Pet Setting & Drop Ins in Rolling Meadows, 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 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)"

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)"

3. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

2 repeat clients

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

Confirmed Memorial day Availability
4. 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)"

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. 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)

Available this weekend
7. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

25 repeat clients

"Christina was wonderful! She did a great job, was very responsive...we recieved multiple pictures and updates daily. I would highly recommend her! She gave o... (more)"

8. 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)"

9. 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)"

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)"

11. 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)"

12. 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)"

13. 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)

14. Anna

Home full-time, physically fit

Marquette, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Anna J is the dog whisperer. She tuned into my pet and brought out the best in her. She provided frequent walks, video updates, followed my pet's special n... (more)"

15. 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)"

16. 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)"

17. Amy

Snuggly dog mama who loves to walk!

Emerson East, Madison, WI, 53704

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

"Amy is a wonderful human. Those who know her, humans and dogs, love her. She is dependable and a dog lover to the core. She helped us out many a time when we... (more)"

Confirmed Memorial day Availability
18. 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)"

19. Dana

doggy exercise and playtime!!!

Rolling Meadows, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Dana is an animal lover and will take the best care of your pet. She is a frequent visitor to various dog parks and routinely walks with her own dog. She i... (more)"

20. 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)"

Pet parents in Rolling Meadows, Madison, WI love dog sitters on Rover.com. 10 owners have reviewed sitters in Rolling Meadows, Madison, giving them an average rating of 4.8/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Rolling Meadows pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Rolling Meadows, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Rolling Meadows pet sitters and avoid the kennel.

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 Rolling Meadows, 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: