Pet Sitting & Drop Ins in Summit Woods, 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: Sara J.
Verified Enhanced Background Check
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
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
14 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: Melinda N.
Verified Enhanced Background Check
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
2.

Melinda N.

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

Best dog walker ever! Melinda has a very warm personality and takes lots of great puppy pics. My dog is pleased :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kyle S.
Verified Enhanced Background Check
Sitter Profile Image: Kyle S.
Verified Enhanced Background Check
3.

Kyle S.

Long walks and tummy rubs.
Stone Meadows, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$20
per visit

First time using Kyle and he was great! Handled all the info of our home and pups perfectly!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
4.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
49 reviews
17 repeat clients
from
$29
per visit

Jenny is outstanding! She really knows and understands quirky dogs...and their guts! She goes way above and beyond in communicating, photos, videos, thinking ahead, even watering plants in a very hot dry holiday weekend. She brought Remi over a puzzle type toy to stimulate Remi's mind while we were away. Remi is pacing at the front door looking for Jenny now that we are back home! Jenny is fantastic.

Calendar Recently Updated
Sitter Profile Image: Ashley E.
Verified Background Check
Sitter Profile Image: Ashley E.
Verified Background Check
5.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
339 reviews
111 repeat clients
from
$26
per visit

Ashley was great. She communicated with us very well and promptly and she took great care of our cat and left our home tidy and neat. I would book her again.

Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check
Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check
6.

Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
35 reviews
16 repeat clients
from
$19
per visit

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

Calendar Recently Updated
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
7.

Jessica W.

Exotic Pet Friendly Too!
Fitchburg, WI, 53711
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Jessica has done an amazing job looking after our kitties, and they love her! She always gives them lots of cuddles and sends photos and updates. Would absolutely recommend Jessica if you’re looking for a safe, gentle and responsible pet sitter!

Calendar Recently Updated
Sitter Profile Image: Taylor P.
Verified Enhanced Background Check
Sitter Profile Image: Taylor P.
Verified Enhanced Background Check
8.

Taylor P.

I’m an animal loving person!
Fitchburg, WI, 53719
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
5 repeat clients
from
$16
per visit

Taylor was very good with communication, keeping me updated on his the kittens did, and took several pictures each time. Very much appreciated!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
9.

Seán & Leticia W.

Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
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.

Calendar Recently Updated
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
10.

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

Louisa was exceptional. We reached out at the last minute over a holiday weekend and she was very accommodating and helpful. She was conscientious, punctual and loved our large dog lots. She sent Rober and text updates, pictures and was easily reachable whenever we needed. We won’t hesitate to have her dog sit when needed again!

Calendar Recently Updated
Sitter Profile Image: Tessa D.
Verified Enhanced Background Check
Sitter Profile Image: Tessa D.
Verified Enhanced Background Check
11.

Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
4 reviews
from
$15
per visit

She was very nice and shows genuine care. Easy to work with, communicative and timely. I would definitely recommend.

Calendar Recently Updated
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
12.

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 fantastic!! Her commitment to my boys was thorough and she was not fazed by the fact that they are a bit more vocal then most. She sent us detailed notes for each visit, along with pictures, and our boys did very well with her. Jess has a great energy and is very detail oriented- your fur babies are more than safe with her!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
13.

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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Fanny M.
Verified Enhanced Background Check
Sitter Profile Image: Fanny M.
Verified Enhanced Background Check
14.

Fanny M.

Attentive, caring and compassionate
Madison, WI, 53711
Drop-In Visits, Dog Walking
5.0
7 reviews
from
$20
per visit

I appreciated having Fanny as my first pet sitter experience on Rover so much! She was not only amazing with my cats (one of whom is very hesitant with new people), she also helped me understand the booking on the app and was very flexible when my vacation times changed. Would definitely recommend her for any pet care needs!

Sitter Profile Image: Teghan B.
Verified Enhanced Background Check
Sitter Profile Image: Teghan B.
Verified Enhanced Background Check
15.

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.

Calendar Recently Updated
Sitter Profile Image: Claudia B.
Verified Enhanced Background Check
Sitter Profile Image: Claudia B.
Verified Enhanced Background Check
16.

Claudia B.

Your pups new bff
Fitchburg, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
1 repeat client
from
$20
per visit

Claudia was great! She showed up on time, followed all instructions, and sent some photos of my dog during her visit. Overall, very pleased especially considering she accepted the visit on a last minute notice. Thanks Claudia!

Calendar Recently Updated
Sitter Profile Image: Ilise M.
Verified Enhanced Background Check
Sitter Profile Image: Ilise M.
Verified Enhanced Background Check
17.

Ilise M.

Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
29 reviews
9 repeat clients
from
$15
per visit

Llise was fantastic! My dogs warmed up to her very quickly and enjoyed her company well. She’s very communicative and transparent. Definitely accommodating and 10/10 will book with her again and recommend!

Calendar Recently Updated
Sitter Profile Image: Cory D.
Verified Enhanced Background Check
Sitter Profile Image: Cory D.
Verified Enhanced Background Check
18.

Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
2 repeat clients
from
$25
per visit

Cory Cares! He has provided TLC for my cat Bella on several occasions. He even sends me photos and notes when he visits. SO fortunate to have someone like him to help out when I am away. Cory is incredibly responsible, reliable and attentive. I know Bella loves his visits. :) I would absolutely recommend Cory as a caregiver for your pet(s) while you are away!

Calendar Recently Updated
Sitter Profile Image: Oswaldo O.
Verified Enhanced Background Check
Sitter Profile Image: Oswaldo O.
Verified Enhanced Background Check
19.

Oswaldo O.

Responsible, active sitter!
Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
from
$28
per visit

About: I have taken care of lots of animals over the years just from watching them for a friend. I do struggle with speaking English, as I am from Venezuela but we will take very good care of your dog! It is me, my wife, and my daughter in Madison along with ny mother who is home during the day so even when I am at work, they dogs will be going on walks and getting active throughout the days. Someone will be watching the dog even when I am at work, so it will rarely be left alone. We enjoy going on bike rides or hikes, so it will definitely come along! I always make sure the dog is properly cared for and getting the right amount of attention it needs, which is definitely not a problem as my daughter is obsessed with dogs!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Paula R.
Verified Enhanced Background Check
Sitter Profile Image: Paula R.
Verified Enhanced Background Check
20.

Paula R.

Sad Empty Nester
Fitchburg, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
50 reviews
16 repeat clients
from
$25
per visit

Thank you so much Paula. You are so great! You went above and beyond for the boys and I cannot express how grateful I am! Thank you for all of the photos you sent, being patient with Bear, and accepting Blueberrys very exciting “hellos”. I hope we can work together again in the future and I know the boys feel the same ❤️ Thank you again for treating the boys like your own ❤️

Search Map

When it comes to pet sitting, dog owners in Summit Woods, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Summit Woods may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 Summit Woods, 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 Summit Woods, 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 dog sitter. 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 Summit Woods, 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:

Drop-In Visits