Dog Sitting in Middleton

Book a Middleton dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Middleton dog sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
35 reviews
10 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!

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Kate M.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per visit
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn did an awesome job with my cat Cleo. She was quick to respond to messages and sent lots of pictures. She even gave her a little Christmas present!

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Sarah W.
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

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: Raymar F.
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Raymar F.
from
$20
per visit
5.0 out of 5 stars
4 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: Jennifer L.
Verified Background Check
Jennifer L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
555 reviews
170 repeat clients
30 years of experience
Madison, WI, 53719

Jennifer was amazing with our sweet Josie! It was only our second time using Rover and Jennifer made us very comfortable heading out of town for the day leaving our puppy in her care. She sent great updates during both of her visits. Would highly recommend!

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Maddie T.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
70 reviews
25 repeat clients
5 years of experience
Madison, WI, 53719

Austin did a great job. Followed cat care instructions perfectly and went above and beyond in keeping things tidy and clean. I highly recommend him.

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Aidan M.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi was great with all of my dogs. She was able to walk all three dogs and took great care of them!

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Hannah G.
Sitter Profile Image: Evan T.
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Evan T.
from
$13
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
6 years of experience
Middleton, WI, 53562

Evan did a great job with my two cats. Everything went smoothly, he arrived consistently at the same time. I enjoyed the photos of my cats and the updates on how they were doing. They definitely seemed to like him. Would book again!

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Emily S.
Sitter Profile Image: Molly H.
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Molly H.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
25 years of experience
Middleton, WI, 53562

Great experience. Our 2 dogs received wonderful care. To learn the routine, Molly spent a lot of time with us prior to her first day taking care of Truman and Nemo. Highly recommended

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Mike L.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$13
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
2 years of experience
Wexford, Madison, WI, 53717

Alliyah watched our 15 y/o dog for 12 days while we were on spring break. She was easy to schedule with and communicative. Georgie seemed to really enjoy her visits and we recommend her!

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Paige N.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

Alissa was wonderful as always! I’ve booked with Alissa a few times now, and she goes above and beyond with all the pictures she sends and very detailed updates after each visit. She’s helped clean up after accidents and keep my cats from getting into any mischief.

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Nicole H.
Sitter Profile Image: Iva & Eduardo P.
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Iva & Eduardo P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
22 years of experience
Verona, WI, 53593

Iva and Edwardo were very efficient and timely in giving meds, feeding and tending to our older shy cat. By the end of their care she followed them in the house and rubbed on their legs when they arrived. This is the highest of complements from this cat many people never even see. We will definitely engage their help again if we travel.

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Kathryn C.
Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
7 years of experience
Verona, WI, 53593

Mandi was great when she stopped by to meet Rosie and I. She took a lot of notes, and did great with Rosie, which made me feel much better about leaving for my out of town work gig knowing that Rosie would be well cared for.

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Mark N.
Sitter Profile Image: Isaak B.
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Isaak B.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Mapleton-Flatlands, Middleton, WI, 53562

About: I’ve had dogs and cats my entire life! From chihuahuas to border collies, I’ve had experience raising and taking care of all sizes of animal. I have a pretty open availability, so I would be able to give your animals the utmost attention when needed! Weekends are just as good for me as the weekdays! Having had animals my whole life, I understand how to maintain a clean environment while working with them. I am perfectly fine and comfortable with cleaning up after your animals if need be.

Sitter Profile Image: Julia G.
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Julia G.
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 years of experience
Middleton, WI, 53562

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.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per visit
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.

Sitter Profile Image: Autumn P.
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Autumn P.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Middleton, WI, 53597

About: I love all animals but have a soft spot for older dogs and cats that might need a little extra love and attention. I grew up with dogs but currently have a 5 year old calico cat named Coco. I am a teacher who has much more free time in the summers. I am looking for afternoon/evening weekday jobs for this summer! I love walking. I will come to your home and make your fur baby feel comfortable in their own space. I can also take them for walks and/or play with them in your home. I can also bring animals to my apartment for animals that need more attention and care.

Sitter Profile Image: Amira S.
Verified Background Check
Amira S.
from
$18
per visit
5.0 out of 5 stars
74 reviews
18 repeat clients
4 years of experience
Regent, Madison, WI, 53705

Amira had to get a LIVE BIRD out of my house during her check-in, and she handled it with way more grace than I would have! A true animal lover all around.

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Sara C.
Sitter Profile Image: Anna N.
Verified Enhanced Background Check
Anna N.
from
$13
per visit
20 years of experience
Middleton, WI, 53562

About: I have always had a cat and a large dog as a kid. I trained my childhood dog when I was 10 to behave and walk well. Now I have 2 cats, a little tabby and a big Siberian boy. I love dogs but just don't have the space for one in my apartment currently. For as long as I can remember, I’ve been the first call from my friends who need a dog or cat sitter! I am currently doing school for the summer and I am looking for things to do with my afternoons and evenings! Im really flexible between the hours of 2pm-midnight! I am happy to do anything needed of me! From feeding to cleaning the litter box to fetch and playtime, even giving medicine! I’m willing to do anything needed!

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Over 490
pet parents in Middleton have booked dog sitting

Middleton dog parents share their Rover experiences

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5.0 out of 5 stars

Sabrina was the absolute best and took amazing care of our two large unruly huskies and two cats. Your furry family members will be in great hands with Sabrina. Super timely, professional, and wonderful personality. Thank you for everything Sabrina. Wish I could give more than just 5 stars. =]

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Nood
Drop-In Visits
5.0 out of 5 stars

Natalie was available on relatively short notice and made us feel totally comfortable that our dog was in good hands while we were away.

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Tim H.
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

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

Amazing, she went out of her way to pick my dog up and take him home for me when I was out of state.

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J F.
Drop-In Visits
5.0 out of 5 stars

Alliyah watched our 15 y/o dog for 12 days while we were on spring break. She was easy to schedule with and communicative. Georgie seemed to really enjoy her visits and we recommend her!

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Paige N.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
5.0 out of 5 stars

Erin was absolutely wonderful! I was nervous about how my dog would do since she is a pretty anxious girl and is used to having me home with her all the time. But Erin took the time to get to know her and she warmed up to Erin right away. It was obvious from the pictures during the check-in that Finley was calm and enjoying the play (and some snuggles). It was such a load off my mind knowing she was well cared for while I had to be away. Erin is such an animal lover and they can sense her kind soul! Thank you!!

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

Hannah does a fantastic job taking care of my dogs when I travel. It’s a huge load off knowing someone responsible is watching them

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Maureen M.
Drop-In Visits
5.0 out of 5 stars

Meaghan was awesome with our puppy! Kept us updated and sent pictures throughout her time with our pup! Super reliable and quick to answer! :)

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Maddie T.
Drop-In Visits
5.0 out of 5 stars

Naomi did a wonderful job caring for our dog while we were away for a few days. Came home to an incredibly happy dog and got lots of great updates along the way! Thank you Naomi!

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Hanna D.
Drop-In Visits
5.0 out of 5 stars

We are planning to do multiple visits every week and needed a responsible person whom we could trust. Ava has been wonderful so far and we are looking forward to many more visits with her

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Katie O.
Drop-In Visits
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The median cost per night for dog sitting in Middleton is $20

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Sitters in Middleton average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Middleton on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Middleton dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,467 dog sitters in Middleton. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 88% of Middleton dog sitters respond in under an hour.

Dog sitters in Middleton have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Middleton.

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

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

There are 1,467 dog sitters in Middleton on Rover, so you’re sure to find the perfect match for your dog! In Middleton, 94% of dog sitters offer daily exercise, 96% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

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

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.