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 105
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: Alissa A.
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Alissa A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

I truly cannot recommend her enough! She took such amazing care of my dog, Frankie, and went above and beyond in every way. She kept me updated with pictures and messages, which gave me so much peace of mind while I was away. It was obvious that she genuinely cared about Frankie and wasn’t just checking off a list of tasks. She even took Frankie on a long walk that wasn’t expected, just because she wanted to, and I know Frankie loved every minute of it. Coming home knowing my dog had been so well cared for meant everything to me. Frankie can be particular, and I don’t trust many people with her, but after this experience, I honestly don’t want anyone else watching her if she’s available. She treated Frankie like her own, and I couldn’t be more grateful. Thank you so much! ❤️🐾

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Jade M.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
90 reviews
15 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette is a great sitter. We have had her take care of our dogs twice now and both times she spent lots of time with the dogs. She also takes great pictures! I would absolutely recommend Lynette.

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Lauren E.
Sitter Profile Image: Diana I.
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Diana I.
from
$16
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Fernwood, Milwaukee, WI, 53207

Diana was very nice and took great care of Belly!

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Lydia R.
Sitter Profile Image: Carmen K.
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Carmen K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
70 reviews
14 repeat clients
25 years of experience
Caledonia, WI, 53402

Lots of visits today for my fur kids. They love Carmen. My big BC is actually in love with her and flirts with her ...it's hilarious. He gets all google eyed. My little super girl takes a bit to warm to anyone and Carmen helped her through that with no issues. I have been able to do my work travel without worrying about how they are doing...which is great!

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Jodie N.
Sitter Profile Image: Jennifer I.
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Jennifer I.
from
$18
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

About: I've been around dogs my entire life — in 28 years, there have only been 7 days I've lived without one! I grew up in a home with five dogs, including four Bernese Mountain Dogs and a Sheltie. My family also responsibly bred Berners and Shelties, and I grew up around training, proper care, and learning to understand each dog's individual personality. Today, my own dog is still a huge part of my life. I also prepare homemade food for my dog and have learned a lot through that experience about paying attention to ingredients, sensitivities, age, energy levels, and individual needs. If your dog has a unique routine, dietary preferences, or special considerations, I'm happy to listen and follow the routine you've established for them. I'm comfortable with dogs of different ages, personalities, routines, and needs, and I believe patience and consistency go a long way. Most importantly, I know how hard it can be to leave your dog with someone else. I treat every dog like they're part of the family — with plenty of attention, patience, playtime, and care while you're away. 🐾 Pets are already a big part of my everyday life. I have always had dogs and currently have three cats of my own, so feeding, walks, playtime, cleaning, and keeping up with their routines are naturally part of my day. I’m also intentional about making time for the pets I care for. I’d rather give a pet my full attention than simply “check a box” and leave. I’m happy to work around their normal routine and give them the consistency they’re used to while their family is away. 🐾 I start by learning your pet’s normal routine — feeding times, walks, medications, favorite activities, boundaries, and anything else that helps them feel comfortable. Then I stick to those instructions as closely as possible. I believe good pet care is about paying attention to the little things. I watch for changes in appetite, energy, behavior, bathroom habits, or anything else that seems unusual, and I’ll communicate with you if I notice something worth knowing about. Most importantly, I want your pet to feel safe and comfortable, not like their routine has suddenly been turned upside down. Whether they want a long walk and lots of playtime or prefer to curl up somewhere quiet, I’ll meet them where they are. 🐶🐱

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

Teri is great! She is quick to respond to correspondences and is always very professional. Se sent lots of pics of my cat while I was away. He was obviously very happy to spend time with her. 10/10 would recommend.

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John R.
Sitter Profile Image: Sydney F.
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Sydney F.
from
$16
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
3 years of experience
Oak Creek, WI, 53154

About: I’ve been taking care of dogs for years, but done it more seriously the past three years. I do overnight stays with my friends/families dogs, and a lot of dog walking! I’ve done everything from administering medications to cleaning up accidents. I work from home, so my schedule is very flexible! I don’t have time constraints (for the most part), so I can take my time caring for your pets. I would like to say I’m very good at being aware of my surroundings. I’ve taken care of dogs that aren’t dog-friendly, so I know how to handle those situations when on walks, etc. I also realize that growing trust with animals is extremely important.

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: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
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: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
278 reviews
115 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

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Vanessa N.
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: Emily C.
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Emily C.
from
$15
per visit
5.0 out of 5 stars
1 review
2 years of experience
Oak Creek, WI, 53154

Emily did a great job taking care of my kitty when I was gone. No issues, very professional and nice.

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Tyler H.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$18
per visit
4.8 out of 5 stars
49 reviews
15 repeat clients
20 years of experience
Oak Creek, WI, 53154

Being out of town is hard when you have pets you love like your kids so it’s so nice to have someone like Kimberly come over and not only let them out and take care of them but give them some love too :)

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Wendy B.
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: 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: 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: Carolina G.
Verified Enhanced Background Check
Carolina G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
40 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: Kristin K.
Verified Background Check
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: 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

Melana took extra special care of my fur babies today. It was getting ready to storm and my Seamus hates the thunder. You can tell she loves animals.

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Jodie N.
Drop-In Visits
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
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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.

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  • Reservation protection

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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 $16.65 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of September 2026, there are 2,128 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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