Pet Setting & Drop Ins in Richmond Hill, Madison, WI

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

Confirmed availability
Christmas and New Year
1. Jennifer

Dogs are my favorite people!!

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Jennifer did an amazing job with our pup. She spent some extra time playing fetch which was above and beyond what we requested at the drop in. Would love t... (more)"

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2. Amy

Your dog will return tired & happy!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I (more)"

Confirmed availability
Christmas and New Year
3. Julian

Home full time, lots of energy

Capitol, MADISON, WI, 53703

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

"Mary G I highly recomend Julián , we are Dog For Life a small non profit Group that rescue dogs from a Goverment Shelter and find homes for them. So we res... (more)"

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4. Susan

Lots of love for your best friend!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Please choose Susan for all of your dog walking and drop in care needs! I have known Susan for years and I don’t think I’ve ever met a more wonderful and tru... (more)"

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5. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

"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)"

6. Erika

Your dog will feel home

Rolling Meadows, Madison, WI, 53714

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

"Attention to detail and went over more times than I paid for. Super communicative and responsible. Great job Erika! (more)"

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7. Sarah

Any dog, any size, any temperament

Monona, WI, 53716

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

"Sarah did a great job with Meeko. Meeko has anxiety when he first meets someone and Sarah was calm and took time for him to settle down and make him feel com... (more)"

Confirmed availability
This weekend
8. Julie

Play, snack, & snooze with us!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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

"I needed a pet sitter because one of my two cats was sick, and Julie stopped by twice a day to give her a pill an update me on how both of them were doing. (more)"

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9. Riley

Love to play - large fenced yard

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello! My name is Riley and I am 26 years old. I live in Cottage Grove, WI with my husband Caleb and our super sweet three-year-old Frenchton (3/4... (more)

10. Tammy

Pet Sitter

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

"i have known Tammy for many years and she has taken care of my dog many times. She is good with dogs and has several dogs as well as a cat. Tammy has always ... (more)"

11. Bridget

Full time at home LOVES DOGS

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

"Could not be happier with Bridget. Dixie loved her. She gave us peace of mind on a short notice. We will definitely be booking her again! (more)"

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12. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

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

"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)"

Confirmed availability
Christmas and New Year
13. Emily

Customized canine care

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Emily is amazing and provided exceptional in-home care for our 100lb Newfie Kleio while we were traveling out of the country for two weeks. We received regul... (more)"

Confirmed availability
Christmas and New Year
14. Wendy

Happy home comfort and attention.

Rolling Meadows, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Wendy has raised rescue dogs. She has been a dog owner for many years. She also works part time at a dog day care facility. The dogs she has owned are well... (more)"

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15. Natalie

Energetic+Ready to go for a walk!

Glendale, Madison, WI, 53716

Drop-In Visits, Dog Walking

About: My name is Natalie and I have a 9-5 job on Monday-Wednesday and Fridays, but on Thursdays, I'm free all day and available to take your dog on walks... (more)

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16. Taylor

Dog’s happiness is my #1 priority

East Buckeye, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: I have many years experience caring for dogs of all ages and sizes. Experience following strict eating and medication schedules. My goal is to help... (more)

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17. Michelle

I love walking & playing for hours

Rolling Meadows, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

"Michelle was great and super accommodating to my dog, cat, and foster dog. I definitely hope she's available the next time I go out of town :) (more)"

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18. Dayna

Large fenced yard and house space

Heistand, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

About: I have always loved dogs and have 8 years of pet experience mostly dog. Available mornings and weekends. I know dog CPR, very good with pets. I lov... (more)

19. Laura

Caring pet nanny!

Heistand, Madison, WI, 53714

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

"I know that Laura grew up having a pet dog in the house and was one of the main caretakers. I also know that she has had a well cared for pet dog for over 1... (more)"

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20. Faith

Love dogs and animals, 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)"

Dog owners in Richmond Hill, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Richmond Hill.

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 Richmond Hill 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 Richmond Hill, 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 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 Richmond Hill, 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: