Dog Sitting Middleton

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pet parents in Middleton have booked dog sitting

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

1 / 1
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
616 reviews
147 repeat clients
13 years of experience
Madison, WI, 53705

Ashley always did a great job loving on my cat! She leaves very detailed reviews and takes the best pictures! I never worried about my cat when I was out of town when I knew Ashley was checking in on her!

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Rebecca S.
Sitter Profile Image: May N.
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May N.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

May was a wonderful care provider for our cat. May was diligent, sensitive to our needs, and attentive to our cat. We would recommend May over and over again.

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Matthew S.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

About: I have had dogs since my childhood and have worked with breeds of different sizes and backgrounds, including some with special needs. In my home life, I have two cats that I adore and spend much of my free time with. I’m available all day on weekends, as well as from 5:30pm onward on weekdays (typically). If you have specific requirements for your animal let me know and we can create a schedule that works best for you! I can perform any specific needs that your pet may need. One of my own pets has special medical requirements, so I am familiar with taking care of animals that need extra care.

Sitter Profile Image: Sophia D.
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Sophia D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
8 repeat clients
10 years of experience
Madison, WI, 53705

Sophia is a very caring and responsible person. I would highly recommend Sophia for your pet.

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Sharmin I.
Sitter Profile Image: Erin C.
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Erin C.
from
$25
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
14 years of experience
Middleton, WI, 53562

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.
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
48 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi was patient and caring for my dog. My dog warmed up to Sofi more and more each drop in visit. She was great at communicating and sent adorable pictures. Very reliable!

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Ashley Paige R.
Sitter Profile Image: Jack F.
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Jack F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
29 reviews
8 repeat clients
14 years of experience
South Campus, Madison, WI, 53715

Thank you for responding to my request to help with Sophia today. It sounds like she ate well and felt like walking more today! Thank you for taking good care of her!

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Liz H.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
140 reviews
53 repeat clients
10 years of experience
Madison, WI, 53719

This was our first experience with Rover and I am happy to have found Ann. Communication was good and she was reliable. Our usually shy cats seem to have loved her and she managed to take the cutest pics of them. We would recommend her and plan to use her in the future.

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Holly W.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was fantastic! She gave great updates, everything was in order when I returned, she gave Ed’s just as directed, and my cat seemed happy when I returned! I would definitely book her again.

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Sagan P.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

About: Eric and Rachel share a love for their beloved Aussie-beagle Lilo and fostering rescue dogs together. We know that it is never easy to leave your beloved dog with someone new, and in a new place. As our own Lilo has struggled with separation anxiety before, we know how important it is to have a pet sitter who is present, patient, and able to cater their care towards a dog’s specific needs. Rachel has taken care of 6 different family dogs growing up, including a border collie, golden retriever, Boston terrier, 2 mixed breeds and a silky terrier. Eric has taken care of his family dog (chihuahua mix) since birth till now (11 years old). Together, we have fostered 16 rescue dogs these past two years, ranging from a high energy Great Pyrenees to 3 Border Collie puppies all at once, to a completely afraid and anxious Beagle mama and Shiba Inu mama that are recovering from very difficult situations. We have also looked after American pit bulls, a large Newfoundland, and senior doggies who have hip difficulties and special diets. Our own dog is a 3.5 year old Aussie-beagle, so we particularly love the herding dogs. :) We both have lots of experience working with dogs of all kinds of temperaments and needs, especially high energy dogs who require a lot of attention and care, and administering medication to dogs who have special needs. Rachel also loves cooking her home cooked meals for her dog, and can do that for yours too, if you need! We both work from home and have all weekends free. Our flexible schedules together allows us to bring dogs regularly on walks and to look after them consistently. We follow instructions really well, and can take care of your dog according to your requirements. We allow dogs to roam and sleep freely in our home, but we can also crate your dog easily if you prefer. We know how to work with your dog with lots of gentle care and love.

Sitter Profile Image: Jiayi H.
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Jiayi H.
from
$15
per visit
5.0 out of 5 stars
53 reviews
15 repeat clients
2 years of experience
Verona, WI, 53593

Great communication and goes above and beyond!

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Jackie M.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

Great experience with Alissa! She was very responsive and sent funny/charming pictures of my two cats each visit. Would definitely book with again!

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Ben M.
Sitter Profile Image: Janay B.
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Janay B.
from
$20
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
7 years of experience
Madison, WI, 53719

Janay was great with my two cats! They both warmed up to her very quickly and she sent me a ton of pictures each day. She did everything asked and even managed to make sure my cat with asthma got his inhaler everyday without issue. I came home to two happy and well cared for kitties

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Sarah S.
Sitter Profile Image: Margaret L.
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Margaret L.
from
$18
per visit
14 years of experience
Wexford, Madison, WI, 53717

About: I’ll care for your pet like they’re my own! I have always had at least one pet in my life and I know that they are important members of the family. I have experience caring for cats and dogs from the puppy/kitten stage through the senior years. I have fostered over 15 cats through the humane society and have experience administering oral medications. I have a very flexible schedule. I am generally available for drop-in visits at any time. I can work with you to set up the schedule that works best for you and your pet. I’m excited to meet your furry family member and give them all the pets, treats, play, and care they deserve! As a traveling pet parent myself, I know how important communication is. You can expect frequent updates and photos. My own dog is a bit of an escape artist, so you can rest assured that I will make sure your pets are supervised and that your home is always secured. Please note that I cannot offer litter box cleaning at this time.

Sitter Profile Image: Khushi R.
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Khushi R.
from
$14
per visit
4 years of experience
Middleton, WI, 60074

About: I have been working with dogs for over 4 years, including basic training, walking, brushing, and giving them love! I have worked in shelters with dogs of all ages and sizes, and would be honored to be trusted with your loved little one. I am currently part time, so I would love to attend to your pet after my schedule. I can do drop-ins and check ups in the evenings for the weekdays and my schedule would be more available for the weekend. I would love to check-in with your furry friend at your home. I am comfortable with free-roam or crating your pet, as well as walking, allowing yard time, feeding etc.

Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Jess B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Jess has cared for our dog multiple times now and she always provides detailed notes so we know how our dog did while we were away and cares for our dog like her own!

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Cati M.
Sitter Profile Image: Austin C.
Verified Enhanced Background Check
Austin C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
92 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin took incredible care of our two cats! He is an excellent communicator and I loved all his photos and updates. I highly recommend Austin for your pet sitting needs!

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Julia K.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

We really appreciated Hannah. She was prompt and professional and showed immense comfort around my 3 dogs who had never been let out by someone they didn't know. I'd use her every time!

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Rene M.
Sitter Profile Image: Donna S.
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Donna S.
from
$25
per visit
5.0 out of 5 stars
52 reviews
16 repeat clients
20 years of experience
Middleton, WI, 53562

Donna did ann excellent job watching our two kitties for a week while we were away. She is super communicative and sends photos from each visit. We had peace of mind while on vacation knowing Donna was taking care of our fur babies!

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Pamela J.
Sitter Profile Image: Gen A.
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Gen A.
from
$30
per visit
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Any compliment I could give Gen would be an understatement! She is a ROCKSTAR! It is such peace of mind knowing she is taking care of Luna while I’m at work! :)

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Jessi S.
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The median cost per visit for dog sitting in Middleton is $20

Dog parents share their Rover experiences - Middleton

1 / 1
5.0 out of 5 stars

Did a wonderful job taking care of our one year old pitbull mix and two cats for a long weekend. Great with all of them and great communication. Thanks!

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

Thank you so much, Jessica! Last minute booking for a drop in visit. Appreciate the flexibility, and our girl seemed well taken care of :)

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

Caitlin was very responsive and did great work the pups, even one that is a bit of a troublemaker! Definitely recommend her services!

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

Molly was great! So thoughtful and attentive to our Lucy. I especially appreciated her informative updates. We came home to a happy well cared for dog.

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

Jennifer went above and beyond to take care of my best friend. He fell in love with her and was always excited to see her. Jennifer gets 100 stars from me! I highly recommend her!

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

Jennifer was great! She made sure to come by the day before to get familiar with my set up and meet my girls. I definitely recommend her to anyone new to Rover.

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Lisa H.
Drop-In Visits
5.0 out of 5 stars

Hannah was fantastic with our dog Cooper! She was reliable, responsive, and took excellent care of him. We came home to a happy pup and had complete peace of mind while we were away. Highly recommend!

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

Alliyah has been so wonderful! She has stopping by to care for my dog during my long work days. My dog loves her! Highly recommend!

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Alysse L.
Drop-In Visits
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

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

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
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Middleton

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Sitters in Middleton average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Middleton

Frequently asked questions about Rover

The average cost for Dog Sitting in Middleton on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 1,401 sitters on Rover offering Dog Sitting across Middleton. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Middleton stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Middleton choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Middleton with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Middleton. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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