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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Erika R.
1.
Loves long walks and winter cuddlesVerona, WI, 53593
Drop-In Visits, Doggy Day Care, Dog Walking

Erika was wonderful! Very accommodating and professional, even on short notice! Sent me lots of pics and loved hanging out with my pooch! Five stars (more)

from
$18
per visit
Confirmed availability: Memorial Day
McKenna A.
20 years experience with all breedsBlackhawk, Middleton, WI, 53562
Drop-In Visits, Dog Walking

McKenna was amazing with our little puppy! So caring, thoughtful, and flexible. Great to know our four legged family member was in such good hands! (more)

from
$18
per visit
Calendar Recently Updated
Ashley E.
3.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley is fantastic! She was on time, communicative, and took such good care of my older kitty. I loved her updates and photos, would absolutely want to book … (more)

from
$18
per visit
Confirmed availability: Memorial Day
Hillary L.
Caring, experienced and reliable!Summit Woods, Madison, WI, 53711
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Hillary was amazing! She sent daily updates of my cat, kept him entertained and well fed. She was very creative in entertaining my cat in ways I wouldn't have i… (more)

from
$25
per visit
Anna P.
5.
Perfectly sane cat lady!*Madison, WI, 53711
Drop-In Visits

Anna was amazing! She was the next best thing to me while we went on vacation. I received lovely notes and pictures each day. It was a wonderful first experien… (more)

from
$20
per visit
Calendar Recently Updated
6.
Not enough dogs in my lifeMadison, WI, 53705
Drop-In Visits, Dog Walking

Shelbi is a fantastic caregiver - Shelbi cared for our 3 year old German Shepherd while we were in the hospital during the birth of our daughter. Zeus warmed … (more)

from
$20
per visit
Calendar Recently Updated
7.
Animal Lover and Experienced SitterMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Helped out very last minute! (more)

from
$15
per visit
Calendar Recently Updated
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Oh my gosh, I just can't say enough good things about how well loved my pets (2 cats) and home felt with Whitney checking in while I was out of town. I loved s… (more)

from
$16
per visit
Calendar Recently Updated
9.
Energetic lover 🥰 of Fur-babies!Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Donna is the SWEETEST dog sitter! She always goes above and beyond to give the animal what they need. If asked to take the dog for a walk, she’ll be sure to giv… (more)

from
$22
per visit
Calendar Recently Updated
I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

It’s evident that RuthAnne loves what she does! I felt like our aging golden retriever was well cared for during walks and drop-ins and communication was super … (more)

from
$20
per visit
Calendar Recently Updated
11.
Dog owner & med student!Spring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sophie is a wonderful sitter who cares so much about animals. She has a lot of experience with caring for dogs and just genuinely loves them. She also did a gre… (more)

from
$18
per visit
12.
Keep your pets happy at home!Junction Ridge, Madison, WI, 53717
Drop-In Visits, Dog Walking

Katie did a fantastic job with our pup! She was very prompt, super communicative, and sent us TONS of pictures—which is exactly what we wanted! (more)

from
$25
per visit
Confirmed availability: Memorial Day
13.
Previous Doggie Daycare ManagerMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Hanna was very kind to take on a last minute drop-in request. Her update pictures were adorable and My pup seemed very happy with her. I’d be happy to book Han… (more)

from
$14
per visit
Calendar Recently Updated
14.
love adventuring with furry friendsMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
15 years of experience

About: I’ve had pets since grade school, I’ve had two of my very own cats and a dog, and I’ve been cat sitting and dog sitting for about 5 years. They will … (more)

from
$25
per visit
Confirmed availability: Memorial Day
15.
Daily visits to the dog park!Marbella, Madison wi, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Extremely reliable and was a life saver on my long days at work. Always got a picture and a map of where her and my pup walked. Will definitely use again!!! (more)

from
$50
per visit
Confirmed availability: Memorial Day
16.
Experienced petsitterMadison, WI, 53719
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I had the pleasure I'm dealing with Amanda many times when I brought my dog London to daycare. She was always very nice, personable and so loving and affectiona… (more)

from
$30
per visit
Confirmed availability: Memorial 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
Calendar Recently Updated
18.
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
$25
per visit
19.
I’ll take care of your PAWfect pupJunction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Sara was awesome! Luke had the best time and will surely miss her. Hoping to get her to hang out with Luke again. (more)

from
$12
per visit
Calendar Recently Updated
20.
Happy pup happy life!!!!Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Janelle is truly a dog lover! Our family had a small mixed breed 4 year old dog when she was born. They were pals for the next 13 1/2 years. At age 3, she got … (more)

from
$13
per visit

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: