Pet Sitting & Drop Ins in Sunset Hills, 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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What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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1. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$20
per visit

Ann was a wonderful cat sitter! She had excellent communication and sent lovely updates and pictures during all of her visits. She also deftly handled the aggressiveness of my cat to new people entering the house. I felt safe and confident with Ann watching my cat. Would absolutely have her cat sit again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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2. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$16
per visit

Sean and Leticia were by far the best sitters I’ve had for my kitty! Loved that we did a meet n greet before. They also gave great updates whenever they checked in. I 100% recommend them! Felt like my kitty was in safe hands.

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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3. Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Sitter Profile Image: Sydney L.
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Sitter Profile Image: Sydney L.
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4. Sydney L.

Let’s walk and play the day away!
Madison, WI, 53705
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
4 repeat clients
from
$25
per visit

About: I’ve grown up with dogs since I was little, and now have three cats that I adore! Friends and family know they can always rely on me to take great care of their fur babies. I’m currently a graduate student and work on campus, but my days can be flexible. I’m most available for house sitting on the weekends. I can do short house check-ins during the day and walks either in the morning or evening. During any house visits or overnight stays, I will make sure that your animal has everything they need to to feel comfortable, even though they might be missing you!

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Sitter Profile Image: Rhiannon E.
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Sitter Profile Image: Rhiannon E.
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5. Rhiannon E.

Dog lover, flexible schedule!
Fitchburg, WI, 53711
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$16
per visit

Working nights as a nurse has made it increasingly more difficult for my family to help with my pets during my shifts. Thankfully, I found Rhi on Rover, and it has been an absolute game-changer. Despite my dog's initial anxiety around new people, Rhi's warm approach immediately put him at ease. Her responsiveness and attentiveness to both my and my pets' needs have been outstanding. What initially started as a solution for my dog's care has also become a welcomed relief for my more social kitten. Rhi has truly been a lifesaver and I am so grateful for her help and her updates. This really puts me at ease during my long shifts being away from my fur babies.

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Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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6. Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$20
per visit

She was very nice and shows genuine care. Easy to work with, communicative and timely. I would definitely recommend.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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7. Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53711
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
17 repeat clients
from
$32
per visit

Excellent! Jenny swung by to help us let our dogs out last minute and all had yet to meet her. The pups fell in love, we felt like everything went smoothly and Jenny sent pictures. Such a great introduction to not only Rover but the kind community of Madison.

Confirmed availability: Easter Weekend
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
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8. Annie J.

Rover 101
Active & communicative pet lover!
Capitol, Madison, WI, 53703
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$18
per visit

Annie is wonderful and super easy to work with. She leaves detailed notes which I really appreciate. Our more outgoing cat seemed to appreciate attention and playtime with her. She tried her hardest to coax our other very shy cat out. No doubt he’ll warm up with time! Overall I recommend Annie!

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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9. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$19
per visit

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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10. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$25
per visit

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

Confirmed availability: Easter Weekend
Sitter Profile Image: Cristina M.
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Sitter Profile Image: Cristina M.
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11. Cristina M.

Young professional who loves dogs!
Madison, WI, 53703
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit

Cristina demonstrates the great affection she has for animals in the way she cares for pets. Over the years I have watched her care for different dogs in her family, and she definitely makes sure all of their needs are met. I know the dogs will have a great time with her. She likes to take care of the dogs individually or small groups which ensures that they feel comfortable and happy.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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12. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
111 reviews
48 repeat clients
from
$35
per visit

Would highly recommend Andrew to anyone who is looking for a pet sitter. He took care of our cat over the weekend. He is reliable, sent pictures, and kept us updated.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jamaal A.
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Sitter Profile Image: Jamaal A.
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13. Jamaal A.

A dog's best friend
Madison, WI, 53705
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per visit

About: I've taken care of dogs from all ages and breeds. Easily assimilate and build trust with new interactions. And don't shy away from challenge. Love getting dogs to be active outdoors by going for walks, runs or just a leisurely stroll at the dog park. I am available early morning from 5 to 7am and after 5 pm Monday to Friday and available most weekends. Weekends, early riser so willing to wake up early and available most hours throughout the day with 9 pm being the latest. I provide house sitting at clients home which allows for pets to be comfortable in their natural surroundings. Depending on home layout, lesh will be used in open settings.

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Sitter Profile Image: Peyton H.
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Sitter Profile Image: Peyton H.
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14. Peyton H.

Affordable, Flexible, UW Student
Regent, Madison, WI, 53726
0.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$15
per visit

Peyton is a great pet parent, himself. He is patient and attentive to his golden retriever, and enjoys playing and interacting with him. His communication is thorough and he is happy to go above and beyond to make your pet happy!

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Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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15. Claire G.

Your pup’s next best friend :)
Glen Oak Hills, Madison, WI, 53705
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$30
per visit

About: Hi! I’m Claire! A remote HR professional who fostered cats and walked dogs at the humane society until I adopted my rescue pup, Sedona, two years ago! Your dog’s needs are my first priority: attentive, caring, goofy, positive reinforcement, clicker training, active lifestyle -willing to adapt to your dog’s lifestyle: need to play fetch every hour? Fine by me! Want to snuggle and go for a short walk? Fine by me! -current dog walker volunteer at the humane society. I have also assisted dog trainers during obedience classes. -communication is key-text updates, pictures of your dog on a walk and I don’t hesitate to reach out if I have any questions! I work from home so I can be very flexible when it comes to drop in visits and walks! I don’t have a predictable schedule so feel free to reach out and we can chat about what works best for you! I treat your pet and home like my own! I will adjust to meet the needs of your best, watch their body language to see how they are feeling, and follow all of your care instructions.

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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16. Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
367 reviews
113 repeat clients
from
$26
per visit

Ashley was able to help us with fairly short notice. She was great at responding to my messages, sent lots of pictures, and took great care of Seamus. Honestly one of my favorite Rovers yet.

Confirmed availability: Easter Weekend
Sitter Profile Image: Faith K.
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Sitter Profile Image: Faith K.
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17. Faith K.

Capable UW Graduate Student
Regent, Madison, WI, 53705
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$16
per visit

I was hesitant about using Rover as it can be nerve-wracking having a stranger watch your fur babies - but as soon as I met Faith I felt at ease! She was so kind, had great communication, and my pets loved her - she even got my anxious pup to go outside in the rain ! It was great receiving photos while I was away - I will definitely be reaching out again when I need a pet sitter!

Confirmed availability: Easter Weekend
Sitter Profile Image: Chris S.
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Sitter Profile Image: Chris S.
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18. Chris S.

Experienced dog and cat caregiver.
Regent, Madison, WI, 53705
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$17
per visit

Chris watched our cat while we were out of town. He sent us lovely updates, played with her and kept her company.

Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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19. Meghan D.

Rover 101
Experienced & Caring Dog Foster Mom
Regent, Madison, WI, 53726
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$25
per visit

Meghan took great care of my pup, Gracie! She is a nervous girl and Meghan was patient, loving and so sweet with her. She’s responsible and attentive and my Gracie was super smitten with her. She can’t wait to go back! Also, Meghan’s dog named Grizzy is adorable and gets along really well with other dogs! I’d highly recommend Meghan to anyone looking for someone to take care of their dog!

Sitter Profile Image: Jocelyn C.
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Sitter Profile Image: Jocelyn C.
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20. Jocelyn C.

I’ll care for yours like my own!
Madison, WI, 53705
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

Excellent, will use again!

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Pet parents in Sunset Hills, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 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.

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

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