Pet Sitting & Drop Ins in Westchester Gardens, 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

Confirmed availability: Easter Weekend
Jamie K.
1.
Love all shapes and sizes❤Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
Drop-In Visits, Dog Walking

Jamie is the best sitter and all around person. She took excellent care of my pets, sent many photos and told me about each visit. She did extra things, was a… (more)

from
$19
per visit
Confirmed availability: Easter Weekend
Anna S.
2.
Kind,customized care for cats &dogsMadison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

I am very happy that I contacted Anna! My old sitter end up moving away and I needed to find someone to watch my cattle dog within a days notice. Anna was readi… (more)

from
$25
per visit
Calendar Recently Updated
Jenna H.
3.
Experienced pet parent+caretaker!🥰Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

When we were heading out of town, we knew right away to book Jenna again to check on our cats! She does so well with our cats, is a great communicator, and goes… (more)

from
$25
per visit
Confirmed availability: Easter Weekend
Elizabeth W.
Dog mom of two, one on the wayMcClellan Park, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Elizabeth is a pro with dogs. She is caring and respectful of them and I’ve personally seen her interact with dogs of all temperaments. Dogs are drawn to her an… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
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
Calendar Recently Updated
Pawsitively the best!Madison, WI, 53704
Drop-In Visits, Dog Walking

Madalyn was amazing with my dog, Ringo! She made sure he was happy and got his walks, food, water and some treats! She even coerced the kitty to come out for pe… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
7.
Cat SitterReston Heights, Madison, WI, 53718
Drop-In Visits

Claire is awesome! So thoughtful and a great communicator. Very detail oriented and proactive about everything. I feel very reassured knowing she’s taking care … (more)

from
$16
per visit
Confirmed availability: Easter Weekend
8.
Experienced with all breeds & sizesMadison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

My two kitties love Beth ! Beth has house/pet sat for us numerous times for 10- 14 days each, and my two very social boys love it when she stays while we are aw… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
Experienced, Reliable & Flexible.Eken Park, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Jordalyn has gone above and beyond when caring for my pets. She is timely, pays attention to details, and even takes care of the not so fun jobs for me, like na… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
10.
WFH, ❤️ All Pets, Flexible, ActiveMadison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

Janine was awesome! First of all, she agreed to watch my cat very last minute over Christmas, which in Madison was insanely cold. She was a lifesaver for that a… (more)

from
$35
per visit
Calendar Recently Updated
11.
Looking for ❤️ in the right placeMadison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda is awesome! Very reliable and committed to taking excellent care of my dogs! So thankful to have found her through Rover! (more)

from
$13
per visit
Confirmed availability: Easter Weekend
12.
Puppy walker and loverMcClellan Park, Madison, WI, 53718
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan has always been a reliable friend when I’ve needed her to watch my dog or either of my cats. My dog is an older rescue and when we first got her we were … (more)

from
$15
per visit
Calendar Recently Updated
13.
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
14.
Lover of all animals and exercise!Madison, WI, 53704
Drop-In Visits, Dog Walking

This was Sophie’s second time watching my cat, Fennec, and she was great! She gave awesome updates, was super responsive, and took great care of him when I was … (more)

from
$13
per visit
Confirmed availability: Easter Weekend
15.
I love your pets like my own!Hawthorne, Madison, WI, 53714
Drop-In Visits, Dog Walking

Sarah did an amazing job taking care of my two kitties while my husband and I were out of town! She went above and beyond making sure that my cats were well tak… (more)

from
$32
per visit
Confirmed availability: Easter Weekend
Large fenced in yard!High Crossing, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care

About: We have 2 dogs who are on the opposite side of personalities. I have always had dogs growing up. Currently we watch our friends dogs while they are o… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
17.
Your four-leggers home on the parkEastmorland, Madison, WI, 53714
Boarding, Drop-In Visits

Thanks for taking care of Pixel while I was out of town. I appreciated the the pictures and updates while I was gone. It’s great to know she is taken care of wh… (more)

from
$15
per visit
Calendar Recently Updated
18.
Silly Lilly Walking 🐾High Crossing, Madison, WI, 53718
Drop-In Visits, Dog Walking

Lilly always goes above and beyond lo when taking care of our fur babies! She takes them on long walks and sometimes takes my little pup Baloo on runs! Very pos… (more)

from
$15
per visit
Calendar Recently Updated
19.
Dog, Cat, & Ferret LoverWestchester Gardens, Madison, WI, 53704
Drop-In Visits, Dog Walking

Sarah was so great with my two kitties! My cats are usually anxious around new people (sometimes hiding until they leave), but Sarah got them out of their shell… (more)

from
$13
per visit
Confirmed availability: Easter Weekend
20.
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
$40
per visit

Dog owners in Westchester Gardens, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Westchester Gardens 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 Westchester Gardens, 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 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 Westchester Gardens, 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