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.

1. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

11 repeat clients

"Jennifer has been a life safer for us, as we are new to Madison and needed help with transitioning our dog Duke with us being at work all day. Jennifer is ve... (more)"

2. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Two years ago I met Melissa through a friend who recommended her to help me rehome an 8 year old Labrador Retriever who had been retired from a breeding kenn... (more)"

3. Ellen

Work from home, flexible schedule

Elvehjem, Madison, WI, 53716

Drop-In Visits, Dog Walking

2 repeat clients

"Ellen has a love for dogs that shows in her care for them. She is very organized and diligent which is great if you have any special instructions for your do... (more)"

Available this weekend
4. Caroline

Ready to play and care for your pet

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Hello, Caroline would come over and walk/play with Penny when we were out late, and couldn't get back in time to let her out. Penny LOVES Caroline, and... (more)"

5. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

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

6 repeat clients

"Valerie did great with my puppy. She was patient and took the time to work on commands with him and wear the little guy out. She took sweet photos too. I'll... (more)"

6. Faith

Grew up with Dachshunds, Have a Cat

McClellan Park, Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Faith is a dog lover at heart and loves being around them and caring for them. She is responsible and understands that owners see their pets as an extension ... (more)"

7. Courtney

A home away from home

Madison, WI, 53718

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

1 repeat client

About: My name is Courtney and I'm the proud owner of two pups - a 12 pound Pekingese mix, Oliver, and a 70 pound Bernese Mountain Dog puppy named Sulliva... (more)

8. 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)"

9. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

10. Grace

Nature Walks, Love and Attention!

Reston Heights, Madison, WI, 53718

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

"Grace would be a responsible and loving pet sitter. She grew up in a family who were always surrounded by all kinds of animals. Grace also had a horse of her... (more)"

11. Carol

Exec Assistant to Your CanineEO

Eken Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Carol was very caring and considerate of my dog’s needs. Easy to work with. Wonderful personality. I highly recommend her to anyone looking for a great pet s... (more)"

12. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

7 repeat clients

"Gracie has taken care of our dogs on two different occasions, one home stay and one drop in, and she is outstanding. She gives great updates and we always co... (more)"

Confirmed Memorial day Availability
13. Afiqah

Dog Lover in the House :)

McClellan Park, Madison, WI, 53718

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

1 repeat client

"Afiqah is the best dog sitter I've ever met. She is a dog & cat lover. She's willing to spend her time with the dogs/cats that she takes care of. She even ha... (more)"

14. Cassie

Dog daycare manager for 6 years!

Rolling Meadows, Madison, WI, 53714

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

"Cassie takes amazing care of her own dog, and she takes enormous pride in treating dogs in her care in the same way. I trust Cassie with my dog and I trust ... (more)"

15. Dana

doggy exercise and playtime!!!

Rolling Meadows, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Dana was always so good to our big dog. She played with him and kept him happy whenever we were away from home. We are grateful for her kindness and toleranc... (more)"

16. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan provided excellent care to my two little hounds when I needed to travel for Thanksgiving. She stopped in multiple times throughout the day for walks, p... (more)"

17. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katerina was very friendly and accommodating. Stevie liked her instantly and he was happy and well taken care of. (more)"

18. Jamie

Flexible hours and I love walks!

Madison, WI, 53716

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

About: Experience: I have been around dogs all my life. I'm what you call a "dog person" and love dogs more than humans sometimes :) I have had family dog... (more)

19. Daniel

Lover of all, big and small!

Eastmorland, Madison, WI, 53714

House Sitting, Drop-In Visits

1 repeat client

"Dan was very good with my dog Howard, a Newfoundland. Howard was a handful and most other sitters had an issue with him going to the bathroom or chewing thin... (more)"

20. Angie

Our pup loves playmates!

Madison, WI, 53718

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

About: We have a very active 1.5 year old yellow lab who loves to play and nothing burns him out like a good play session with another pup! Since we can’t... (more)

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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