Pet Sitting & Drop Ins in High Crossing, 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
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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1. Brooke D.

Does your dog love walks? So do I!
McClellan Park, Madison, WI, 53718
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
383 reviews
70 repeat clients
from
$15
per visit

Brooke did a great job of keeping us updated on all her visits. She sent a ton of pictures each visit which we as a family loved. You could tell Thor (cat) really enjoyed having Brooke visit him daily. We will definitely use Brooke again in the future!

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Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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2. Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$20
per visit

We couldn't be more pleased with the exceptional care our dogs received from Shannon. She went above and beyond, providing detailed updates during her visits that put our minds at ease. It was evident that she genuinely cared for our dogs, treating them like her own. We highly recommend Shannon.

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Sitter Profile Image: Abby F.
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Sitter Profile Image: Abby F.
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3. Abby F.

Any dog, any size, happy and tired!
Glendale, Madison, WI, 53716
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
160 reviews
72 repeat clients
from
$16
per visit

Great sitting experience with Abby! We got 4 cute fur baby photos a day and I felt like my kitties were in good hands. Came home to clean bowls and boxes! 10/10 will hire again! :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adrianna H.
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Sitter Profile Image: Adrianna H.
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4. Adrianna H.

Animal caregiver extraordinaire
Sun Prairie, WI, 53590
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

Adrianna has been very helpful with my dog! Always is on time, friendly and always updates me through the app with plenty of good pictures! I feel very comfortable with having my dog in Adrianna’s care :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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5. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
3.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$18
per visit

Jen was a pleasure to work with. Communicated often, was well organized, and took great care of our pups. Will definitely book again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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6. Meghan D.

I’ll treat your pet like my own
McClellan Park, Madison, WI, 53718
2.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
29 reviews
13 repeat clients
from
$14
per visit

Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!

Sitter Profile Image: Emma D.
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Sitter Profile Image: Emma D.
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7. Emma D.

You relax, I'll take care of them(:
Cottage Grove, WI, 53527
5.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
8 repeat clients
from
$15
per visit

Emma is wonderful and accommodating. Thank you for caring for my cat!

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Sitter Profile Image: Alana L.
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Sitter Profile Image: Alana L.
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8. Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$17
per visit

Alana is such a good communicator and caretaker! She was diligent with the summaries and generous with the photos she took when she visited. I would happily book her again and I think the kitties might love her more than me.

Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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9. Amanda K.

Responsible, active, pet owner
Cottage Grove, WI, 53527
3.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
115 reviews
41 repeat clients
from
$15
per visit

Amanda was wonderful with our dogs! She gave them lots of cuddles and play time, and even brought her kids over to play hide and seek with them. She also sent great report cards with pictures!

Sitter Profile Image: Miranda D.
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Sitter Profile Image: Miranda D.
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10. Miranda D.

Efficient, Kind, Loving Pet Sitter
Sun Prairie, WI, 53590
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$15
per visit

Miranda did a wonderful job caring for our two cats! We loved receiving pictures of them each day and hearing about how they were doing while we were away. Will definitely be booking Miranda again in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Becky S.
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Sitter Profile Image: Becky S.
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11. Becky S.

Dog lover & wiener dog collector
Sherman, Madison, WI, 53704
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$25
per visit

Becky came to check on our little dog and took her for two walks. We appreciate how quick and responsive she is, and she took great care of our puppy. Thank you Becky! We hope to be repeat clients!!!

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Sitter Profile Image: Tonisha A.
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Sitter Profile Image: Tonisha A.
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12. Tonisha A.

Your dog will be like family!
Sun Prairie, WI, 53590
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$20
per visit

Tonisha was absolutely fantastic!! She went above and beyond to take care of our boys and kept us updated every step of the way. I have never felt more at ease about leaving them at home for a few days. 13/10 would recommend :)

Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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13. Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
11 repeat clients
from
$13
per visit

Amazing!! So thorough and sends cute pics and updates!! So thankful we found her!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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14. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
2.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$10
per visit

Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Sitter Profile Image: Rebekah & Alex N.
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Sitter Profile Image: Rebekah & Alex N.
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15. Rebekah & Alex N.

