Pet Sitting & Drop Ins in Oakwood Village, Madison, WI

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

Search Results

Confirmed availability: Labor Day
Meghan D.
1.
Dog foster momRegent, Madison, WI, 53726
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan took great care of my pup, Gracie! She is a nervous girl and Meghan was patient, loving and so sweet with her. She’s responsible and attentive and my Gra… (more)

from
$19
per visit
Calendar Recently Updated
Kim M.
2.
Kim 
Verified Background Check
Loving and experienced Dog Mom!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care

I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pi… (more)

from
$15
per visit
Confirmed availability: Labor Day
Gen A.
3.
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

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 an… (more)

from
$22
per visit
Confirmed availability: Labor Day
Chalee T.
4.
Happy and tuckered out dogsMadison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

My kitty is a little on the shy side, and yet she made him feel comfortable and happy while I was gone! Happy cat = happy me! Knowledgeable and thorough- I’m ha… (more)

from
$18
per visit
Confirmed availability: Labor Day
Anna P.
5.
*Perfectly sane* cat lady!Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Anna was great with our cat while we were away! Our cat was well taken care of and she sent us updates and pictures. (more)

from
$13
per visit
Calendar Recently Updated
6.
Unconditional Dog LoverVerona, WI, 53593
Drop-In Visits, Dog Walking

Pierce is the ultimate dog lover. He takes the best care of my dog and she gets so excited when he takes her on runs with him. He even spoils her just like she’… (more)

from
$15
per visit
Calendar Recently Updated
Outgoing, student, dog loverMiddleton, WI, 53562
Drop-In Visits, Dog Walking

Camille is a responsible college student who is the primary care taker of her lapso bichon dog. As a senior dog, he requires 4-6 walks per day, eye drops, cough… (more)

from
$18
per visit
Confirmed availability: Labor Day
8.
Loves dogs, cats, and long walks!Greentree, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

I'm so grateful I found Angela on Rover. I can tell she really cares about my dog and I look forward to getting my rover cards. It's great knowing my dog gets t… (more)

from
$17
per visit
Calendar Recently Updated
9.
PA Student Pet Lover!Middleton, WI, 53562
Drop-In Visits, Dog Walking

Sarah is my favorite dog walker. She is always on time and very dependable. Both my dogs get so excited to see her. She usually walks them three times a week an… (more)

from
$15
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
11.
Walking for a living (seriously)!Madison, WI, 53719
Drop-In Visits, Dog Walking

Jenny does a great job with my cats. I was sent on an extended customer trip and the care of my cats concerned me greatly. Jenny was there to visit with them an… (more)

from
$24
per visit
Calendar Recently Updated
12.
Proud dad of energetic, playful LabVanchamasshe, Madison, WI, 53705
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

John Miller is one of the most responsible people I have met. He is also one of the most caring and kind person I know. With those traits and his combined love … (more)

from
$15
per visit
Calendar Recently Updated
13.
Dogs represent the good in the worlMadison, WI, 53711
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

She got back to me right away and was willing to let my dog out in short notice.I know Lucky enjoys his daily walk. (more)

from
$12
per visit
Calendar Recently Updated
14.
Your dog's new bestie!Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Sara is an amazing women, she loves dogs, and she is confident in her abilities when she knows what is expected of her, Sara goes above and beyond. She is full … (more)

from
$15
per visit
Confirmed availability: Labor Day
15.
I just want to love all the animalsMadison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Kylie was a life saver taking a last minute appointment request. She was great with both of our cats for in-home visits. She went above and beyond with the qu… (more)

from
$25
per visit
Calendar Recently Updated
16.
We treat all animals as our own!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

About: I have had dogs my entire life and a few years ago was able to rescue a dog of my own! I am a veterinary student at UW Madison and have LOADS of anim… (more)

from
$15
per visit
Confirmed availability: Labor Day
AVAILABLE THIS WEEKEND!!!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer took wonderful care of my cat while I was out of town over the holidays. She sent me photos and updates daily, and even got my cat a Christmas gift! … (more)

from
$20
per visit
18.
New to Madison-stoked to meet pups!Madison, WI, 53719
Drop-In Visits, Dog Walking

Jenna walked my dog Donnie multiple times a day while I was on vacation. She kept me updated me throughout the entire walk to assure me everything was going wel… (more)

from
$19
per visit
Calendar Recently Updated
19.
Care is providing peace of mindPrairie Hills, Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

About: I've taken care of all types of pets since I was 7 years old. Had 2 lovely sister puggles growing up and 3 neighbor dogs I would take care of when th… (more)

from
$20
per visit
Calendar Recently Updated
20.
Happy to help your best friend!Spring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Kendall is amazing with dogs and cats. They absolutely love her. Her youthful energy is just what my dog needs. She is responsible and dependable. I completely … (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Oakwood Village, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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