Pet Sitting & Drop Ins in Blackhawk, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Blackhawk pet sitters

1 / 1
Sitter Profile Image: Julie A.
Verified Enhanced Background Check
Julie A.
Star Sitter
from
$14
per visit
5 out of 5.0 stars
34 reviews
10 repeat clients
20 years of experience
Verona, WI, 53593

Julie was great on her 1st day of drop ins with Lakyn, prompt & flexible, very communicative & even sent photos. Definitely look forward to continuing our relationship for Lakyn's needs.

Profile image
Angelica B.
Sitter Profile Image: Maiya W.
Verified Background Check
Maiya W.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
99 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya was reliable, asked great questions when we had our meet and greet, and sent us cute photos of her drop-in visit. We will use her again.

Profile image
Emily H.
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
15 years of experience
Madison, WI, 53719

Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!

Profile image
Kate M.
Sitter Profile Image: Krista C.
Verified Enhanced Background Check
Krista C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
100 reviews
26 repeat clients
20 years of experience
Verona, WI, 53593

Krista was great! She really took the time to ensure that our kitties were well taken care of and provided daily updates on their wellbeing. Highly recommend her for your fur baby care and needs.

Profile image
Cody G.
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Allegra R.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
77 reviews
38 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

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!

Profile image
Francesca C.
Sitter Profile Image: Kim M.
Verified Background Check
Kim M.
from
$17
per visit
5 out of 5.0 stars
99 reviews
41 repeat clients
8 years of experience
Middleton, WI, 53562

Once again, I am incredibly happy with the care Kim provides to my fur babies. She’s the type of sitter I’d rearrange a trip for to ensure she’s available to watch after my kittens. Can’t recommend her enough!

Profile image
Alison B.
Sitter Profile Image: Cleda W.
Verified Background Check
Cleda W.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
195 reviews
79 repeat clients
11 years of experience
Madison, WI, 53705

Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

Profile image
Bailey S.
Sitter Profile Image: Sydney R.
Verified Enhanced Background Check
Sydney R.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
54 reviews
19 repeat clients
10 years of experience
Verona, WI, 53963

Sydney did an incredible job and took care of my pets, giving me peace of mind when I was away. She was professional and courteous, and I would highly recommend her!

Profile image
Hasmik M.
Sitter Profile Image: Whitney H.
Verified Background Check
Whitney H.
from
$19
per visit
5 out of 5.0 stars
35 reviews
19 repeat clients
6 years of experience
Madison, WI, 53719

Whitney was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!

Profile image
Navin P.
Sitter Profile Image: Chenghao X.
Verified Enhanced Background Check
Chenghao X.
from
$15
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
4 years of experience
Middleton, WI, 53562

Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!

Profile image
Svyettlana P.
Sitter Profile Image: Moyu L.
Verified Enhanced Background Check
Moyu L.
from
$12
per visit
5 years of experience
Verona, WI, 53593

About: With over 5 years of experience caring for dogs and cats from a young age, I provide attentive, loving, and safe care. I am skilled in managing pets with strong leash-pulling behaviors and handling various situations to ensure they remain calm, controlled, and away from danger such as harmful foods or chasing other animals. My priority is always the safety, happiness, and well-being of every pet under my care. Pet care is a natural part of my everyday life. I have hands-on experience handling multiple breeds, from small Poodles to large Labradors and Bernedoodles, including dogs with strong pulling strength. As a Golden Retriever owner, I take my dog out multiple times a day for long walks and hikes, ensuring both physical exercise and mental stimulation. This routine has made me skilled at managing dogs of all sizes and energy levels. When caring for pets at my home, I create a safe, pet-friendly environment with plenty of playtime, regular walks, and consistent feeding schedules. I ensure they are comfortable, supervised, and get both exercise and affection throughout the day. At clients’ homes, I follow all provided instructions carefully—maintaining feeding times, walking routines, and any special care requirements. I respect their home and make sure pets feel comfortable in their own space while keeping them safe, engaged, and happy. If needed, I can provide video service to capture all the work I did since I completely understand how we as pet owners like to see what our best pet friend did with a new friend.

Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Azaria O.
from
$20
per visit
5 out of 5.0 stars
95 reviews
28 repeat clients
12 years of experience
Verona, WI, 53593

Azaria was great! Always showed up on time, sent pictures and communicated well. Very trustworthy and kind. Will definitely reach out again when needed. Thank you!!

Profile image
Blake H.
Sitter Profile Image: Hannah I.
Verified Background Check
Hannah I.
from
$20
per visit
5 out of 5.0 stars
101 reviews
32 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

Profile image
Kathleen M.
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sidney R.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
60 reviews
21 repeat clients
20 years of experience
Middleton, WI, 53562

Great communication, wonderful care of our 2 cats while we were out of town. Sidney even picked up some extra food because I had miscounted the number of cans we needed. Thanks so much!

Profile image
Ronni H.
Sitter Profile Image: Rose J.
Verified Enhanced Background Check
Rose J.
from
$14
per visit
5 out of 5.0 stars
13 reviews
5 repeat clients
9 years of experience
verona, WI, 53593

Rose was able to stop by and check in on my dog even at a very last minute request! She did an amazing job taking care of my dog and had good communication with me. Definitely would book her again in the future!

Profile image
Jiyoon H.
Sitter Profile Image: Rachel K.
Verified Enhanced Background Check
Rachel K.
from
$18
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
14 years of experience
Middleton, WI, 53711

Excellent communication, punctual and great with our pup! Rachel did a great job and we highly recommend.

Profile image
Victor L.
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
Megan R.
from
$20
per visit
5 out of 5.0 stars
11 reviews
7 repeat clients
10 years of experience
Blackhawk, Madison, WI, 53717

Megan took great care of our dog while we were gone for the week. She was prompt, gave updates with each visit, and sent pictures. We highly recommend Megan!

Profile image
Julie S.
Sitter Profile Image: Jiayi H.
Verified Enhanced Background Check
Jiayi H.
from
$20
per visit
5 out of 5.0 stars
48 reviews
14 repeat clients
2 years of experience
Verona, WI, 53593

About: My name is Jiayi H, go by Joyce. I live in a 2 story house (basement and first floor are dog-friendly) and our house surrounded by park and trails so it will be a lot of running around and playing time if your dogs stay here with me. I have a lovable, friendly 2-year-old Australian Labradoodle, Luca, that I spoil silly as I will with you pup as well. I have puppy training experience, raised Luca from 8 week, and took care of 13 yrs old dog for 3 months. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I love taking pictures and videos of them so you will feel updated and can enjoy your time away knowing that you will have no worries. I’m working from home so most of my time will be caring your pup and Luca. Daycare drop off at 7:00-8:30 am and pickup hours are between 5-6 pm. Any time after 6 pm please let me know as soon as possible, and I can offer boarding or extended hours as well. I have unfenced yard, one dog crate, and playpen for puppies. For daycare and boarding, I will walk your dog 2 times a day, including 20-min walks in the morning and after dinner; will also do 2 potty breaks at noon and bed time.

Sitter Profile Image: Brennan H.
Verified Enhanced Background Check
Brennan H.
from
$12
per visit
1 repeat client
5 years of experience
Middleton, WI, 53562

About: I have years of experience taking care of family and friend's dogs. I am an animal lover and can't wait to make new furry friends! I am very flexible and available any time of the week, mornings to late nights, Monday through Friday. I have limited availability on the weekends. Your pet's safety and comfort is my top priority. I will cater to all of your pet's individual needs, as well as give them all the love and attention they want.

Sitter Profile Image: Brenna K.
Verified Background Check
Brenna K.
from
$20
per visit
5 out of 5.0 stars
8 reviews
4 repeat clients
22 years of experience
Blackhawk, Middleton, WI, 53562

Brenna was terrific! Great communication and easy to work with.

Profile image
Jennifer W.
1 / 1
View more sitters

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Julie A.
Verified Enhanced Background Check
Sitter Profile Image: Julie A.
Verified Enhanced Background Check

Julie A.
Star Sitter

Mature and skilled, flexible time
Verona, WI, 53593
2.4 mi. away
House Sitting, Drop-In Visits
from
$14
per visit
5 out of 5.0 stars
34 reviews
10 repeat clients
Profile image

Julie was great on her 1st day of drop ins with Lakyn, prompt & flexible, very communicative & even sent photos. Definitely look forward to continuing our relationship for Lakyn's needs.