Large fenced in yard!
High Crossing, Madison, WI, 53718
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$20
per visit

About: **please read schedule** 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 on holidays and weekend trips. We have a large fenced in back yard for them to run around in I currently work full time in a daycare, and home by 5 at the latest. It's only a few short minutes drive away. Weekends are usually free. Our two dogs are not in a kennel during the day and have full access to the house. If you are looking for evening/overnight or weekend care of your fur baby let us know. Feel free to message me about the dates you are looking for! We have a large fenced in yard. Our two dogs can help get your fur baby sleepy! Running and playing non stop even in the snow. We offer a large comfortable couch for your doggo to snuggle on with us. I can send daily photos of how your lovely doggo is doing. Our Tucker would love to meet your doggo before the overnight stays to make sure personalitys click. Isla will love on your dog as much as we will! I currently work at a daycare about 5 minutes from the house. Weekends are very open for boarding and dog sitting. I normally get home around 6 pm. I can also let them out sometime in the afternoon when I have a break. We have a large fenced in backyard, dogs are allowed everywhere in the house. Your fur baby will be able to play with our two dogs all day long and nap on the large couch we have. We do have a doggie door if your furbaby knows how to use one. I own a restaurant that is 10 minutes from the house. Drop off can be between noon and 2:30 or after 6:00 p.m. pickups can be after 1:30 on Sundays for weekend guests. If you are looking for a different times for pickup and drop off please let me know. We have a large fenced in yard with a doggy door so you'd fur baby can go in and out whenever they please during the day. Please bring your fur baby's food bowl, food, crate, blankets, NO BONES.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jacob D.
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Sitter Profile Image: Jacob D.
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16. Jacob D.

Quality care for your pets!
McClellan Park, Madison, WI, 53718
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$13
per visit

Jacob was great and I can tell my cat loved him. He sent multiple photos everyday and was super easy to work with/easy to communicate with. I completly trusted him at my apartment and with my cat :)

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Sitter Profile Image: Emily E.
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Sitter Profile Image: Emily E.
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17. Emily E.

Vet Med and Rescue experience
Heistand, Madison, WI, 53714
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$20
per visit

Emily ensured our pet had adequate love and time with a human while we were out of town. So happy to have someone so understanding and willing to give my animal love.

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Sitter Profile Image: Jimmy W.
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Sitter Profile Image: Jimmy W.
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18. Jimmy W.

Dog lover with years of experience!
Madison, WI, 53718
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$20
per visit

Jimmy was quick to respond when we were in a last minute pinch! We will definitely be using him again to take care of our Newfie.

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Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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19. Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$25
per visit

Travis has been a wonderful sitter for our dog Ollie and I would highly recommend him if you need someone. He goes above and beyond to ensure our dog is well taken care of and is very easy to communicate with. He has helped us on short notice and is comfortable with large dogs (ours is a St. Bernard) which is a huge bonus!

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Sitter Profile Image: Sarah & Lucas B.
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Sitter Profile Image: Sarah & Lucas B.
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20. Sarah & Lucas B.

Everything you need under one woof!
Madison, WI, 53718
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$15
per visit

About: We are pet lovers! Sarah grew up with a Red Tri Australian Shepard, while Lucas grew up with cats. We now have the joy of raising our Blue Merle Australian Shepard together. We love multiple walks a day, fetch at the park and teaching tricks like high-five, sit pretty, "be shy" and play dead! We look forward to caring for your beautiful pets! I currently work at a school and my husband's schedule allows him flexibility to work remotely occasionally. In the summers, I work part time! On the weekends, we spend our time doing outdoor activities like going to a state park, walking downtown Madison, or going to a dog park! We would use a leash to keep your dog safe around our home. We do have a stake with a long leash that we can place into the ground at the park which allows your pet space to free roam and play outside. Our puppy, Pepper, loves to have a roommate to play with and will help keep your fur baby comfortable! We will send daily updates about your pet staying with us including photos and how they're doing!

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Dog owners in High Crossing, 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect High Crossing, 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 High Crossing, Madison who can provide the care your pet needs, when they need it.

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