The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

Pet Setting & Drop Ins in Skyview Meadows, Madison, WI

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

Tip: Contact sitters now to confirm availability.
Calendar Recently Updated
1. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin was excellent! Dropped in on time and was very nice! I felt much better about leaving my cat at home knowing she would dropping in for feeding. (more)"

Calendar Recently Updated
2. Jenny

Walking for a living

Madison, WI, 53719

Drop-In Visits, Doggy Day Care, Dog Walking

"Jenny was AMAZING! I booked last-minute (less than 1 week) and she was able to squeeze in a meet-and-greet with Hodge Podge before their scheduled drop-in. S... (more)"

Calendar Recently Updated
3. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krystal went above and beyond my expectations! Caring for my dog as if her own. She would carry my 150+ pound senior mastiff in and out when his hips were hu... (more)"

Calendar Recently Updated
4. Cara

Apt life has me missing dog life!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Cara was great! I knew from our initial meeting it was going to work. She was thorough with her questions and took notes. The was my first time using Rover v... (more)"

Calendar Recently Updated
5. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia provided great updates and photos of each visit. Our cats enjoyed the play time, head scratches, clean litter box, and feedings! Thanks again Celia, we... (more)"

6. Ashley

Fun walks & fresh air for your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: Hi there, I am Ashley! I have grown up with 5 dogs throughout my life and miss the constant energy! We have 2 cats currently that are quite active,... (more)

Confirmed availability
4th of July
7. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Thank you so much! We love having Bruno spend time with you so we can relax and not worry about him. Thank you! (more)"

8. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Alexis did a great job with my puppy. I appreciated her flexibility and updates during her visits. (more)"

Calendar Recently Updated
9. Mistie

Care + fun for your best friend

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Mistie is such a caring and beautiful person towards both animals and people. Your dog will be in excellent hands with her. I have known her for almost 10 ye... (more)"

10. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Super mega awesome. Whitney provided us with a ton of peace of mind that our cats would be well taken care of while we were gone. (more)"

Calendar Recently Updated
11. Kristy

I'd love to walk your dog!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Kristy would be the first person I would ask to watch our dog (if we still had a dog) because Kristy loves dogs and finds amazing things about every single o... (more)"

Calendar Recently Updated
12. Holly

Will treat your pup as my own

Madison, WI, 53719

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

"My dogs absolutely love Holly. Cooper, my 7 month old golden retriever puppy typically loves everyone but he gets especially excited when he sees her because... (more)"

Confirmed availability
4th of July
13. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

Calendar Recently Updated
14. Shannon

run w/ your dog even in the winter

Stone Meadows, Madison, WI, 53719

Drop-In Visits, Dog Walking

"Shannon absolutely loves all dogs and they can tell because all dogs LOVE her! She is always willing to play, walk, or just pet any dog and give them the lov... (more)"

Calendar Recently Updated
15. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

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

"Matt is a passionate dog lover! I would trust him with my dog which is saying a lot becuase my dog loves to run away and actively pursues the challenge of g... (more)"

16. Sarah

Friendly Dog Loving Family!

Verona, WI, 53593

Dog Boarding, Drop-In Visits

About: I have also grown up around dogs and pets. My grandparents breed toy poodles, and I loved to get to play with the puppies and watch new families g... (more)

Calendar Recently Updated
17. Amanda

Reliable, Compasionate Dog Lover

Verona, WI, 53593

Drop-In Visits, Dog Walking

"Amanda did a great job! She sent great pictures and quick updates for our peace of mind. We came home to a happy pup. I would definitely recommend working wi... (more)"

Calendar Recently Updated
18. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

Drop-In Visits, Dog Walking

"I have known Christine Nesheim through her work at our doggy daycare for two years. Christine also grooms both of my dogs and does so expertly. She is a to... (more)"

Calendar Recently Updated
19. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

Confirmed availability
This weekend
20. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

"Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew ... (more)"

In Skyview Meadows, Madison, WI, dog lovers trust 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 stars. Booking pet sitting in Skyview Meadows can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Madison on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Skyview Meadows, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Skyview Meadows, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Skyview 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.