Pet Sitting & Drop Ins in Greystone, 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

Sitter Profile Image: Maiya W.
Verified Background Check
Sitter Profile Image: Maiya W.
Verified Background Check
1.

Maiya W.

I'll love them like you love them!
Middleton, WI, 53562
2.7 mi. away
Drop-In Visits
5.0 out of 5 stars
70 reviews
28 repeat clients
from
$15
per visit

Maiya did a fantastic job taking care of our blind cat and six chickens! Her love of animals and willingness to take on new challenges made her a great pet sitter!

Calendar Recently Updated
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
2.

Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$16
per visit

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Calendar Recently Updated
Sitter Profile Image: Danielle M.
Verified Background Check
Sitter Profile Image: Danielle M.
Verified Background Check
3.

Danielle M.

I am dog's best friend!
Verona, WI, 53593
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
37 repeat clients
from
$12
per visit

Danielle did a fabulous job!!! Our cats were very well taken care of. Danielle also went above and beyond when she came and stayed longer when there was severe weather. She took extra precautions by closing our storm windows and the blinds. I can't thank her enough!!

Sitter Profile Image: Ashley E.
Verified Background Check
Sitter Profile Image: Ashley E.
Verified Background Check
4.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
362 reviews
113 repeat clients
from
$26
per visit

We loved getting Ashley’s detailed updates and photos while we were away. Ashley learned all of our pets’ quirks (favorite toys, weird eating habits), and knowing their routine was minimally disrupted gave us such peace of mind.

Calendar Recently Updated
Sitter Profile Image: Raven P.
Verified Enhanced Background Check
Sitter Profile Image: Raven P.
Verified Enhanced Background Check
5.

Raven P.

Lover of all dogs
Junction Ridge, Middleton, WI, 53562
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit

Highly recommend Raven. She is responsible and reliable, and communicated well with us during three days of drop-in visits for our German Shepherd, Onyx. We had a very important family event to attend … it was great to know he was in good hands!

Calendar Recently Updated
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
6.

Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
5.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$18
per visit

Spunky enjoy her time with Melinda

Calendar Recently Updated
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
7.

Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
18 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

Calendar Recently Updated
Sitter Profile Image: Dietrich G.
Verified Enhanced Background Check
Sitter Profile Image: Dietrich G.
Verified Enhanced Background Check
8.

Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$12
per visit

Dietrich is wonderful!

Sitter Profile Image: Sara J.
Verified Enhanced Background Check
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
9.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$25
per visit

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

Sitter Profile Image: MP B.
Verified Enhanced Background Check
Sitter Profile Image: MP B.
Verified Enhanced Background Check
10.

MP B.

Your pet(s) will be in good hands!
Verona, WI, 53593
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
11 repeat clients
from
$25
per visit

MP took on a last minute check-in with our guy. She got up to speed over a quick call then did great with him and our cat. Hope to be able to use MP in the future if we ever need!

Calendar Recently Updated
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
11.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
12 repeat clients
from
$20
per visit

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Calendar Recently Updated
Sitter Profile Image: Isabelle B.
Verified Enhanced Background Check
Sitter Profile Image: Isabelle B.
Verified Enhanced Background Check
12.

Isabelle B.

Lifelong pet caretaker since 6
Madison, WI, 53719
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
19 years of experience
from
$13
per visit

About: I grew up with a cat and a yellow lab. I have experience introducing new animals to existing pets and new environments. I like to think I can interpret their body language and spoken cues closely, and know how to interact accordingly. I have experience with training behavioral concerns in cats, administering oral and eye medications, cleaning ears, grooming and skin care, and general feeding and play, including the difficult task of serving up wet food to impatient kitties. I am currently working part-time, so my schedule is open and flexible outside of my work schedule. I would find overnight stays and daytime check-ins easily manageable and can prioritize your pet in my schedule. At this time, I am only offering client home services, but I would be sure to spend time playing with and caring for any companions I am charged with to ensure quality time for the pet and the owner.

Calendar Recently Updated
Sitter Profile Image: Krista C.
Verified Enhanced Background Check
Sitter Profile Image: Krista C.
Verified Enhanced Background Check
13.

Krista C.

I've never met a pet I didn't LOVE!
Verona, WI, 53593
2.5 mi. away
Drop-In Visits, Dog Walking
20 years of experience
from
$15
per visit

About: I currently cannot have dogs of my own (not allowed at my building) and I would love to help with yours! Pet therapy is the best therapy! I highly enjoy taking dogs for walks and playing and giving them extra attention and love. I currently work day shift hours with no other commitments. I am available all evenings and weekends and have the energy to show your pet some extra attention and exercise. I will care for your pets according to their typical day and routine and any special needs they require or desire. I accommodate your preferences and special instructions for your pet.

Calendar Recently Updated
Sitter Profile Image: Jennifer L.
Verified Background Check
Sitter Profile Image: Jennifer L.
Verified Background Check
14.

Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
261 reviews
90 repeat clients
from
$22
per visit

A few days before we left on our trip, one of our cats started having seizures. We soon learned she was quite sick with end stage cancer. I had originally planned to have her at the vet for the weekend, but with her new prognosis, they suggested we try and keep her at home. Jennifer didn’t even hesitate (even knowing how sick Luna was) and booked very last minute. I felt comfortable knowing she had vet tech experience and even brought our kitties some treats. Would highly recommend Jennifer!

Sitter Profile Image: Kim M.
Verified Background Check
Sitter Profile Image: Kim M.
Verified Background Check
15.

Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
2.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
94 reviews
40 repeat clients
from
$17
per visit

This is the second time Kim has taken care of our cat while we were away. Just like the first time, Kim did a wonderful job! I always loved seeing the pictures taken during her drop-in visits. We returned home after two weeks to a happy cat! Thank you Kim!!

Calendar Recently Updated
Sitter Profile Image: Cindy D.
Verified Background Check
Sitter Profile Image: Cindy D.
Verified Background Check
16.

Cindy D.

Happy to Love your Small Dog!
Madison, WI, 53717
2.2 mi. away
House Sitting, Drop-In Visits
4.5 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit

Cindy has taken care of my pets through the years and has been a dog lover since I have known her. She prides herself in routinely feeding them, taking them for walks and interacting with them to make sure they’re happy. I trust her the most out of anyone to take care of my animal family members!

Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
17.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$22
per visit

Taylor took great care of my pup! She is super sweet and dependable!! My pup was super happy and loved Taylor

Sitter Profile Image: Samantha E.
Verified Enhanced Background Check
Sitter Profile Image: Samantha E.
Verified Enhanced Background Check
18.

Samantha E.

Dog Lover, Flexible Schedule
Verona, WI, 53593
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Very sweet person! Always concerned about doing things exactly the way I wanted. Took excellent care of my baby!

Calendar Recently Updated
Sitter Profile Image: Nicolas H.
Verified Enhanced Background Check
Sitter Profile Image: Nicolas H.
Verified Enhanced Background Check
19.

Nicolas H.

Animal Lover
Junction Ridge, Madison, WI, 53717
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$13
per visit

About: I have had 3 dogs since I was 7 years old. I am responsible for caring, bathing and playing, so I have a long experience taking care of pets. I'm from Brazil, I miss my dogs so much and I want to feel the happiness of taking care of a pet until I go back to my country I'm currently working part-time as food runner on Dave and Buster's, so I am available every morning to take care of pets and do what I love I'm living in a pet friendly hotel in Madison, I don't have dogs in here. I am an active person and would be happy to play with your pets in the yard

Calendar Recently Updated
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
20.

Megan R.

Love animals of all shapes&sizes
Blackhawk, Madison, WI, 53717
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$20
per visit

Megan took great care of our dog while we were gone for the week. She was prompt, gave updates with each visit, and sent pictures. We highly recommend Megan!

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Greystone:

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

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Greystone, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Greystone, Madison who can provide the care your pet needs, when they need it.

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 Greystone, 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