Dog Sitting South Milwaukee

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

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Over 109
pet parents in South Milwaukee have booked dog sitting

South Milwaukee, 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.

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Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$15
per visit
5.0 out of 5 stars
4 reviews
25 years of experience
Saint Francis, WI, 53235

Elizabeth was very patient with our dog Cookie. She took excellent care of her while we were gone and sent text updates and photos. We will certainly ask Elizabeth to care for our dog in the future!

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Michele M.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
272 reviews
65 repeat clients
8 years of experience
Oak creek, WI, 53154

Our 100lb Bernese Mountain dog loved Kailey from the first time they met! Her detailed report card and multiple photos gave us peace of mind while we were away for the day. I know our dog would love to see her again whenever we are out of town!

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Katie V.
Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
52 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

I wasn't sure what to expect from my two.. but everything was great! I love the pics and the "bathroom" updates. Joe is great with the "big one..Seamus" and the "little one" warmed up after she realized Joe had food...lol!

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Jodie N.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$14
per visit
1 repeat client
2 years of experience
Oak Creek, WI, 53154

About: As a teacher, patience, responsibility, and building trust are part of who I am every day. I naturally create calm, positive relationships and understand that every dog, just like every child, has a unique personality and deserves individualized care. Since I'm on summer break, I have a flexible schedule and can give your pet the time and attention they deserve rather than rushing through visits. Whether it's an energetic walk, extra playtime, or simply providing companionship, I strive to make every dog feel safe, loved, and comfortable. I know that trusting someone with your pet is a big decision, and my goal is to give you peace of mind by treating your dog like family. 🐾 As a teacher on summer break, I have a flexible daily and weekly schedule, allowing me to prioritize consistent, reliable pet care, walks, and check-ins throughout the day. I care for pets with patience, attention, and love—ensuring they are safe, comfortable, and happy through reliable walks, playtime, feeding routines, and gentle companionship.

Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

Lauren was absolutely amazing. She was adaptive to our animals. This was my first rover experience and I wouldn’t think twice of using the service again; hoping for Lauren. She was amazing, responsive and professional!

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Sarah B.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Franklin, WI, 53132

Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.

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Fran S.
Sitter Profile Image: Teri B.
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Teri B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
110 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

Our kitties love Teri. Ike has to have his thyroid medicine every twelve hours. Teri has been our kitty sitter for about five years now. We miss our kitties terribly, but just knowing Teri is caring for them eases my mind. They know her now, and her gentle way with them is easy to see when we get our daily photo updates. Even Tina accepts her, which is a little miracle in itself!

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Ike R.
Sitter Profile Image: Clarissa S.
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Clarissa S.
from
$16
per visit
5.0 out of 5 stars
6 reviews
6 years of experience
Cudahy, WI, 53110

About: Since 2020, I have provided consistent care for a variety of dogs and cats, ranging from energetic puppies to adult dogs with unique personalities and care needs. Through caring for family pets, foster dogs, and client pets, I have developed experience with feeding routines, exercise, leash handling, medication administration, basic behavior reinforcement, and maintaining a safe, comfortable environment while owners are away. My sister's five-year-old Goldendoodle, Theo, has been one of the dogs I have cared for most extensively. I regularly pick him up from daycare, provide overnight and multi-day care, take him on hikes and walks, and reinforce positive behaviors. Through consistent training and positive reinforcement, I taught him to greet visitors calmly by sitting patiently before receiving attention, helping him manage his excitement and practice good manners. In addition, I assisted my older sister with the care of her foster dogs, giving me the opportunity to work with more than 15 dogs of varying breeds, ages, sizes, and temperaments. This experience strengthened my ability to quickly build trust with new dogs, recognize individual needs, and adapt my care approach accordingly. Most recently, I completed a week-long house-sitting assignment caring for a dog and cat. My responsibilities included administering medications, maintaining feeding and hydration schedules, providing daily exercise through multiple-mile walks, sending regular photo updates to the owners, keeping the home clean and secure, and maintaining a fresh, odor-free litter box. I take pride in providing dependable, attentive care that gives pet owners peace of mind while ensuring their pets feel safe, comfortable, and loved. I currently have a flexible schedule to accommodate your dog care needs all throughout the work day, weekends and some evenings as well. I am open to any care needs you have, including at my own house if needed. I focus on keeping pets safe, comfortable, and on their normal routine. I follow the owner’s instructions for feeding, walks, medications, potty breaks, and any household rules. During walks and visits, I pay close attention to the pet’s behavior, energy level, and surroundings to ensure their safety. I also provide plenty of exercise, playtime, attention, and affection based on each pet’s needs. I keep owners updated with photos and messages so they can feel confident their pets are happy, well cared for, and maintaining their regular routine while they’re away.

Sitter Profile Image: Luke B.
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Luke B.
from
$14
per visit
4 years of experience
Saint Francis, WI, 53235

About: I've always had an affinity for dogs! Always wanted one of my own. I've helped tale care of family and neighbors dogs when I was 10 all the way until I was 18. I miss it and want to get back into it. I currently own a hamster, take care of him, take care of families pets when they are on vacation and often volunteer to help with my friends dogs when they are out of town I built a 3 story enclosure for my hamster to give him plenty of room to roam. I also am very active from main jobs with kids so I can provide high quality play with your beloved pets!

Sitter Profile Image: Brittany M.
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Brittany M.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Cudahy, WI, 53110

About: Hi, I’m Brittany! I’m a lifelong animal lover, foster volunteer, and proud dog mom who understands how important it is to find someone you trust with your pet. I have experience caring for dogs of all ages, sizes, and personalities, including: • Reactive and fearful dogs • Senior dogs • Dogs with medical needs • Multi-dog households • Newly adopted and foster dogs One of my own dogs is reactive and fear-based, so I understand that every dog is different. Some pups are ready to make a new friend immediately, while others need patience, consistency, and space to feel comfortable. I’m happy to meet your dog where they are. Whether I’m stopping by for a drop-in visit or taking your dog for a walk, my goal is to keep their routine as normal and stress-free as possible. I’ll make sure they receive plenty of attention, exercise, potty breaks, playtime, and of course, belly rubs if they’re interested. I’m comfortable administering medications and following detailed care instructions. The little things matter, and I always appreciate learning about your pet’s preferences, routines, quirks, and boundaries before we get started. My schedule is flexible, and I’m generally available for morning, evening, and weekend visits. I’ll always communicate clearly, send updates and photos, and care for your pet as if they were my own. I look forward to meeting you and your pup! My schedule is very flexible, allowing me to accommodate morning, midday, evening, and weekend visits. Whether you need a regular walker, drop-in visits, or occasional help, I’m happy to work with you to find a schedule that fits your pet’s needs. I’m committed to caring for your pet in the way that makes them feel most comfortable. I’ve cared for dogs with a wide range of routines, personalities, and needs, and I know how important it is to stick with what works best for them. Every pet is unique, and I always appreciate a heads-up about any quirks, preferences, or boundaries—those little details make all the difference. Routine is especially important when a new person enters a pet’s space, so I do my best to keep things calm, familiar, and stress-free. At home, my dogs are separated during meals and when given chews. I use gates or kennels when needed to provide structure, downtime, or simply give everyone a break. Otherwise, you’ll usually find them snuggled up on the couch or playing together, with plenty of belly rubs, of course.

Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
275 reviews
112 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!

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Sonia G.
Sitter Profile Image: Sean T.
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Sean T.
from
$13
per visit
15 years of experience
Oak Creek, WI, 53154

About: I have been taking care of dogs almost my whole life. Whether it was my family dog or checking in on others dogs while their family went on vacation. I do work full time M-F 7:30am till 6pm at night. I am typically free on the weekends outside of schooling which is only a couple hours a day. By caring for pets in my clients home, I first take them outside to do their business right away and stretch their legs. I always make sure there is water in their bowl and food as explained by my client. If taking on walks I try to stay local unless the family has a preferred route the dog likes.

Sitter Profile Image: Lucy K.
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Lucy K.
from
$14
per visit
3 years of experience
Cudahy, WI, 53110

About: I’ve been doing pet sitting since I was 13, whether it was just stopping by to feed and play with them to spending nights keeping watch on them and my neighbors home. I work part time as a hairdresser in Kenosha so my schedule is very flexible and free to spend time and take good care of your fur babies. I have a 5 month old cat who stays inside my apartment and has plenty of scratching posts and toys. I’m working on getting her to wear a collar just incase she runs out but she seems to know how to take it off herself.

Sitter Profile Image: Catharina T.
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Catharina T.
from
$20
per visit
3 years of experience
Oak Creek, WI, 53154

About: My sister is veterinarian, so I always helped her in her job, taking care of the dogs and cats, mostly clean, help to collect some exams, take medicines, available their health and walking with them when the owners need to leave, or with they was in the hotel or day care for pets. I have a dog and just save some other dogs, this kind of job is really good for me, makes me happy,comfortable when I’m with the animals, I don’t have problems with the weight or size because I’m muscle, so eith you some funny and really energetic, that’s me! And I’m sure your pet will love spend some time with me because I’m love for animals and they put a smile in my face. I work full-time and fully remote, but I’m off work at 3pm and I have a lot of free time on the weekends. I live in a place with a dog park, which can be an option if you would like me to sit in my house. I’m also in school, finishing my last year in Master’s in Business Analytics. I live in an apartment with space for your pet but I have my own car to drive to your place. I would be open for any opportunity that would serve you better.

Sitter Profile Image: Jade M.
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Jade M.
from
$20
per visit
5.0 out of 5 stars
31 reviews
9 repeat clients
4 years of experience
Franklin, WI, 53132

Jade was so thoughtful and communicative! Our dog, Luna, loved her and we definitely will booking again. Thank you Jade, for taking great care of Luna during this difficult week for a family and also leaving such a thoughtful remembrance for Mystery and lifting our spirits when we arrived home. What a kind soul. Your one and million ❤️ Thanks again!!

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Lisa B.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
38 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

About: Welcome! With a passion for animals and years of experience, I have developed a strong connection with pets of all breeds, and the feedback from my clients speaks for itself. I offer affordable pricing without compromising on the quality of care, ensuring that your pet receives the love and attention they deserve. Regarding my availability, I do have a six-year-old son who will be with me occasionally, and prior to booking, it is important to consider accepting him as part of the agreement. This does not affect the quality of care, as I ensure both my son and your pet are happy and safe. Safety and trust are my top priorities. I am always mindful of your pet’s well-being, whether we’re out for a walk or spending time together at home. If we encounter other pets, I’ll ensure that the experience is positive and safe. I also respect the privacy of pet owners and follow all instructions carefully, making sure to create an environment where both pets and owners feel comfortable. Homes with cameras are always welcome, and I take great care in maintaining an open line of communication.

Sitter Profile Image: Mikeila F.
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Mikeila F.
from
$30
per visit
4.9 out of 5 stars
29 reviews
10 repeat clients
19 years of experience
Cudahy, WI, 53110

About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.

Sitter Profile Image: Kristin K.
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Kristin K.
from
$32
per visit
5.0 out of 5 stars
31 reviews
14 repeat clients
15 years of experience
South Milwaukee, WI, 53172

About: I am an active person who enjoys the company of dogs. I am big into outdoors activities (i.e. running, hiking, etc) and when watching a dog will give my full attention to them. I live in an area that is close to parks, woods and near to the lake) I have always owned a dog. (pomeranian, german shepard/huskie and keshound growing up and currently co-own a Siberian Huskie (she does not live at my home) I feel I have a strong knowledge of the care of dogs. I have watched my sister's dogs on many occasions. One of the two dogs has epilepsy and I now know how to manage dogs with medical conditions. I will be as accommodating as possible to meet your needs as the pet care provider. I am willing to just come check on the dog, take them for walks, and longer care needs.

Sitter Profile Image: Haya K.
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Haya K.
from
$13
per visit
8 years of experience
Oak Creek, WI, 53154

About: I've been watching and caring for pets for over 8 years. My friends, coworkers and bosses have relied on me to walk their dogs, pet sit and care for their pets for several years. I'm more than happy to take your pets out for as many walks as needed at various hours of the day and I'm also ready to accommodate all of their needs, including feeding, playing with them, ensuring that they're happy and comfortable and spoiling them with toys and treats. Their safety always comes first. I usually go for a walk or run once or twice a day so I'm happy to take them out with me whenever possible. I have a fairly flexible schedule where I can pop in from time to time or work from home when needed. I have an entire bedroom that's unused that I'm happy to use as a pet room. I have plenty of space in my apartment for the pets and I have an entire field/track behind my apartment. I don't let the pets out of my sight, I ensure that they're always in a safe environment and I will always follow the owner's instructions. If any issues ever arise I will always contact the owner and consult before I make any decisions. I can always provide the right nutrition and keep them on schedule if needed.

Sitter Profile Image: Amber E.
Verified Background Check
Amber E.
from
$14
per visit
4 years of experience
South Milwaukee, WI, 53172

About: I’ve taken care of my dogs my whole life and about 4 years ago I dog sat for other families who trusted me to take care of their pets. I love to go for long walks and hikes and have lots of playtime. I currently have a family who I dogsit for when they are on vacations or away for long hours. I’m currently going to college full time, so I can come throughout the day and I have extra free time to take your dog on long walks In my home, I do not have a fenced yard, so I am used to keeping dogs on leashes and making sure they are safely secured if going outside, if they need leashes.

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

Dog parents share their Rover experiences - South Milwaukee

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5.0 out of 5 stars

Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.

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

Julia has been helping me transition my new 5 month lab/boxer puppy to his new home with her drop in visits. She’s very eager to help practice basic commands, crate train, and get my pup comfortable walking around his new neighborhood. Julia asks great questions, communicates quickly, is flexible, and made me feel comfortable leaving my pup for the first time!

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Hailey C.
Drop-In Visits
5.0 out of 5 stars

Blythe is so patient with Miley! She’s very conscientious of Miley’s needs which is so important to me!

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

We have been using Stephanie for consistent visits with our new puppy. She has been flexible, is always very communicative, and does a great job with him. Highly recommend.

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John B.
Drop-In Visits
5.0 out of 5 stars

Thanks River, for your care of our boys! They are so calm and content when we get home when you've done drop-in visits when we're gone! It is such a relief!

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Bobbie G.
Drop-In Visits
5.0 out of 5 stars

Melana is an amazing caretaker for our dog :) She is timely, communicative, and responsible! We would highly recommend Melana to any dog owner.

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Lauren C.
Drop-In Visits
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  • 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?

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    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

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Popular requests for dog sitting - South Milwaukee

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Sitters in South Milwaukee average 6
repeat dog sitting clients

FAQs for Drop-In Visits - South Milwaukee

Frequently asked questions about Rover

The average cost for Dog Sitting in South Milwaukee on Rover is $16.35 per visit (as of August 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 August 2026, there are 2,179 sitters on Rover offering Dog Sitting across South Milwaukee. 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 South Milwaukee 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 South Milwaukee 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 South Milwaukee 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 South Milwaukee. On Rover:

  • 92% 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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