Pet Sitting & Drop Ins in Wyndemere, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Ashley E.
1.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley was so nice! She gave great updates about my cat while I was on vacation. Made me feel much better about leaving my cat! I would 100% hire her again! :) (more)

from
$18
per visit
Calendar Recently Updated
McKenna A.
20 years experience with all breedsBlackhawk, Middleton, WI, 53562
Drop-In Visits, Dog Walking

McKenna did a great job watching after my cat while I was away over the weekend. My cat isn’t the friendliest to new people but McKenna did a great job keeping … (more)

from
$19
per visit
Confirmed availability: Memorial Day
Gen A.
3.
Gen 
Verified Background Check
Rover 101
Not your average pet care service!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Gen A took great care of our cats! Larry needs insulin twice a day and Gen made sure he received it with love. She made it easy to take a long weekend, knowi… (more)

from
$25
per visit
Calendar Recently Updated
Shelbi S.
4.
Not enough dogs in my lifeMadison, WI, 53705
Drop-In Visits, Dog Walking

Shelbi is a fantastic caregiver - Shelbi cared for our 3 year old German Shepherd while we were in the hospital during the birth of our daughter. Zeus warmed … (more)

from
$20
per visit
Calendar Recently Updated
Ruthanne F.
I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

It’s evident that RuthAnne loves what she does! I felt like our aging golden retriever was well cared for during walks and drop-ins and communication was super … (more)

from
$20
per visit
Confirmed availability: Memorial Day
6.
Loves long walks and winter cuddlesVerona, WI, 53593
Drop-In Visits, Doggy Day Care, Dog Walking

Erika was wonderful! Very accommodating and professional, even on short notice! Sent me lots of pics and loved hanging out with my pooch! Five stars (more)

from
$18
per visit
Confirmed availability: Memorial Day
7.
Walking for a living (seriously)!Madison, WI, 53719
Drop-In Visits, Dog Walking

I know I give her great reviews because of how well she treats my cats. My one cat was mad I was gone so long, so she spent extra time to warm him up a bit. But… (more)

from
$24
per visit
Confirmed availability: Memorial Day
8.
Dog owner & med student!Spring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sophie watched my dog, Ava, multiple times throughout this past fall and she did an amazing job each time. I was interviewing for medical schools and so I would… (more)

from
$18
per visit
9.
Keep your pets happy at home!Junction Ridge, Madison, WI, 53717
Drop-In Visits, Dog Walking

Katie did a fantastic job with our pup! She was very prompt, super communicative, and sent us TONS of pictures—which is exactly what we wanted! (more)

from
$25
per visit
Calendar Recently Updated
10.
Animal Lover and Experienced SitterMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Helped out very last minute! (more)

from
$15
per visit
11.
Perfectly sane cat lady!*Madison, WI, 53711
Drop-In Visits

Anna provided excellent care to my two cats during my extended business trip. She communicated with me promptly throughout my trip, provided me with many pictur… (more)

from
$20
per visit
Calendar Recently Updated
12.
15 Years of Pet Lovin'!Madison, WI, 53705
Drop-In Visits, Dog Walking

Jessica did an outstanding job with our kittens! My partner and I tend to get anxious when we leave our cats for a handful of days, but when Jessica watched the… (more)

from
$15
per visit
Confirmed availability: Memorial Day
13.
Outgoing, student, dog loverMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

We absolutely love Camille! Always kind and understanding with our older dog. Very professional and a great a communicator with lots of photo check in skills 😊 (more)

from
$25
per visit
Confirmed availability: Memorial Day
Professional, kind, reliable personSpring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Clarissa was fantastic! We hired her to drop in on our dog during a 2 day trip. She went above and beyond to make sure my dog would eat his food (he gets anxiou… (more)

from
$20
per visit
Calendar Recently Updated
15.
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times e… (more)

from
$16
per visit
Confirmed availability: Memorial Day
AVAILABLE THIS WEEKEND!!!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer is the only one I’d let watch my cats ! She’s very professional, keeps your babies safe and you can feel definitely better and at ease knowing she has … (more)

from
$20
per visit
Calendar Recently Updated
17.
Tom 
Verified Background Check
Home full time.Spring Harbor, Madison, WI, 53705
Drop-In Visits, Dog Walking

Tom's care of my Ragdoll cat Phoenix was exceptionally great. It was outstanding! It's easy to see how Tom cares about and has compassion for animals. He wen… (more)

from
$17
per visit
18.
Fun sitter with small service dogMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Kelly goes above and beyond when she checks in our pets. She obviously cares about what she does and we trust her to take care of our pup in our home. She even … (more)

from
$15
per visit
Confirmed availability: Memorial Day
19.
Daily visits to the dog park!Marbella, Madison wi, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Extremely reliable and was a life saver on my long days at work. Always got a picture and a map of where her and my pup walked. Will definitely use again!!! (more)

from
$50
per visit
Confirmed availability: Memorial Day
20.
Experienced petsitterMadison, WI, 53719
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda was the manager of the daycare I take my Ziggy to, she is amazing. Always so friendly and greeted Ziggy like he was the only dog she had seen all day. Z… (more)

from
$30
per visit

When it comes to pet sitting, dog owners in Wyndemere, 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 Wyndemere 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.

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