Pet Sitting & Drop Ins in Oakbridge Community, 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. Ishtar Verified Background CheckRover 101

Towering & Teacup Pups Welcome

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Ishtar is a wonderful pet-sitter! My cat instantly got along with her, which is saying a lot because Bean is a bit finicky about making friends. She was time... (more)"

Confirmed availability
Christmas and New Year
2. Gen Verified Background CheckRover 101

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Gen was great watching our kitten while we were out of the country for an extended stay. Her detailed descriptions of her visits and all the pictures helped ... (more)"

Calendar Recently Updated
3. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again. (more)"

Calendar Recently Updated
4. Brianna & Tyler Verified Background Check

For dogs that love attention

Allied Community, Madison, WI, 53711

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

"Brianna is the best pet owner and pet caregiver I know! Not only do I trust her with my life, but I trust her with my pet’s life as well. My dog, Crouton, ab... (more)"

Calendar Recently Updated
5. Kaylin Verified Background CheckRover 101

Pick me for your Critter/Cat needs!

Park Ridge, Madison, WI, 53719

House Sitting, Drop-In Visits

"Kaylin always takes great care of cat, Lloyd! We appreciate her services anytime we need to leave town. She’s very thoughtful about giving us updates and sen... (more)"

Calendar Recently Updated
6. Andrea Verified Background Check

Reactive dogs & all weather runs

Dudgeon-Monroe, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Andrea is super reliable and very patient with our puppy. (more)"

Calendar Recently Updated
7. Tinaz Verified Background Check

Dog's Best Friend!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"If you are looking for the perfect person to walk or care for your dog, look no further! Tinaz is your gal! I’m pretty sure that the phrase “dog lover” was i... (more)"

Confirmed availability
Christmas and New Year
8. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

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

"I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust ligh... (more)"

Calendar Recently Updated
9. Ashley Verified Background Check

I’d never let your dog walk alone!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Ashley has provided excellent service to my family for several years. She is very conscientious as to the care and support of my pet. I am always confident... (more)"

Confirmed availability
Christmas and New Year
10. Christine Verified Background CheckRover 101

Loving, Veterinary Nurse ❤️

Prairie Hills, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Christine is great at taking the best care of my puppy while I am at work! She always sends me at least two pictures each visit. She is very attentive to det... (more)"

11. Tom Verified Background Check

Home full time.

Spring Harbor, Madison, WI, 53705

Drop-In Visits, Dog Walking

"We are so fortunate to have found Tom. He is a godsend. He has helped us so much with training our new puppy. (more)"

Calendar Recently Updated
12. Celia Verified Background Check

Dogs big/cats small I love 'em all!

Verona, WI, 53593

Drop-In Visits, Dog Walking

"Celia always takes great care of my cats! Whenever she stops by to get the keys the boys run up to the door to greet her. Celia even brought over a new toy t... (more)"

Confirmed availability
Christmas and New Year
13. Ben Verified Background Check

Giant breed owner, walks all sizes

Verona, WI, 53593

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

"Ben is a great owner and caregiver for his dogs. I have watched Ben raise and train his two friendly fluffers since they were both 8 weeks old, and they are ... (more)"

Calendar Recently Updated
14. Kjirstyn & Louis Verified Background Check

Madison dog lover!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Kjirstyn is one of the most animal-loving people I know. She provides excellent care for animals and has extensive experience working with animals of various... (more)"

15. Whitney Verified Background CheckRover 101

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney is a fantastic cat sitter!! We cannot thank her enough for sending daily pictures and taking care of our babies while we were away. Definitely will b... (more)"

Confirmed availability
Christmas and New Year
16. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Took excellent care of my cat during drop-in visits. Sent lots of pictures. I would absolutely hire her again. (more)"

Calendar Recently Updated
17. Sara Verified Enhanced Background Check

I’ll take care of your PAWfect pup

Junction Ridge, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Sara treats every dog she sees as though they've been friends for life, whether it's a short interaction on the street or when she would watch my dog for who... (more)"

Calendar Recently Updated
18. Danae Verified Background Check

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

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

"As a long time friend of Danae's, I have seen, countless times, the love and affection she shows towards all animals. She is especially good with dogs, and s... (more)"

Confirmed availability
Christmas and New Year
19. Arianna Verified Background Check

Dedicated & passionate animal lover

Middleton, WI, 53562

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

About: I have cared for my Pomeranian for 14 years, and it's felt like the time has flown by. Due to moving to an apartment I had to giver her to a friend... (more)

20. Kresha Verified Background Check

Former Veterinary, Pet Owner Lifer!

Sauk Creek, Madison, WI, 53717

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

"Excellent sitter! (more)"

In Oakbridge Community, 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 Oakbridge Community 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Oakbridge Community, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Oakbridge Community, Madison who can provide the care your pet needs, when they need it.

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 Oakbridge Community, 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: