Dog Sitting Middleton

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

End
Search

Over 205
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: Sophie R.
Verified Enhanced Background Check
Sophie R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
South Campus, Madison, WI, 53715

About: I’m a pre veterinary student, and I intern at an urgent care vet clinic, which gave me a lot of experience understanding important health signs, but also has taught me to be comfortable with dogs of all energy levels, personality, etc. Additionally, I am a dog walker at a local shelter. I’m comfortable giving meds, helping with senior pets, and making sure every pet feels safe and loved. Whether your pup needs playtime, slow walks, or just some good snuggles, I’ve got it covered! I am currently interning part time and well as volunteering at a local shelter, but I have lots of free time this summer!. I have time during the days for walks and check ins and am so eager to spend the time I have in the area helping where I can! I have a dog that absolutely loves playing! He is very small, but he gets along with dogs of all sizes and can play in my fenced in yard! If I am at your home, I will adjust to match the energy of your pet, and ensure they feel safe and comfortable while providing them with proper care.

Sitter Profile Image: Meeka M.
Verified Enhanced Background Check
Meeka M.
from
$23
per visit
5.0 out of 5 stars
• 87 reviews
23 repeat clients
10 years of experience
Madison, WI, 53717

“Another great experience with Meeka! I have no worries when she kitty sits! And the cats obviously love her cuz they’re so calm when I return!”

Profile image
Lisa R.
Sitter Profile Image: Tannah M.
Verified Enhanced Background Check
Tannah M.
from
$16
per visit
5.0 out of 5 stars
• 4 reviews
5 years of experience
Madison, WI, 53715

About: I've had dogs my entire life. I grew up learning how to care for and love them! I have been hired by family members, friends, and neighbors to walk, feed, bathe, and play with their dogs and puppies! I have done overnights with pets as well! I am currently in college, so my schedule is different each day. These are the times I have class: 9:30am-4:30pm Mondays and Tuesdays 9:30am-3:30pm Wednesdays 9:30am-12:30pm Thursdays 9:30am-4:30pm Fridays Outside of these times, I am available the rest of the day! I am also free any time on Saturdays and Sundays. I will gladly adapt to your and your pet's environment to ensure that they feel safe and comfortable in a familiar space! I am able to go on as many walks as needed. My dogs are obsessed with car rides, so I am willing to bring your pets for a ride around town with your permission! My dogs are also very high maintenance and love a routine, so I can work around what is best for them!

Sitter Profile Image: Anaya S.
Verified Enhanced Background Check
Anaya S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 50 reviews
17 repeat clients
10 years of experience
Fitchburg, WI, 53719

“Anaya went above and beyond to engage with my finicky cat and entertain her while I was away! She made me feel so at ease and shared lots of wonderful photos with me.”

Profile image
Ellen V.
Sitter Profile Image: Delenn N.
Verified Enhanced Background Check
Delenn N.
from
$17
per visit
5.0 out of 5 stars
• 4 reviews
2 years of experience
Sunset Village, Madison, WI, 53705

“Deleen was great! Took care of our 2 cats for a week and they were well-fed and happy when we got back. Thanks!!”

Profile image
Jesse W.
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check
Elizabeth B.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
13 years of experience
Tenney-Lapham, Madison, WI, 53703

“Elizabeth was great - very communicative and spent a lot of time playing with my cats.”

Profile image
Laura S.
Sitter Profile Image: Matthew H.
Verified Enhanced Background Check
Matthew H.
from
$10
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Madison, WI, 53719

“Matthew was exceptional! Really needed someone to take my dog out multiple times a day for a few days. He was always on time. Really took good care of my dog. Couldn’t be more grateful. It’s so nice to find someone you can trust to take care of your furr baby. Thank you Matthew.”

Profile image
Rita R.
Sitter Profile Image: Paula R.
Verified Enhanced Background Check
Paula R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 96 reviews
29 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Thank you so much Paula. You are so great! You went above and beyond for the boys and I cannot express how grateful I am! Thank you for all of the photos you sent, being patient with Bear, and accepting Blueberrys very exciting “hellos”. I hope we can work together again in the future and I know the boys feel the same ❤️ Thank you again for treating the boys like your own ❤️”

Profile image
Jaiden M.
Sitter Profile Image: Teagan R.
Verified Enhanced Background Check
Teagan R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
32 repeat clients
12 years of experience
Westmorland, Madison, WI, 53711

“Teagan did a wonderful job taking care of our 3 cats over the holidays! She sent daily updates and pics and made sure they were safe and happy while we were away! She has a background in several types of animal care facilities and we Highly recommend her to care for your pets!”

Profile image
Elizabeth R.
Sitter Profile Image: Michelle G.
Verified Background Check
Michelle G.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

“Michelle is amazing and very accommodating! She remembered my cat and her needs even months after the first booking with her. And my cat loved her :)”

Profile image
Reena M.
Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Amber K.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Wisconsin Co-Op Housing, MADISON, WI, 53705

About: We have 3 cats and a mini Dachshund, all rescues. Reliable, respectful, dependable. All-around animal-person, committed to keeping animals safe and happy - I strongly believe that people have a responsibility, duty to care for and love all animals; it’s a privilege to have a relationship with them, and we should foster and nurture that. Interested in teaching basic dog commands. Will learn to administer shots if needed. Sensitive to changes in behavior that could signal unhappiness, illness. In the future, hope to create a doggy sanctuary, so I can have many dogs of my own to love and care for every day. I just love dogs & cats & all animals! Value open and clear communication with owners to better care for their pets and to build healthy relationships between us all. My availability has some flexibility, so contact me to discuss! Recently retired and looking forward to devoting time and energy doing things I love, including caring for and building bonds with furry friends. Prefer scheduling ahead of time but will do my best to accommodate same-day requests. All care will be provided according to your instructions. For daycare service provided at my home, I would take dogs out on leash at regular intervals because my yard is un-fenced. Kitties and doggies are loved and treated with kindness and respect.

Sitter Profile Image: Sierra P.
Verified Enhanced Background Check
Sierra P.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 25 reviews
11 repeat clients
2 years of experience
Madison, WI, 53713

“My cat is very skittish, and Sierra did a great job meeting him where he's at!! She took care of him and sent pictures while respecting his space :) I'll definitely book with her again!”

Profile image
Sophie M.
Sitter Profile Image: Naomi H.
Verified Enhanced Background Check
Naomi H.
from
$20
per visit
1 repeat client
13 years of experience
Verona, WI, 53593

About: I have been taking care of pets since I was a little girl. I grew up in a house who always had some type of animal and learned how to love on them and give them the attention they need. I am currently at home and have a lot of time on my hands. I’m very flexible and cooperative with my schedule and willing to give any animal love and support. I have an invisible fence for my two dogs. One of my dogs has a crate he sleeps in and the other sleeps in whatever bed she wants that night.

Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
Jenny P.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 91 reviews
28 repeat clients
25 years of experience
Madison, WI, 53705

“Jenny took fantastic care of our cats! She was very communicative and proactive. She clearly cares about the animals that she cares for. Two of our cats take medication and she did a fantastic job managing this. Highly recommend!”

Profile image
Tess J.
Sitter Profile Image: Ashley D.
Verified Enhanced Background Check
Ashley D.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
18 years of experience
Madison, WI, 53719

“Ashley was great. Mila was very happy when we got home, and we received lots of pictures while we were gone.”

Profile image
Calla H.
Sitter Profile Image: Maya F.
Verified Enhanced Background Check
Maya F.
from
$30
per visit
5.0 out of 5 stars
• 162 reviews
53 repeat clients
26 years of experience
Westhaven Trails, Madison, WI, 53719

“Maya exceeded our expectations by a long shot! Her meticulous notes with photo updates and great care given to our kitties was comforting to us while we were on our trip. Knowing that your fur children are being taken care of by such an attentive and compassionate person is priceless. We definitely will be reaching out to Maya in the future!”

Profile image
Adrienne K.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
Verified Enhanced Background Check
Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per visit
5.0 out of 5 stars
• 37 reviews
10 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

About: **Please note that we are only accepting small dogs 30 lbs or less due to our small home.** Hello! My name is Doua Song Khath, but I also go by Jenny. My husband, Darin, and I are new to Rover but not new to pet sitting. My little family of 4 + 2 senior furbabies are so excited to open our home to your family, or take your furbaby on walks/breaks as often as needed. A little bit about us: Darin and I have had our senior poms since they were puppies (15 yrs now). We also have two children, ages 9 and 7. They both are aware of dogs, and are respectful of their boundaries. We also have a fenced in yard that we love to spend time in. We enjoy taking lots of walks on this side of town as it’s pretty challenging with all the hills! ☺️ I work from home and will and can be flexible with my time. My husband is also home as well and can be flexible with his schedule. We have a fenced yard. We walk dogs on leashes. We provide fresh water daily. We follow feeding directions per our clients. We can communicate daily via text and pics. We value transparency and keeping you informed about your pet’s care daily.

