Pet Sitting & Drop Ins In Old Middleton Greenway

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Top rated Old Middleton Greenway pet sitters

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Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
107 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya did a fantastic job looking in on our Havapoo puppy all week while we were away. She was professional, courteous, communicative, and most of all, we could tell our pup had a blast with her!

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Jay P. N.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
230 reviews
75 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie took great care of our cats, kept us updated, and was just overall wonderful to work with. We would definitely ask her to watch them again in the future.

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Lisa W.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
219 reviews
87 repeat clients
11 years of experience
Madison, WI, 53705

My Frenchie has stayed overnight with Cleda, but this was my first time having Cleda do lunchtime check-ins with Price. Very good service with pictures and reports. Thanks again Cleda!

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Jenna P.
Sitter Profile Image: Kim M.
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Kim M.
from
$17
per visit
5.0 out of 5 stars
99 reviews
41 repeat clients
8 years of experience
Middleton, WI, 53562

This is the second time Kim has taken care of our cat while we were away. Just like the first time, Kim did a wonderful job! I always loved seeing the pictures taken during her drop-in visits. We returned home after two weeks to a happy cat! Thank you Kim!!

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Kayci H.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Spring Harbor, Madison, WI, 53705

Kaitlyn was wonderful! She took care of our cat while we were out of town and she did the job well and sent photos. We were happy with the service Kaitlyn provided, would highly recommend and we will book again with her in the future.

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Liz T.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$20
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
20 years of experience
Madison, WI, 53705

I needed someone very last minute to watch my cats while I was away and Sabrina came through! She saved my trip! She took great care of my cats, giving me thorough updates and made me feel at ease leaving them for a week, will definitely book again 😊

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Marina S.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
61 reviews
19 repeat clients
12 years of experience
Middleton, WI, 53562

We were grateful that Stephanie could help us out over the holidays. She was so gracious to pick up the keys and meet Layla on Christmas Day. Layla loved her. Everything went very smoothly. We highly recommend Stephanie!

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Brian K.
Sitter Profile Image: Anna H.
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Anna H.
from
$20
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$15
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

Ryan arrived on time and did a drop in visit with our pup as expected. He has a professional demeanor and seems genuinely to enjoy spending time with our pet.

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Tim S.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
159 reviews
47 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia is a great cat sitter. This was the third time we had her and my cat was well taken care off and happy. Shes very accommodating to special requests. I highly recommend her.

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RIYA B.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
125 reviews
50 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was absolutely wonderful with our two senior dogs! She gave them the extra care and attention they needed, and her beautifully written, detailed report cards gave us such peace of mind while we were away. It’s clear she truly cares about the pets she looks after — we couldn’t have asked for a better sitter. Highly recommend!

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Kate K.
Sitter Profile Image: Steve J.
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Steve J.
from
$16
per visit
4.9 out of 5 stars
24 reviews
5 repeat clients
4 years of experience
Madison, WI, 53717

Steve has amazing personality and my cat warmed up to him automatically. I feel safe leaving my meowies with him and looking forward to how he’ll develop his bonding with the rest of when I am gone.

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Richard N.
Sitter Profile Image: Yvonne L.
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Yvonne L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne’s a great pet sitter. She is super responsive and goes the extra mile with my cat. My cat has asthma and required a daily inhaler dose. Yvonne was kind and patient to provide my cat with her daily inhaler. When my auto feeder failed, she stayed back to help to reset it so my cat didn’t starve. She also provided me with daily update. When I came home, my cat was happy and well cared for. I highly recommend her because she truly cares about pets! I would totally rebook her.

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Sabrina C.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
111 reviews
36 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)!

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Kathleen M.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

Amy was great! I could tell see really cared about the cats. She did an amazing job catering for my more shy cat, making sure she got food even though she was hiding.

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Stephen G.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Madison, WI, 53705

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel is extremely reliable and patient with our new puppy. She comes over when she says she’ll come, and she takes lots of pictures and notes during her visit, which we really appreciate. She plays with our dog inside and outside and makes sure he gets some good attention while we’re away at work. Would highly recommend her!

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Jennifer V.
Sitter Profile Image: Mandy C.
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Mandy C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
4 years of experience
Verona, WI, 53593

Mandy is amazing! I would definitely trust her to take care of my cat again. She provides very detailed and funny reports and takes lots of pictures and videos too. Thanks Mandy!

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Alessandra Nicolette B.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$18
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Sitter Profile Image: Julia M.
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Julia M.
from
$18
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

About: Hi! I’m a graduate student who loves animals and understands how important it is to find someone you trust to care for them. I have experience caring for dogs with different temperaments, including dogs with anxiety and dogs who need medication or extra patience. I’m very responsible, detail oriented, and I take pet care seriously - I know I’m caring for a member of your family. I’m happy to follow your pet’s normal routine as closely as possible, including walks, feeding schedules, crate routines, and any specific instructions you have. I’ll also send regular updates and photos so you know your pet is doing well. My schedule is flexible, and I’m available for drop in visits, walks, and house sitting. I’m reliable and will always communicate clearly about timing and availability. Your pet’s safety and comfort comes first. I follow routines, use secure leashes, provide updates, and create a calm, safe, consistent environment for your pet

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Old Middleton Greenway pet parents share their Rover experiences

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5.0 out of 5 stars

Natalie was so helpful and wonderful with our cat who needs to take an inhaler! He has given many other sitters a tough time but Natalie was very accommodating and able to administer it with ease. Thank you so much, we will definitely be rebooking for our next trip!

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Hannah S.
Drop-In Visits
5.0 out of 5 stars

Ruby responded on short notice when we needed her for a drop in visit. She arrived on time and took great care of our pups.

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Larry S.
Drop-In Visits
5.0 out of 5 stars

Ashley is always my go-to for pet sitting! She’s very attentive, thorough, and takes the best pictures! It makes me happy to know my pets are in her care when I’m gone ☺️

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Veronica W.
Drop-In Visits
5.0 out of 5 stars

Jennifer was stellar. She stepped in quickly when our other sitters bailed at the last minute. Thanks to her our trip to Europe was stress free. We were very happy with her thoughtful care!

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James G.
Drop-In Visits
5.0 out of 5 stars

Stephanie is so great to work with! She has walked Layla many times and always tries to accommodate our travel schedules. I highly recommend her.

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Brian K.
Drop-In Visits
5.0 out of 5 stars

Ryan was kind and communicative! All went well with drop ins to care for our cat while we were on vacation. Would definitely recommend!

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Camryn V.
Drop-In Visits
5.0 out of 5 stars

Jesse was amazing! She’s so kind and very helpful. I knew my cat was in safe hands. I for sure will be working with her again :)

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Kaitlyn O.
Drop-In Visits
5.0 out of 5 stars

Julia was an absolute godsend for us. My dog had quite a few issues while we were out of town, and Julia was amazing. She gave me constant updates, came to check on him regularly outside of what was originally booked, and made sure that my dog was safe and cared for. She helped ease my worries, and I would definitely rebook her, no questions asked. Our cat also loved hanging out with her!

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Galilea B.
Drop-In Visits
5.0 out of 5 stars

Lydia is awesome! We were super worried about leaving our dog but both times we have booked Lydia, our dog didn’t even bark when we left.

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Holly A.
Drop-In Visits
5.0 out of 5 stars

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
Drop-In Visits
5.0 out of 5 stars

My little cat Michael just loves his pet sitter ! Michelle takes great care of him and sends me awesome pics 🤗

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Gail S.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Kaitlyn! We needed a pet sitter last minute. She got back to us right away, and took great care of our two cats.

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Elizabeth K.
Drop-In Visits
5.0 out of 5 stars

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Drop-In Visits
5.0 out of 5 stars

Meeka was amazing with my 2 kitties while I was away on vacation. Sent lots of photos and gave detailed updates on how they were doing. Was really great knowing they were being well taken care of and entertained as they're still very young and I haven't had to leave them often.

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Courtney S.
Drop-In Visits
5.0 out of 5 stars

Cloey was great with our two cats. She kept us well informed while we were away and the cats seemed to enjoy her company. We would definitely book with Cloey again in the future.

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Beth R.
Drop-In Visits
5.0 out of 5 stars

Cleda did a great job checking in on our cat while we were on vacation. Amazing communication! Will continue to rebook with her for our future trips :)

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Stephanie K.
Drop-In Visits
5.0 out of 5 stars

Natalie is amazing with my dog! She’s very reliable and a fantastic pet sitter! I cannot recommend her enough!

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Madison S.
Drop-In Visits
5.0 out of 5 stars

Isabel is a great communicator, reliable, and takes lots of pictures. We will definitely use her services again!

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Karly C.
Drop-In Visits
5.0 out of 5 stars

Evan is an excellent pet sitter and our cat loves him! Evan alerted us and called when he discovered our electricity was off. We really appreciated his help.

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Luanne B.
Drop-In Visits
5.0 out of 5 stars

Great communication and took great care of my little kitties! Flexible and thorough, always remembered to do and check thr little things i asked for and made sure I was receiving messages-also great pictures!

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Julia R.
Drop-In Visits
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Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Old Middleton Greenway.

Rover makes it easy to find Old Middleton Greenway pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.