Pet Sitting & Drop Ins in Stonefield Woods-Ridge, 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

Confirmed availability: Memorial Day
McKenna A.
20 years experience with all breedsBlackhawk, Middleton, WI, 53562
Drop-In Visits, Dog Walking

McKenna was amazing with our little puppy! So caring, thoughtful, and flexible. Great to know our four legged family member was in such good hands! (more)

from
$18
per visit
Calendar Recently Updated
Ashley E.
2.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley was great. She communicated with us very well and promptly and she took great care of our cat and left our home tidy and neat. I would book her again. (more)

from
$18
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 watched my three cats while I was out of town for a weekend. She did a fantastic job sending me updates and pictures during my trip. When I came home everyt… (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
Katie F.
5.
Animal Lover and Experienced SitterMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Helped out very last minute! (more)

from
$15
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
Calendar Recently Updated
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
Calendar Recently Updated
Fourth year Veterinary student!University Apartments, Madison, WI, 53705
Drop-In Visits, Dog Walking
11 years of experience

About: Grooming, boarding, and daycare: 8 years of experience Veterinary school: 3 years of experience Veterinary externships: 4 weeks of experience Com… (more)

from
$15
per visit
Confirmed availability: Memorial Day
9.
Walking for a living (seriously)!Madison, WI, 53719
Drop-In Visits, Dog Walking

Jenny is great with my new rescue dog! She is extremely flexible and always sends a nice update and fun pictures. She is understanding about last minute schedul… (more)

from
$24
per visit
10.
Keep your pets happy at home!Junction Ridge, Madison, WI, 53717
Drop-In Visits, Dog Walking

Katie is amazing! I have two cats, including one who is so skittish that none of our visitors ever see him. Katie was able to bond with him in a day, fed him, a… (more)

from
$25
per visit
Calendar Recently Updated
11.
Dog owner & med student!Spring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sophie is a wonderful sitter who cares so much about animals. She has a lot of experience with caring for dogs and just genuinely loves them. She also did a gre… (more)

from
$18
per visit
Confirmed availability: Memorial Day
AVAILABLE THIS WEEKEND!!!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer was wonderful! She was extremely professional and throughout when we met to discuss drop-ins and walks for my puppy. It was clear that she is excellent… (more)

from
$20
per visit
Confirmed availability: Memorial Day
13.
15 Years of Pet Lovin'!Madison, WI, 53705
Drop-In Visits, Dog Walking

Jessica is the best! She’s watched my bud Catdog a few times now and we love her! Best cat sitter ever :) you can tell by the photos catdog really likes her, sh… (more)

from
$15
per visit
Calendar Recently Updated
14.
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with animal… (more)

from
$16
per visit
Confirmed availability: Memorial Day
15.
Outgoing, student, dog loverMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Each time Camille helps Charlie and me, I become more expectant of the similar characteristics of trust and conscientious in other helpers. I contact her first … (more)

from
$25
per visit
Calendar Recently Updated
16.
Perfectly sane cat lady!*Madison, WI, 53711
Drop-In Visits

Anna was excellent! We absolutely loved having her take care of our cat Jake while we were on vacation for a week. She was so attentive—even taking care of an a… (more)

from
$20
per visit
Confirmed availability: Memorial Day
17.
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
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
19.
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
Calendar Recently Updated
20.
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

Dog owners in Stonefield Woods-Ridge, 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 Stonefield Woods-Ridge.

Rover.com is the simple, savvy way to find and book Stonefield Woods-Ridge, 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 Stonefield Woods-Ridge, 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 Stonefield Woods-Ridge, 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: