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.

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

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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1.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
4 repeat clients
from
$25
per visit

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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2.

Maiya W.

I'll love them like you love them!
Woodland Hills, Madison, WI, 53717
Drop-In Visits, Dog Walking
5.0
64 reviews
28 repeat clients
from
$15
per visit

Maiya is a wonderful cat sitter. She is reliable, a great communicator, and sends the best cat pictures. I am so grateful for the care she has given to my kitty.

Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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3.

Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
25 reviews
9 repeat clients
from
$18
per visit

I booked Melinda to watch my cat for 5 days, and she's done a great job keeping him content while I was gone. Highly recommended.

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Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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4.

Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$13
per visit

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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5.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
8 repeat clients
from
$24
per visit

Jess was awesome! She went above and beyond by suggesting a meet and greet beforehand to ensure our dog, Kona, was comfortable. Her communication was excellent. She sent us some adorable photos of Kona. Seeing those helped us know that Kona was well cared for. We will be using Jess's services again in the future!

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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6.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$20
per visit

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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7.

Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
47 reviews
18 repeat clients
from
$25
per visit

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 again for sure!

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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8.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
31 reviews
12 repeat clients
from
$25
per visit

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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9.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits
5.0
10 reviews
5 repeat clients
from
$20
per visit

Teghan has loved all animals since a very young child. She asked for a dog at the age of 6 and took complete care of it daily. In middle school, she began talking about being a Veterinarian. She currently has 2 dogs and multiple cats and cared for them as well, but the rescue dog is hers. Leaving that part of her family (the pets and the people) to attend college was difficult, and she misses them all. In addition, she is an excellent student, reliable and dependable in all past employments, and honest. Most of all she wears her love of animals and it shows! She would make an excellent, responsible, and loving caregiver more than anyone I know.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Raven P.
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Sitter Profile Image: Raven P.
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10.

Raven P.

Lover of all dogs
Junction Ridge, Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$18
per visit

Raven was very good with our pets! We received messages and photos of them when we were gone. She was reliable and provided our fur babies with lots of attention, play time, and care. If you are looking for someone to watch your pets, Raven would be perfect for the job!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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11.

Jody G.

Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits
5.0
26 reviews
8 repeat clients
from
$25
per visit

Jody is so good with my dog and cats. She's very accommodating and thorough. You can tell that she really cares about building a relationship with each pet and learning their personalities.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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12.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per visit

Shaina left me feeling very comfortable about having her drop in for visits with my kitties. I feel as if she treated them like her own and was very thorough during her time spent. I feel like I could also tell a difference with the cats demeanor when I arrived back home as well; they didn’t seem as anxious as in the past with using another service. Thank you Shaina!

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Sitter Profile Image: MP B.
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Sitter Profile Image: MP B.
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13.

MP B.

Your pet(s) will be in good hands!
Verona, WI, 53593
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
11 repeat clients
from
$25
per visit

MP took on a last minute check-in with our guy. She got up to speed over a quick call then did great with him and our cat. Hope to be able to use MP in the future if we ever need!

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Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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14.

Samantha E.

Dog Lover, Flexible Schedule
Verona, WI, 53593
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$20
per visit

Very sweet person! Always concerned about doing things exactly the way I wanted. Took excellent care of my baby!

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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15.

Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
Boarding, Drop-In Visits
5.0
91 reviews
39 repeat clients
from
$17
per visit

So thankful that she could check in on mochi while we were awag for the weekend. Great pictures and gave us peace of mind knowing he was in good hands :)

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Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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16.

Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
227 reviews
81 repeat clients
from
$22
per visit

Jennifer was amazing with our sweet Josie! It was only our second time using Rover and Jennifer made us very comfortable heading out of town for the day leaving our puppy in her care. She sent great updates during both of her visits. Would highly recommend!

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Sitter Profile Image: Brianna D.
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Sitter Profile Image: Brianna D.
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17.

Brianna D.

Let me look after your fur babies!
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
1 review
1 repeat client
from
$14
per visit

Brianna was very communicative and easy to work with. She handled some confusion with my airbnb residents gracefully. She also went above and beyond and added more litter to my cat boxes. Would definitely work with Brianna again.

Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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18.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
4 repeat clients
from
$22
per visit

Taylor is always fabulous and my pup adores her

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Sitter Profile Image: Mckenzie T.
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Sitter Profile Image: Mckenzie T.
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19.

Mckenzie T.

Safe, communicative, & precise! 🐾
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
7 repeat clients
from
$15
per visit

Nothing is too challenging for Mckenzie! Our poor old gal was not doing emotionally well during this visit and she took even more time and care with her. We love her!!!

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Sitter Profile Image: Sarah T.
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Sitter Profile Image: Sarah T.
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20.

Sarah T.

Trustworthy, available pet lover!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$13
per visit

Sarah is flexible and communicative. I have plans to book her more going forward!

Search Map

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:

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