Sitter Profile Image: Brienna T.
Verified Enhanced Background Check
Brienna T.
from
$25
per visit
4.8 out of 5 stars
• 7 reviews
10 years of experience
Madison, WI, 53719

About: Hi! I’m a reliable, caring dog lover who treats every pup like my own. Whether it’s walks, playtime, or cuddle time, I’ll make sure your dog feels safe, happy, and loved while you’re away. I’ll follow your pet’s routine and keep you updated so you can have peace of mind! I'm a part-time student who takes morning classes Monday-Thursday. I am typically at home the majority of the day, but if I am ever away I will return home for about an hour to take any guests out during lunch (12-1PM). Weekends, I am mostly free. Drop-off/pick-up can be anytime! My schedule is pretty flexible during weekends so if you need a specific time, I can make it work. I'm very accommodating. Just let me know in advance when you are thinking about booking and I can check my schedule for that day. If you have a busy schedule, I can also pick-up and drop-off for free! Let me know what your fur-baby's routine is like (sleep, eat, play schedule). I hope to make your fur-baby comfortable while you are away. For DROP-INS: I have experience with drop-ins for dogs, cats, and fish! If you would like me to do a short walk during the 30 minute drop-in for your pup, let me know! I typically like to refresh their water, give a treat (if you allow it), and make sure they go potty! For cats, I will make sure their water & food is replenished and will clear out litter boxes! I will also water your plants, bring in your mail/newspapers (if requested). Thanks for considering me! Let’s set up a Meet & Greet! **Holiday Rates will also be applied for Easter, Mother’s Day, and Father’s Day weeks/weekends** I’m currently working part time with plenty of time for fuzzy friends! I haven’t found my perfect pet just yet, so I have lots of love to give! I have loads of experience training young and old pups, no matter the service your looking for I would love to incorporate good habits for your pet!

Sitter Profile Image: Julia M.
Verified Background Check
Julia M.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
University Apartments, Madison, WI, 53705

“Julia was really communicative! She understood we have an anxiety dog and was considerate to her needs. Highly recommend!”

Profile image
Sarah L.
Sitter Profile Image: Elizabeth M.
Verified Enhanced Background Check
Elizabeth M.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 19 reviews
6 repeat clients
14 years of experience
Fitchburg, WI, 53711

“Elizabeth was a life saver! She did such an amazing job with our dog who can be a bit of a handful! Very professional and cared for Stella like she was her own, I was really nervous leaving her with someone new for the first time and Elizabeth put our minds at ease. Can’t recommend her enough!”

Profile image
Seth D.
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

Great communication. Went above and beyond would definitely recommend this sitter for drop-in visits. I intend to use her again.

Profile image
Dawn M.
Drop-In Visits
5.0 out of 5 stars

We are so grateful to have Stefanie taking care of our sweet Mochi! She has been absolutely wonderful, making sure he gets his walks, lots of love, and all the attention he deserves. It means so much to us knowing he is in such loving and caring hands. Stefanie truly goes above and beyond, and we feel so lucky to have found her! We wholeheartedly recommend her to anyone looking for someone who will treat their fur baby like family! ❤️🐾

Profile image
Monique A.
Drop-In Visits
5.0 out of 5 stars

Jesse did a wonderful job checking in on my dog! Very thoughtful and considerate, and even sent me some pictures as an update! Highly recommend :)

Profile image
Theodore G.
Drop-In Visits
5.0 out of 5 stars

You bought a replacement ring for Teddy last time, and this time, you went the extra mile in the rain, and saved me with the favorable modification you made. So the tip is well deserved. Thank you.

Profile image
Dietrich G.
Drop-In Visits
5.0 out of 5 stars

Jennifer took such good care of my dog and sent regular, detailed updates with very cute photos to boot.

Profile image
Lindsay N.
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 :)

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
Pam S.
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

The sweetest human ever took great care of my dogs. I would definitely use Jennifer again. She’s the best.

Profile image
Kimberly 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

We had a great experience with Abigail taking care of our two senior dogs over Memorial Day weekend! She was communicative, prompt, and consistently checked in when questions came up. We really appreciated her flexibility and willingness to accommodate our dogs’ individual needs and quirks. It gave us peace of mind knowing they were in reliable and attentive hands while we were away. We’d absolutely book with her again!

Profile image
Brittany H.
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

Allegra is great with our dogs. She is very responsible and I wouldn’t hesitate to use her services in the future.

Profile image
Bruce Z.
Drop-In Visits
1 / 1
Find dog 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.

How to book dog sitting

  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 Dog Sitting - Middleton

Frequently asked questions about Rover

The average cost of Dog Sitting in Middleton is $21 per visit as of November 2026. Most bookings cost between $13 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,392 sitters on Rover offering Dog Sitting across Middleton. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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:

  • 89% of sitters can help with special care needs
  • 92% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge