Dog Sitting Middleton

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

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Over 517
pet parents in Middleton have booked dog sitting

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Sitter Profile Image: Fanny M.
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Fanny M.
from
$25
per visit
5.0 out of 5 stars
• 20 reviews
5 repeat clients
35 years of experience
Meadowood, Madison, WI, 53711

“Fanny is a gem!!! My kitty, Leo, absolutely loves her and it’s amazing to be able to travel and know he’s in good hands—and to get adorable updates along the way. :) Thank you again, Fanny!”

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Claire D.
Sitter Profile Image: Taylor E.
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Taylor E.
from
$20
per visit
5.0 out of 5 stars
• 25 reviews
7 repeat clients
7 years of experience
Madison, WI, 53705

About: I’ve taken care of dogs of every kind since I was in high school. Neighbors, friends and family have relied on me to walk, feed and groom their pets. I work during the day mostly but I can provide care during the day if needed especially in the evenings, overnight, and on the weekends. I provide a safe environment for your animal to walk, play, and be themselves. I can even help provide structure and training to your animal if needed.

Sitter Profile Image: Sophie R.
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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: Meaghan M.
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Meaghan M.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Middleton, WI, 53562

About: My husband and I have a 2 year old Lagotto Romagnolo and before that we had a Bassett hound mix, growing up I always had cats and have helped friends over the years with walking their dogs/short term care for their animals! I work for myself from home and my schedule is extremely flexible making it very easy for me to work with others schedules, especially during the day! We have a large fenced in backyard at our home. We practice positive re-enforcement in our home with our dog and believe whole heartedly in that practice!

Sitter Profile Image: Megan E.
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Megan E.
from
$13
per visit
14 years of experience
Madison, WI, 53711

About: Just a law student looking to get some textbook money and then distract myself from reading said textbooks by loving on and caring for some adorable pets to distract! I love pets of all shapes and sizes and have cared for others’ pets for many years. I also have two kitties of mine own! As a pet owner, I know how important it is to have a sitter who truly cares for your pet and can also keep their routine as normal as possible while their owner is away. For every client, I strive to make this happen and disrupt their life as little as possible. As I am in school, my schedule can be a bit flexible outside of my classes! I am unable to host pets at my own place, but I am more than willing to drive for your convenience.

Sitter Profile Image: Milanne D.
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Milanne D.
from
$25
per visit
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Courtney E.
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Courtney E.
from
$25
per visit
5.0 out of 5 stars
• 114 reviews
32 repeat clients
3 years of experience
Parkwood Hills, Fitchburg, WI, 53719

“Courtney is so reliable and always does a great job! She knows cats too- Im always confident that my cat is safe and ok even when Im nervous about being gone!”

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

“May has been a wonderful help with our cat. Attentive to our needs and concerns. This is our second time with May and hopefully not the last.”

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Matthew S.
Sitter Profile Image: Magan E.
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Magan E.
from
$18
per visit
5.0 out of 5 stars
• 35 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

“Magan has been a long time trusted pet sitter for me! I have four cats and a great dane, and I trust her with the detailed care for all my animals, and my home. She treats my animals like her own! The cats are pretty self sufficient with automatic feeders and a litter robot, both of which Magan learned how to use easily. One of the cats used to need pill form medication twice a day, which she was confident and great and administering. She gives the cats all the snuggles, pets, and love, so they don’t feel lonely even if I am only gone for a day! My dog, Maggie, is a rescue, she is very shy and timid. Magan let Maggie come to her and did everything perfectly to not spook her until she was comfortable. She is confident and strong walking her, because she is a strong dog! Overall, if you want your home and babies to be treated with all the love and respect they deserve, book Magan as your pet sitter!”

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Grace H.
Sitter Profile Image: Jenna H.
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Jenna H.
from
$24
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Regent, Madison, WI, 53726

About: I’ve grown up with many cats and dogs in my family, but I also have experience taking care of house rabbits and guinea pigs! Additionally, I worked as a kennel attendant, and later, spent years working as a veterinary assistant during school breaks. Now, I am now a veterinary student! I have cared for animals of all sizes, personalities, and needs, and I am confident that I can provide the best care for yours too 🤍 Because I am a full-time veterinary student, my weekdays are spent at school from 8-5pm. I also have on-call shifts a few times a month, which may involve me coming and going during the night sometimes. I’d be available to give your pet(s) all the attention that they could ask for after I get back from school! Whereas, in the morning, I could give them a good hour or two before leaving :) I’m a homebody, so I will be more than happy to stay in and relax with your pet on a weeknight or weekend when studying 🤍 But don’t let this fool you- if your pet is in the mood, I’m also very eager to play with them and get those zoomies out!

Sitter Profile Image: Nicole E.
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Nicole E.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Madison, WI, 53726

About: I've lived with pets my whole life, including a very energetic golden retriever, and have always loved taking care of my family and friends' pets whenever they ask me to. I'm currently a senior at UW-Madison looking to make some extra money! My schedule can be a little all over the place so just ask me if I’m available and I’ll do my best to get back to you right away! During the summer months I work full time from 8:00-4:30 during the week as well! I will respect your home and how you care for your pet so that they're the most comfortable and will always stay healthy and safe.

Sitter Profile Image: Teagan R.
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Teagan R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
31 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!”

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Elizabeth R.
Sitter Profile Image: Riley B.
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Riley B.
from
$18
per visit
10 years of experience
Greenbush, Madison, WI, 53715

About: I’ve taken care of a variety of animals including cats and dogs throughout my life. These animals have had varying temperaments and care requirements giving me a range of care experiences. I am a college student who is busy for some part of the morning and afternoon but can drop in about three times a day. In my own home, I have two cats and grew up with two dogs. Frequent walks for the dogs and enrichment for the cats are a staple.

Sitter Profile Image: Samuel J.
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Samuel J.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: Former member of UNC-Chapel Hill Puppy Raisers, a student-led organization that works with puppies in partnership with Ears Eyes Nose and Paws of Chapel Hill on their journey to becoming service animals. I’m currently working part time, so very flexible with the times and days that I am available to help out with your cats or dogs! I have no pets currently so full attention will be devoted to your animal! I have grown up with dogs my entire life and feel comfortable handling all sizes and breeds.

Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$13
per visit
3 years of experience
Madison, WI, 53717

About: I have experience pet sitting for dozens of families across several states and am passionate about caring for others beloved pets. I am trustworthy, communicative, and responsible and will meet your pets needs to perfection. I am currently working full time as a social worker but am able to before and after work and have a lot of flexibility on weekends. I appreciate being able to speak with you prior to beginning services so I can get to know your pet and their specific needs. I ensure that clients pets and my own pets have a safe home with consistency. I know each pet has their own needs or preferences and enjoy molding my work with them to meet those requirements.

Sitter Profile Image: Tyler E.
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Tyler E.
from
$14
per visit
19 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I've had dogs of all shapes and sizes my entire life as well as having two cats. With my most recent dog, I took it upon myself to care for and train starting when I was 14. Open all day on the weekends and can do weekdays after 5:30. Looking to help out busy people with their furry friends. Schedule can be moved around with enough notice I love playing with dogs and have no fear when interacting. Don’t mind playful/energetic dogs and will play with them if desired. Look forward to meeting yall

Sitter Profile Image: Allison C.
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Allison C.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Fitchburg, WI, 53711

About: I love any and all animals. I have consistently been around animals since the day I was born. I have grown up with dogs and have 20+ years of experience caring and being responsible for them. I now have my own dog, a four year old corgi named Millie. I recently switched to a remote position, so I am available to care for your pet at home any day of the week with any kind of schedule. When I am not at work, I am home enjoying the day with my dog, Millie. Depending on the animal, Millie likes to play or will give them the space that they need. We go on lots of walks, play fetch, and work on puppy puzzles. I have a dog run in my building in case the weather doesn’t allow a long, outdoor potty break. There is a park that I frequently visit with my dog a couple of blocks away. Because I am a nurse, I can care for any of your pets medical needs and I will always keep an eye on them to make sure they are safe.

Sitter Profile Image: Mary T.
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Mary T.
from
$24
per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
4 years of experience
Marquette, Madison, WI, 53703

“Mary is wonderful! We hired her to check on our cat, Kirree, last minute before going out of town for a weekend, and Mary was responsive, trustworthy, and enthusiastic. She shared clear and descriptive updates and pictures from her visits with Kirree. She seems to have a way with cats and Kirree was thrilled to see her. I will definitely hire Mary again.”

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Grace O.
Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Middleton, WI, 53562

About: My whole life I’ve grown up with dogs and cats, having 3 different dogs and 10 cats over the years. I’ve been one of the main caretakers in my family of our pets. Walking, feeding, bathing, and cutting nails are examples of some of the things I’ve grown up doing for our pets. I worked in a veterinary clinic for the past year and I will be a first year student in veterinary school starting this fall. I’m entirely free this summer until classes start! Once the fall hits and I start veterinary school my availability will become more limited but as of now I’m super free. I use extreme care for any animals I’m taking care of and I’m a very attentive person to their needs and what they want and enjoy. I have a lot of experience with taking care of dogs and cats from growing up with pets, volunteering, and working in veterinary clinic. I’ve gained a lot of knowledge on how to properly care for your pet whether that be in a home or on a walk. I have a huge passion for animals and always pour so much love into any pet that is around me and under my care.

Sitter Profile Image: Liliana P.
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Liliana P.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53705

About: I have many animals that I have grown up with and have always taken a liking to care for them. I am working towards getting a degree in animal science. I am available for morning visits before 12 PM and evening visits after 6 PM. Perfect for breakfast feedings, evening check-ins, walks, or medication routines! Your pet’s safety and comfort are my top priorities. I follow all care instructions closely, keep a calm and pet-friendly presence, and ensure a clean, low-stress environment during every visit. You can trust me to treat your home and your pets with the utmost respect and care.

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

Dog parents share their Rover experiences - Middleton

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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 :)

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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.

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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.

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Lindsay N.
Drop-In Visits
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

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

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

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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. =]

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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

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!

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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.

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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

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

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Bruce Z.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for such great care for Barley and Bruce. I work from home, so they are normally spoiled with my attention all day - which makes it tough when I go offsite for an extended time while my husband is at work. Kristie’s check ins kept them well adjusted and happy with the temporary routine change!

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Lisa K.
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
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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 Dog Sitting - Middleton

Frequently asked questions about Rover

The average cost of Dog Sitting in Middleton is $22 per visit as of October 2026. Most bookings cost between $14 and $36 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 October 2026, there are 1,375 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 .

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 , 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 .

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
  • 93% 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 , 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.

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