Availability updated yesterday
Sitter Profile Image: Maiya W.
Verified Background Check
Sitter Profile Image: Maiya W.
Verified Background Check

Maiya W.
Star Sitter

I'll love them like you love them!
Middleton, WI, 53562
2.3 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
99 reviews
32 repeat clients
Profile image

Maiya was reliable, asked great questions when we had our meet and greet, and sent us cute photos of her drop-in visit. We will use her again.

Availability updated 36 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Sitter Profile Image: Laura D.
Verified Enhanced Background Check

Laura D.
Star Sitter

Pet lover of both dogs and cats
Madison, WI, 53719
4.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!

Availability updated yesterday
Sitter Profile Image: Krista C.
Verified Enhanced Background Check
Sitter Profile Image: Krista C.
Verified Enhanced Background Check

Krista C.
Star Sitter

I've never met a pet I didn't LOVE!
Verona, WI, 53593
2.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
100 reviews
26 repeat clients
Profile image

Krista was great! She really took the time to ensure that our kitties were well taken care of and provided daily updates on their wellbeing. Highly recommend her for your fur baby care and needs.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check

Allegra R.
Rover 101
Star Sitter

Dog person for life.
Faircrest, Madison, WI, 53705
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
77 reviews
38 repeat clients
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Kim M.
Verified Background Check
Sitter Profile Image: Kim M.
Verified Background Check

Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
2.1 mi. away
Boarding, Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

Once again, I am incredibly happy with the care Kim provides to my fur babies. She’s the type of sitter I’d rearrange a trip for to ensure she’s available to watch after my kittens. Can’t recommend her enough!

Availability updated 11 months ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cleda W.
Verified Background Check
Sitter Profile Image: Cleda W.
Verified Background Check

Cleda W.
Rover 101
Star Sitter

Dogs & Cats LOVE me!
Madison, WI, 53705
3.8 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
195 reviews
79 repeat clients
Profile image

Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

Availability updated today
Sitter Profile Image: Sydney R.
Verified Enhanced Background Check
Sitter Profile Image: Sydney R.
Verified Enhanced Background Check

Sydney R.
Star Sitter

Devoted Pet Sitter Seeks Furry Fun!
Verona, WI, 53963
2.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
54 reviews
19 repeat clients
Profile image

Sydney did an incredible job and took care of my pets, giving me peace of mind when I was away. She was professional and courteous, and I would highly recommend her!

Availability updated today
Sitter Profile Image: Whitney H.
Verified Background Check
Sitter Profile Image: Whitney H.
Verified Background Check

Whitney H.
Rover 101

Reliable & caring dog/cat sitter!
Madison, WI, 53719
2.3 mi. away
Drop-In Visits
from
$19
per visit
5 out of 5.0 stars
35 reviews
19 repeat clients
Profile image

Whitney was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!

Availability updated 48 days ago
Sitter Profile Image: Chenghao X.
Verified Enhanced Background Check
Sitter Profile Image: Chenghao X.
Verified Enhanced Background Check

Chenghao X.

pet owner, pet lover
Middleton, WI, 53562
1.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Moyu L.
Verified Enhanced Background Check
Sitter Profile Image: Moyu L.
Verified Enhanced Background Check

Moyu L.

Joyful Walks, Trusted Care
Verona, WI, 53593
2.1 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
3 reviews

Moyu L. is one of the most caring and responsible people I know, especially with dogs. He’s raised his golden retriever Daisy since she was just 2 months old—taking her out every 3 hours, making nutritious meals, and training her with both voice and hand commands (even taking her to a training school!). His dog is incredibly well-behaved, which says a lot about Moyu’s patience and attention to detail. He’s also helped dog-sit for our friends’ dogs, from small breeds to large ones such as Bernedoodle, and always adapts to each dog’s unique needs with ease. Moyu is great at handling a wide variety of personalities—from calm and gentle pups to energetic, playful ones. Whether it’s special diets, routines, or just extra cuddles, Moyu handles it all with love and care. Anyone would be lucky to have him look after their pup!

Availability updated today
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
95 reviews
28 repeat clients
Profile image

Azaria was great! Always showed up on time, sent pictures and communicated well. Very trustworthy and kind. Will definitely reach out again when needed. Thank you!!

Availability updated 19 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Hannah I.
Verified Background Check
Sitter Profile Image: Hannah I.
Verified Background Check

Hannah I.
Rover 101

Dogs love to run and play with me!
Wexford, Madison, WI, 53717
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
101 reviews
32 repeat clients
Profile image

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

Availability updated 4 days ago
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check

Sidney R.
Star Sitter

They call me “The Pal Gal”!
Middleton, WI, 53562
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
60 reviews
21 repeat clients
Profile image

Great communication, wonderful care of our 2 cats while we were out of town. Sidney even picked up some extra food because I had miscounted the number of cans we needed. Thanks so much!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rose J.
Verified Enhanced Background Check
Sitter Profile Image: Rose J.
Verified Enhanced Background Check

Rose J.

College student who loves pets!
verona, WI, 53593
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

Rose was able to stop by and check in on my dog even at a very last minute request! She did an amazing job taking care of my dog and had good communication with me. Definitely would book her again in the future!

Availability updated 10 days ago
Sitter Profile Image: Rachel K.
Verified Enhanced Background Check
Sitter Profile Image: Rachel K.
Verified Enhanced Background Check

Rachel K.

Works from home, flexible schedule!
Middleton, WI, 53711
0.8 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Excellent communication, punctual and great with our pup! Rachel did a great job and we highly recommend.

Availability updated 13 days ago
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
Sitter Profile Image: Megan R.
Verified Enhanced Background Check

Megan R.

Love animals of all shapes&sizes
Blackhawk, Madison, WI, 53717
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
11 reviews
7 repeat clients
Profile image

Megan took great care of our dog while we were gone for the week. She was prompt, gave updates with each visit, and sent pictures. We highly recommend Megan!

Availability updated 56 days ago
Sitter Profile Image: Jiayi H.
Verified Enhanced Background Check
Sitter Profile Image: Jiayi H.
Verified Enhanced Background Check

Jiayi H.

Welcome to Pooch Paradise!
Verona, WI, 53593
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
48 reviews
14 repeat clients

About: My name is Jiayi H, go by Joyce. I live in a 2 story house (basement and first floor are dog-friendly) and our house surrounded by park and trails so it will be a lot of running around and playing time if your dogs stay here with me. I have a lovable, friendly 2-year-old Australian Labradoodle, Luca, that I spoil silly as I will with you pup as well. I have puppy training experience, raised Luca from 8 week, and took care of 13 yrs old dog for 3 months. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I love taking pictures and videos of them so you will feel updated and can enjoy your time away knowing that you will have no worries. I’m working from home so most of my time will be caring your pup and Luca. Daycare drop off at 7:00-8:30 am and pickup hours are between 5-6 pm. Any time after 6 pm please let me know as soon as possible, and I can offer boarding or extended hours as well. I have unfenced yard, one dog crate, and playpen for puppies. For daycare and boarding, I will walk your dog 2 times a day, including 20-min walks in the morning and after dinner; will also do 2 potty breaks at noon and bed time.

Availability updated today
Sitter Profile Image: Brennan H.
Verified Enhanced Background Check
Sitter Profile Image: Brennan H.
Verified Enhanced Background Check

Brennan H.

Dependable, flexible, and caring
Middleton, WI, 53562
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$12
per visit
1 review
1 repeat client

Brennan is excellent with pets. He’s been around dogs in particular his entire life. He’s walked, fed, and played with dogs. He’s kind and caring to animals and people alike! He’s trustworthy, respectful and responsible.

Availability updated 17 days ago
Sitter Profile Image: Brenna K.
Verified Background Check
Sitter Profile Image: Brenna K.
Verified Background Check

Brenna K.

I'm a trusted vet's daughter!
Blackhawk, Middleton, WI, 53562
0.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
4 repeat clients
Profile image

Brenna was terrific! Great communication and easy to work with.

Availability updated over 1 year ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Sitting FAQs

Frequently asked questions about Rover