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

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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
382 reviews
70 repeat clients
from
$15
per visit

We used Brooke to check on our kitties while we were on vacation for a week. We’ve got two unintegrated cats so we needed them to stay separated and cared for individually and Brooke was awesome for that! We only booked 30 min drop in visits, but Brooke went beyond to make sure each kitty got some attention and love.

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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
8 repeat clients
from
$20
per visit

Shannon did a great job and gave us a full, satisfying report. It’s good to have someone closeby whom we can trust to check in on our dog when we’re out.

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Sitter Profile Image: Jennifer P.
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Sitter Profile Image: Jennifer P.
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3. Jennifer P.

Rover 101
Dogs are my favorite people!!
McFarland, WI, 53558
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
295 reviews
102 repeat clients
from
$18
per visit

Well my Rosie was ECSTATIC to see Jennifer today!! 🥰🥰 I know she'll have a good rest of the day because her best friend came over and gave her lots of love!💜

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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4. 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 was awesome and went above and beyond helping my geriatric Maine coon get her thyroid medication while I was away. She was super communicative, friendly, and patient even when Nalia (my cat) had her usual stranger danger up front. I could tell Nalia was healthy and happy when I returned home, and she really seemed to warm up to Maggie. Definitely will be asking for Maggie’s help again in the future.

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
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.

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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
22 reviews
6 repeat clients
from
$17
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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7. 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
71 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.

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Sitter Profile Image: Safeeyah Q.
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Sitter Profile Image: Safeeyah Q.
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8. 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: Memorial Day Weekend
Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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9. 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 did a fantastic job taking care of our blind kitten and backyard chickens! She was very responsive, provided frequent updates and pics, and I would highly recommend her!

Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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10. 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!

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Sitter Profile Image: Abby F.
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Sitter Profile Image: Abby F.
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11. 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

I couldn’t have been happier with Abby checking on my cats! During the meet and greet she was prepared and asked lots of good questions. When she checked on the cats, she sent lots of photos and detailed updates :) thanks Abby!

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Sitter Profile Image: Mei Lin M.
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Sitter Profile Image: Mei Lin M.
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12. Mei Lin M.

Dogs are family! :)
Madison, WI, 53704
3.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
5 repeat clients
from
$20
per visit

Mei Lin M. is great! Extremely easy to work with and super great with our pet.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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13. 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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Sitter Profile Image: Emily E.
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Sitter Profile Image: Emily E.
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14. 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: Morgan S.
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Sitter Profile Image: Morgan S.
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15. 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
8 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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16. 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
18 reviews
4 repeat clients
from
$20
per visit

Suellen's love for dogs is truly heartwarming, and it reflects in the exceptional care she provides. I have witnessed firsthand how she goes above and beyond to ensure the safety and happiness of the dogs under her care. Suellen's genuine affection for animals creates a nurturing and loving environment for furry companions. She not only prioritizes their physical well-being but also takes the time to understand their individual personalities, ensuring they feel cherished and secure. It's evident that Suellen's passion for pets drives her dedication to their happiness. I wholeheartedly recommend Suellen for Rover Pet Sitting services. Her compassion, attention to detail, and unwavering commitment to the well-being of dogs make her the ideal choice for any pet parent seeking a trustworthy and loving caregiver. With Suellen, you can rest assured that your beloved pets will receive the love and care they deserve.

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Sitter Profile Image: Mary M.
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Sitter Profile Image: Mary M.
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17. 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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18. 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 :)

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
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: Sarah H.
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Sitter Profile Image: Sarah H.
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20. 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

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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