Pet Sitting & Drop Ins in Kennedy Heights, 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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Search Results

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

Animal caregiver extraordinaire
Sun Prairie, WI, 53590
6.2 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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2. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
1.4 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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3. Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
4.0 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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4. Maggie P.

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
4.0 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!

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

Dog lover & wiener dog collector
Sherman, Madison, WI, 53704
2.0 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: Bailey U.
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Sitter Profile Image: Bailey U.
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6. Bailey U.

Experienced Pup Lover 🐶 😊
Capitol, Madison, WI, 53703
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$13
per visit

Bailey is always reliable, communicative & Charlie just loves her! Thanks Bailey!!

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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7. Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
3.6 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!!!

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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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8. Natalie W.

Graduate student & dog lover
Madison, WI, 53704
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$20
per visit

Natalie is so wonderful! She takes great care of our pup and we feel so great leaving him with her.

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

Dogs are family! :)
Madison, WI, 53704
2.3 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: Zora B.
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Sitter Profile Image: Zora B.
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10. Zora B.

Pets are the Best
Tenney-Lapham, Madison, WI, 53703
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
1 repeat client
from
$12
per visit

I’ve known Zora all my life. She’s an amazing person! Always willing to help a friend out. Always supportive. I would trust her to watch out for my pets in an heart beat. Always been an animal lover. She’s awesome you should hire her:)

Sitter Profile Image: Echo L.
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Sitter Profile Image: Echo L.
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11. Echo L.

Genuine & experienced pet caretaker
Marquette, Madison, WI, 53703
4.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
10 repeat clients
from
$15
per visit

I really appreciated Miranda's good care, communication, and reliability. Highly recommended! My cat is not super social but it was great to know she was being checked on and cared for while I was away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Grayson M.
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Sitter Profile Image: Grayson M.
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12. Grayson M.

Loving, Attentive Pet Caretaker
Sherman Village, Madison, WI, 53704
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$20
per visit

Grayson is an amazing pet sitter and pet owner! She is reliable, caring, and trustworthy. Our pup Nala is always excited to give Grayson kisses!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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13. Anna N.

I will love your pets like my own!
Sherman Village, Madison, WI, 53532
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$22
per visit

Anna watched our cats while we were away for a week. She was amazing and very thoughtful! She even enticed my very shy cat out for some treats and pets.

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Sitter Profile Image: Jackie & Kyle A.
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Sitter Profile Image: Jackie & Kyle A.
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14. Jackie & Kyle A.

We'd love to care for your dogs!
Madison, WI, 53704
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$18
per visit

Our dog Copper loves Jackie! She's watched him countless times, from a quick day trip to a long stay when our baby was born. He's always so happy and relaxed when we come home, gets lots of love and snuggles, and there is never a shortage of treats! I have absolute peace of mind every time we leave him with Jackie, she's so easy to communicate with, and we are so thankful for all of her help. Your pets will be in the best of hands here!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Madalyn L.
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Sitter Profile Image: Madalyn L.
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15. Madalyn L.

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

Madalyn is amazing. Came home from the weekend to a happy, calm dog. Exactly what I was looking for and got the reassurance though pics and videos that my best friend was in good hands - I highly recommend Madalyn and will definitely be requesting her services going forward

Sitter Profile Image: Libby K.
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Sitter Profile Image: Libby K.
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16. Libby K.

Super experienced ❤️ Cats & Dogs
Eken Park, Madison, WI, 53704
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$18
per visit

Our family and dogs love Libby. She has done a great job in caring for and walking our dogs. We even have one dog who is more reactive and she was patient and understanding in getting to know him. We are very glad and grateful to have her come and care for our dogs.

Sitter Profile Image: Shaheen S.
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Sitter Profile Image: Shaheen S.
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17. Shaheen S.

Midday dog walking, drop in visits
Madison, WI, 53704
1.9 mi. away
Boarding, Drop-In Visits, Dog Walking
20 years of experience
from
$13
per visit

About: I have taken care of dogs for friends and neighbors for over 20 years. I currently have two very social terrier mixes. I would love to walk, cuddle, spend time with your cat or dog when you are away. My schedule is flexible so with advance notice I can have plenty of time for your pet. I signed up because I was having difficulty finding a regular weekly midday dog walker for my pets and decided there was a need for more dog walkers in my neighborhood! As far as boarding or day-care your pet would not be left unsupervised for longer than 2 hours at a stretch. Plenty of walks and affection and will be made to feel welcome as part of the pack (with my two dogs)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Fayth C.
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Sitter Profile Image: Fayth C.
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18. Fayth C.

Pets are the most important
Madison, WI, 53704
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
1 repeat client
from
$20
per visit

Fayth is great with all animals, but especially dogs of all sizes. As a child, she had several pets, but her love for Dawson,the family dog, was something special. Fayth raised him from a rescued puppy and always treated him with love. She brushed and walked him everyday after school and even included him in her senior portraits. When Dawson got older and needed prescription meds. Fayth made sure he never missed a dose. Fayth's current love is Violet, her "Frenchie". As a young energetic specialty dog, Violet needs a lot of attention and Fayth has become one of the most educated dog owners I know. Her knowledge on nutrition, safety, and exercise is amazing. Fayth is an active young woman who enjoys the outdoors. While in high school, she worked at my family's flower farm. Her responsibilities included caring for Charley, the farm dog, making sure he had enough food, water, attention, and play time. Charley loved Fayth and was always excited to see her. As an employee, Fayth was prompt, reliable, responsible, and trustworthy. I highly recommend Fayth to anyone in need of a dog sitter. You will not be disappointed.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mersadies V.
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Sitter Profile Image: Mersadies V.
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19. Mersadies V.

Energetic Animal Lover
Madison, WI, 53704
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$15
per visit

Mersadies left amazingly detailed visit notes and paid great attention to the care my cats needed (both required medicine for part of the time she cared for them). I appreciate her lots!

Sitter Profile Image: Steven G.
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Sitter Profile Image: Steven G.
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20. Steven G.

Experienced Dog Dad
Madison, WI, 53704
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

I've known Steve since 2009 and have seen how he loves and cares for his own dogs. I've also known him to dog-sit for the dogs of a couple of family members. There is no one I'd trust more with my pets.

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

Rover also offers other services in Kennedy Heights:

When it comes to pet care and pet sitting, pet owners in Kennedy Heights, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Kennedy Heights pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Kennedy Heights, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits