Pet Setting & Drop Ins in High Crossing, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. 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)

Confirmed Holiday Availability
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. 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)"

4. Megan

Dogs are just Fuzzy People

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs my entire life. I currently have a yellow lab and a pit bull. I raised multiple dogs from puppies including the 2 i have now. ... (more)

Confirmed Holiday Availability
5. 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)"

Confirmed Holiday Availability
6. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

2 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. Crystal

Your Neighborhood animal lover

Sun prairie, WI, 53590

Dog Boarding, House Sitting, Drop-In Visits

About: My love for animals is deep routed. Growing up in a small farm town I am use to being around animals of all kinds. I currently volunteer with 2 res... (more)

Confirmed Holiday Availability
8. Brooke

An overwhelming need to help pets

Sun Prairie , WI, 53590

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

"Brooke has always had a great love for animals, she walks into a house and the first thing she says hi to is the animal in the room. I have known her for 18 ... (more)"

Confirmed Christmas Availability
9. 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)

10. Todd

Earth Bound Hounds

Lake Edge, Madison, WI, 53716

Drop-In Visits

"I am happy to endorse Todd Regan as a pet care provider. I hired him to take my dog for a 25 minute walk Monday through Friday for 7 weeks while I recovered ... (more)"

11. Tammy

Pet Sitter

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tammy and Ally are very responsible and I would definitely trust them to take care of my dogs. I have known them both for over 10 years and know they love do... (more)"

12. Allison

Dog lover!

Sun Prairie, WI, 53590

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

"Allison makes an outstanding dog caregiver because not only is she trustworthy and reliable, but loves every dog like he or she is her own child. I know tha... (more)"

13. Meredith

Winter Break Dog Sitter!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Meredith is a dependable and conscientious care giver and is the go-to person in the neighborhood for watching and walking pets whenever anyone goes on vacat... (more)"

14. 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)"

15. Ryan

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

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Ryan is a trustworthy, warm, and compassionate dog owner and friend. He is a capable leader, and very comfortable around animals -- qualities that come from ... (more)"

16. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Drop-In Visits, 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)"

17. Jessica

Compassionate and loving!

Rolling Meadows, madison, WI, 53714

Drop-In Visits, Doggy Day Care, Dog Walking

"Jessy is my sister in law. And Im proud to say so. She has and is a very good mother to her children, and an inspiration to others in being an awesome child ... (more)"

18. Kiana

Perfectly pawfect. ?

Elvehjem, Madison, WI, 53716

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)

Confirmed New Years Availability
19. 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)"

20. Anna

Animal lover available to help out!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Anna did a wonderful job taking care of my then-3 year old Beagle/Jack Russell mix, Cali. I had to go out of town and was in a little pinch and found Anna t... (more)"

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Learn About Premier

Dog owners in High Crossing, 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect High Crossing, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in High Crossing, Madison who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 High Crossing, 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.

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