Pet Sitting & Drop Ins in Rolling Meadows, 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.

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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
1.6 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 was a fantastic sitter. She went above and beyond to care of our kitties and clean up any messes they made. I will definitely be booking with Brooke again

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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
2.2 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
2.4 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: Jen D.
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Sitter Profile Image: Jen D.
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4. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
4.0 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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5. Meghan D.

I’ll treat your pet like my own
McClellan Park, Madison, WI, 53718
1.2 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!

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Sitter Profile Image: Alana L.
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Sitter Profile Image: Alana L.
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6. Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
2.6 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.

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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7. Maggie P.

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
3.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$17
per visit

Maggie dropped by to meet the week before so we could go over expectations both of us had and to meet my girls. From what I could see when I returned, things were left where they needed to be, and more importantly, the girls were fed and happy. The pictures she sent were a fun way to know the girls were being looked after! She was flexible as I made changes, since my original booking accounted for morning visits instead of afternoon visits and I needed to cancel a couple of days' visits. Thank you, Maggie!

Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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8. Amanda K.

Responsible, active, pet owner
Cottage Grove, WI, 53527
3.8 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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9. Joan F.

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
1.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
73 reviews
26 repeat clients
from
$15
per visit

Joan was a great cat sitter! She fed our cat every day, and sent us some cute photos. Our cat was in happy and in great condition when we returned.

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

Dog lover & wiener dog collector
Sherman, Madison, WI, 53704
3.3 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!!!

Sitter Profile Image: Morgan S.
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Sitter Profile Image: Morgan S.
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11. Morgan S.

Snow or shine, let's walk and play!
Glendale, Madison, WI, 53716
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$18
per visit

Morgan is an outstanding pet sitter! She cares for our animals, gives them great opportunities to play, and provides extra treats and toys. She is super responsive. We’re very lucky we get to work with Morgan for our cats and dogs.

Sitter Profile Image: Safeeyah Q.
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Sitter Profile Image: Safeeyah Q.
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12. Safeeyah Q.

Special needs pet experience
Monona, WI, 53716
2.4 mi. away
Drop-In Visits
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$18
per visit

Safeeyah was incredible with my kitties. She was extremely responsive, sent lots of photos, and updated me on how each visit went. It was so calming to know my cats were in good hands. I will definitely be rebooking if I’m out of town, and I highly recommend her!

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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13. Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$20
per visit

Suellen was amazing with my fur babies!!! She not only house sat them at my place, but she took very good care of them in two separate occasions I traveled for two weeks (each time). She took them to the dog park,walks, played a lot with them, and even slept with them next to her 😍😍😍. She sent me tons of nice and cutie pics and videos as well!!! The updates gave me the piece of mind while I was in Hawaii swimming with dolphins or Myrtle beach while having my margaritas!!! Also she gave me fast response. Suellen is definitely a dog lover and I will definitely hire her again! She is knowledgeable about dog behavior and her experience with dogs are outstanding !!! Her dogs are also very sweet and Gloria and Lucy are happy to be their friends!!!

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
1.2 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
1.8 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.

Sitter Profile Image: Mary M.
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Sitter Profile Image: Mary M.
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16. Mary M.

Dog walks + cat sleepovers = ❤️
McClellan Park, Madison, WI, 53718
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$20
per visit

Great communication! Loved getting the photos and videos of our pup while we were away. Will definitely book again!

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

Quality care for your pets!
McClellan Park, Madison, WI, 53718
1.2 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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18. Emily E.

Vet Med and Rescue experience
Heistand, Madison, WI, 53714
0.9 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.

Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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19. Sarah H.

Understanding and flexible care
Eastmorland, Madison, WI, 53714
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$12
per visit

Sarah was phenomenal. We needed someone last minute to come do check ins at our house for almost a week and Sarah accepted on short notice. She did a great job, her communication was great everyday l. We highly recommend her and will use her services again

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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20. Sarah H.

Current vet tech and aspiring MD
McClellan Park, Madison, WI, 53718
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$17
per visit

Sarah to the rescue! She saved our vacation. Late notice travel plans and Sarah made it work. She was genuinely kind to my babies and deeply interested in everything about them. Could not have gone any better!

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

Rover also offers other services in Rolling Meadows:

Pet parents in Rolling Meadows, Madison, WI love dog sitters on Rover.com. 10 owners have reviewed sitters in Rolling Meadows, Madison, giving them an average rating of 4.8/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Rolling Meadows pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Rolling Meadows, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Rolling Meadows pet sitters and avoid the kennel.

Drop-In Visits