Pet Sitting & Drop Ins in Sherman Village, 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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Beth H.
Sitter Profile Image: Beth H.
1.
I’ll WFH all day w/ your pet! 😻🐶
Eastmorland, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Beth was great. She was so receptive to my questions and her communication was perfect. (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah K.
Sitter Profile Image: Hannah K.
2.
I always stop to ask to pet dogs :)
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Hannah is wonderful. She clearly loves dogs and took excellent care of our two. Her positive personality really put my wife's mind at ease. It was a great exper… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Anna S.
Sitter Profile Image: Anna S.
3.
Kind,customized care for cats &dogs
Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Wonderful job communicating and I loved the sweet updates and pictures. I enjoyed my vacation so much more as the updates came in. My darlings were getting grea… (more)

from

$25

per visit
Sitter Profile Image: Taryn E.
Sitter Profile Image: Taryn E.
4.
Fun animal lover!
Windsor, WI, 53598
Drop-In Visits, Dog Walking

Taryn did a GREAT job. The dogs looked very happy. (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Megan W.
Sitter Profile Image: Megan W.
5.
Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking

First time customer. Megan took care of Oliver and Peach well and sent lots of updates while we are away for our vacation. Our cats were in good shape as we are… (more)

from

$35

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lauren W.
Sitter Profile Image: Lauren W.
6.
Hello! Fellow animal lover here!
Madison, WI, 53703
Drop-In Visits, Dog Walking

Lauren is a kind, compassionate, and thoughtful individual who loves dogs! She has provided loving, consistent care for our dogs and we love her as much as the… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jamie K.
Sitter Profile Image: Jamie K.
7.
Love all shapes and sizes❤
Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Jamie takes such great care of our Skyla. She is caring and timely and goes above and beyond to make sure Skyla is happy while we are away. She provides lots of… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Bethany O.
Sitter Profile Image: Bethany O.
A girl who loves her dogs!
High Crossing, Madison, WI, 53718
Drop-In Visits, Dog Walking

Bethany is great with dogs! She enjoys playing with them and spending time at the dogpark. She is patient and kind and talks to dogs like they are people. Betha… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cynthia H.
Sitter Profile Image: Cynthia H.
Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Absolutely great! Extremely communicative and understanding. I can tell my boys were very well taken care of and without a doubt I would ask her to watch my sen… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Kate C.
Sitter Profile Image: Kate C.
10.
Educator & Animal Enthusiast!
Eastmorland, Madison, WI, 53714
Drop-In Visits, Dog Walking

I needed some last minute care and Kate came to the rescue! She was great with my 6 month old dog! She was professional, she communicated very well, and I will … (more)

from

$13

per visit
Calendar Recently Updated
Sitter Profile Image: Lindsay L.
Sitter Profile Image: Lindsay L.
11.
Cat Person That Loves Dogs
DeForest, WI, 53532
Drop-In Visits, Dog Walking

Lindsay is a very loving dog and cat mom. One day her dog Kip stayed with my dog, Benson while they had showings at their house. She got home early to pick up K… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Alba R.
Sitter Profile Image: Alba R.
12.
Pet Whisperer For Hire!
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Alba was great with my very high energy husky! Quick to respond and flexible. She took the time to meet him before her visit to really get to know more about hi… (more)

from

$21

per visit
Calendar Recently Updated
Sitter Profile Image: Hayley C.
Sitter Profile Image: Hayley C.
13.
New Mom, and Dog Mom of 6 years!
Madison, WI, 53714
Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience

About: I’ve taken care of my family dog, who was a yellow lab and had lots of skin problems and hip problems, from the age of 10 to 18. I now have owned a r… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Madalyn L.
Sitter Profile Image: Madalyn L.
14.
Pawsitively the best!
Madison, WI, 53704
Drop-In Visits, Dog Walking

Madalyn is amazing and goes above and beyond with pictures, videos, and communication! She took amazing care of my diabetic cat who needs insulin. Thank you Mad… (more)

from

$19

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Nick M.
Sitter Profile Image: Nick M.
15.
Cats or dogs, I love them all.
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Drop-In Visits, Dog Walking
1 repeat client
20 years of experience

About: I have been the proud owner of many different pets through out my life. I understand the importance of proper care and will demonstrate that with you… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Heather O.
Sitter Profile Image: Heather O.
16.
<3 Cats & Dogs, Flexible schedule
Worthington Park, MADISON, WI, 53714
Drop-In Visits, Dog Walking

Heather has watched my cat multiple times while I've been out of town. She was wonderful with him, and even brought him new toys! During one of the times she wa… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Anna C.
Sitter Profile Image: Anna C.
17.
Cat Mom Cat Caregiver
Madison, WI, 53704
House Sitting, Drop-In Visits
25 years of experience

About: I have a huge heart for animals and have taken care of cats since I was 10. Neighbors, friends, and family know me as reliable and caring to take exc… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Erin P.
Sitter Profile Image: Erin P.
18.
purrrfect girl 4 your pawesome pets
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Erin was so patient and loving with our dogs. She was very dependable. I know she made our absence more bearable for our pups and for us. If you book with Er… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alyssa D.
Sitter Profile Image: Alyssa D.
19.
I WOULD LOVE TO WALK YOUR PUP 😁
Madison, WI, 53704
Drop-In Visits, Dog Walking

Alyssa was great with our lab mix! Will definitely book with her again (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Denise J.
Sitter Profile Image: Denise J.
20.
Experienced with all breeds & sizes
Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Denise is fantastic and did a great job with Bobby! (more)

from

$15

per visit

Pet parents in Sherman Village, 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.

Rover.com is the simple, savvy way to find and book Sherman Village, 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 Sherman Village, 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 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 Sherman 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:

Drop-In Visits