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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
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
Drop-In Visits, Dog Walking
5.0 out of 5 stars
370 reviews
68 repeat clients
from
$15
per visit

Clearly very good with cats. Knew what questions to ask up front and covered the details I would've forgotten. Sent a lot of pictures, and my cat looked like he enjoyed her company.

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Sitter Profile Image: Alana L.
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Sitter Profile Image: Alana L.
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2. Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$13
per visit

Alana was an incredible cat sitter, going above and beyond in helping make sure my cat had company, a clean environment, and fun all throughout the Holidays. I will absolutely be reaching out again! Thanks!

Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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3. 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
8 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: Logan M.
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Sitter Profile Image: Logan M.
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4. Logan M.

🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
1 repeat client
from
$30
per visit

Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄

Confirmed availability: Easter Weekend
Sitter Profile Image: Ella M.
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Sitter Profile Image: Ella M.
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5. Ella M.

Dying to befriend your pet!
Hawthorne, Madison, WI, 53714
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit

Ella has a big heart for animals and meticulous attention to detail. We have traded off pet responsibilities for years, and she still surprises me with the amount of time and energy she devotes to an animal for a simple weekend away. She is good at responding and adjusting to an animals needs, isn't afraid to ask for clarification, and treats every creature with the same level of obsessive love that she treats her own. I recommend her as a fantastic caregiver for your pets!

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Sitter Profile Image: Erma D.
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Sitter Profile Image: Erma D.
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6. Erma D.

Gentle care for your furry friend!
Madison, WI, 53718
2.6 mi. away
House Sitting, Drop-In Visits
from
$14
per visit

Erma was an exceptional cat sitter for my Sugar. I was able to relax on vacation knowing that she was having fun and being taken care of by Erma. Erma sent pictures, gave updates, and shared cute stories of Sugar while we were away. I loved seeing and hearing all the things Sugar was up to and it made it so much easier to have fun without feeling guilty about leaving her behind. Erma is a 5/5 pet sitter and I highly recommend her.

Confirmed availability: Easter Weekend
Sitter Profile Image: Claire S.
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Sitter Profile Image: Claire S.
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7. Claire S.

Cat Sitter
Madison, WI, 53718
2.5 mi. away
Drop-In Visits
5.0 out of 5 stars
37 reviews
14 repeat clients
from
$18
per visit

This was the third time Claire has looked after my cat. She does exactly what she says she will do, her visits are timely, she sends detailed reports and does not miss a thing, she sends multiple photos (usually adorable poses of my cat), she is 100% reliable and very friendly and professional. I can tell she enjoys looking after him and he loves Claire's visits. I did not have to worry about my cat while I was out of the country, I knew he was in excellent hands. I highly recommend Claire to look after your cat(s).

Confirmed availability: Easter Weekend
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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8. 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
69 reviews
25 repeat clients
from
$15
per visit

Joan is wonderful! She did weekly drop in visits with our dog and was always so communicative. It was clear through the pictures that our dog Beau was smiley, happy, and got plenty of exercise and cuddles when she was with him. She also was down to add extra days with relatively short notice too.

Sitter Profile Image: Morgan S.
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Sitter Profile Image: Morgan S.
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9. 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
7 reviews
2 repeat clients
from
$18
per visit

Exceptional! We love that our animals are taken care of with Morgan. She goes above and beyond with special treats and games for the dogs. She’s super responsive and responsible. We will definitely reach out for Morgan again and again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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10. 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
13 reviews
3 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!!!

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Sitter Profile Image: Erika G.
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Sitter Profile Image: Erika G.
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11. Erika G.

Pets love you more than yourself!
McClellan Park, Madison, WI, 53718
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$20
per visit

About: Hello! I’ve had pets throughout my childhood and have the pleasure to be a mommy to Groot our husky baby. I also have 3 kids who love to play and spoil everyone! I’m a work from home mom who has time to have friends over and play with groot! Saturdays are usually busy for us but most Sundays we are free as a family and love to include our fur baby at all times. Groot usually hangs with me while working we take daily walks and breaks in the backyard to play with his toys. We also have tons of times to have cuddles and kisses groot also loves naps!

Confirmed availability: Easter Weekend
Sitter Profile Image: Madalyn L.
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Sitter Profile Image: Madalyn L.
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12. Madalyn L.

Pawsitively the best!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
73 reviews
22 repeat clients
from
$20
per visit

Madalyn is amazing and goes above and beyond with pictures, videos, and communication! She took amazing care of my diabetic cat who needs insulin. Thank you Madalyn! ☺️

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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13. Anna S.

Rover 101
Loving, professional petcare
Madison, WI, 53704
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
409 reviews
103 repeat clients
from
$28
per visit

Thanks so much for caring for our cat Addy! Anna is extremely reliable, professional, and attentive to our cat and will be our first choice as long as she is available!

Confirmed availability: Easter Weekend
Sitter Profile Image: Safeeyah Q.
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Sitter Profile Image: Safeeyah Q.
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14. Safeeyah Q.

Special needs pet experience
Monona, WI, 53716
2.4 mi. away
Drop-In Visits
5.0 out of 5 stars
8 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!

Confirmed availability: Easter Weekend
Sitter Profile Image: Mary M.
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Sitter Profile Image: Mary M.
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15. 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
10 reviews
1 repeat client
from
$20
per visit

Mary was an absolutely amazing caregiver for my dog and two cats. She took extra time with my senior dog and went out of her way to make sure that she was comfortable. Even my two cats, who are normally quite shy, made multiple appearances to visit with her. I will definitely be using her again in the future and highly recommend!

Confirmed availability: Easter Weekend
Sitter Profile Image: Cynthia & Mark H.
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Sitter Profile Image: Cynthia & Mark H.
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16. Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$35
per visit

Absolutely great! Extremely communicative and understanding. I can tell my boys were very well taken care of and without a doubt I would ask her to watch my senior boys. I absolutely loved her write up of how the walks went. I can't say enough good things about Cynthia.

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Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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17. Travis M.

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

Travis is an amazing dog sitter. He truly loves dogs and takes excellent care of our pup. He is reliable and trustworthy and goes beyond just taking care of what the dog needs and focuses on what makes the dog happy -Walks, car rides, and trips to the dog park etc. it is so nice to know when we leave town that our pup is so well cared for.

Sitter Profile Image: Rodrigo M.
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Sitter Profile Image: Rodrigo M.
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18. Rodrigo M.

Cat dad, medical student
Madison, WI, 53714
0.9 mi. away
Drop-In Visits
5.0 out of 5 stars
6 reviews
1 repeat client
from
$16
per visit

So glad we connected with Rod to watch our cat. He provided lots of fun play for our active boy and understands cats. Communication and updates were excellent. Thank you so much and we look forward to booking again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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19. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 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.

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Sitter Profile Image: Tracy S.
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Sitter Profile Image: Tracy S.
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20. Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$25
per visit

Tracy has been great with keeping us updated on the care of our dog. I noticed our dog is walking better now after 4 days with her!

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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