Pet Sitting & Drop Ins in Greentree, 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: Kaylyn M.
Sitter Profile Image: Kaylyn M.
1.
Trustworthy, Reliable, Animal Lover
Madison, WI, 53719
Drop-In Visits, Dog Walking

Kaylyn was great! Judging by the daily photos she sent, it seemed like my cat had adopted her as his new owner. This was his first interaction with a stranger a… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Jess B.
Sitter Profile Image: Jess B.
2.
Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jess did a great job taking care of my cat! My cat hides from new people, and she still took the time to find her and send me a photo. The updates she wrote wit… (more)

from

$24

per visit
Calendar Recently Updated
Sitter Profile Image: Fanny M.
Sitter Profile Image: Fanny M.
3.
Attentive, caring and compassionate
Meadowood, Madison, WI, 53711
Drop-In Visits, Dog Walking

Fanny is among the most organized, trustworthy people I know. On top of that, she is a huge animal lover! She sweetly greets my pets by name and they are always… (more)

from

$22

per visit
Sitter Profile Image: Ben P.
Sitter Profile Image: Ben P.
4.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

It was great having Ben come to check in on my cat! He was very communicative and I appreciated the care and attention he was able to provide. (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jocelyn C.
Sitter Profile Image: Jocelyn C.
I’ll care for yours like my own!
Madison, WI, 53705
Drop-In Visits, Dog Walking

Does great with my two boys! (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Allegra R.
Sitter Profile Image: Allegra R.
Dog person for life.
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

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 a… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Grace O.
Sitter Profile Image: Grace O.
7.
Extended Family to Your Fur-Babies
Madison, WI, 53719
Drop-In Visits, Dog Walking

Grace has been absolutely wonderful with my three cats! She made sure they were happy and comfortable the entire time I was out on vacation. If you need a cat s… (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
8.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley was great and went above and beyond! She sent great updates and pictures after her visits. They were always detailed and descriptive. Definitely will go … (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Keezieng V.
Sitter Profile Image: Keezieng V.
A dog person through & through
Arbor Hills, Madison, WI, 53713
Boarding, Drop-In Visits, Dog Walking

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

from

$19

per visit
Calendar Recently Updated
Sitter Profile Image: Jody G.
Sitter Profile Image: Jody G.
10.
Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits

Time and again Jody does an amazing job taking care of our dog. She gives us peace of mind, and we will always reach out to her to watch Mysty. (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Joy H.
Sitter Profile Image: Joy H.
11.
Joy 
Verified Enhanced Background Check
The best dog-gone Auntie around!
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

You, your pet, and your house will be in the kindest and most caring hands with Joy. Joy has eagerly dog sat for myself and other families multiple times. She's… (more)

from

$23

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ilise M.
Sitter Profile Image: Ilise M.
12.
Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

It can be so hard leaving one's pets, but Ilise made the guilt and stress of it so much lessened. She was flexible and went above and beyond when some issues at… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lauri P.
Sitter Profile Image: Lauri P.
13.
I’m the daughter of a veterinarian!
Verona, WI, 53593
Drop-In Visits

Lauri has been watching our cat every time we leave for vacation for a long time and every time she is incredibly dependable and sends great updates and picture… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
14.
Your Weekend Sitter/Walker!
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louisa was our dog, Dottie, foster mom. She trained her well before we adopted her by teaching her many commands such as sit, stay, and come as well as proper … (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hillary L.
Sitter Profile Image: Hillary L.
15.
Caring, experienced and reliable!
Summit Woods, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Dog Walking

Hillary was amazing!! I have never left my cats for longer than 4-5 days, and Hillary really put me at ease when she dropped in to take care of them for 2 weeks… (more)

from

$22

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Virginia L.
Sitter Profile Image: Virginia L.
Give me all the animals!!!!!!!
Fitchburg, WI, 53713
Boarding, Drop-In Visits, Dog Walking

Ginny did a great job with our cats while we were gone for a week. She went above and beyond, and sent us pictures everyday. I'd be very happy to have her take … (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Elena A.
Sitter Profile Image: Elena A.
17.
Loving Canine Care
Madison, WI, 53719
Boarding, Drop-In Visits, Doggy Day Care

Elena and her family are amazing! They are experienced with dog ownership and take the best care of all dogs they're around. Their dog, Zoe, is a sweetheart who… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Katherine G.
Sitter Profile Image: Katherine G.
Let me hang out with your cats!
Stone Meadows, Madison, WI, 53719
Drop-In Visits

Katie took great care of our cat while we were away. Because she took the time to stop over for a Meet and Greet, and was extra patient with Archie for her drop… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Briana L.
Sitter Profile Image: Briana L.
19.
Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Briana is a natural when it comes to pet care! She has been a compassionate animal owner and care taker of many animals- from reptiles, horses, cats to dogs! … (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lynn H.
Sitter Profile Image: Lynn H.
20.
Attentive and Communicative
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lynn is incredible with dogs - they've got lots of great expertise and experience, and also know how to put it into practice. They know a lot about dog training… (more)

from

$20

per visit

Dog owners in Greentree, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Greentree.

Rover.com is the simple, savvy way to find and book Greentree, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Greentree, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Greentree, 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