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.

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1. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

11 repeat clients

"Jennifer sent great pics and updates. She spent quality time with my puppy. He doesn't like rain but she was patient with him and took him out 3 times to m... (more)"

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2. 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)"

Confirmed availability
Memorial day
3. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

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

2 repeat clients

"Alison's updates and pictures were great! It made us feel very comfortable knowing Henry was being taken care of so well while we were gone. We will definit... (more)"

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4. 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)"

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5. 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)

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. 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)"

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8. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marlena was excellent! She replied promptly, took meeting my kitty very seriously and checked-in with photos and updates. I will use Marlena again for sure f... (more)"

9. Bradley

Furry family member need a sitter?

cottage grove, WI, 53527

Drop-In Visits

"I work with brad At a doggie daycare in the Madison area. Brad is always on time Time, he is wonderful with the dogs and never misses work. Brad is the only ... (more)"

10. 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)"

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11. 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)"

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12. Chandra

Lots of love for Fiona and Fido

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hi. Welcome to being able to relax while on vacation! With the exception of college I have had dog(s) and/or cats my entire adult life. This year I... (more)

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13. Jennifer

Dogs are my favorite people!!

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Jennifer went above and beyond to make sure my 2 furry babies were taken care of like royalty while I was on vacation. She provided prompt and informative up... (more)"

14. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

8 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)"

15. Alecia & Jacob

Paw-fully Pet-acular

Madison, WI, 53718

Dog Boarding, Drop-In Visits, Dog Walking

10 repeat clients

About: Hello! My husband and I have a fervent love for anything with four legs (or three, or even two), and we've had our home open to pups since 2013. We... (more)

16. 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)"

Confirmed availability
Memorial day
17. 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)"

18. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

10 repeat clients

"Amanda was great; would definitely recommend! (more)"

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19. Daniel

Lover of all, big and small!

Eastmorland, Madison, WI, 53714

House Sitting, Drop-In Visits

1 repeat client

"Daniel has a soft spot for animals and it shows when he has cared for my dog. I've been able to go away on trips and have peace of mind and relax because sh... (more)"

20. Mickey

Cesar's got nothing on me!

Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: Half-jokingly, I am a dog whisperer. I have raised and trained my chihuahua to never bark, stop dead in her tracks even if a squirrel runs by, reco... (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: