Pet Sitting & Drop Ins in Cherokee Garden, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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Kerri M.
1.
Canine Therapy - Nothing Better!!Windsor, WI, 53598
Drop-In Visits, Dog Walking

Kerri is so great! She’s been watching our puppy for a couple of months now and we love her. She brought Oliver a bunch of toys that her dog doesn’t play with a… (more)

from
$14
per visit
Calendar Recently Updated
Jessica H.
15 Years of Pet Lovin'!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jessica is always so quick to respond, thoughtful and is great with Catdog! Goes above and beyond, giving him time to sit on the porch (his favorite) and is sup… (more)

from
$15
per visit
Confirmed availability: Memorial day
Anna S.
3.
Individualized, customized pet careEken Park, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

You will not be disappointed in hiring Anna to care for your pets. She is exceptional! Anna was happy to come over before our trip to meet us and our two cats. … (more)

from
$19
per visit
Confirmed availability: Memorial day
Mia K.
4.
Mia 
Verified Background Check
Pet resort/vet assistant experienceWaunakee, WI, 53597
House Sitting, Drop-In Visits, Dog Walking

About: Dogs of all breeds and sizes welcome! I have long-term experience working at a pet resort and doggy daycare managing a variety of animals and hand… (more)

from
$20
per visit
Calendar Recently Updated
Alba R.
5.
Pet Whisperer for hire!Tenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Alba is a very prompt, kind, and communicative sitter. We felt very comfortable with her taking care of our anxious cat and would absolutely recommend her serv… (more)

from
$20
per visit
Calendar Recently Updated
6.
Trustworthy and always reliable!South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vivian is great! she was super attentive and caring when she took care of my dogs! Would definitely have her watch them again they loved her! (more)

from
$25
per visit
Calendar Recently Updated
7.
Certified Vet Tech & Animal Lover!Sun Prairie, WI, 53590
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Michel was great. Took great care of my cats! (more)

from
$20
per visit
Confirmed availability: Memorial day
Nature Loving Easy Going Dog WalkerTenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Jana is such a caring and kind soul, so we knew our kitties would be in great hands when she watched our house and stayed with them for a week. She fed them twi… (more)

from
$15
per visit
Confirmed availability: Memorial day
Loving, Veterinary Nurse ❤️Sherman Village, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Dog Walking

Christine is great at taking the best care of my puppy while I am at work! She always sends me at least two pictures each visit. She is very attentive to detail… (more)

from
$20
per visit
Calendar Recently Updated
10.
Animal lover. Very reliable.Deforest, WI, 53532
House Sitting, Drop-In Visits, Dog Walking

Tyler has pet sat our dog (Jet) and cat (Granola) for us several times. From 3 days at a time up to 2 weeks. She has been respectful of our home and has been no… (more)

from
$20
per visit
Confirmed availability: Memorial day
11.
Enthusiastic and reliable sitterMarquette, Madison, WI, 53703
House Sitting, Drop-In Visits

Leah was wonderful! She was responsive, on time and so friendly. Ultimately we did not book her for more than one service, but we have a very picky Husky! Would… (more)

from
$15
per visit
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

This was another successful drop-in visit! Colleen is super reliable and flexible, and the pups never want her to leave! She’s super thoughtful and reports thin… (more)

from
$18
per visit
Confirmed availability: Memorial day
13.
Here to make your animal happy 🐶Ridgewood, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaren is the most caring, kind energetic individual who deeply loves dogs and cats and all animals. He is very health minded and loves to take hikes/walks with… (more)

from
$12
per visit
Calendar Recently Updated
14.
Experienced with all breeds & sizesMadison, WI, 53718
Drop-In Visits, Doggy Day Care, Dog Walking

My dogs were happy when I returned home after Lindsey cared for them. The only issue was that they ate way too many treats and had diarrhea for 2 days which all… (more)

from
$13
per visit
Calendar Recently Updated
15.
I am excited to meet your pets!Marquette, Madison, WI, 53704
Drop-In Visits, Dog Walking

Emery is a lovely person who is bright and reliable. They asked us if they could walk our dogs just for the pleasure of spending time with them. They all came b… (more)

from
$12
per visit
Confirmed availability: Memorial day
16.
Passionate animal lover!Bluff Acres, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Unfortunately I did not get the chance to meet Brea in person since I needed a last minute sitter, but she was extremely accommodating with scheduling drop ins,… (more)

from
$15
per visit
Calendar Recently Updated
17.
Love them like my ownBluff Acres, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Sophia has been walking and staying overnight with my dog for 6 years now. I would recommend her to anyone and everyone! My dog requires a lot of extra care due… (more)

from
$10
per visit
Calendar Recently Updated
18.
Never met a dog who didn’t like me!Sherman, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Airelle has been amazing. She usually stays at our home and takes care of our 1 cat and two hunting dogs. She shows great care and love for our animals and ou… (more)

from
$15
per visit
Calendar Recently Updated
Who runs the world? Dogs.Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

I could not have felt more comfortable with Madeline looking after my fur baby while I was away. She was always checking in, sending pictures and even did last … (more)

from
$12
per visit
20.
Large fenced yard, home full time,Lake View Hill, madison, WI, 53704
Drop-In Visits, Doggy Day Care, Dog Walking

My old dog loved having Valerie drop by when I was out of town. She is dependable and truly understands and loves dogs, and I was comfortable knowing that she'd… (more)

from
$13
per visit

Rover also offers Pet Sitting & Drop Ins in:

Dog lovers in Cherokee Garden, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Cherokee Garden pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Cherokee Garden, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Cherokee Garden, 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: