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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
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. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

4. Alex

Active, energetic, & loving sitter!

Madison, WI, 53715

Drop-In Visits, Dog Walking

3 repeat clients

"Alex is so great with my pup, Rizzo! I love getting pics of whatever adventure they're on during her visit :) (more)"

5. Elizabeth

I am very patient and energetic!

McFarland, WI, 53558

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: My name is Liz. I grew up with many dogs. I have also done a lot of research because if find them facinating. I am very well versed in helping ... (more)

6. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

7. 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)"

8. Megan

Loving Home

McFarland, WI, 53558

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Megan and Cooper are great companions! Megan loves your furry friend almost as much as you do. The fenced back yard is a favorite play area. We trust Megan,... (more)"

Confirmed Holiday Availability
9. 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 Christmas Availability
10. Stephanie

The crazy dog lady is real!

Glendale, Madison, WI, 53716

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

1 repeat client

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)

11. 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)"

12. Lindsay

Fun, friendly pet owner

McFarland , WI, 53558

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

About: I have been taking care of my own dogs since I was a kid. I have also taken care of a breeders dogs when they have gone on vacation and have always... (more)

13. 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)"

14. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julia is a sweet girl & she does a great job taking care of my dog. She's very responsible & communicates well (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. 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)

18. Jessica

Compassionate and loving!

Rolling Meadows, madison, WI, 53714

Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is my cousin and she has always had a soft spot for any animal, especially dogs. Shes had dogs her whole life and has alot of experience with them. I... (more)"

19. Jess

Confident, reliable and resourceful

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I started caring for animals in high school working at a horse farm. At the farm, I was responsible for the care, health and safety of 20 horses, 2... (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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: