Dog Sitting Middleton

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

End Date
Search

Over 498
pet parents in Middleton have booked dog sitting

Middleton, Find top rated dog sitting

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: Julia M.
Verified Background Check
Julia M.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
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: Emily O.
Verified Enhanced Background Check
Emily O.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
20 years of experience
Fitchburg, WI, 53719

Emily is awesome. She took care of my Curry Boi and Chickpea. She fed them and took pictures for peace of mind . You can tell she really cares about them . Thanks Emily for all you do !!

Profile image
Mikala I.
Sitter Profile Image: Jennifer L.
Verified Background Check
Jennifer L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
574 reviews
173 repeat clients
30 years of experience
Madison, WI, 53719

The kitties were well taken care of and Jennifer was very flexible and willing to work with my when my travel plans got switched around. Thank you!!

Profile image
Kate W.
Sitter Profile Image: Amy U.
Verified Enhanced Background Check
Amy U.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
30 years of experience
Regent, Madison, WI, 53726

Amy did such an amazing job! Even my shy cat came out for photos. She took extra care to ensure she was playing with them, which felt great as some people assume “they are just cats” and don’t need that extra interaction. Her updates were thorough, and I’m definitely getting some of the pictures she took of them framed!! After an especially scarring experience with a prior sitter, it feels nice to be able to trust someone again. Will definitely be using her again

Profile image
Ashley A.
Sitter Profile Image: Amalia S.
Verified Enhanced Background Check
Amalia S.
from
$13
per visit
10 years of experience
Madison, WI, 53705

About: I’ve worked with dogs since my youth-owning, pet sitting, and fostering. This has given me experience with a range of breeds, personalities, and needs. More recently, I have spent the last two summers fostering puppies to get them ready for adoption, and at my college I petsit high needs dogs. No matter your dog’s quirks, I’m ready to provide them the best care possible! Right now I’m in class and volunteering, so I’m on weekdays I am flexible before 9 am and after noon for feeding, walking, and company. Weekends, I am available as needed. When it comes to clients’ homes, my priority is respecting the space. I am meticulous when carrying out directions and care to preserve the trust of pets and clients alike.

Sitter Profile Image: Erin C.
Verified Enhanced Background Check
Erin C.
Star Sitter
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!!

Profile image
Emily A.
Sitter Profile Image: Alliyah D.
Verified Enhanced Background Check
Alliyah D.
from
$13
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
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!

Profile image
Paige N.
Sitter Profile Image: Sarah H.
Verified Background Check
Sarah H.
from
$15
per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
18 years of experience
Fitchburg, WI, 53593

Sarah is incredibly responsible, reliable and has saved me many times when an emergency crops up while I’m out of town. I would highly recommend Sarah as a pet sitter

Profile image
Yvonne C.
Sitter Profile Image: Austin C.
Verified Enhanced Background Check
Austin C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
78 reviews
30 repeat clients
5 years of experience
Madison, WI, 53719

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

Profile image
Nikita K.
Sitter Profile Image: Mandi W.
Verified Enhanced Background Check
Mandi W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
16 reviews
6 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.

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

Jess gives the absolute best updates during drop-in visits. The level of care and detail she puts into her write-ups and pictures is unmatched, and my dog just loves her.

Profile image
Lindsay N.
Sitter Profile Image: Alissa W.
Verified Enhanced Background Check
Alissa W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
20 reviews
6 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.

Profile image
Nicole H.
Sitter Profile Image: Kally G.
Verified Enhanced Background Check
Kally G.
from
$20
per visit
4.9 out of 5 stars
95 reviews
26 repeat clients
15 years of experience
Middleton, WI, 53562

Kelly goes above and beyond when she checks in our pets. She obviously cares about what she does and we trust her to take care of our pup in our home. She even helped out with our chickens which I didn't even ask for. She's our go to when we get away from home for a weekend.

Profile image
Kersten & Nicholas B.
Sitter Profile Image: Sabrina S.
Verified Enhanced Background Check
Sabrina S.
from
$20
per visit
4.9 out of 5 stars
33 reviews
7 repeat clients
20 years of experience
Madison, WI, 53705

Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!

Profile image
Troy S.
Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check
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!

Profile image
Sarah W.
Sitter Profile Image: Abby L.
Verified Enhanced Background Check
Abby L.
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
16 years of experience
Junction Ridge, Madison, WI, 53717

Abby took great care of my cat and was available on very short notice. She arrived reliably on time each visit, handled medication for my cat, and sent reassuring photos while I was away. She has a very good understanding, compassion, and respect for animals. I hope to call on her services again in the near future.

Profile image
Susannah H.
Sitter Profile Image: Xiyuan D.
Verified Enhanced Background Check
Xiyuan D.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Middleton, WI, 53562

Super responsive!

Profile image
Olivia B.
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
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: Brenna K.
Verified Background Check
Brenna K.
from
$20
per visit
5.0 out of 5 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.
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 was an excellent sitter! We came back to a clean house with two very happy cats. Amira went above and beyond in playing with the cats and keeping our house clean. Couldn’t have had a better experience! Thanks, Amira!

Profile image
Sonam V.
1 / 1
View more

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

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.

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

Excellent and prompt care! We felt really comfortable leaving our pup at home knowing Stefanie was checking on her!

Profile image
Baylen W.
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!

Profile image
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!

Profile image
Alysse L.
Drop-In Visits
5.0 out of 5 stars

Jennifer always goes above and beyond for my pets. She’s great to work with and very willing to accommodate my pets’ needs (within reason).

Profile image
Jennifer M.
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. =]

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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!!

Profile image
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

Profile image
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! :)

Profile image
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!

Profile image
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

Profile image
Katie O.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • 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

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

  • 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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Middleton

Select a filter and find qualifying sitters offering dog sitting.

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 July 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 July 2026, there are 1,460 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
  • 94% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge