)"

5. Whitney

I'll treat your furbaby like my own

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was great! She came in for a drop-in visit while we were away for a day trip. Silly Millie got into things she wasn't supposed to and Whitney gladly ... (more)"

6. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Whitney was so helpful and considerate towards our elderly grandmother. She went above and beyond! She was really understanding of our crazy helicopter dog p... (more)"

7. 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)"

8. Rebekah

Active near east side dog lover

Schenk-Atwood, MADISON, WI, 53704

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

1 repeat client

"Bekah is such a loving caregiver! Her and her daughter Ava provide a really pampered experience for my pooch with lots of love, exercise and attention while ... (more)"

9. 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)

10. Alicia

Puppy lovers and walkers!

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"I highly recommend Alicia to watch your dog. I am a veterinarian and don't trust just anyone with my dog Ele, but she has the best time at Alicia's house. Th... (more)"

11. Kate-Lyn

Lover of pups,-any shape or size!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Amazing dog walker! Kate-Lyn walked our dogs every day for a year and boy do they love her! Me and my partner have mobility issues but our babies still need ... (more)"

12. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"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)"

13. 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)"

14. Claire

I'll run with your dog!

Madison, WI, 53704

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

"Claire has given my dogs the best care and is clearly very passionate about dogs. She does a great job ensuring my pets feel cared for. My dogs are very high... (more)"

15. Brandee

J&B Dog Care

Sherman, Madison, WI, 53704

Dog Boarding, Drop-In Visits

2 repeat clients

"Brandee and Jason have a wonderful home conveniently located with a nice fenced in back yard. They have two fur-babies, George and Walter. George is a gia... (more)"

16. 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)"

17. 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)"

18. Trystam

Flexible schedule to care for pets!

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Trystam cared for our two dogs while we were on vacation this summer. She did an excellent job. Our pups were most well tended, exercised and loved. Tryst... (more)"

19. Margot

Responsible, Caring, & Flexible

Bluff Acres, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I took care of my neighbors dogs for years growing up. We also had a family dog who was basically mine because I took care of it the most. Most wer... (more)

20. Lora

Lora's place

Whitetail Ridge, Madison, WI, 53704

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

1 repeat client

About: (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: