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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Ben P.
Sitter Profile Image: Ben P.
1.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ben was awesome! He was very responsive to our dogs needs and went the extra mile to make sure Winston was well taken care of. Ben was prompt everyday, walked, … (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Allegra R.
Sitter Profile Image: Allegra R.
Dog person for life.
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire a… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
3.
Your Weekend Sitter/Walker!
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louisa and Sammy and family fostered our dog Mina. They took good care of her. She was healthy and got lots of affection, walks, and playtime. She was well on h… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ilise M.
Sitter Profile Image: Ilise M.
4.
Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

It can be so hard leaving one's pets, but Ilise made the guilt and stress of it so much lessened. She was flexible and went above and beyond when some issues at… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jennifer L.
Sitter Profile Image: Jennifer L.
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer was a fantastic sitter! One of our kitties got sick right before our trip and Jennifer not only administered the medications while we were gone, but sh… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jess B.
Sitter Profile Image: Jess B.
6.
Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jess did such a great job taking care of my dog. She also sent me thorough, regular updates with ample pictures so I could see how my boy was doing. Would defin… (more)

from

$24

per visit
Calendar Recently Updated
Sitter Profile Image: Whitney H.
Sitter Profile Image: Whitney H.
Reliable & caring dog/cat sitter!
Madison, WI, 53719
Drop-In Visits

I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Wh… (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
8.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

We have a new pup and Ashley did a great job of keeping us informed about how he was doing and sending us updates. I feel our pup was in very safe hands with As… (more)

from

$22

per visit
Sitter Profile Image: Jocelyn C.
Sitter Profile Image: Jocelyn C.
I’ll care for yours like my own!
Madison, WI, 53705
Drop-In Visits, Dog Walking

Does great with my two boys! (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Mckenzie T.
Sitter Profile Image: Mckenzie T.
Your pet always comes first!
Regent, Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking

Once again, Mckenzie for the win! We feel so lucky to have found this kind-hearted sitter who does everything to make sure our sweet senior is happy :) (more)

from

$13

per visit
Calendar Recently Updated
Sitter Profile Image: Keezieng V.
Sitter Profile Image: Keezieng V.
A dog person through & through
Arbor Hills, Madison, WI, 53713
Boarding, Drop-In Visits, Dog Walking

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future! (more)

from

$19

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hillary L.
Sitter Profile Image: Hillary L.
12.
Caring, experienced and reliable!
Summit Woods, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Dog Walking

Hillary was absolutely incredible for our diabetic cat. She was so responsive, kept us updated with awesome pictures and statuses, and went so above and beyond … (more)

from

$22

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jody G.
Sitter Profile Image: Jody G.
13.
Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits

Time and again Jody does an amazing job taking care of our dog. She gives us peace of mind, and we will always reach out to her to watch Mysty. (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Samantha K.
Sitter Profile Image: Samantha K.
I’ll take good care of your buddies
Middleton, WI, 53562
Drop-In Visits, Dog Walking

Samantha was fantastic and my kitties were so happy with her visits! I can't recommend her highly enough! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Bhairvi M.
Sitter Profile Image: Bhairvi M.
15.
Homely, fun and loving pet boarder
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’ve lived in apartments growing up and have cared for dogs including mine and my neighbors dogs since I was 10. I’m reliable and loving towards all … (more)

from

$20

per visit
Sitter Profile Image: Sarah S.
Sitter Profile Image: Sarah S.
16.
Hoping I can meet your fur babies!
Madison, WI, 53703
Drop-In Visits, Dog Walking

Sarah was like a cat whisperer with our kitties. She did everything as asked and gave us little reports each time. I would highly recommend her! (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah I.
Sitter Profile Image: Hannah I.
17.
Dogs love to run and play with me!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very hap… (more)

from

$20

per visit
Sitter Profile Image: Angie K.
Sitter Profile Image: Angie K.
18.
Flexible schedule, adore dogs!
Verona, WI, 53593
Drop-In Visits, Dog Walking

Fantastic sitter! Watched my dog for about 9 days with no issues whatsoever! Would highly recommend her services! (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Georgia G.
Sitter Profile Image: Georgia G.
19.
Pet Care Specialist @ a Pet Resort!
Verona, WI, 53593
Drop-In Visits, Dog Walking

I would definitely recommend Georgia as a sitter! My cats were very shy and she made sure to not stress them anymore than they were. I appreciated the care and … (more)

from

$22

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Shannon Z.
Sitter Profile Image: Shannon Z.
20.
Flexible, work from home
Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I would love to write a testimonial for this wonderful dog mom. She currently owns a pug that she’s had since a puppy. She takes her to a variety of dog parks… (more)

from

$13

per visit

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:

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