Pet Sitting & Drop Ins in Oakbridge, Madison, WI

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

Emma G.
1.
Your neighborhood dog sitter!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Emma is responsible, kind, and easy to work with. She has her own senior dog she takes care of extremely well. Everyone who meets her immediately loves her funn… (more)

from
$12
per visit
Confirmed availability: Memorial day
Ashley E.
2.
Treating Your Furbabies Like My OwnOakbridge Community, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Ashely is awesome!! She is so good with both our dogs. She understands both our dogs and their different personalities. She is our go to when we need someone to… (more)

from
$15
per visit
Calendar Recently Updated
Angela D.
3.
Loves dogs, cats, and long walks!Greentree, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Angela took such good care of my cats while I was away! Even my shy kitty got snuggles from her each time, and the other followed her around lovingly. Both cats… (more)

from
$15
per visit
Calendar Recently Updated
Laura L.
4.
Pet lover looking for a win-win!Regent, Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking

Laura is awesome! Highly recommend! She treated my pup like her own. She’s a lover of animals. My little guy got lots of loving, snuggling and activity ? (more)

from
$15
per visit
Calendar Recently Updated
Gen A.
5.
Gen 
Verified Background Check
Rover 101
The best care for your best friend!Westhaven Trails, Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing! Gen was so great, we were first time Rover users because we just needed someone to come let our pup out and give him dinner during our wedding, and she… (more)

from
$20
per visit
Calendar Recently Updated
6.
Responsible Dog Lover!Middleton, WI, 53562
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Meli is a great dog sitter! She came to let my puppy out for a few days. She is trustworthy and sends greats updates and pictures of your pup while you are away… (more)

from
$18
per visit
7.
Kim 
Verified Background Check
Loving and experienced Dog Mom!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care

Again, always so pleased with the care Kim provides my cat, Maple. She is very attentive with her drop-in updates and devotes her time and care so well. (more)

from
$15
per visit
8.
Easygoing pet lover paying for gradMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Bree has been doing a great job this Summer with Lincoln and Morris. I know that they look forward to seeing her almost every day. I would definitely use Bree… (more)

from
$16
per visit
Calendar Recently Updated
9.
Dogs love to run and play with me!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Hannah took great care of our big sweetie Fergie and we can’t wait to have her back! (more)

from
$20
per visit
10.
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)

from
$17
per visit
Calendar Recently Updated
11.
Fellow Dog Mommy CaretakerMiddleton, WI, 53562
Drop-In Visits, Dog Walking

Emma is a genuine animal lover. She’s great with both cats and dogs. I’ve seen the ways she cares for her dog, and would strongly recommend her care for your pe… (more)

from
$12
per visit
Calendar Recently Updated
12.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

Cleda is great! She’s helped us out over the holidays and was wonderful about sending great updates and pictures. Our cats warmed up to her quickly! I’d definit… (more)

from
$18
per visit
Calendar Recently Updated
13.
I love BIG dogs and TINY cats!Maple-Prairie, MADISON, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Melissa was fantastic with my girls! She not only dropped in to feed them but stayed a bit to play with them too! The pics she sent to me eased my mind and I … (more)

from
$10
per visit
Calendar Recently Updated
14.
I am the definition of a dog personPark Ridge, Madison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

Nash loved having Bryan drop in to hang out for a week while I was working. Bryan was great dealing with my last minute instructions. Would definitely conside… (more)

from
$15
per visit
Calendar Recently Updated
15.
Your pets will be considered familyMiddleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Grace is the best pet owner/watcher ever! She is so caring, gentle, and lovable to every animal she would ever meet. She is one of those people that just needs … (more)

from
$20
per visit
Calendar Recently Updated
16.
Animals are my jam!Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

About: I grew up with cats, but fell in love with both cats and dogs! My experience comes mostly from caring for my friends’ and family’s pets. I hopped on … (more)

from
$15
per visit
Confirmed availability: Memorial day
17.
All dogs love a stroll in Madison!Sauk Creek, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Katie is the best! My puppy loves when she comes to play. She always follows the instructions I leave and takes great care of my pup! (more)

from
$12
per visit
18.
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with animal… (more)

from
$16
per visit
Calendar Recently Updated
19.
Dog lover looking to help out!Middleton, WI, 53562
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Carly and I wanted to sign up to dog walk/watch because I love animals, but especially dogs. I have a black lab named Gidget and a ted… (more)

from
$12
per visit
Calendar Recently Updated
20.
All In One Pet SittingMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

About: In the last 4 years, I’ve fostered and parented numerous dogs and cats! Ranging from pit bulls, jack russels, German Shepherds, etc for dogs, and jus… (more)

from
$13
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents in Oakbridge, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Oakbridge, 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, 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, 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: